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Table of Contents

As filed with the Securities and Exchange Commission on June 30, 2017

Registration No.            


SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549



FORM S-4
REGISTRATION STATEMENT
UNDER
THE SECURITIES ACT OF 1933



SINCLAIR BROADCAST GROUP, INC.
(Exact name of registrant as specified in its charter)

Maryland
(State of Incorporation)
  4833
(Primary Standard Industrial
Classification Code Number)
  52-1494660
(I.R.S. Employer
Identification No.)



10706 Beaver Dam Road
Hunt Valley, MD 21030
(410) 568-1500

(Address, including zip code, and telephone number, including area code, of registrant's principal executive offices)

Barry M. Faber, Esq.
Executive Vice President, General Counsel, Distribution and Network Relations
Sinclair Broadcast Group, Inc.
10706 Beaver Dam Road
Hunt Valley, Maryland 21030
(410) 568-1500

(Name, address, including zip code, and telephone number, including area code, of agent for service)

With copies to:

Edward P. Lazarus, Esq.
Tribune Media Company
435 North Michigan Avenue
Chicago, Illinois
(212) 210-2786

 

Paul S. Bird, Esq.
Jonathan E. Levitsky, Esq.
Debevoise & Plimpton LLP
919 Third Avenue
New York, New York 10022
(212) 909-6000

 

Philip Richter, Esq.
Fried, Frank, Harris,
Shriver &
Jacobson LLP
One New York Plaza
New York, New York 10004
(212) 859-8000

 

Jeffrey B. Grill, Esq.
Pillsbury Winthrop Shaw
Pittman LLP
1200 Seventeenth Street NW
Washington, DC 20036
(202) 663-8000

             Approximate date of commencement of proposed sale of the securities to the public: As soon as practicable after this Registration Statement is declared effective and all other conditions to the transaction contemplated by the Agreement and Plan of Merger, dated as of May 8, 2017, described in the enclosed Proxy Statement/Prospectus have been satisfied or waived.

             If the securities being registered on this form are being offered in connection with the formation of a holding company and there is compliance with General Instruction G, check the following box.    o

             If this Form is filed to register additional securities for an offering pursuant to Rule 462(b) under the Securities Act of 1933, as amended (the "Securities Act"), check the following box and list the Securities Act registration statement number of the earlier effective registration statement for the same offering.    o

             If this form is a post-effective amendment filed pursuant to Rule 462(d) under the Securities Act, check the following box and list the Securities Act registration statement number of the earlier effective registration statement for the same offering.    o

             Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer a smaller reporting company or emerging growth company. See the definitions of "large accelerated filer," "accelerated filer," "smaller reporting company" and "emerging growth company" in Rule 12b-2 of the Securities Exchange Act of 1934 ("Exchange Act").

Large accelerated filer ý   Accelerated filer o   Non-accelerated filer o
(Do not check if a
smaller reporting company)
  Smaller reporting company o

Emerging growth company o

             If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 7(a)(2)(B) of the Securities Act.    o

             If applicable, place an X in the box to designate the appropriate rule provision relied upon in conducting this transaction:

             Exchange Act Rule 13e-4(i) (Cross-Border Issuer Tender Offer)    o

             Exchange Act Rule 14d-1(d) (Cross-Border Third-Party Tender Offer)    o

CALCULATION OF REGISTRATION FEE

               
 
Title of each class of securities
to be registered

  Amount to be
Registered

  Proposed maximum
offering price per unit

  Proposed maximum
aggregate offering price

  Amount of
registration fee

 

Class A Common Stock, par value $0.01

  20,387,994(1)(2)   N/A   $504,381,253.26(3)   $58,457.79(4)

 

(1)
The number of shares of Class A Common Stock, par value $0.01, of Sinclair Broadcast Group, Inc. ("Sinclair Class A common stock") being registered represents the estimated maximum number of shares of Sinclair Class A common stock to be issuable in connection with the merger described herein (the "merger").

(2)
The estimated maximum number of shares of Sinclair Class A common stock to be issued in connection with the merger is calculated as the product of (a) the sum of (i) 87,179,934, the number of shares of Class A common stock, par value $0.001 per share ("Tribune Class A common stock"), of Tribune Media Company ("Tribune") outstanding as of June 23, 2017, plus (ii) 5,605, the number of shares of Class B common stock, par value $0.001 per share ("Tribune Class B common stock" and together with Tribune Class A common stock, "Tribune common stock") of Tribune outstanding as of June 23, 2017, plus (iii) 388,215, the number of shares of Tribune Class A common stock that may be issued in respect of Tribune equity awards (other than stock options) expected to vest prior to the anticipated completion of the merger, plus (iv) 986,316, the number of shares of Tribune Class A common stock underlying stock options that are vested or expected to vest and are expected to be exercised prior to the anticipated completion of the merger (the "estimated maximum number of shares of Tribune common stock at closing"), plus (v) 83,384, the number of shares of Tribune Class A common stock underlying warrants outstanding as of June 23, 2017, multiplied by (b) the exchange ratio of 0.2300 shares of Sinclair Class A common stock for each share of Tribune common stock.

(3)
Pursuant to Rules 457(c), 457(f)(1) and 457(f)(3) under the Securities Act and solely for the purpose of calculating the registration fee, the proposed maximum aggregate offering price is equal to (a) $3,306,902,143.26, the product obtained by multiplying (i) $40.69 (the average of the high and low prices of Tribune Class A common stock on June 23, 2017, as reported on the New York Stock Exchange), by (ii) 88,643,454, the estimated maximum number of shares of Tribune common stock at closing (calculated as the sum of (a)(i), (a)(ii), (a)(iii), (a)(iv) and (a)(v) in Note 2), minus (b) $3,102,520,890, the product obtained by multiplying (i) $35.00 (the per share cash consideration to be paid to the holders of Tribune common stock in connection with the merger) multiplied by (ii) 88,643,454, the estimated maximum number of shares of Tribune common stock at closing.

(4)
Calculated pursuant to Section 6(b) of the Securities Act and SEC Fee Advisory #1 for Fiscal Year 2017 at a rate equal to $115.90 per $1,000,000 of the proposed maximum aggregate offering price.

             The Registrant hereby amends this Registration Statement on such date or dates as may be necessary to delay its effective date until the Registrant shall file a further amendment which specifically states that this Registration Statement shall thereafter become effective in accordance with Section 8(a) of the Securities Act or until this Registration Statement shall become effective on such date as the Securities and Exchange Commission, acting pursuant to said Section 8(a), may determine.

   


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The information in this proxy statement/prospectus is not complete and may be changed. We may not sell the securities offered by this proxy statement/prospectus until the registration statement filed with the U.S. Securities and Exchange Commission is effective. This proxy statement/prospectus does not constitute an offer to sell or a solicitation of an offer to buy any securities in any jurisdiction where an offer, solicitation or sale is not permitted.

SUBJECT TO COMPLETION, DATED JUNE 30, 2017

LETTER TO TRIBUNE SHAREHOLDERS

PRELIMINARY

LOGO

MERGER PROPOSED—YOUR VOTE IS VERY IMPORTANT

Dear Fellow Tribune Shareholder:

          We cordially invite you to attend a special meeting of shareholders of Tribune Media Company, a Delaware corporation, which we refer to as "Tribune," to be held on [                        ], 2017, at [                        ], at [                        ], which we refer to as the "special meeting." As previously announced, on May 8, 2017, Tribune entered into a merger agreement providing for the acquisition of Tribune by Sinclair Broadcast Group, Inc., a Maryland corporation, which we refer to as "Sinclair." At the special meeting, you will be asked to consider and vote on a proposal to adopt the merger agreement.

          If the transaction is completed, you will be entitled to receive for each share of Tribune Class A common stock and Tribune Class B common stock you own merger consideration consisting of $35.00 in cash, without interest and less any required withholding taxes, and 0.2300 of a share of Sinclair Class A common stock. Sinclair Class A common stock is traded on the Nasdaq Global Select Market, which we refer to as the "NASDAQ," under the trading symbol "SBGI." We encourage you to obtain quotes for the Sinclair Class A common stock, given that part of the merger consideration is payable in shares of Sinclair Class A common stock.

          The transaction cannot be completed unless holders of Tribune Class A common stock and Tribune Class B common stock, voting together as a single class, which we refer to as the "Tribune shareholders," holding at least a majority of the shares of Tribune common stock outstanding as of the close of business on [                        ], 2017, the record date for the special meeting, which we refer to as the "record date," vote in favor of the approval and adoption of the merger agreement at the special meeting.

          Your vote is very important, regardless of the number of shares you own. A failure to vote or an abstention will have the same effect as a vote "AGAINST" the approval and adoption of the merger agreement.

          Even if you plan to attend the special meeting in person, Tribune requests that you complete, sign, date and return, as promptly as possible, the enclosed proxy or voting instruction card in the accompanying prepaid reply envelope or submit your proxy by telephone or the Internet prior to the special meeting to ensure that your shares of Tribune common stock will be represented at the special meeting if you are unable to attend. If you hold your shares in "street name" through a bank, brokerage firm or other nominee, you should follow the procedures provided by your bank, brokerage firm or other nominee to vote your shares.

          YOUR PROXY IS BEING SOLICITED BY THE BOARD OF DIRECTORS OF TRIBUNE, WHICH WE REFER TO AS THE "TRIBUNE BOARD." AFTER CAREFUL CONSIDERATION, THE TRIBUNE BOARD HAS UNANIMOUSLY DETERMINED THAT THE MERGER CONTEMPLATED BY THE MERGER AGREEMENT, WHICH WE REFER TO AS THE "MERGER," AS A RESULT OF WHICH TRIBUNE WILL BE ACQUIRED BY SINCLAIR, AND THE OTHER TRANSACTIONS CONTEMPLATED BY THE MERGER AGREEMENT, ARE FAIR TO AND IN THE BEST INTERESTS OF TRIBUNE AND ITS SHAREHOLDERS AND APPROVED AND DECLARED ADVISABLE THE MERGER AGREEMENT AND THE OTHER TRANSACTIONS CONTEMPLATED BY THE MERGER AGREEMENT AND DIRECTED THAT THE MERGER AGREEMENT BE SUBMITTED TO THE SHAREHOLDERS. OUR BOARD UNANIMOUSLY RECOMMENDS THAT YOU VOTE "FOR" THE ADOPTION OF THE MERGER AGREEMENT AND, IF YOU ARE A TRIBUNE CLASS A COMMON STOCK HOLDER, "FOR" THE OTHER PROPOSALS DESCRIBED IN THE ACCOMPANYING PROXY STATEMENT/PROSPECTUS. THE BOARD MADE ITS DETERMINATION AFTER EVALUATING THE TRANSACTION IN CONSULTATION WITH TRIBUNE'S MANAGEMENT AND LEGAL AND FINANCIAL ADVISORS AND CONSIDERING A NUMBER OF FACTORS.

          In considering the recommendation of the Tribune board, you should be aware that directors and executive officers of Tribune have certain interests in the transaction that may be different from, or in addition to, the interests of Tribune shareholders generally. See the sections entitled "Special Meeting and Proposals" beginning on page 48 of the accompanying proxy statement/prospectus and "Transaction Summary—Interests of Tribune's Directors and Executive Officers in the Merger" beginning on page 109 of the accompanying proxy statement/prospectus for a more detailed description of these interests.

          In particular, we urge you to read carefully the section entitled "Risk Factors" beginning on page 35 of the accompanying proxy statement/prospectus. If you have any questions regarding the accompanying proxy statement/prospectus, you may contact Tribune's proxy solicitor, Innisfree M&A Incorporated, which we refer to as "Innisfree," at the telephone numbers, email address or address below.

Innisfree M&A Incorporated
501 Madison Avenue, 20th Floor
New York, New York 10022
(888) 750-5834

Shareholders Call Toll Free: (888) 750-5834
Banks and Brokerage Firms Call: (212) 750-5833

          We urge you to read carefully and in its entirety the accompanying proxy statement/prospectus, including the Annexes and the documents incorporated by reference.

          On behalf of the Tribune board, thank you for your consideration and continued support.

          Neither the U.S. Securities and Exchange Commission, which we refer to as the "SEC," nor any state securities commission has approved or disapproved of the merger or the other transactions described in this proxy statement/prospectus or the securities to be issued in connection with the merger or determined if this proxy statement/prospectus is accurate or complete. Any representation to the contrary is a criminal offense.

   

          This proxy statement/prospectus is dated [                        ], 2017, and is first being mailed to Tribune shareholders on or about [                        ], 2017.


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NOTICE OF SPECIAL MEETING OF TRIBUNE SHAREHOLDERS
TO BE HELD ON [                ], 2017

LOGO

435 North Michigan Avenue
Chicago, IL 60611

To Fellow Tribune Shareholders:

        NOTICE IS HEREBY GIVEN that a special meeting of shareholders of Tribune Media Company, which we refer to as the "special meeting," will be held at [                ] on [                ], 2017 at [                ].

ITEMS OF BUSINESS:

        The proxy statement/prospectus, including the annexes, contains further information with respect to the business to be transacted at the special meeting. We urge you to read the proxy statement/prospectus, including any documents incorporated by reference, and the annexes carefully and in their entirety. Tribune will transact no other business at the special meeting, except for business properly brought before the special meeting or any adjournment or postponement thereof. Please refer to the proxy statement/prospectus of which this notice forms a part for further information with respect to the business to be transacted at the special meeting.

BOARD OF DIRECTORS' RECOMMENDATION:

        After careful consideration, the board of directors of Tribune Media Company, which we refer to as the "Tribune board," on May 7, 2017, approved the merger agreement and determined that the merger agreement and the transactions contemplated thereby are advisable, fair to and in the best interests of Tribune and its shareholders and further resolved that it is recommended to the Tribune shareholders, that they adopt a non-binding, advisory proposal to approve the compensation that may be paid or become payable to Tribune's named executive officers in connection with the merger pursuant to already existing contractual obligations of Tribune.

        The Tribune board unanimously recommends that you vote "FOR" each of the merger proposal, the compensation proposal and the adjournment proposal.


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WHO MAY VOTE:

        Only holders of record of Tribune Class A common stock, par value $0.001 per share, which we refer to as the "Tribune Class A common stock," and Tribune Class B common stock, par value $0.001 per share, which we refer to as the "Tribune Class B common stock" and together with the Tribune Class A common stock, the "Tribune common stock," as of the record date, are entitled to receive notice of the special meeting and to vote at the special meeting or any adjournments or postponements thereof. As of the record date, there were [                ] and [                ] shares of Tribune Class A common stock and Tribune Class B common stock outstanding, respectively. Each share of Tribune common stock is entitled to one vote on the approval of the merger proposal. Holders of Tribune Class A common stock are also entitled to one vote on the approval of the compensation proposal and the adjournment proposal. Holders of Tribune Class B common stock are entitled to vote on only the merger proposal. Tribune shareholders will vote as a single class on the merger proposal. A list of Tribune shareholders of record entitled to vote at the special meeting will be available at the executive offices of Tribune at 435 North Michigan Avenue, Chicago, Illinois 60611 at least ten days prior to the special meeting and will also be available for inspection at the special meeting by any Tribune shareholder for purposes germane to the meeting.

VOTE REQUIRED FOR APPROVAL:

        Your vote is very important. We cannot complete the merger without the approval of the merger proposal. If the merger proposal is not approved by the holders of the requisite number of shares of Tribune common stock, then the transaction will not occur. Assuming a quorum is present, the affirmative vote of a majority of the outstanding shares of Tribune common stock, voting as a single class, entitled to vote on such proposal is required to approve the merger proposal. Approval of each of the compensation proposal and the adjournment proposal require the affirmative vote of at least a majority of the outstanding shares of Tribune Class A common stock present in person or represented by proxy at the special meeting and entitled to vote on such proposals.

        To ensure your representation at the special meeting, please complete and return the enclosed proxy card or submit your proxy by telephone or through the Internet. Please submit your proxy promptly whether or not you expect to attend the special meeting. Submitting a proxy now will not prevent you from being able to vote in person at the special meeting.

    By Order of the Board of Directors,

 

 

Edward P. Lazarus
Executive Vice President, General Counsel,
Chief Strategy Officer and Corporate Secretary

Chicago, Illinois
[                ], 2017


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REFERENCES TO ADDITIONAL INFORMATION

        Sinclair Broadcast Group, Inc., which we refer to as "Sinclair," has filed a registration statement on Form S-4 to which this proxy statement/prospectus relates. This proxy statement/prospectus does not contain all of the information included in the registration statement or in the exhibits to the registration statement to which the accompanying proxy statement/prospectus relates.

        This proxy statement/prospectus also incorporates by reference important business and financial information about Sinclair and Tribune Media Company, which we refer to as "Tribune" from documents previously filed by Sinclair or Tribune with the SEC, that are not included in or delivered with this proxy statement/prospectus. In addition, Sinclair and Tribune each file annual, quarterly and current reports, proxy statements and other business and financial information with the SEC.

        This proxy statement/prospectus and the Annexes hereto, the registration statement to which this proxy statement/prospectus relates and the exhibits thereto, the information incorporated by reference herein and the other information filed by Sinclair and Tribune with the SEC is available for you to review at the SEC's Public Reference Room located at 100 F Street, N.E., Room 1580, Washington, DC 20549. You can also obtain these documents through the SEC's website at www.sec.gov or on either Sinclair's website at http://www.sbgi.net in the "Investors" section or on Tribune's website at http://www.tribunemedia.com in the "Investors" section. By referring to Sinclair's website, Tribune's website, and the SEC's website, Sinclair and Tribune do not incorporate any such website or its contents into this proxy statement/prospectus.

        This proxy statement/prospectus incorporates important business and financial information about Sinclair and Tribune from other documents that are not included in or delivered with this proxy statement/prospectus. This information is available to you without charge upon your request. You can obtain these documents incorporated by reference into this proxy statement/prospectus by requesting them in writing or by telephone from the appropriate company at the following addresses and telephone numbers:

Sinclair Broadcast Group, Inc.
10706 Beaver Dam Road
Hunt Valley, Maryland 21030
(410) 568-1500
Attn: Lucy Rutishauser
  Tribune Media Company
435 North Michigan Avenue
Chicago, Illinois
(212) 210-2786
Attn: Investor Relations

        See "Incorporation of Certain Documents by Reference" beginning on page 184 for more information about the documents incorporated by reference in this proxy statement/prospectus.

        If you hold your shares in "street name," through a bank, broker or other nominee, you should contact such bank, broker or other nominee if you need to obtain a voting instruction card or have questions on how to vote your shares.



TABLE OF CONTENTS

QUESTIONS AND ANSWERS ABOUT THE TRANSACTION AND THE SPECIAL MEETING

    1  

SUMMARY

   
11
 

Parties to the Transaction

   
11
 

The Transaction

    13  

Tribune Board Reasons for the Transaction and Recommendation

    13  

Sinclair Board Reasons for the Transaction

    13  

Opinions of Tribune's Financial Advisors

    13  

Key Terms of the Merger Agreement

    15  

Key Terms of the Voting Agreement

    19  

Financing of the Transaction

    19  

Regulatory Approvals Required for the Merger

    20  

Material U.S. Federal Income Tax Consequences of the Merger

    21  

Interests of Tribune's Directors and Executive Officers in the Transaction

    22  

Appraisal Rights

    22  

Comparison of Shareholder Rights

    23  

Risk Factors

    23  

SELECTED CONSOLIDATED HISTORICAL FINANCIAL DATA OF SINCLAIR

   
24
 

SELECTED CONSOLIDATED HISTORICAL FINANCIAL DATA OF TRIBUNE

   
26
 

SUMMARY UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION

   
28
 

COMPARATIVE PER SHARE DATA

   
30
 

COMPARATIVE PER SHARE MARKET PRICE AND DIVIDEND INFORMATION

   
32
 

RISK FACTORS

   
35
 

Risks Related to the Transaction

   
35
 

Risk Factors Relating to Sinclair after the Transaction

    44  

CAUTIONARY NOTE REGARDING FORWARD-LOOKING STATEMENTS

   
45
 

SPECIAL MEETING AND PROPOSALS

   
48
 

TRANSACTION SUMMARY

   
55
 

Parties to the Transaction

   
55
 

Description of the Transaction

    56  

Background of the Transaction

    57  

Merger Consideration

    65  

Tribune's Reasons for the Transaction and Recommendation of the Tribune Board

    66  

Sinclair's Reasons for the Transaction

    71  

Opinions of Tribune's Financial Advisors

    73  

Tribune Management's Unaudited Prospective Financial Information

    105  

Interests of Tribune's Directors and Executive Officers in the Merger

    109  

Tribune Shareholder Advisory Vote on Merger-Related Compensation for Tribune's Named Executive Officers

    117  

Accounting Treatment of the Transaction

    117  

NASDAQ Listing of Sinclair Class A Common Stock

    118  

Delisting and Deregistration of Tribune Common Stock

    118  

i


Regulatory Approvals

    118  

Financing of the Transaction

    120  

MATERIAL U.S. FEDERAL INCOME TAX CONSEQUENCES OF THE MERGER

   
122
 

THE AGREEMENTS

   
126
 

Description of the Merger Agreement

   
126
 

Transaction Structure

    126  

Description of the Voting and Support Agreement

    151  

APPRAISAL RIGHTS

   
153
 

UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION

   
158
 

DESCRIPTION OF SINCLAIR CAPITAL STOCK

   
168
 

COMPARISON OF SHAREHOLDER RIGHTS

   
174
 

LEGAL MATTERS

   
181
 

EXPERTS

   
182
 

DEADLINE FOR TRIBUNE SHAREHOLDER PROPOSALS

   
183
 

INCORPORATION OF CERTAIN DOCUMENTS BY REFERENCE

   
184
 

WHERE YOU CAN FIND MORE INFORMATION

   
186
 

 

ANNEXES

Annex A

 

Agreement and Plan of Merger, dated as of May 8, 2017, by and among Tribune Media Company, Sinclair Broadcast Group, Inc. and Samson Merger Sub Inc.

Annex B

 

Voting and Support Agreement, dated as of May 8, 2017, by and among Sinclair Broadcast Group, Inc., Oaktree Tribune, L.P. and OCM FIE, LLC

Annex C

 

Opinion of Moelis & Company

Annex D

 

Opinion of Guggenheim Securities, LLC

Annex E

 

Section 262 of the Delaware General Corporate Law

ii


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QUESTIONS AND ANSWERS ABOUT THE TRANSACTION AND THE SPECIAL MEETING

        The following are brief answers to common questions that you may have regarding the merger agreement, the transaction, the consideration to be received in the transaction and the special meeting (as discussed below). The questions and answers in this section may not address all questions that might be important to you as a Tribune shareholder. To better understand these matters, and for a description of the legal terms governing the transaction, we urge you to read carefully and in its entirety this proxy statement/prospectus, including the Annexes to, and the documents incorporated by reference in, this proxy statement/prospectus, as well as the registration statement to which this proxy statement/prospectus relates, including the exhibits to the registration statement. See "Incorporation of Certain Documents by Reference" beginning on page 184 and "Where You Can Find More Information" beginning on page 186.

Q:
What is the transaction?

A:
On May 8, 2017, Sinclair, Tribune and Samson Merger Sub Inc., one of Sinclair's wholly-owned subsidiaries, which we refer to as "Merger Sub," entered into the merger agreement. The merger agreement is attached to this proxy statement/prospectus as Annex A. The merger agreement provides for a merger with Tribune, as a result of which Tribune will be acquired by Sinclair. We sometimes refer to the merger and the other transactions contemplated by the merger agreement, taken as a whole, as the "transaction." The merger will be effective, after all of the conditions to the closing of the transaction are satisfied or, to the extent permitted by law, waived, at the time a certificate of merger is filed with the Secretary of State of the State of Delaware or at such later time and date designated jointly by Sinclair and Tribune in the certificate of merger, which we refer to as the "effective time."

Q:
What will I receive in the merger?

A:
In the merger, each share of Tribune Class A common stock, par value $0.001 per share, and Tribune Class B common stock, par value $0.001 per share, which we refer to as the "Tribune Class A common stock" and the "Tribune Class B common stock" respectively, and together as the "Tribune common stock," issued and outstanding immediately prior to the effective time, will be converted into the right to receive (i) $35.00 in cash, without interest and less any required withholding taxes, which we refer to as the "cash consideration" and (ii) 0.2300 of a share of Sinclair's Class A common stock, par value $0.01 per share, which we refer to as the "Sinclair Class A common stock," and such consideration which we refer to as the "stock consideration." We refer to the cash consideration and the stock consideration together as the "merger consideration." We also refer to the 0.2300 of a share of Sinclair Class A common stock constituting the stock consideration as the "exchange ratio."
Q:
Why am I receiving this document?

A:
In order to complete the transaction, the Tribune shareholders must vote upon and approve and adopt the merger agreement and the merger at the special meeting. Tribune will hold for this purpose a special meeting of its shareholders, which we refer to as the "special meeting." We are sending you these materials to help you decide how to vote your shares with respect to the matters to be considered at the special meeting. This proxy statement/prospectus contains important information about the transaction and the special meeting. You should read carefully and in its entirety this proxy statement/prospectus, including the Annexes to, and the documents incorporated by reference in, this proxy statement/prospectus, as well as the registration statement to which this

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Q:
What equity stake will the pre-transaction Tribune shareholders and Sinclair shareholders hold after the closing of the transaction?

A:
The merger will result in the pre-transaction Tribune shareholders owning approximately 17% of the outstanding shares of Sinclair Class A common stock and Sinclair Class B common stock, which we refer to collectively as the "Sinclair common stock," and existing Sinclair shareholders owning approximately 83% of the outstanding shares of Sinclair common stock immediately following the closing of the transaction.

Q:
What is the value of the merger consideration?

A:
Based on the closing price of $36.95 per share for the Sinclair Class A common stock on May 5, 2017, the last trading day before the announcement of the execution of the merger agreement, the stock consideration had an implied value of $8.50. Adding this amount to the cash consideration of $35.00 results in an implied value for the merger consideration of $43.50 per share of Tribune common stock. The value of the merger consideration Tribune shareholders will receive on the closing of the transaction will depend in part on the market value of the Sinclair Class A common stock immediately before the transaction is completed. The market value at that time could vary significantly from the closing price for the Sinclair Class A common stock on May 5, 2017. Tribune shareholders are advised to obtain current market quotations for the Sinclair Class A common stock.

Q:
When do you expect the transaction to be completed?

A:
The transaction is expected to close in the fourth quarter of 2017. However, the closing of the transaction is subject to various conditions, including the approval and adoption of the merger agreement and the merger at the special meeting, as well as required approval of the transaction by the Federal Communications Commission, which we refer to as the "FCC" and clearance under the Hart-Scott-Rodino Antitrust Improvements Act of 1976, as amended, which we refer to as the "HSR Act," the listing of the Sinclair Class A common stock to be issued in the merger on the NASDAQ and the absence of certain legal impediments to the consummation of the merger. No assurance can be provided as to when or if the transaction will be completed, and it is possible that factors outside the control of Sinclair and Tribune could result in the transaction being completed at a later time, or not at all. See "The Agreements—Description of the Merger Agreement—Other Covenants and Agreements—Efforts to Consummate the Transaction" beginning on page 142 and "The Agreements—Description of the Merger Agreement—Conditions to the Transaction" beginning on page 149.

Q:
What are the conditions to the completion of the transaction?

A:
In addition to the approval of the merger agreement by the Tribune shareholders, completion of the merger is subject to the satisfaction of a number of other conditions, including certain regulatory approvals. For additional information on the regulatory approvals required to complete the merger, see "Transaction Summary—Regulatory Approvals," beginning on page 118 and "The Agreements—Description of the Merger Agreement—Efforts to Consummate the Transaction," beginning on page 142. For additional information on the conditions to completion of the merger,

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Q:
What effects will the merger have on Tribune/Sinclair?

A:
Upon completion of the merger, Merger Sub will be merged with and into Tribune, as a result of which Tribune will become a wholly-owned subsidiary of Sinclair. As a condition to closing, the shares of Sinclair Class A common stock issued in connection with the merger are expected to be approved for listing on the NASDAQ.

Q:
What if I hold Tribune warrants?

A:
In accordance with the terms of the warrants, Sinclair will assume each outstanding warrant to purchase Tribune common stock, which we refer to as the "warrants," and each outstanding warrant will thereafter be exercisable, at its current exercise price of $0.001, for the merger consideration in respect of each share of Tribune Class A common stock and/or Tribune Class B common stock subject to the warrant prior to the merger.

Q:
What if I hold Tribune stock options or other equity awards?

A:
Each stock option of Tribune that is outstanding immediately prior to the effective time, whether vested or unvested, will be immediately cancelled and converted into the right to receive, with respect to each share of Tribune common stock underlying each such stock option, a cash payment. Any stock option with an exercise price as of the effective time that is greater than or equal to the per share merger consideration will be immediately cancelled in exchange for no consideration. For more information concerning options and other equity compensation, see "The Agreements—Description of the Merger Agreement—Treatment of Stock Options, Warrants and Other Stock-Based Awards."

Q:
What are the material U.S. federal income tax consequences of the merger to me?

A:
The exchange of shares of Tribune common stock by a shareholder for cash and shares of Sinclair Class A common stock in the merger will be a taxable transaction for U.S. federal income tax purposes. Accordingly, any shareholder that is a U.S. Holder (as defined in the section entitled "Material U.S. Federal Income Tax Consequences of the Merger") generally will recognize gain or loss for U.S. federal income tax purposes in an amount equal to the difference, if any, between (1) the sum of the amount of cash and the fair market value as of the effective time of the shares of Sinclair Class A common stock received in the merger and (2) the U.S. Holder's adjusted tax basis in the shares of Tribune common stock exchanged in the merger.

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Q:
When and where will the special meeting be held?

A:
The special meeting will be held at [            ] on [            ], 2017 at [            ] local time.

Q:
What are the proposals on which I am being asked to vote and what is the recommendation of the board with respect to each proposal?

A:
At the special meeting, you will be asked to:

consider and vote on a proposal to approve and adopt the merger agreement and the merger, which we refer to as the "merger proposal"; a copy of the merger agreement is attached as Annex A to this proxy statement/prospectus;

consider and vote on a non-binding, advisory proposal to approve the compensation that may become payable to Tribune's named executive officers in connection with the consummation of the merger, which we refer to as the "compensation proposal." See "Transaction Summary—Interests of Tribune's Directors and Executive Officers in the Merger" beginning on page 109 of this proxy statement/prospectus; and

consider and vote on a proposal to adjourn the special meeting, if necessary or appropriate, to solicit additional proxies if there are not sufficient votes to approve the merger proposal, which we refer to as the "adjournment proposal."

        Tribune does not expect any other business to be conducted at the special meeting.

Q:
What constitutes a quorum for the special meeting?

A:
Holders of record of a majority of the outstanding shares of Tribune Class A common stock and Tribune Class B common stock, counted as a single class, represented in person or by proxy, will constitute a quorum for the merger proposal at the special meeting. Holders of record of a majority of the outstanding shares of Tribune Class A common stock, represented in person or by proxy, will constitute a quorum for the compensation proposal and the adjournment proposal. Shares of Tribune Class A common stock and Tribune Class B common stock represented at the special meeting but not voted, including shares of Tribune Class A common stock and Tribune Class B common stock for which a shareholder directs an "abstention" from voting, will be counted as present for purposes of establishing a quorum. Broker non-votes (shares of Tribune Class A common stock and Tribune Class B common stock held by banks, brokerage firms or nominees that are present in person or by proxy at the special meeting but with respect to which the broker or other shareholder of record is not instructed by the beneficial owner of such shares how to vote on a particular proposal and the broker does not have discretionary voting power on such proposal), if any, will not be counted as present for purposes of establishing a quorum.

Q:
What vote is required to approve the proposals being presented at the special meeting?

A:
To be approved at the special meeting, the merger proposal will require the affirmative vote of the majority of the outstanding shares of Tribune common stock, voting as a single class, present, in person or represented by proxy and entitled to vote on the merger proposal. Abstentions and broker non-votes will have the effect of a vote against the merger proposal.

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Q:
How does the Tribune board recommend that I vote at the special meeting?

A:
The Tribune board unanimously recommends that you vote "FOR" the merger proposal, "FOR" the compensation proposal and "FOR" the adjournment proposal, if necessary or appropriate, to solicit additional proxies if there are insufficient votes at the time of the special meeting to adopt the merger agreement. See "Transaction Summary—Tribune's Reasons for the Transaction and Recommendation of the Tribune Board" beginning on page 66.

Q:
What is the effect if the merger proposal is not approved at the special meeting?

A:
If the merger proposal is not approved by the requisite vote at the special meeting or any adjournment thereof, then the transaction will not occur. Instead, Tribune would remain an independent public company, and the merger consideration would not be paid. Each of Sinclair and Tribune have the right to terminate the merger agreement under certain circumstances, including in the event of a failure to obtain the required shareholder vote. Upon a termination for failure to obtain the approval of the merger proposal at the special meeting, Tribune would be required to pay to Sinclair a termination fee equal to the sum of $38,500,000 plus Sinclair's costs and expenses, not to exceed $10,000,000. See "The Agreements—Description of the Merger Agreement—Termination" beginning on page 148.

Q:
Do I have appraisal or dissenters rights in connection with the transaction?

A:
Yes. Tribune shareholders are entitled to appraisal rights under Section 262 of the Delaware General Corporate Law, which we refer to as the "DGCL." See "Appraisal Rights." In addition, a copy of Section 262 of the DGCL is attached as Annex E to this proxy statement/prospectus.

Q:
Why am I being asked to consider and vote on a proposal to approve, by non-binding advisory vote, the transaction-related executive compensation?

A:
Under the rules of the U.S. Securities and Exchange Commission, which we refer to as the "SEC," Tribune is required to seek a non-binding, advisory vote with respect to the compensation that may be paid or become payable to its named executive officers in connection with the transaction.

Q:
What will happen if the compensation proposal is not approved at the special meeting?

A:
Approval of the transaction-related executive compensation is not a condition to closing of the transaction. Accordingly, you may vote against the compensation proposal and vote in favor of the merger proposal. The compensation proposal vote is an advisory vote and will not be binding on Tribune or Sinclair. If the transaction is completed, the compensation described in the compensation proposal will be paid to Tribune's named executive officers to the extent payable in accordance with the terms of their respective compensation agreements and contractual arrangements even if Tribune shareholders do not approve the compensation proposal.

Q:
Who is entitled to vote at the special meeting?

A:
The Tribune board has fixed the close of business on [            ], 2017 as the record date for the special meeting, which we refer to as the "record date." You are entitled to receive notice of, and vote at, the special meeting if you owned shares of Tribune common stock as of the record date.

Q:
How many votes do I have?

A:
You will be entitled to one vote for each share of Tribune Class A common stock that you owned on the record date on each of the proposals that will be voted upon at the special meeting. You will be entitled to one vote per share of Tribune Class B common stock that you owned as of the

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Q:
Are any shareholders already committed to vote in favor of the merger proposal?

A:
Yes. Affiliates of Oaktree Capital Management, which we refer to as the "Oaktree shareholders," have entered into a voting and support agreement with Sinclair, which we refer to as the "voting agreement," in which they have agreed, among other things, to vote their shares of Tribune Class A common stock in favor of the approval of the merger proposal and the other transactions contemplated by the merger agreement. These shares represent approximately 16.3% of the issued and outstanding shares of Tribune common stock as of the close of business on May 4, 2017.
Q:
What if my broker, bank or other nominee holds my shares in "street name"?

A:
If a broker, bank or other nominee holds your shares for your benefit but not in your own name, such shares are in "street name." In that case, your broker, bank or other nominee will send you a voting instruction form to use in order to instruct the vote of your shares. The availability of telephone and Internet voting depends on the voting procedures of your broker, bank or other nominee. Brokers, banks or other nominees will not have discretionary authority on any matter at the special meeting, and thus will not vote on any matter at the special meeting without having received a properly completed voting instruction form. With respect to the merger proposal, a broker non-vote will have the effect of a vote against the proposal. With respect to the compensation proposal and the adjournment proposal, a broker non-vote will have no effect on such proposals.
Q:
How do I vote?

A:
After reading and carefully considering the information contained in this proxy statement/prospectus, please submit a proxy or voting instructions for your shares of Tribune common stock

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Q:
What do I do if I receive more than one set of voting materials?

A:
You may receive more than one set of voting materials, including multiple copies of this proxy statement/prospectus and multiple proxy cards or voting instruction cards. For example, if you hold your shares in more than one brokerage account, you will receive a separate instruction card for each brokerage account in which you hold shares. If you are a holder of record and your shares are held in more than one name, you will receive more than one proxy card. Please complete, sign, date and return each proxy card and voting instructions you receive, or submit each proxy or voting instruction by telephone or Internet by following the instructions on your proxy cards or the voting instruction.

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Q:
How will my proxy be voted?

A:
If you submit a proxy or voting instructions by completing, signing, dating and mailing your proxy card, or over the Internet or by telephone, your shares will be voted in accordance with your instructions. If you are a shareholder of record as of the record date and you sign, date, and return your proxy card but do not indicate how you want to vote on any particular proposal and do not indicate that you wish to abstain with respect to that particular proposal, the shares of Tribune common stock represented by your proxy will be voted in favor of any proposal on which the Tribune shareholder is entitled to vote. However, if you are a holder of Tribune Class A common stock and you sign, date and return your proxy card and indicate that you vote against the merger proposal, but do not indicate how you want to vote on the compensation proposal or the adjournment proposal, the shares of Tribune Class A common stock represented by your proxy will not be voted in favor of the compensation proposal or the adjournment proposal. If you are a beneficial owner, your broker, bank or other nominee will vote your shares on each of the merger proposal, the compensation proposal and the adjournment proposal only if you provide instructions on how to vote by filling out the voting instruction form sent to you by your broker, bank or other nominee with this proxy statement/prospectus.

Q:
Can I revoke or change my vote after I have submitted a proxy or voting instruction card?

A:
Yes. You can change your vote in one of three ways:

you can send a signed notice of revocation, which must be received prior to the beginning of the special meeting, to Tribune's Corporate Secretary, as appropriate;

you can submit a revised proxy bearing a later date by mail, over the Internet or by telephone as described above, which revised proxy must be received prior to the deadlines set forth above for each method of voting; or

you can attend the special meeting and vote in person, which will automatically cancel any proxy previously given, though your attendance alone will not revoke any proxy that you have previously given.

If you are a beneficial owner of shares of Tribune common stock held in "street name," you must contact your broker, bank or other nominee to change your vote or obtain a written legal proxy to vote your shares if you wish to cast your vote in person at the applicable meeting.

Q:
How will I receive the merger consideration to which I am entitled?

A:
If you hold physical stock certificates of Tribune common stock, you will be sent a letter of transmittal shortly after the effective time, describing how you may exchange your shares of Tribune common stock for the merger consideration, and the exchange agent will forward to you the cash and the Sinclair Class A common stock in book-entry form (or applicable evidence of ownership) to which you are entitled, including cash in lieu of fractional shares and dividends on Sinclair Class A common stock, if any, with a record date and payment date after the effective time, after receiving the proper documentation from you. If you hold your shares of Tribune common stock in book-entry form, you are not required to take any specific actions to exchange your shares of Tribune common stock, and after the completion of the transaction, such shares will be automatically exchanged for the merger consideration, cash in lieu of fractional shares and dividends on Sinclair Class A common stock, if any, with a record date and payment date after the effective time.

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Q:
What happens if I sell my shares after the record date but before the special meeting?

A:
If you transfer your shares of Tribune common stock after the record date but before the date of the special meeting, you will retain your right to vote at the special meeting, but you will not have the right to receive for those shares any merger consideration for the shares that you transferred. You must hold your shares through the closing of the transaction in order to receive merger consideration for those shares.

Q:
May I change my vote after I have delivered my proxy or voting instruction card?

A:
Yes. Any Tribune shareholder giving a proxy has the power to revoke it at any time before it is exercised. Tribune shareholders of record may revoke their proxy by filing an instrument of revocation or a duly executed proxy bearing a later date (including by means of a telephone or Internet vote) with Tribune's Corporate Secretary at 435 North Michigan Avenue, Chicago, Illinois 60611. As a Tribune shareholder of record, you may also revoke a proxy by attending the special meeting, and voting in person. Attendance at the special meeting alone will not revoke any proxy. If not revoked, the proxy will be voted at the special meeting, in accordance with your instructions.
Q:
Where can I find more information about the parties to the transaction?

A:
You can find more information about Sinclair and Tribune by reading the sections of the proxy statement/prospectus titled "Transaction Summary—Parties to the Transaction" beginning on page 55 and "Where You Can Find More Information" beginning on page 186.

Q:
Who will count the votes?

A:
The votes will be counted by Broadridge Financial Solutions, Inc., which we refer to as "Broadridge," the appointed inspector for the special meeting.

Q:
Will a proxy solicitor be used?

A:
Tribune has engaged Innisfree to assist in the solicitation of proxies and provide related advice and informational support for a services fee of approximately $25,000, plus reasonable out-of-pocket fees and expenses for these services, as described under "Special Meeting and Proposals" beginning on page 48.

Q:
How do I obtain the voting results from the special meeting?

A:
Preliminary voting results will be announced at the special meeting and will be set forth in a press release that Tribune intends to issue after the special meeting. The press release will be available on Tribune's website. Final voting results for the special meeting is required to be filed in a Current Report on Form 8-K filed with the SEC within four business days after the meeting.

Q:
Whom should I contact if I have any questions about these materials or voting?

A:
If you have any questions about the proxy materials or if you need assistance submitting your proxy or voting instructions or voting your shares or need additional copies of this document or

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Innisfree M&A Incorporated
501 Madison Avenue, 20th Floor
New York, New York 10022
(888) 750-5834

Shareholders Call Toll Free: (888) 750-5834
Banks and Brokerage Firms Call: (212) 750-5833

If your shares are held "street name," through a bank, broker or other nominee, you should contact such bank, broker or other nominee if you need to obtain voting instruction cards or have questions on how to vote your shares.

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SUMMARY

        This summary highlights selected information contained elsewhere in this proxy statement/prospectus and may not contain all the information that may be important to you. Accordingly, we encourage you to read this proxy statement/prospectus carefully and in its entirety, including the Annexes to, and the documents incorporated by reference in, this proxy statement/prospectus, and the registration statement to which this proxy statement/prospectus relates, including the exhibits thereto. The page references have been included in this summary to direct you to a more complete description of the topics presented below. See also the section entitled "Where You Can Find More Information" beginning on page 186.

        References to "Sinclair" are references to Sinclair Broadcast Group, Inc. References to "Tribune" are references to Tribune Media Company. References to "we" or "our" and other first person references in this proxy statement/prospectus refer to both Sinclair and Tribune, before closing of the transaction. References to "Merger Sub" are references to Samson Merger Sub Inc., a wholly-owned subsidiary of Sinclair. References to the "transaction," unless the context requires otherwise, means the transactions contemplated by the merger agreement, taken as a whole.

Parties to the Transaction (Page 55)

        Sinclair Broadcast Group, Inc., a Maryland corporation that was founded in 1986 and became a public corporation in 1995, is a diversified television broadcast company with national reach with a strong focus on providing high-quality content on its local television stations and digital platforms. As of December 31, 2016, Sinclair's broadcast distribution platform was a single reportable segment for accounting purposes, consisting primarily of its broadcast television stations, which Sinclair owns, and provides programming and operating services pursuant to local marketing agreements, which we refer to as "LMAs," and also provides sales services and other non-programming operating services pursuant to other outsourcing agreements (such as joint sales agreements, which we refer to as "JSAs" and shared services agreements, which we refer to as "SSAs") to 173 stations in 81 markets.

        The content, distributed through Sinclair's broadcast platform, consists of programming provided by third-party networks and syndicators, local news, Sinclair's own networks, and other original programming produced by Sinclair. Sinclair also distributes its own original programming, and owned and operated networks, on other third-party platforms. Additionally, Sinclair owns digital and internet media products that are complementary to Sinclair's extensive portfolio of television station related digital properties. Sinclair focuses on offering marketing solutions to advertisers through its television and digital platforms and digital agency services. Outside of Sinclair's media related businesses, Sinclair operates technical services companies focused on supply and maintenance of broadcast transmission systems as well as research and development for the advancement of broadcast technology, and Sinclair manages other non-media related investments. Sinclair Class A common stock is listed on the NASDAQ under the symbol "SBGI." Sinclair's principal executive office is located at 10706 Beaver Dam Road, Hunt Valley, MD 21030 (telephone number: (410) 568-1500).

        This proxy statement/prospectus incorporates important business and financial information about Sinclair from other documents that are not included in or delivered with this proxy statement/prospectus. For a list of the documents that are incorporated by reference, see "Where You Can Find More Information" beginning on page 186 of this proxy statement/prospectus and "Incorporation of Certain Documents by Reference" beginning on page 184 of this proxy statement/prospectus.

        Tribune Media Company, a Delaware corporation, was founded in 1847 as a newspaper publisher and incorporated in Delaware in 1968. Tribune is a diversified media and entertainment business

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comprised of 42 television stations, that are either owned by Tribune or others, but to which Tribune provides certain services, along with a national general entertainment cable network, a radio station, a production studio, a portfolio of real estate assets and investments in a variety of media, websites and other related assets.

        Tribune is one of the largest independent station owner groups in the United States based on household reach, and owns or operates local television stations in each of the nation's top five markets and seven of the top ten markets by population. Tribune has network affiliations with all of the major over-the-air networks, including American Broadcasting Company, which we refer to as "ABC," CBS Corporation, which we refer to as "CBS," Fox Broadcasting Company, which we refer to as "FOX," National Broadcasting Company, which we refer to as "NBC," and The CW Network, LLC, which we refer to as the "CW." Tribune provides "must-see" programming, including the National Football League, which we refer to as the "NFL" and other live sports, on many of its stations and local news to approximately 50 million U.S. households in the aggregate, as measured by Nielsen Media Research, representing approximately 44% of all U.S. households. In addition, Tribune owns a national general entertainment cable network, WGN America, which we refer to as "WGNA," which is available in approximately 80 million households nationally, as estimated by Nielsen Media Research. WGNA provides Tribune with a platform for launching original programming and exclusive syndicated content.

        Tribune also holds a variety of investments in cable and digital assets, including equity investments in Television Food Network, G.P., which we refer to as "TVFN," and CareerBuilder, LLC, which we refer to as "CareerBuilder." On June 19, 2017, Tribune announced its expected share of the proceeds as a result of the sale of CareerBuilder, in which Tribune holds a 32.1% ownership interest, to an investor group led by investment funds managed by affiliates of Apollo Global Management and the Ontario Teachers' Pension Plan Board. Tribune expects to retain an approximate 8% ownership stake in CareerBuilder on a fully-diluted basis following the sale. The transaction, which is subject to regulatory approval and customary closing conditions, is expected to close in the third quarter of 2017.

        Tribune Class A common stock is listed on the NYSE under the trading symbol "TRCO." Tribune Class B common stock is quoted on the OTC Pink market under the trading symbol "TRBAB." Tribune's principal executive office is located at 435 North Michigan Avenue, Chicago, Illinois 60611 (telephone number: (212) 210-2786).

        This proxy statement/prospectus incorporates important business and financial information about Tribune from other documents that are not included in or delivered with this proxy statement/prospectus. For a list of the documents that are incorporated by reference, see "Where You Can Find More Information" beginning on page 186 of this proxy statement/prospectus and "Incorporation of Certain Documents by Reference" beginning on page 184 of this proxy statement/prospectus.

        Samson Merger Sub Inc., a Delaware corporation and a wholly owned subsidiary of Sinclair, was formed solely for the purpose of consummating the merger of Merger Sub with and into Tribune, as provided for in the merger agreement. Merger Sub has not carried on any activities to date, except for activities incidental to its formation and activities undertaken in connection with the transactions contemplated by the merger agreement.

        Samson Merger Sub Inc.'s office is located at 10706 Beaver Dam Road, Hunt Valley, MD 21030 (telephone number: (410) 568-1500).

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The Transaction (see Page 56)

        On May 8, 2017, Sinclair, Tribune and Merger Sub entered into the merger agreement, pursuant to which Merger Sub will merge with and into Tribune, as a result of which Tribune will be acquired by Sinclair.

        In the merger, each share of Tribune Class A common stock and Tribune Class B common stock issued and outstanding immediately prior to the effective time (other than shares held by Tribune or any Tribune subsidiary or Sinclair or any Sinclair subsidiary) will be converted into the right to receive (i) $35.00 in cash, without interest and less any required withholding taxes and (ii) 0.2300 of a share of Sinclair's Class A common stock.

        No fractional shares of Sinclair Class A common stock will be issued in the merger. Tribune shareholders will receive cash, without interest, in lieu of any fractional shares.

        For a description of the treatment of stock options and other equity awards of Tribune, see "The Agreements—Description of the Merger Agreement—Treatment of Stock Options, Warrants and Other Stock-Based Awards" beginning on page 127.

Tribune Board Reasons for the Transaction and Recommendation (Page 66)

        The Tribune board has unanimously (i) determined that the terms of merger agreement and the transactions contemplated by the merger agreement are fair to, and in the best interests of, Tribune and the Tribune shareholders, (ii) determined that it is in the best interests of Tribune and the Tribune shareholders and declared it advisable for Tribune to enter into the merger agreement and perform its obligations thereunder, (iii) approved the execution and delivery by Tribune of the merger agreement, the performance by Tribune of its covenants and agreements contained therein and the consummation of the transactions contemplated by the merger agreement, including the merger, upon the terms and subject to the conditions contained therein, (iv) recommended that the Tribune shareholders approve the merger and adopt the merger agreement and (v) directed that the merger agreement be submitted to the Tribune shareholders at a meeting of the Tribune shareholders for their adoption in accordance with DGCL. Tribune's board unanimously recommends that its shareholders vote "FOR" the merger proposal, "FOR" the compensation proposal and "FOR" the adjournment proposal.

        The Tribune board considered many factors in making its determination that the merger agreement and the transactions contemplated by the merger agreement are fair to, and in the best interests of, Tribune and its shareholders. For a more complete discussion of these factors, see "Transaction Summary—Tribune's Reasons for the Transaction and Recommendation of the Tribune Board" beginning on page 66.

Sinclair Board Reasons for the Transaction (Page 71)

        The board of directors of Sinclair, which we refer to as the "Sinclair board," considered a number of factors in making its determination to approve the transaction. These factors are described in "Transaction Summary—Sinclair's Reasons for the Transaction" beginning on page 71.

Opinions of Tribune's Financial Advisors (Page 73)

        At the meeting of the Tribune board on May 7, 2017 to evaluate and approve the merger, Moelis & Company, which we refer to as "Moelis," delivered an oral opinion (which was subsequently confirmed by delivery of a written opinion, dated May 7, 2017) addressed to the Tribune board that, based upon and subject to the qualifications, conditions, limitations and assumptions stated in its opinion, as of the date of the opinion, the merger consideration to be received by the Tribune

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shareholders, other than Sinclair, Tribune, Merger Sub, Oaktree shareholders, Tribune shareholders who have demanded appraisal for such shares, and the respective affiliates of any of the foregoing, which we refer to collectively as the "Excluded Holders," in the merger is fair, from a financial point of view, to such holders.

        The full text of Moelis's written opinion dated May 7, 2017, which sets forth the assumptions made, procedures followed, matters considered and limitations on the review undertaken in connection with the opinion, is attached as Annex C to this proxy statement/prospectus and is incorporated herein by reference. Moelis's opinion was provided for the use and benefit of Tribune's board (solely in its capacity as such) in its evaluation of the merger. Moelis's opinion is limited solely to the fairness, from a financial point of view, of the merger consideration to be received by the Tribune shareholders, other than the Excluded Holders, and does not address Tribune's underlying business decision to effect the merger or the relative merits of the merger as compared to any alternative business strategies or transactions that might be available with respect to Tribune. Moelis's opinion does not constitute a recommendation to any Tribune shareholders as to how such shareholder should vote or act with respect to the merger or any other matter.

        For a description of the opinion that the Tribune board received from Moelis, see "Transaction Summary—Opinions of Tribune's Financial Advisors—Moelis & Company" beginning on page 73.

        At the meeting of the Tribune board on May 7, 2017 to evaluate and approve the merger, Guggenheim Securities, LLC, which we refer to as "Guggenheim Securities," delivered an oral opinion (which was subsequently confirmed by delivery of a written opinion, dated May 7, 2017) addressed to the Tribune board that, as of May 7, 2017 and based on and subject to the matters considered, the procedures followed, the assumptions made and various limitations of and qualifications to the review undertaken, the merger consideration was fair, from a financial point of view, to the Tribune shareholders (excluding Sinclair and its affiliates). The full text of Guggenheim Securities' written opinion, which is attached as Annex D to this proxy statement/prospectus and which you should read carefully and in its entirety, is subject to the assumptions, limitations, qualifications and other conditions contained in such opinion and is necessarily based on economic, capital markets and other conditions, and the information made available to Guggenheim Securities, as of the date of such opinion.

        Guggenheim Securities' opinion was provided to the Tribune board (in its capacity as such) for its information and assistance in connection with its evaluation of the merger consideration. Guggenheim Securities' opinion and any materials provided in connection therewith did not constitute a recommendation to the Tribune board with respect to the merger nor does Guggenheim Securities' opinion constitute advice or a recommendation to any Tribune shareholder as to how to vote or act in connection with the merger or otherwise. Guggenheim Securities' opinion addresses only the fairness, from a financial point of view and as of the date of such opinion, of the merger consideration to the Tribune shareholders (excluding Sinclair and its affiliates) to the extent expressly specified in such opinion and does not address any other term, aspect or implication of the merger, the merger agreement (including, without limitation, the form or structure of the merger), any shareholder voting agreement, other agreement, transaction document or instrument contemplated by the merger agreement or to be entered into or amended in connection with the merger or Sinclair's debt commitment letters or any financing or other transactions related thereto.

        For a description of the opinion that the Tribune board received from Guggenheim Securities, see "Transaction Summary—Opinions of Tribune's Financial Advisors—Guggenheim Securities, LLC" beginning on page 85.

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Key Terms of the Merger Agreement (Page 126)

Conditions to the Closing of the Transaction (See Page 149)

        The merger agreement contains customary closing conditions, including the following conditions that apply to the obligations of both Tribune and Sinclair to consummate the transactions:

        In addition to the foregoing conditions, Sinclair's and Merger Sub's obligations to consummate the merger are subject to the satisfaction or waiver of the following conditions:

        In addition to the foregoing conditions, Tribune's obligations to consummate the Merger are subject to the satisfaction or waiver of the following conditions:

No Solicitation (See Page 140)

        As more fully described in this proxy statement/prospectus and as set forth in the merger agreement, Tribune has agreed, among other things, not to:

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        Prior to the time that Tribune receives shareholder approval of the merger proposal:

        For additional detail of the these provisions, see "The Agreements—Description of the Merger Agreement—Restrictions on Tribune's Solicitation of Acquisition Proposals" beginning on page 137 and "The Agreements—Description of the Merger Agreement—Change of Recommendation by the Tribune Board" beginning on page 139.

Termination of the Merger Agreement (See Page 148)

        The merger agreement may be terminated at any time prior to the effective time:

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Termination Fee (See Page 150)

        Tribune must pay Sinclair a termination fee of $135.5 million if:

        Tribune must pay Sinclair a termination fee of $135.5 million (except that the termination fee of $135.5 million will be reduced by any previously paid amount of the termination fee of $38.5 million plus the documented, out of pocket expenses of Sinclair in an amount not to exceed $10 million as described below) if:

in the case of the foregoing clauses, an alternative acquisition proposal has been made to Tribune and publicly announced and not withdrawn prior to the termination or the date of the special meeting, as applicable, and within twelve months after termination of the merger agreement, Tribune enters into a definitive agreement with respect to an alternative acquisition proposal (and subsequently consummates such transaction) or consummates a transaction with respect to an alternative acquisition proposal. For purposes of this termination fee, references to "85%" and "15%" will be replaced by "50%" in the definition of "alternative acquisition proposal" in the merger agreement.

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        Tribune must pay Sinclair a termination fee of $38.5 million plus the documented, out-of-pocket costs and expenses of Sinclair in an amount not to exceed $10 million if Sinclair or Tribune terminates the merger agreement because the Tribune shareholders do not approve the transaction.

        If paid, the $38.5 million termination fee, plus the amount of Sinclair's expenses not to exceed $10 million would be credited against any $135.5 million termination fee that Tribune subsequently is required to pay Sinclair.

Expenses (See Page 151)

        Other than as described in "The Agreements—Description of the Merger Agreement—Termination" beginning on page 148, whether or not the transaction is consummated, all costs and expenses incurred in connection with the merger agreement will be borne by the party incurring such expenses, except that Sinclair and Tribune will each be responsible for 50% of the filing fees related to filings with the FCC and under the HSR Act.

Key Terms of the Voting Agreement (Page 151)

        As more fully described in this proxy statement/prospectus and as set forth in the voting agreement, in connection with the execution of the merger agreement, the Oaktree shareholders entered into the voting agreement with Sinclair, pursuant to which, prior to the earlier of the closing of the transaction or the termination of the merger agreement, the Oaktree shareholders agreed to vote all of their shares of Tribune Class A common stock (i) in favor of the approval of the approval and adoption of the merger agreement and the transactions contemplated thereby, including the merger and (ii) against other acquisition proposals and certain other actions and transactions, as described in the voting agreement. The Oaktree shareholders also agreed to certain transfer restrictions with respect to their Tribune Class A common stock, which restrictions last until the approval of the merger by the Tribune shareholders or the termination of the merger agreement, and to refrain from solicitation of other acquisition proposals prior to the earlier of the closing of the transaction or the termination of the merger agreement. See "The Agreements—Description of the Voting and Support Agreement" beginning on page 151 for more detail. The Oaktree shareholders hold approximately 16.3% of the outstanding shares of Tribune Class A common stock as of May 4, 2017.

Financing of the Transaction (Page 145)

        On May 8, 2017, in connection with the merger agreement, Sinclair and Sinclair Television Group, Inc., a wholly-owned subsidiary of Sinclair, which we refer to as "STG," entered into a (i) commitment letter, which we refer to as the "credit facilities commitment letter" (as further amended and restated) and (ii) a bridge loan commitment letter, which we refer to as the "bridge facility commitment letter" (as further amended and restated) and together with the credit facilities commitment letter, the "debt commitment letters," in each case with JPMorgan Chase Bank, N.A., which we refer to as "JPMorgan," Royal Bank of Canada, which we refer to as "Royal Bank," RBC Capital Markets, which we refer to as "RBCCM" and, together with Royal Bank, "RBC," Deutsche Bank AG New York Branch, which we refer to as "DBNY," and Deutsche Bank Securities Inc., which we refer to as "DBSI" and, together with DBNY, "Deutsche Bank," and certain of their respective affiliates, for commitments with respect to the financing required by Sinclair to consummate the merger and to refinance certain indebtedness of STG and Tribune.

        The financing under the debt commitment letters, the availability of which is contingent on the satisfaction of certain conditions, including the closing of the transaction, provides for credit facilities in an aggregate principal amount of up to $5,632 million, consisting of: (i) a senior secured term B loan facility in an aggregate principal amount of up to $4,847 million (which will be reduced to $3,747 million as a result of the consent solicitation described below) and (ii) a senior unsecured bridge

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loan facility in an aggregate principal amount of up to $785 million available to the extent STG does not issue senior unsecured notes or other securities with an aggregate principal amount of at least $785 million on or prior to the consummation of the transaction.

        The credit facilities commitment letter also provides for the syndication of a senior secured revolving credit facility in an aggregate principal amount of up to $225 million, but such secured revolving credit facility is not required by Sinclair to consummate the transaction.

        The facilities to be provided under the debt commitment letters will bear interest at LIBOR plus an applicable margin. The senior secured credit facilities to be provided under the credit facilities commitment letter will be secured by liens on substantially all of STG's assets and will be guaranteed by, and secured by the assets of, certain of its subsidiaries. Sinclair and/or an affiliate of Sinclair may be a co-borrower under the facilities to be provided under the debt commitment letters. The one-year senior unsecured bridge facility of up to $785 million, which we refer to as the "bridge facility," to be provided under the bridge facility commitment letter will be unsecured but guaranteed by the same guarantors as under the senior secured facilities. Various economic and other terms of the financing under the debt commitment letters are subject to change in the process of syndication as set forth in the debt commitment letters.

        In connection with the transaction, the indebtedness outstanding under Tribune's existing credit facility will be repaid and the commitments thereunder terminated at or prior to the closing of the transaction. However, Tribune's 5.875% Senior Notes due 2022, which we refer to as the "Tribune notes," in the principal amount of $1,100 million, are expected to remain outstanding after the consummation of the transaction. On June 13, 2017, Tribune commenced a consent solicitation, seeking consents from the holders of Tribune notes to amend certain provisions of the indenture governing the Tribune notes, which we refer to as the "Tribune indenture," to (i) eliminate any requirement for Tribune to make a "Change of Control Offer," as defined in the Tribune indenture, to holders of Tribune notes in connection with the transactions, (ii) clarify the treatment under the Tribune indenture of the proposed structure of the transactions and to facilitate the integration of Tribune and its subsidiaries and the Tribune notes with and into Sinclair's debt capital structure, and (iii) eliminate the expense associated with producing and filing with the SEC separate financial reports for STG, as successor issuer of the Tribune notes, if Sinclair or any other parent entity of the successor issuer of the Tribune notes, in its sole discretion, provides an unconditional guarantee of the payment obligations of the successor issuer under the Tribune notes. On June 22, 2017, Tribune announced that it had obtained the requisite consents and had executed a supplemental indenture to amend these provisions of the Tribune indenture. Because the requisite consents were obtained, the aggregate principal amount of the senior secured term B loan facility will be reduced by $1,100 million to $3,747 million in accordance with the debt commitment letters.

        On May 14, 2017, the debt commitment letters were amended and restated to adjust certain of the commitments described thereunder in the event that STG issues senior unsecured notes in an offering in excess of the bridge facility amount of $785 million and to provide additional flexibility regarding the allocation of the commitments for the facilities under the debt commitment letters.

Regulatory Approvals Required for the Merger (Page 118)

        The closing of the transaction is conditioned, among other things, on the expiration or termination of the waiting period under the HSR Act and the receipt of the FCC consent to the transfers of control and assignments in connection with the transaction, which we refer to as the "FCC consent." Sinclair and Tribune filed the Notification and Report Forms on May 30, 2017 with the U.S. Federal Trade Commission, which we refer to as the "FTC," and with the Antitrust Division of the Department of Justice, which we refer to as the "Antitrust Division." On June 29, 2017, Sinclair voluntarily withdrew

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its initial Notification and Report Forms filed on May 30, 2017 prior to the end of the initial 30-day waiting period and intends to refile the Notification and Report Forms on July 3, 2017.

        The applications for FCC consent to the transaction were filed on June 26, 2017, and public notice of the filing of the applications will occur on [            ]. The applications will come off public notice on [            ]. FCC consent to the transaction may be delayed or otherwise impacted by (1) petitions to deny the applications, if any, that are filed by [            ], or (2) litigation pending in the U.S. Court of Appeals for the D.C. Circuit challenging the FCC's reinstatement of a Commission rule that discounts by half the audience reach of UHF stations for purposes of determining compliance with national audience reach limitations.

        The timing or outcome of the FCC regulatory process cannot be predicted.

        For additional information relating to the regulatory approvals, see "Transaction Summary—Regulatory Approvals" beginning on page 118, and "The Agreements—Description of the Merger Agreement—Efforts to Consummate the Transaction" beginning on page 142.

Material U.S. Federal Income Tax Consequences of the Merger (Page 122)

        The exchange of shares of Tribune common stock by a Tribune shareholder for cash and shares of Sinclair Class A common stock in the merger will be a taxable transaction for U.S. federal income tax purposes. Accordingly, any Tribune shareholder that is a U.S. Holder (as defined in the section entitled "Material U.S. Federal Income Tax Consequences of the Merger—U.S. Holders") generally will recognize gain or loss for U.S. federal income tax purposes in an amount equal to the difference, if any, between (1) the sum of the amount of cash and the fair market value as of the effective time of the merger of the shares of Sinclair Class A common stock received in the merger and (2) the U.S. Holder's adjusted tax basis in the shares of Tribune common stock exchanged in the merger.

        Any such gain or loss generally will be capital gain or loss and generally will be long-term capital gain or loss if the U.S. Holder's holding period in the Tribune common stock immediately prior to the merger is more than one year. For U.S. Holders that are individuals, estates or trusts, long-term capital gain generally is taxed at preferential rates. The deductibility of capital losses is subject to limitations.

        A U.S. Holder will have a tax basis in the shares of Sinclair Class A common stock received in the merger equal to the fair market value of such shares as of the effective time of the merger. A U.S. Holder's holding period for shares of Sinclair Class A common stock received in exchange for shares of Tribune common stock in the merger will begin on the date immediately following the date on which the merger closes. We refer to the date on which the merger closes as the "closing date."

        A Non-U.S. Holder (as defined in the section entitled "Material U.S. Federal Income Tax Consequences of the Merger—Non-U.S. Holders") generally will not be subject to U.S. federal income tax with respect to the exchange of shares of Tribune common stock for cash and shares of Sinclair Class A common stock in the merger unless such Non-U.S. Holder has certain connections to the United States as described in "Material U.S. Federal Income Tax Consequences of the Merger—Non-U.S. Holders." A Non-U.S. Holder may be subject to backup withholding with respect to payments made pursuant to the merger unless such Non-U.S. Holder certifies that it is not a U.S. person or otherwise establishes an exemption.

        Each Tribune shareholder should consult its own tax advisor to determine the particular tax consequences of the merger to such Tribune shareholder in light of such Tribune shareholder's particular circumstances.

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Interests of Tribune's Directors and Executive Officers in the Merger (Page 109)

        In considering the recommendation of the Tribune board that Tribune shareholders vote to adopt the merger agreement, you should be aware that some of Tribune's directors and executive officers have interests in the merger that may be different from, or in addition to, the interests of Tribune shareholders generally. Interests of directors and officers that may be different from or in addition to the interests of Tribune shareholders include, but are not limited to:

        These interests are discussed in more detail in the section entitled "Transaction Summary—Interests of Tribune's Directors and Executive Officers in the Merger" beginning on page 109 of this proxy statement/prospectus.

        The Tribune board was aware of these interests and considered them, among other matters, in approving the merger agreement and the transactions contemplated by the merger agreement and in recommending that the Tribune shareholders vote "FOR" the merger proposal.

Voting by Tribune's Directors and Executive Officers

        As of March 15, 2017, the directors and executive officers of Tribune beneficially owned, in the aggregate, 475,548 shares (or less than 1%) of Tribune Class A common stock and no shares of Tribune Class B common stock. The directors and executive officers of Tribune have informed Tribune that they currently intend to vote all of their shares of Tribune Class A common stock for all of the proposals to be voted on at the special meeting.

Appraisal Rights (Page 153)

        Tribune shareholders are entitled to appraisal rights under Section 262 of the DGCL, provided they follow procedures and satisfy the conditions set forth in Section 262 of the DGCL. See "Appraisal Rights." In addition, a copy of Section 262 of the DGCL is attached as Annex E to this proxy

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statement/prospectus. Failure to strictly comply with Section 262 of the DGCL may result in your waiver of, or inability to, exercise appraisal rights.

Comparison of Shareholder Rights (Page 174)

        The rights of the holders of Sinclair's Class A common stock are governed by Sinclair's current articles of incorporation and bylaws, as well as the Maryland General Corporation Law, which we refer to as the "MGCL." The rights of the Tribune shareholders are governed by Tribune's current certificate of incorporation and bylaws, as well as the DGCL. Upon closing of the transaction, the rights of the Tribune shareholders will be governed by Sinclair's articles of incorporation and bylaws, as well as the MGCL and will differ in some respects from their rights under Tribune's certificate of incorporation and bylaws and the DGCL. For more information regarding a comparison of such rights, see "Comparison of Shareholder Rights" on page 174.

Risk Factors (Page 35)

        You should consider all the information contained in or incorporated by reference into this proxy statement/prospectus in deciding how to vote for the proposals presented in this proxy statement/prospectus.

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SELECTED CONSOLIDATED HISTORICAL FINANCIAL DATA OF SINCLAIR

        The following table sets forth Sinclair's selected consolidated historical financial data as of the dates and for the periods indicated. The selected consolidated historical financial data as of March 31, 2017 and for the three months ended March 31, 2017 and March 31, 2016 have been derived from Sinclair's unaudited condensed consolidated financial statements and related notes which are incorporated herein by reference. The data as of March 31, 2017 and for the three months ended March 31, 2017 and March 31, 2016, in the opinion of Sinclair's management include all adjustments, consisting only of normal recurring adjustments, necessary for a fair statement of the results for the unaudited interim periods. The selected consolidated historical financial data as of December 31, 2016 and December 31, 2015 and for each of the years ended December 31, 2016, December 31, 2015 and December 31, 2014 have been derived from Sinclair's audited consolidated financial statements and related notes which are incorporated herein by reference. The selected consolidated historical financial data as of December 31, 2014, December 31, 2013, December 31, 2012 and for the years ended December 31, 2013 and December 31, 2012 have been derived from Sinclair's audited consolidated financial statements and related notes not required to be incorporated by reference herein. The selected consolidated historical financial data are qualified in their entirety by, and should be read in conjunction with, "Management's Discussion and Analysis of Financial Condition and Results of Operations" and Sinclair's audited consolidated financial statements and unaudited condensed consolidated financial statements and the related notes thereto included in Sinclair's Annual Report on Form 10-K for the year ended December 31, 2016 and Quarterly Report on Form 10-Q for the quarterly period ended March 31, 2017, respectively, each of which is incorporated herein by reference. See "Where You Can Find More Information" beginning on page 186. Sinclair's consolidated historical financial data may not be indicative of the future performance of Sinclair.

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STATEMENTS OF OPERATIONS DATA
(In thousands, except per share data)

 
  For the three
months ended
March 31,
  For the year ended December 31,  
 
  2017   2016   2016   2015   2014   2013   2012  

Statement of Operations Data:

                                           

Net revenues

    649,935     578,889     2,736,949     2,219,136     1,976,558     1,363,131     1,061,679  

Direct operating expenses(a)

   
312,419
   
272,262
   
1,197,923
   
951,022
   
793,032
   
544,920
   
398,318
 

Selling, general and administrative expenses(b)

    146,454     137,451     579,230     508,410     441,633     304,420     206,019  

Depreciation and amortization(c)

    69,535     67,800     282,324     264,887     228,787     141,374     85,172  

Other non-media expenses

    17,245     17,697     80,648     71,803     55,615     45,005     42,892  

(Gain) loss on asset dispositions

    (53,347 )   (2,660 )   (6,029 )   278     (37,160 )   3,392     (7 )

Operating income

    157,629     86,339     602,853     422,736     494,651     324,020     329,285  

Interest expense and amortization of debt discount and deferred financing costs

    (57,318 )   (49,415 )   (211,143 )   (191,447 )   (174,862 )   (162,937 )   (128,553 )

Loss from extinguishment of debt

    (1,404 )       (23,699 )       (14,553 )   (58,421 )   (335 )

Other income, net

    375     885     4,879     2,504     7,311     2,846     11,943  

Income from continuing operations before income taxes

    99,282     37,809     372,890     233,793     312,547     105,508     212,340  

Income tax provision

    (28,579 )   (12,180 )   (122,128 )   (57,694 )   (97,432 )   (41,249 )   (67,582 )

Income from continuing operations

    70,703     25,629     250,762     176,099     215,155     64,259     144,488  

Discontinued operations:

                                           

Income from discontinued operations, net of related income taxes

                        11,558     465  

Net income

    70,703     25,629     250,762     176,099     215,115     75,817     144,953  

Net income attributable to noncontrolling interests

    (13,501 )   (1,489 )   (5,461 )   (4,575 )   (2,836 )   (2,349 )   (287 )

Net income attributable to Sinclair Broadcast Group

  $ 57,202   $ 24,140   $ 245,301   $ 171,524   $ 212,279   $ 73,468   $ 144,666  

Earnings Per Common Share Attributable to Sinclair Broadcast Group:

   
 
   
 
   
 
   
 
   
 
   
 
   
 
 

Basic earnings per share from continuing operations

  $ 0.62   $ 0.25     2.62     1.81     2.19     0.66     1.78  

Basic earnings per share

  $ 0.62   $ 0.25     2.62     1.81     2.19     0.79     1.79  

Diluted earnings per share from continuing operations

  $ 0.61   $ 0.25     2.60     1.79     2.17     0.66     1.78  

Diluted earnings per share

  $ 0.61   $ 0.25     2.60     1.79     2.17     0.78     1.78  

Dividends declared per share

  $ 0.18   $ 0.165     0.71     0.66     0.63     0.60     1.54  

 

 
   
   
  As of December 31,  
 
  As of
March 31,
2017
  As of
March 31,
2016
 
 
  2016   2015   2014   2013   2012  

Balance Sheet Data:

                                           

Cash and cash equivalents

  $ 815,700   $ 141,524   $ 259,984   $ 149,972   $ 17,682   $ 280,104   $ 22,865  

Total assets

  $ 6,317,323   $ 5,747,198   $ 5,963,168   $ 5,432,315   $ 5,410,328   $ 4,103,417   $ 2,690,768  

Total debt(d)

  $ 4,084,030   $ 4,187,106   $ 4,203,848   $ 3,854,360   $ 3,886,872   $ 2,989,985   $ 2,234,450  

Total equity (deficit)

  $ 1,096,899   $ 519,898   $ 557,936   $ 499,678   $ 405,343   $ 405,704   $ (100,053 )

(a)
Direct operating expenses includes media production expenses, expenses recognized from station barter arrangements, and amortization of program contract costs and net realizable value adjustments.

(b)
Selling, general, and administrative expenses includes media selling, general, and administrative expenses, corporate general and administrative expenses, and research and development expenses.

(c)
Depreciation and amortization includes depreciation and amortization of property and equipment and amortization of definite-lived intangible assets and other assets.

(d)
Total debt is defined as notes payable, capital leases and commercial bank financing, including the current and long-term portions.

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SELECTED CONSOLIDATED HISTORICAL FINANCIAL DATA OF TRIBUNE

        The following table sets forth Tribune's selected consolidated historical financial data as of the dates and for the periods indicated and reflects the January 31, 2017 sale of Tribune's equity interest in substantially all of its digital and data business operations and the August 4, 2014 spin-off of the assets and certain liabilities of the businesses primarily related to Tribune's principal publishing operations, other than certain real estate and other assets. The selected consolidated historical financial data as of March 31, 2017 and for the three months ended March 31, 2017 and March 31, 2016 have been derived from Tribune's unaudited condensed consolidated financial statements and related notes, which are incorporated herein by reference. The data for the three months ended March 31, 2017 and March 31, 2016, in the opinion of Tribune's management, include all adjustments, consisting only of normal recurring adjustments, necessary for a fair statement of the results for the unaudited interim periods. The selected consolidated historical financial data as of December 31, 2016 and December 31, 2015 and for each of the years ended December 31, 2016, December 31, 2015 and December 28, 2014 have been derived from Tribune's audited consolidated financial statements and related notes which are incorporated herein by reference. The selected consolidated historical financial data as of December 28, 2014, December 29, 2013, December 31, 2012 and December 30, 2012 and for the years ended December 29, 2013 and December 30, 2012 and for December 31, 2012 have been derived from Tribune's audited consolidated financial statements and related notes not incorporated by reference herein. The selected consolidated historical financial data are qualified in their entirety by, and should be read in conjunction with, "Management's Discussion and Analysis of Financial Condition and Results of Operations" and Tribune's audited consolidated financial statements and unaudited condensed consolidated financial statements and the related notes thereto included in Tribune's Annual Report on Form 10-K for the year ended December 31, 2016 and Quarterly Report on Form 10-Q for the quarterly period ended March 31, 2017, respectively, each of which is incorporated herein by reference. See "Where You Can Find More Information" beginning on page 186. Tribune's consolidated historical financial data may not be indicative of the future performance of Tribune or Sinclair.

        In connection with its emergence from bankruptcy on December 31, 2012, Tribune and its business operations as conducted on or prior to December 30, 2012 are referred to collectively as the "Predecessor" and Tribune and its business operations as conducted on or subsequent to December 31, 2012 are referred to collectively as the "Successor." For a discussion of the distinction between Predecessor and Successor, see Note 3 to Tribune's audited consolidated financial statements included

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in its Annual Report on Form 10-K for the year ended December 31, 2016, which is incorporated by reference herein.

 
  Successor    
  Predecessor  
 
   
 
 
  As of and for the
three months ended
   
   
   
   
   
  As of
and for
   
 
 
  As of and for the year ended    
  As of and
for the
year ended
 
 
   
 
 
  March 31,
2017
  March 31,
2016
  Dec. 31,
2016
  Dec.31,
2015
  Dec.28,
2014
  Dec. 29,
2013
   
  Dec. 31,
2012(1)
 
(in thousands, except per share data)
   
  Dec. 30, 2012  
   
 

Statement of Operations Data:

                                                     

Operating Revenues

  $ 439,910   $ 468,472   $ 1,947,930   $ 1,801,967   $ 1,780,625   $ 1,075,407       $   $ 1,148,335  

Operating (Loss) Profit(2)

  $ (15,232 ) $ 29,992   $ 433,574   $ (269,335 ) $ 304,824   $ 184,705       $   $ 226,538  

(Loss) Income from Continuing Operations(2)

  $ (101,212 ) $ 15,102   $ 87,040   $ (315,337 ) $ 476,619   $ 165,030       $ 7,085,277   $ 259,178  

(Loss) Earnings Per Share from Continuing Operations Attributable to Common Shareholders(3)

                                                     

Basic

  $ (1.17 ) $ 0.16   $ 0.96   $ (3.33 ) $ 4.76   $ 1.65                  

Diluted

  $ (1.17 ) $ 0.16   $ 0.96   $ (3.33 ) $ 4.75   $ 1.65                  

Regular dividends declared per common share

  $ 0.25   $ 0.25   $ 1.00   $ 0.75   $   $                  

Special dividends declared per common share

 
$

5.77
 
$

 
$

 
$

6.73
 
$

 
$

                 

BALANCE SHEET DATA:

   
 
   
 
   
 
   
 
   
 
   
 
       
 
   
 
 

Total Assets(4)

  $ 8,151,981   $ 9,573,522   $ 9,401,051   $ 9,708,863   $ 11,326,102   $ 11,391,966       $ 8,668,829   $ 6,351,036  

Total Non-Current Liabilities(4)

  $ 4,697,092   $ 5,288,632   $ 5,304,515   $ 5,336,341   $ 5,457,478   $ 5,679,678       $ 3,305,084   $ 716,724  

(1)
Operating results for December 31, 2012 include only (i) reorganization adjustments which resulted in a net gain of $4.739 billion before taxes ($4.543 billion after taxes), including a $5 million gain ($9 million loss after taxes) recorded in (loss) income from discontinued operations, net of taxes; and (ii) fresh-start reporting adjustments which resulted in a net loss of $3.372 billion before taxes ($2.567 billion after taxes, including a gain of $22 million ($34 million after taxes) reflected in (loss) income from discontinued operations, net of taxes). See Note 3 to Tribune's audited consolidated financial statements for the fiscal year ended December 31, 2016 for further information.

(2)
Consolidated operating income (loss) and income (loss) from continuing operations for the years ended December 31, 2016 and December 31, 2015 include impairment charges of $3 million and $385 million, respectively, related to goodwill and other intangible assets. See Note 7 to Tribune's audited consolidated financial statements for the fiscal year ended December 31, 2016 for additional information.

(3)
See Note 17 to Tribune's audited consolidated financial statements for the fiscal year ended December 31, 2016 for a description of Tribune's computation of basic and diluted earnings per share attributable to the Tribune shareholders.

(4)
Balances have been reclassified to present debt issuance costs as a direct deduction from the carrying amount of an associated debt liability in accordance with ASU 2015-03. See Note 1 to Tribune's audited consolidated financial statements for the fiscal year ended December 31, 2016 for additional information.

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SUMMARY UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION

        The following summary unaudited pro forma condensed combined financial information gives effect to the merger. The selected unaudited pro forma combined statement of operations data for the year ended December 31, 2016 and the three months ended March 31, 2017, gives effect to the merger as if it had occurred on January 1, 2016. The selected unaudited pro forma combined balance sheet data as of March 31, 2017 gives effect to the merger as if it had occurred on March 31, 2017. See "Unaudited Pro Forma Condensed Combined Financial Information" beginning on page 158.

        The summary unaudited pro forma financial information for the merger has been developed from, and should be read in conjunction with, the Sinclair and Tribune unaudited interim condensed consolidated financial statements contained in the Sinclair and Tribune Quarterly Reports on Form 10-Q for the three months ended March 31, 2017, respectively, and the Sinclair and Tribune audited consolidated financial statements contained in the Sinclair and Tribune Annual Reports on Form 10-K for the year ended December 31, 2016, respectively, each of which is incorporated by reference into this proxy statement/prospectus. See "Where You Can Find More Information" beginning on page 186.

        The pro forma adjustments give effect to events that are (1) directly attributable to the merger, (2) factually supportable and (3) with respect to the pro forma statement of operations data, expected to have a continuing impact on the results of Sinclair after the closing of the transaction. In order to obtain approval of the transaction from the FCC and/or under the HSR Act, Sinclair and/or Tribune may be required to divest certain stations that they currently own. An estimated result of these divestitures has not been reflected in the pro forma adjustments. However, the issuance of debt required to fund the transaction has been reflected in the pro forma adjustments.

        The summary unaudited pro forma financial information was prepared using the acquisition method of accounting with Sinclair treated as the accounting acquirer and therefore, the historical basis of Sinclair's assets and liabilities is not affected by the transaction. For purposes of developing the pro forma financial information, the acquired Tribune assets, including identifiable intangible assets, and liabilities assumed have been recorded at their estimated fair values with the excess purchase price assigned to goodwill. The estimated fair values assigned in this summary unaudited pro forma financial information are preliminary and represent Sinclair's current best estimate of fair value and are subject to revision. The summary unaudited pro forma financial information is provided for informational purposes only and is based on available information and assumptions that Sinclair believes are reasonable. It does not purport to represent what the actual consolidated results of operations or the consolidated financial position of Sinclair would have been had the transaction occurred on the dates indicated, nor is it necessarily indicative of future consolidated results of operations or consolidated financial position. The actual financial position and results of operations will differ, perhaps significantly, from the pro forma amounts reflected herein due to a variety of factors, including access to additional information, changes in the preliminary estimated value of acquired assets and liabilities not currently identified and changes in operating results following the date of the pro forma financial information.

        The summary unaudited pro forma financial information does not reflect any cost savings, divestitures, or other synergies discussed in "Transaction Summary—Tribune's Reasons for the Transaction and Recommendation of the Tribune Board" beginning on page 66, that the management

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of Sinclair and Tribune believe could have been achieved had the transaction been completed on the dates assumed.

 
  For the Three
Months Ended
March 31, 2017
  For the Year
Ended
December 31,
2016
 

Pro Forma Statement of Operations Data (in thousands)

             

Net revenues

  $ 1,089,845   $ 4,684,879  

Operating income

    150,589     1,070,602  

Interest expense and amortization of debt discount and deferred financing costs

    (118,682 )   (456,600 )

Loss from extinguishment of debt

    (20,456 )   (23,699 )

(Loss) income from equity and cost method investments

    (87,541 )   136,062  

Other income

    6,875     8,375  

Total other expense

    (219,804 )   (335,862 )

(Loss) income before (provision) benefit for income taxes

    (69,215 )   734,740  

Net (loss) income to Sinclair

    (53,538 )   288,327  

Basic (loss) earnings per share from continuing operations

    (0.48 )   2.54  

Diluted (loss) earnings per share from continuing operations

    (0.48 )   2.52  

 

 
  As of
March 31, 2017
 

Pro Forma Balance Sheet Data (in thousands)

       

Total assets

  $ 15,342,544  

Total liabilities

  $ 13,527,924  

Total liabilities and stockholders' equity

  $ 15,342,544  

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COMPARATIVE PER SHARE DATA

        The following table presents selected historical per share information of Sinclair and Tribune as of and for the three month period ended March 31, 2017 and as of and for the year ended December 31, 2016. Also set forth below is information for Sinclair on an unaudited pro forma basis, calculated using the acquisition method of accounting, as if the transaction had been effective as of January 1, 2016, the first day of the year ended December 31, 2016, in the case of earnings per share, which we refer to as "pro forma combined" information.

        The historical per share information of Sinclair below is derived from the unaudited condensed consolidated financial statements for Sinclair as of, and for the three months ended, March 31, 2017 that are incorporated by reference into this proxy statement/prospectus from Sinclair's Quarterly Report on Form 10-Q for the quarterly period ended March 31, 2017 and from the audited consolidated financial statements of Sinclair as of, and for the year ended, December 31, 2016 that are incorporated by reference into this proxy statement/prospectus from Sinclair's Annual Report on Form 10-K for the year ended December 31, 2016.

        The historical per share information of Tribune below is derived from the unaudited condensed consolidated financial statements for Tribune as of, and for the three months ended, March 31, 2017 that are incorporated by reference into this proxy statement/prospectus from Tribune's Quarterly Report on Form 10-Q for the quarterly period ended March 31, 2017 and from the audited consolidated financial statements of Tribune as of, and for the year ended, December 31, 2016 that are incorporated by reference into this proxy statement/prospectus from Tribune's Annual Report on Form 10-K for the year ended December 31, 2016.

        The pro forma combined information presented below is calculated using the acquisition method of accounting, as if the transaction had been effective on January 1, 2016 in the case of earnings and dividends per share data and on March 31, 2017, in the case of book value per share data.

        The pro forma combined information is for illustrative purposes only and is not necessarily indicative of actual or future financial positions or results of operations that would have been realized if the transaction had been completed as of the dates indicated or will be realized upon the completion of the transaction.

        The Tribune equivalent per share information is calculated by multiplying the pro forma combined per share amounts for Sinclair after the closing of the transaction by 0.2300, which represents the ratio of shares of Sinclair Class A common stock to be received for each share of Tribune common stock in the merger. This calculation does not take into account the cash consideration to be received by holders of Tribune common stock in the merger.

        You should read the information in this section in conjunction with the "Summary Unaudited Pro Forma Condensed Combined Financial Information" beginning on page 28, with Sinclair's historical consolidated financial statements and related notes that Sinclair has previously filed with the SEC and which are incorporated in this joint proxy statement/prospectus by reference, and with Tribune's historical consolidated financial statements and related notes that Tribune has previously filed with the SEC and which are incorporated in this joint proxy statement/prospectus by reference. See

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"Incorporation of Certain Documents by Reference" beginning on page 184 and "Where You Can Find More Information" beginning on page 186.

 
  For the Period
Ended
March 31, 2017
  For the Year
Ended
December 31, 2016
 

Sinclair historical per share data:

             

Earnings per share

             

Basic

  $ 0.62   $ 2.62  

Diluted

  $ 0.61   $ 2.60  

Dividends declared per share

  $ 0.18   $ 0.71  

Book value per share at period end

  $ 10.69   $ 6.18  

 

 
  For the Period
Ended
March 31, 2017
  For the Year
Ended
December 31, 2016
 

Tribune historical per share data:

             

Earnings per share from continuing operations

             

Basic

  $ (1.17 ) $ 0.96  

Diluted

  $ (1.17 ) $ 0.96  

Dividends declared per share

  $ 0.25   $ 1.00  

Special dividends per share

  $ 5.77   $  

Book value per share at period end

  $ 34.04   $ 41.08  

 

 
  For the Period
Ended
March 31, 2017
  For the Year
Ended
December 31, 2016
 

Pro forma combined per share data:

             

Earnings per share

             

Basic

  $ (0.48 ) $ 2.54  

Diluted

  $ (0.48 ) $ 2.52  

Book value per share at period end

  $ 14.80     N/A  

Dividends declared per share

  $ 0.18   $ 0.71  

 

 
  For the Period
Ended
March 31, 2017
  For the Year
Ended
December 31, 2016
 

Tribune equivalent per share data:

             

Earnings per share from continuing operations

             

Basic

  $ (0.11 ) $ 0.58  

Diluted

  $ (0.11 ) $ 0.58  

Book value per share at period end

  $ 3.40     N/A  

Dividends declared per share

  $ 0.04   $ 0.16  

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COMPARATIVE PER SHARE MARKET PRICE AND DIVIDEND INFORMATION

Market Prices

        The following table sets forth the closing prices per share of the Sinclair Class A common stock, which trades on the NASDAQ under the symbol "SBGI," the Tribune Class A common stock (which is convertible at any time (subject to limitations in Tribune's certificate of incorporation) into Tribune Class B common stock), which trades on the NYSE under the symbol "TRCO," and the Tribune Class B common stock (which is convertible at any time (subject to limitations in Tribune's certificate of incorporation) into Tribune Class A common stock), quoted on the OTC Pink market under the symbol "TRBAB" on the following dates:

There is no established trading market for the Class B Common Stock, par value $0.01, of Sinclair, which we refer to as the "Sinclair Class B common stock" (which is convertible at any time (subject to the limitations in Sinclair's articles of incorporation) into Sinclair Class A common stock).

 
  Sinclair Class A
common stock
  Tribune Class A
common stock
  Tribune Class B
common stock
 

May 5, 2017

  $ 36.95   $ 40.29   $ 33.21  

[        ], 2017

  $ [      ]   $ [      ]   $ [      ]  

        Tribune shareholders will not receive any merger consideration for their Tribune common stock until the merger is completed, which may be a substantial time period after the special meeting. In addition, the exchange ratio for determining the number of shares of Sinclair Class A common stock that the Tribune shareholders will receive in the merger is fixed at 0.2300 and, as such, the stock consideration will not be adjusted for changes in the market price of the Sinclair Class A common stock or the Tribune common stock. Therefore, the market value of the Sinclair Class A common stock that the Tribune shareholders will receive on the closing of the transaction will depend on the market value of the Sinclair Class A common stock immediately before the transaction is completed and could vary significantly from the market value on the date of the announcement of the merger agreement, the date that this proxy statement/prospectus was first mailed to Tribune shareholders or the date of the special meeting.

        The following table sets forth, for the periods indicated, the high and low sales prices per share of Sinclair Class A common stock, Tribune Class A common stock and Tribune Class B common stock as reported on the NASDAQ (in the case of Sinclair Class A common stock), the NYSE (in the case of

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Tribune Class A common stock) and the OTC Pink market (in the case of Tribune Class B common stock) and the regular dividends paid out during these periods.

 
  Sinclair Class A Common
Stock
  Tribune Class A Common
Stock
  Tribune Class B Common
Stock(1)
 
 
  High   Low   Dividends
Paid
  High   Low   Dividends
Paid
  High   Low   Dividends
Paid
 

2017 Calendar Year

                                                       

Third Calendar Quarter 2017 (through [        ], 2017)

  $ [      ]   $ [      ]   $ 0.18   $ [      ]   $ [      ]   $ 0.25   $ [      ]   $ [      ]   $ 0.25  

Second Calendar Quarter 2017 (through June 29, 2017)

    41.20     31.95     0.18     43.04     36.18     0.25     42.00     38.75     0.25  

First Calendar Quarter 2017(2)

    42.90     30.80     0.18     40.00     27.75     0.25     N/A     N/A     0.25  

2016 Calendar Year

                                                       

Fourth Calendar Quarter 2016

    34.90     30.80     0.18     36.94     29.75     0.25     N/A     N/A     0.25  

Third Calendar Quarter 2016

    29.33     28.67     0.18     40.13     34.44     0.25     N/A     N/A     0.25  

Second Calendar Quarter 2016

    31.70     30.87     0.18     40.72     36.47     0.25     N/A     N/A     0.25  

First Calendar Quarter 2016

    31.25     30.11     0.165     39.90     26.10     0.25     40.77     32.78     0.25  

2015 Calendar Year

                                                       

Fourth Calendar Quarter 2015

    35.89     24.80     0.165     42.23     33.26     0.25     42.61     37.84     0.25  

Third Calendar Quarter 2015

    30.23     24.04     0.165     55.75     34.29     0.25     53.54     37.84     0.25  

Second Calendar Quarter 2015(3)

    32.03     27.52     0.165     61.99     52.55     0.25     61.26     53.11     0.25  

First Calendar Quarter 2015

    32.43     24.20     0.165     70.37     53.82         66.50     57.00      

2014 Calendar Year

                                                       

Fourth Calendar Quarter 2014

    29.95     23.94     0.165     71.00     55.40         69.20     57.50      

Third Calendar Quarter 2014

    35.90     25.48     0.165     87.50     65.55         86.95     67.25      

Second Calendar Quarter 2014

    34.75     25.12     0.15     83.70     70.37         80.73     70.53      

First Calendar Quarter 2014

    36.74     24.42     0.15     79.35     66.40         77.79     69.86      

(1)
The prices above for Tribune Class B common stock for all periods are as reported by the OTC and may reflect inter-dealer prices, without retail mark-up, mark-down or commission and may not necessarily represent actual transactions. No trading data was reported in the second, third and fourth quarter of 2016 and the first quarter of 2017.

(2)
On February 3, 2017, Tribune paid a special cash dividend of $5.77 to holders of record of Tribune Class A common stock, Tribune Class B common stock and warrants at the close of business on January 13, 2017.

(3)
On April 9, 2015, Tribune paid a special cash dividend of $6.73 to holders of record of Tribune Class A common stock, Tribune Class B common stock and warrants at the close of business on March 25, 2015.

Dividends

        Sinclair currently pays a quarterly dividend on shares of Sinclair Class A common stock and Sinclair Class B common stock and declared a quarterly dividend in May 2017, of $0.18 per share, paid on June 15, 2017, to holders of record at the close of business on June 1, 2017. Pursuant to the merger agreement, during the period before closing of the transaction, Sinclair is not permitted to declare, set aside or pay any dividend or make any other distribution in respect of its capital stock or other securities, except for payment of quarterly cash dividends not to exceed $0.18 per share and consistent with record and payment dates during the year preceding the merger agreement. Future cash dividends will be at the discretion of the Sinclair board and will be dependent upon then-existing conditions, including the financial condition and results of operations, contractual restrictions and business prospects of Sinclair after the closing of the transaction and other factors that the Sinclair board determines to consider.

        Tribune currently pays a quarterly dividend on shares of Tribune Class A common stock and Tribune Class B common stock and declared a quarterly dividend on May 10, 2017, of $0.25 per share,

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paid on June 6, 2017 to holders of record of Tribune Class A common stock, Tribune Class B common stock and warrants to purchase Tribune common stock at the close of business on May 22, 2017. Pursuant to the merger agreement, during the period before closing of the transaction, Tribune is not permitted to declare, set aside or pay any dividend or make any other distribution in respect of its capital stock or other securities, except for payment of quarterly cash dividends not to exceed $0.25 per share and consistent with record and payment dates during the year preceding the merger agreement.

        As of [            ], 2017, the last date prior to printing this proxy statement/prospectus for which it was practicable to obtain this information, there were approximately [            ] registered holders of Sinclair Class A common stock and [            ] registered holders of Sinclair Class B common stock, and there were approximately [            ] registered holders of Tribune Class A common stock and [            ] registered holders of Tribune Class B common stock.

        Past price performance is not necessarily indicative of likely future performance. Tribune shareholders are advised to obtain current market quotations for the Sinclair Class A common stock, Tribune Class A common stock and Tribune Class B common stock. The market price of Sinclair Class A common stock, Tribune Class A common stock and Tribune Class B common stock will fluctuate between the date of this proxy statement/prospectus and the closing of the transaction, which may be a substantial time period after the special meeting. No assurance can be given concerning the market price of either shares of Sinclair Class A common stock, Tribune Class A common stock or Tribune Class B common stock before the closing of the transaction.

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RISK FACTORS

        In addition to the other information included in, incorporated by reference in, or found in the Annexes attached to, this proxy statement/prospectus, including the matters addressed in "Cautionary Note Regarding Forward-Looking Statements" beginning on page 45, you should carefully consider the following risk factors in deciding whether to vote for the proposals to be considered at the special meeting. See "Where You Can Find More Information" beginning on page 186 and "Incorporation of Certain Documents by Reference" beginning on page 184 for more information about the documents incorporated by reference in this proxy statement/prospectus. Additional risks and uncertainties not presently known to Sinclair or Tribune or that are not currently believed to be important also may adversely affect the transaction and Sinclair following the transaction.

Risks Related to the Transaction

The number of shares of Sinclair Class A common stock that Tribune shareholders will receive in the merger is based on a fixed exchange ratio. Because the market price of the Sinclair Class A common stock will fluctuate, Tribune shareholders cannot be certain of the value of the merger consideration that Tribune shareholders will receive in the merger.

        Upon closing of the transaction, each outstanding share of Tribune common stock will be converted into the right to receive the cash consideration and the stock consideration. The exchange ratio for determining the number of shares of Sinclair Class A common stock that Tribune shareholders will receive in the merger is fixed and the stock consideration will not be adjusted for changes in the market price of the Sinclair Class A common stock or the Tribune common stock. Therefore, the market value of the Sinclair Class A common stock that Tribune shareholders will be entitled to receive on the closing of the transaction will depend on the market value of the Sinclair Class A common stock immediately before that transaction is completed and could vary significantly from the market value on May 8, 2017, the date of the announcement of the merger agreement, to the date that this proxy statement/prospectus was first mailed to Tribune shareholders or the date of the special meeting. The merger agreement does not provide for any adjustment to the stock consideration based on fluctuations of the per share price of the Sinclair Class A common stock or the Tribune Class A common stock or the value of the Tribune Class B common stock. In addition, the market value of the Sinclair Class A common stock will fluctuate after the closing of the transaction.

        Fluctuations in the share price of the Sinclair Class A common stock could result from changes in the business, operations or prospects of Sinclair or Tribune prior to the closing of the transaction or Sinclair following the closing of the transaction, regulatory considerations, general market and economic conditions and other factors both within and beyond the control of Sinclair or Tribune.

The transaction is subject to certain conditions, including conditions that may not be satisfied or completed on a timely basis, if at all.

        Consummation of the transaction is subject to certain closing conditions which make the closing and timing of the transaction uncertain. The conditions include, among others, the obtaining of the requisite approval by the Tribune shareholders (as described in this proxy statement/prospectus), the FCC consent, the expiration or termination of the waiting period under the HSR Act, the absence of any legal impediments preventing the consummation of the transaction, the effectiveness of the registration statement to which this proxy statement/prospectus relates that registers the shares of Sinclair Class A common stock to be issued in connection with the transaction (and the absence of any stop order suspending such effectiveness) and the listing of such shares on the NASDAQ. Failure to obtain clearance under the HSR Act or from the FCC would prevent us from consummating the proposed transactions. See "The Agreements—Description of the Merger Agreement—Conditions to the Transaction" beginning on page 149.

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        Under the merger agreement, Sinclair and Tribune each agreed, subject to the terms of the merger agreement, to use its reasonable best efforts, to take, or cause to be taken, all actions and to do, or cause to be done, all things necessary, proper or advisable under applicable law to complete the merger and the other transactions contemplated by the merger agreement as promptly as reasonably practicable.

        Sinclair also agreed, subject to the terms of the agreement, to use reasonable best efforts to take all actions to avoid or eliminate any impediment that may be asserted by a governmental authority with respect to the transactions so as to enable the closing to occur as soon as reasonably practicable, including taking certain actions, each referred to as an "approval action," to obtain regulatory approval.

        In that connection, Sinclair agreed to divest one or more television stations in certain specified markets as necessary to comply with the FCC's Local Television Multiple Ownership Rule (47 C.F.R. § 73.3555(b)), which we refer to as the "FCC duopoly rule," or to obtain clearance under the HSR Act, in each case as required by the applicable governmental authority in order to obtain approval of and consummate the transactions. Sinclair is required to designate either a Tribune station or Tribune stations or a Sinclair station or Sinclair stations for divestiture in each market, as required by and subject to approval by the relevant governmental authority. Sinclair has also agreed to designate, at its option, certain additional Tribune stations or Sinclair stations for divestiture and to divest such stations in order to comply with the FCC's National Television Multiple Ownership Rule (47 C.F.R. § 73.3555(e)), which we refer to as the "FCC national cap," as required by the FCC in order to obtain approval of and consummate the transactions.

        However, the merger agreement does not (i) require Sinclair or Tribune or any of their respective subsidiaries to take, or agree to take, any regulatory action, unless such action will be conditioned upon the consummation of the merger and the transaction contemplated by the merger agreement, (ii) permit Tribune or any of its subsidiaries to agree, consent to or approve (without the prior consent of Sinclair, which need only be granted to the extent otherwise required under the merger agreement) any approval action or (iii) require Sinclair or any of its subsidiaries to agree to take or consent to the taking of any approval action other than divestitures described in the prior paragraph and other approval actions (not involving the divestitures of stations or the modification or termination of any local marketing, joint sales, shared services or similar contract or related option agreements) that would not reasonably be expected to result in a material adverse effect on the business, financial condition or results of operations of Sinclair and its subsidiaries, taken as a whole (including, after the closing, Tribune and its subsidiaries), which we refer to as an "approval material adverse effect."

        Moreover, Sinclair and Tribune have also agreed that in the event that the UHF discount, which was reinstated in the Order on Reconsideration adopted by the FCC on April 20, 2017, which we refer to as the "Order on Reconsideration," (and published in the Federal Register on May 5, 2017), In the Matter of Amendment of Section 73.3555(e) of the Commission's Rules, National Television Multiple Ownership Rule, which we refer to as the "UHF discount," is repealed, stayed, rendered inapplicable or otherwise not in full force and effect as of the closing (unless the FCC national cap has been increased or otherwise modified so that the impact of the FCC national cap is no less favorable to Sinclair and its subsidiaries than the impact of the national cap as in effect as of May 8, 2017 giving effect to the UHF discount), then the approval actions that would be required to be taken to obtain the FCC consent to the transactions would, in the aggregate, be deemed to reasonably be expected to result in an approval material adverse effect, and neither Sinclair nor any of its subsidiaries will be required to take or agree or consent to or approve such approval actions. A petition for judicial review of the Order on Reconsideration adopted by the FCC on April 20, 2017 (and published in the Federal Register on May 5, 2017), In the Matter of Amendment of Section 73.3555(e) of the Commission's Rules, National Television Multiple Ownership Rule, was filed on May 12, 2017. On May 26, 2017, the petitioners in that case filed an emergency motion at the D.C. Circuit Court of Appeals seeking a stay of the Order on Reconsideration pending judicial review. On June 1, 2017, the D.C. Circuit Court of

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Appeals entered an administrative stay of the Order on Reconsideration, which was to take effect on June 5, 2017, pending its review of the emergency stay motion. On June 15, 2017, the D.C. Circuit Court of Appeals issued an order dissolving the administrative stay and denying the emergency stay motion. The Order on Reconsideration became effective immediately upon release of the court's order, as a result of which the UHF discount remains in effect.

        In addition, under the merger agreement, Sinclair and Tribune agreed that if the FCC precludes Sinclair or any of its subsidiaries from holding a customary option to acquire any station to be divested to comply with the FCC national cap, the divestiture would be deemed to reasonably be expected to result in an approval material adverse effect and neither Sinclair nor any of its subsidiaries will be required to divest or agree or consent to divest Tribune stations or Sinclair stations to comply with the FCC national cap.

        There can be no assurance that the actions Sinclair is required to take under the merger agreement, to obtain the governmental approvals and consents necessary to complete the merger, will be sufficient to obtain such approvals and consents or that the divestitures contemplated by the merger agreement to obtain necessary governmental approvals and consents will be completed. As such, there can be no assurance these approvals and consents will be obtained. Failure to obtain the necessary governmental approvals and consents would prevent the parties from consummating the proposed transactions.

The merger agreement contains provisions that restrict Tribune's ability to pursue alternatives to the transaction, and, in specified circumstances, could require Tribune to pay Sinclair a termination fee.

        Under the merger agreement, Tribune is restricted, subject to certain exceptions, from soliciting, initiating, knowingly facilitating or knowingly encouraging, participating in any discussions or negotiations or furnishing non-public information with regard to any inquiry, proposal or offer for an alternative business combination transaction from any person.

        Tribune may terminate the merger agreement and enter into an agreement with respect to a superior proposal only if specified conditions have been satisfied, including a determination by the Tribune board (after consultation with outside financial advisors and outside legal counsel) that such proposal (a) is more favorable to Tribune shareholders than the merger from a financial point of view after taking into account all factors that the Tribune board deems relevant and (b) is reasonably expected to be consummated on the terms thereof. A termination in this instance would result in Tribune being required to pay Sinclair a termination fee of $135.5 million. If the merger agreement is terminated because the merger proposal is not approved at the special meeting, the amount of the termination fee payable by Tribune will be equal to the sum of $38.5 million plus Sinclair's costs and expenses, not to exceed $10 million which we refer to collectively as the "Sinclair expenses." If the merger agreement is terminated (i) by either Tribune or Sinclair because the merger has not occurred by the end date or because the merger proposal is not approved at the special meeting or (ii) by Sinclair in respect of a willful breach of Tribune's covenants or agreements that would give rise to the failure of a closing condition that is incapable of being cured within the time periods prescribed by the merger agreement, and a proposal regarding an alternative business combination has been made to Tribune and publicly announced and not withdrawn prior to the termination or the date of the special meeting, as applicable, and within twelve months after termination of the merger agreement, Tribune enters into a definitive agreement with respect to an alternative business combination (and subsequently consummates such transaction) or consummates a transaction with respect to an alternative business combination, Tribune will pay Sinclair $135.5 million less the Sinclair expenses paid.

        These provisions could discourage a third party that may have an interest in acquiring all or a significant part of Tribune from making an alternative acquisition proposal to Tribune, even if such third party were prepared to pay consideration with a higher value than the value of the transaction. If

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the Tribune shareholders approve the merger proposal at the special meeting, Tribune will be restricted under the terms of the merger agreement (without exception) from having any discussions or negotiations with any third party that may have an interest in entering into an alternative business combination transaction with Tribune. See "The Agreements—Description of the Merger Agreement—Restrictions on Tribune's Solicitation of Acquisition Proposals" beginning on page 137 and "The Agreements—Description of the Merger Agreement—Termination Fee" beginning on page 150.

        In addition, the Oaktree shareholders holding approximately 16.3% of the outstanding shares of Tribune common stock as of May 4, 2017 have agreed to vote in favor of the merger proposal and the other transactions contemplated by the merger agreement and to vote against any other acquisition proposals and certain other actions and transactions. These provisions could discourage a third party that may have an interest in entering into an alternative business combination transaction with Tribune from making an alternative acquisition proposal to Tribune.

Uncertainties associated with the transaction may cause employees to leave Sinclair or Tribune and may otherwise affect the future business and operations of Sinclair after the transaction.

        Sinclair's success after the transaction will depend in part upon its ability to retain key employees of Sinclair and Tribune. Prior to and following the closing of the transaction, current and prospective employees of Sinclair and Tribune may experience uncertainty about their future roles with Sinclair and choose to pursue other opportunities, which could have an adverse effect on Sinclair after the transaction. If key employees depart, the integration of Tribune with Sinclair may be more difficult and Sinclair's business following the closing of the transaction may be adversely affected.

Sinclair will incur substantial additional indebtedness to finance the transaction which could significantly impact the operation of Sinclair after the closing of the transaction and adversely affect the holders of Sinclair common stock.

        If the transaction is completed, Sinclair will incur substantial additional indebtedness to, among other things, fund the cash consideration of approximately $3.10 billion to be paid to Tribune shareholders in the merger and to pay transaction-related costs, fees and expenses. The new indebtedness will take the form of (i) a seven-year senior secured incremental term loan B facility of up to $4.847 billion (which will be reduced to $3.747 billion as a result of the consent solicitation referred to below), (ii) a bridge facility, convertible into a nine-year extended term loan, for purposes of financing a portion of the cash consideration payable under the terms of the merger agreement and to pay or redeem certain indebtedness of Tribune and its subsidiaries and (iii) the syndication of an incremental revolving credit loan facility commitment of up to $225 million. In addition, with the receipt of the requisite consents in the consent solicitation described in "Transaction Summary—Financing of the Transaction," the Tribune notes in the aggregate principal amount of $1.100 billion are expected to remain outstanding after the closing of the transaction and will become indebtedness of STG, Sinclair's wholly-owned subsidiary. Various economic and other terms of the debt financing are subject to change during syndication. Sinclair is expected to have a significant amount of indebtedness after the closing of the transaction that may have important consequences, including:

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Despite the current debt levels, and the debt levels anticipated following the transaction, Sinclair may be able to incur significantly more debt in the future, which could increase the foregoing risks related to Sinclair's indebtedness after the closing of the transaction.

The agreements governing Sinclair's debt after the closing of the transaction will contain various covenants that limit management's discretion in the operation of our business.

        The credit agreement and indentures that will govern the indebtedness of Sinclair after the closing of the transaction will contain various covenants that restrict Sinclair's ability to, among other things:

As a result of these restrictions, management's ability to operate Sinclair's business after the closing of the transaction may be limited, and Sinclair may be unable to compete effectively, pursue acquisitions or take advantage of new business opportunities, any of which may harm Sinclair's business. If Sinclair after the closing of the transaction fails to comply with the restrictions in present or future financing agreements, a default may occur. A default may allow creditors to accelerate the related debt as well as any other debt to which a cross-acceleration or cross-default provision applies. A default may also allow creditors to foreclose on any collateral securing such debt.

Sinclair and Tribune may be required to divest television stations in certain markets in order to obtain approvals and consents from governmental authorities and will not be able to realize the full benefit of the divested assets.

        Sinclair's and Tribune's obligations to complete the transaction are subject to obtaining receipt of the FCC consent and the expiration or termination of the waiting period under the HSR Act. Sinclair and Tribune both own television stations in certain television markets across the United States.

        Under the merger agreement, Sinclair and Tribune each agreed, subject to the terms of the merger agreement, to use its reasonable best efforts, to take, or cause to be taken, all actions and to do, or cause to be done, all things necessary, proper or advisable under applicable law to complete the merger and the other transactions contemplated by the merger agreement as promptly as reasonably practicable.

        Sinclair also agreed, subject to the terms of the merger agreement, to use reasonable best efforts to take all actions to avoid or eliminate any impediment that may be asserted by a governmental authority with respect to the transactions so as to enable the closing to occur as soon as reasonably

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practicable, including taking certain actions, each referred to as an "approval action," to obtain regulatory approval.

        In that connection, Sinclair agreed to divest one or more television stations in certain specified markets as necessary to comply with the FCC duopoly rule or to obtain clearance under the HSR Act, in each case as required by the applicable governmental authority in order to obtain approval of and consummate the transactions. Sinclair is required to designate either a Tribune station or Tribune stations or a Sinclair station or Sinclair stations for divestiture in each market, as required by and subject to approval by the relevant governmental authority. Sinclair has also agreed to designate, at its option, certain additional Tribune stations or Sinclair stations for divestiture and to divest such stations in order to comply with the FCC national cap, as required by the FCC in order to obtain approval of and consummate the transactions.

        The number of stations that the regulatory authorities may require be divested cannot be predicted. If stations are divested or divested on unfavorable terms, Sinclair will not be able to realize the full benefit of the divested assets.

Failure to complete the transaction may negatively impact the share price and the future business and financial results of each of Sinclair and Tribune.

        The merger agreement provides that either Sinclair or Tribune may terminate the merger agreement if the transaction is not consummated on or before May 8, 2018, subject to an automatic extension to August 8, 2018 in certain circumstances, if the only outstanding unfulfilled conditions relate to HSR approval or FCC approval. In addition, the merger agreement contains certain termination rights for both Tribune and Sinclair including, among others, by Tribune, in the event the Tribune board, prior to the special meeting, determines to enter into a definitive agreement with respect to a superior proposal for Tribune. Upon termination of the merger agreement under specific circumstances, Tribune would be required to pay Sinclair a termination fee not to exceed $135.5 million.

        If the transaction is not completed, the price of Sinclair Class A common stock and the price of the Tribune Class A common stock and the value of the Sinclair Class B common stock and Tribune Class B common stock may decline to the extent that the current market price or value reflects a market assumption that the transaction will be completed and that the related benefits will be realized, or a market perception that the transaction was not consummated due to an adverse change in the business of Sinclair or Tribune.

        If the transaction is not completed on a timely basis, Sinclair's and Tribune's ongoing businesses may be adversely affected. If the transaction is not completed at all, Sinclair and Tribune will be subject to a number of risks, including the following:

Sinclair's results of operations and financial condition following the closing of the transaction may materially differ from the pro forma information presented in this proxy statement/prospectus.

        The pro forma financial information included in this proxy statement/prospectus is derived from the historical consolidated financial statements of Sinclair and Tribune, as well as from certain internal, unaudited financial information. The preparation of this pro forma information is based upon available information and certain assumptions and estimates that Sinclair and Tribune believe are reasonable. However, this pro forma information may be materially different from what Sinclair's actual results of

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operations and financial condition would have been had the transaction occurred during the periods presented or what Sinclair's results of operations and financial position will be after the consummation of the transaction. In particular, the assumptions used in preparing the pro forma financial information may not be correct, expected synergies, which are not reflected in the pro forma information, may not be realized, and other factors may affect Sinclair's financial condition and results of operations following the closing of the transaction.

The integration of Sinclair and Tribune following the closing of the transaction will present challenges that may reduce the anticipated potential benefits of the transaction.

        Sinclair and Tribune will face challenges in consolidating functions and integrating the two companies' organizations, procedures and operations in a timely and efficient manner, as well as retaining key personnel. The integration of Sinclair and Tribune will be complex and time-consuming due to the locations of their corporate headquarters and the size and complexity of each company. The principal challenges will include the following, among others:

        The management of Sinclair after the closing of the transaction will have to dedicate substantial effort to integrating the businesses of Sinclair and Tribune during the integration process. These efforts may divert management's focus and resources from Sinclair's business, corporate initiatives or strategic opportunities. If Sinclair after the closing of the transaction is unable to integrate Sinclair's and Tribune's organizations, procedures and operations in a timely and efficient manner, or at all, the anticipated benefits and cost savings of the transaction may not be realized fully, or at all, or may take longer to realize than expected, and the value of Sinclair's common stock may be affected adversely. An inability to realize the full extent of the anticipated benefits of the transaction, as well as any delays encountered in the integration process, may also have an adverse effect upon the revenues, level of expenses and operating results of Sinclair after the closing of the transaction.

Sinclair and Tribune will incur significant transaction and merger-related integration costs in connection with the transaction.

        Sinclair and Tribune expect to pay significant transaction costs in connection with the transaction. These transaction costs include legal, accounting and financial advisory fees and expenses, expenses associated with the new indebtedness that will be incurred in connection with the transaction, SEC filing fees, printing expenses, mailing expenses and other related charges. A portion of the transaction costs will be incurred regardless of whether the transaction is consummated.

        In accordance with the merger agreement, Sinclair and Tribune will each generally pay their own costs and expenses in connection with the transaction, except that each is obligated to pay 50% of the FCC and HSR Act filing fees relating to the transaction, whether or not the transaction is consummated, and Tribune must pay Sinclair's expenses, in an amount not to exceed $10 million if Sinclair or Tribune terminates the merger agreement due to a failure to approve the merger proposal at the special meeting. Sinclair after the closing of the transaction may also incur costs associated with

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integrating the operations of the two companies, and these costs may be significant and may have an adverse effect on Sinclair's future operating results if the anticipated cost savings from the transaction are not achieved. Although Sinclair and Tribune expect that the elimination of duplicative costs, as well as the realization of other efficiencies related to the integration of the two businesses, should allow Sinclair to offset these incremental expenses over time, the net benefit may not be achieved in the near term, or at all.

While the transaction is pending, Sinclair and Tribune will be subject to business uncertainties, as well as contractual restrictions under the merger agreement that may have an adverse effect on the businesses of Sinclair and Tribune.

        Uncertainty about the effect of the transaction on Sinclair's and Tribune's employees and business relationships may have an adverse effect on Sinclair and Tribune and, consequently, on Sinclair following the closing of the transaction. These uncertainties may impair each of Sinclair's and Tribune's ability to retain and motivate key personnel until and after the closing of the transaction and may cause third parties who deal with Sinclair and Tribune to seek to change existing business relationships with Sinclair and Tribune. If key employees depart or if third parties seek to change business relationships with Sinclair and Tribune, Sinclair's business following the closing of the transaction may be adversely affected.

        In addition, the merger agreement restricts Sinclair and Tribune, without the other party's consent, from making certain acquisitions and taking other specified actions until the transaction closes or the merger agreement terminates. These restrictions may prevent Sinclair and Tribune from pursuing otherwise attractive business opportunities that may arise prior to the closing of the transaction or termination of the merger agreement, and from making other changes during that interim period to the businesses of Sinclair and Tribune.

Uncertainty regarding the merger could cause business partners, customers and other counterparties to delay or defer decisions concerning Sinclair and Tribune that could adversely affect each company.

        The merger will occur only if stated conditions are met, many of which are outside the control of Sinclair and Tribune. In addition, both parties have rights to terminate the merger agreement under specified circumstances. Accordingly, there may be uncertainty regarding the consummation of the merger. This uncertainty may cause business partners, customers and other counterparties to delay or defer decisions concerning Sinclair's and Tribune's businesses, which could negatively affect their respective businesses, results of operations and financial conditions. Business partners, customers and other counterparties may also seek to change existing agreements with Sinclair or Tribune as a result of the merger. Any delay or deferral of those decisions or changes in agreements with Sinclair or Tribune could adversely affect the respective businesses, results of operations and financial conditions of Sinclair and Tribune, regardless of whether the merger is ultimately completed.

Tribune may not be able to obtain consent to transfer any contracts that are terminable upon the closing of the transaction.

        Sinclair's and Tribune's obligation to consummate the transaction is not subject to obtaining consent to the transfer of any contracts of Tribune that contain provisions allowing the counterparty to terminate the contract or renegotiate the contract upon the closing of the transaction, including Tribune's network affiliation agreements. Under the merger agreement, Tribune is obligated to use its reasonable best efforts to preserve intact in all material respects its current business organization, ongoing business and significant relationships with third parties. The parties cannot be sure that Tribune will get consent to transfer any of its contracts, including its network affiliation agreements, that may be terminable upon the closing of the transaction and the counterparties may also seek to change existing agreements with Tribune as a result of the transaction. Failure to obtain consent to

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transfer Tribune's contracts, particularly its network affiliation agreements, or entering into new contracts with less favorable terms for Tribune, could adversely affect the business, results of operations and financial conditions of Sinclair after the closing of the transaction.

The merger could trigger provisions contained in Tribune's agreements with third parties that could permit such parties to terminate those agreements.

        Tribune may be a party to agreements that permit a counterparty to terminate an agreement or receive payments because the merger would cause a default or violate an anti-assignment, change of control or similar clause in such agreement. If this happens, Tribune may have to seek a consent from the counterparty, seek to replace the agreement with a new agreement or make additional payments under such agreement. However, Tribune may be unable to obtain the consent from the counterparty or replace a terminated agreement on comparable terms or at all. Depending on the importance of such agreement to Tribune's business, the failure to obtain consent from the counterparty or replace a terminated agreement on similar terms or at all, and the requirements to pay additional amounts, may increase the costs to Sinclair of operating Tribune's business or prevent Sinclair from operating Tribune's business.

Some of Tribune's directors and executive officers may have interests in the transaction that are different from your interests as a Tribune shareholder.

        When considering the recommendation of the Tribune board that the Tribune shareholders adopt the merger agreement, Tribune shareholders should be aware that the directors and executive officers of Tribune have interests that may be different from or in addition to the interests of the Tribune shareholders generally. These interests include the treatment in the transaction of Tribune equity compensation awards, the employment agreements, retention awards, and certain other rights held by Tribune's directors and executive officers, and the indemnification of former Tribune directors and executive officers. See "Transaction Summary—Interests of Tribune's Directors and Executive Officers in the Merger" beginning on page 109.

The Sinclair Class A common stock to be received by Tribune shareholders upon the closing of the transaction will have different rights from shares of Tribune common stock.

        Upon the closing of the transaction, Tribune shareholders will no longer be shareholders of Tribune, but will instead become Sinclair shareholders and their rights as Sinclair shareholders will be governed by Maryland law and the terms of Sinclair's articles of incorporation and bylaws. Maryland law and the terms of Sinclair's articles of incorporation and bylaws are in some respects materially different than Delaware law and the terms of Tribune's certificate of incorporation and bylaws. See "Comparison of Shareholder Rights" beginning on page 174 of this proxy statement/prospectus for a discussion of the different rights associated with Tribune common stock and Sinclair Class A common stock.

After the transaction, Tribune shareholders will have a significantly lower ownership and voting interest in Sinclair than they currently have in Tribune and will exercise less influence over management.

        Based on the number of shares of Tribune common stock outstanding as of May 4, 2017, and the number of shares of Sinclair Class A common stock outstanding as of May 8, 2017, it is expected that, immediately after the completion of the transaction, former Tribune shareholders will own approximately 17% of the outstanding shares of Sinclair Class A common stock. Consequently, former Tribune shareholders will have less influence over the management and policies of Sinclair than they currently have over Tribune.

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Sinclair cannot assure you that it will be able to continue paying dividends at the current rate.

        Sinclair plans to continue its current dividend practices following the transaction. However, based on the number of shares of Sinclair Class A common stock proposed to be registered in this proxy statement/prospectus, Sinclair would issue approximately 20.38 million shares of Sinclair Class A common stock in connection with the merger. Continuing Sinclair's current dividend practices following the transaction will require additional cash to pay such dividends, which it may not have. For this and other reasons generally affecting the ability of Sinclair to pay dividends, you should be aware that Sinclair shareholders may not receive the same dividends following the transactions. In addition, as former Tribune shareholders will become subject to Sinclair's dividend policy, they may not receive dividends for shares of Sinclair common stock in amounts equal to the dividends they had previously received for shares of Tribune common stock. Shareholders should also be aware that they have no contractual or other legal right to dividends that have not been declared.

Risk Factors Relating to Sinclair after the Transaction

        Following the completion of the transaction, Sinclair will continue to be, subject to the risks described in Part I, Item 1A in Sinclair's Annual Report on Form 10-K for the fiscal year ended December 31, 2016. See the section entitled "Where You Can Find More Information" beginning on page 186 of this proxy statement/prospectus.

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CAUTIONARY NOTE REGARDING FORWARD-LOOKING STATEMENTS

        This proxy statement/prospectus and the documents that are incorporated into this proxy statement/prospectus by reference may contain or incorporate by reference statements that do not directly or exclusively relate to historical facts. Such statements are "forward-looking statements." You can typically identify forward-looking statements by the use of forward-looking words, such as "may," "will," "should," "could," "would," "predicts," "future," "project," "believe," "anticipate," "expect," "estimate," "continue," "potential," "plan," "aim," "seek," "forecast" and other similar words. These include, but are not limited to, statements relating to the strategy of Sinclair after the closing of the transaction, the synergies and the benefits that are expected to be achieved as a result of the merger, including future financial and operating results, Sinclair's plans after the closing of the transaction, objectives, expectations and intentions, Sinclair's and Tribune's projections and other prospective financial information, as well as other statements that are not historical facts. These forward-looking statements represent our intentions, plans, expectations, assumptions and beliefs about future events including the operations of Sinclair after the closing of the transaction and are subject to risks, uncertainties and other factors. Many of those factors are outside the control of Sinclair and Tribune, and could cause actual results to differ materially from the results expressed or implied by those forward-looking statements. In addition to the risk factors described under "Risk Factors" beginning on page 35, those factors include:

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The areas of risk and uncertainty described above should be considered in connection with any written or oral forward-looking statements that may be made after the date of this proxy statement/prospectus by Sinclair or Tribune or anyone acting for any or all of them. Except for their ongoing obligations to disclose material information under the U.S. federal securities laws, neither Sinclair nor Tribune undertakes any obligation to release publicly any revisions to any forward-looking statements, to report events or circumstances after the date of this proxy statement/prospectus or to report the occurrence of unanticipated events.

        For additional information about factors that could cause actual results to differ materially from those described in the forward-looking statements, see the note regarding forward-looking statements in

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Sinclair's Annual Report on Form 10-K for the year ended December 31, 2016, as filed with the SEC and incorporated by reference in this proxy statement/prospectus, and the special note regarding forward-looking statements in Tribune's Annual Report on Form 10-K for the year ended December 31, 2016, as filed with the SEC and incorporated by reference in this proxy statement/prospectus. See "Incorporation of Certain Documents by Reference" beginning on page 184 and "Where You Can Find More Information" on page 186.

        Sinclair and Tribune also caution the reader that undue reliance should not be placed on any forward-looking statements, which speak only as of the date of this proxy statement/prospectus. Neither Sinclair nor Tribune undertakes any duty or responsibility to update any of these forward-looking statements to reflect events or circumstances after the date of this proxy statement/prospectus or to reflect actual outcomes.

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SPECIAL MEETING AND PROPOSALS

Date, Time and Place

        The special meeting is scheduled to be held at [                    ], on [                    ], 2017 at [                        ].

Purpose of the Special Meeting

        At the special meeting, Tribune shareholders will be asked:

Pursuant to the voting agreement, the Oaktree shareholders, who collectively hold approximately 16.3% of the Tribune Class A common stock as of the record date, have agreed to vote their shares in favor of the merger proposal. For additional information regarding the voting agreement, see "The Agreements—Description of the Voting and Support Agreement" beginning on page 151.

Recommendation of the Tribune Board

        After careful consideration, the Tribune board, on May 7, 2017, unanimously approved the merger agreement and determined that the merger agreement and the transactions contemplated thereby are advisable, fair to and in the best interests of Tribune and the Tribune shareholders, and further resolved that it is recommended to the Tribune shareholders that they adopt the merger agreement and approve a non-binding, advisory proposal to approve the compensation that may be paid or become payable to Tribune's named executive officers in connection with the merger pursuant to already existing contractual obligations of Tribune and to approve any motion to adjourn the special meeting, if necessary or appropriate, to solicit additional proxies, if there are not sufficient votes to approve the merger proposal.

        The Tribune board unanimously recommends that you vote "FOR" each of the merger proposal, the compensation proposal and the adjournment proposal.

Record Date; Shareholders Entitled to Vote

        Only holders of record of shares of Tribune common stock as of the record date will be entitled to notice of, and to vote at, the special meeting or any adjournments or postponements thereof. Holders of Tribune Class A common stock will be entitled to vote on the merger proposal, the compensation proposal and the adjournment proposal. Holders of Tribune Class B common stock will be entitled to vote only on the merger proposal. A list of Tribune shareholders of record entitled to vote at the special meeting will be available at the executive offices of Tribune at 435 North Michigan Avenue, Chicago, Illinois 60611 at least ten days prior to the special meeting and will also be available for inspection at the special meeting by any Tribune shareholder for purposes germane to the meeting.

        As of the record date, there were a total of [                    ] and [                    ] shares of Tribune Class A common stock and Tribune Class B common stock outstanding, respectively. As of the record date, approximately [                ]% and [                ]% of the outstanding shares of Tribune Class A common stock and total Tribune common stock, respectively, were held by Tribune directors and executive officers and their affiliates. We currently expect that Tribune's directors and executive officers will vote their shares of Tribune common stock in favor of the above-listed proposals, although none of them has entered into any agreements obligating him or her to do so.

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Quorum

        A quorum is necessary to transact business at the special meeting. A quorum for action on any subject matter at any special meeting will exist when the holders of record of a majority of the shares of Tribune common stock entitled to vote at the special meeting are present in person or by proxy, provided that if a separate class vote is required with respect to any matter, the holders of a majority of the outstanding shares of such class, present in person or represented by proxy, shall constitute a quorum of such class. Shares of Tribune common stock represented at the special meeting but not voted, including shares of Tribune common stock for which a shareholder directs an "abstention" from voting, will be counted as present for purposes of establishing a quorum. Broker non-votes (shares of Tribune common stock held by banks, brokerage firms or nominees that are present in person or by proxy at the special meeting but with respect to which the broker or other Tribune shareholder of record is not instructed by the beneficial owner of such shares how to vote on a particular proposal and the broker does not have discretionary voting power on such proposal), if any, will not be counted as present for purposes of establishing a quorum. Shares of Tribune common stock held in treasury will not be included in the calculation of the number of shares of Tribune common stock represented at the special meeting for purposes of determining whether a quorum is present.

Required Vote

        Approval of the merger proposal requires the affirmative vote of a majority of the outstanding shares of Tribune common stock, voting as a single class, present in person or represented by proxy at the special meeting and entitled to vote on the merger proposal. Approval of the compensation proposal requires the affirmative vote of at least a majority of the outstanding shares of Tribune Class A common stock present in person or represented by proxy at the special meeting and entitled to vote on the compensation proposal. Approval of the adjournment proposal requires the affirmative vote of at least a majority of the outstanding shares of Tribune Class A common stock present in person or represented by proxy at the special meeting and entitled to vote on the adjournment proposal.

Failure to Vote, Broker Non-Votes and Abstentions

        If you are a Tribune shareholder entitled to vote and fail to vote or fail to instruct your broker or nominee to vote, it will have the effect of a vote against the merger proposal and will have no effect on the compensation proposal or the adjournment proposal, assuming a quorum is present. If you are a Tribune shareholder and you mark your proxy or voting instructions to abstain, it will have the effect of voting against the merger proposal and, to the extent you are a holder of Tribune Class A common stock, the compensation proposal and the adjournment proposal.

Voting at the Special Meeting

        If you plan to attend the special meeting and wish to vote in person, you will be given a ballot at the special meeting. Please note, however, that if your shares of Tribune common stock are held in "street name," and you wish to vote at the special meeting, you must bring to the special meeting a "legal proxy" executed in your favor from the record holder (your broker, bank, trust company or other nominee) of the shares of Tribune common stock authorizing you to vote at the special meeting.

        In addition, you may be asked to present valid photo identification, such as a driver's license or passport, before being admitted to the special meeting. If you hold your shares of Tribune common stock in "street name," you also may be asked to present proof of ownership as of the record date to be admitted to the special meeting. A brokerage statement or letter from your broker, bank, trust company or other nominee proving ownership of the shares of Tribune common stock on the record date are examples of proof of ownership. Tribune shareholders will not be allowed to use cameras, recording devices and other similar electronic devices at the special meeting.

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Voting by Proxy

        A proxy card is enclosed for your use. Tribune requests that you mark, sign and date the accompanying proxy and return it promptly in the enclosed postage-paid envelope. When the accompanying proxy is returned properly executed, the shares of Tribune common stock represented by it will be voted at the special meeting or any adjournment thereof in accordance with the instructions contained in the proxy.

        If a properly executed proxy is returned without an indication as to how the shares of Tribune common stock represented are to be voted with regard to a particular proposal, the Tribune common stock represented by the proxy will be voted in favor of the merger proposal. However, if you are a holder of Tribune Class A common stock and you return a properly executed proxy without an indication as to how the shares of Tribune Class A common stock are to be voted with regard to the compensation proposal or the adjournment proposal, the shares of Tribune Class A common stock represented by your proxy will not be voted in favor of the compensation proposal or the adjournment proposal. If you are a beneficial owner, your broker, bank or other nominee will vote your shares on each of the merger proposal, the compensation proposal and the adjournment proposal only if you return a properly executed proxy with an indication as to how the shares of Tribune common stock represented are to be voted with regard to a particular proposal.

        At the date hereof, management has no knowledge of any business that will be presented for consideration at the special meeting and which would be required to be set forth in this proxy statement/prospectus or the related proxy card other than the matters set forth in the notice of the special meeting. If any other matter is properly presented at the special meeting for consideration, it is intended that the persons named in the enclosed form of proxy and acting thereunder will vote in accordance with their best judgment on such matter.

        Your vote is important. Accordingly, please mark, sign, date and return the enclosed proxy card whether or not you plan to attend the special meeting in person.

How Proxies Are Counted

        All shares of Tribune common stock entitled to vote and represented by properly executed proxies received in time for the special meeting will be voted at the special meeting in the manner specified by the Tribune shareholder giving those proxies. Properly executed proxies that do not contain voting instructions with respect to the merger proposal and, to the extent you are a holder of Tribune Class A common stock, the compensation proposal or the adjournment proposal will be voted "FOR" each such proposal.

Shares Held in "Street Name"

        If you hold shares of Tribune common stock through a broker or other nominee, you may instruct your broker or other nominee to vote your shares of Tribune common stock by following the instructions that the broker or nominee provides to you with these materials. Most brokers offer the ability for Tribune shareholders to submit voting instructions by mail by completing a voting instruction card, by telephone and via the Internet. If you do not provide voting instructions to your broker, your shares of Tribune common stock will not be voted on any proposal on which your broker does not have discretionary authority to vote. This is called a broker non-vote. In these cases, broker non-votes will not be counted as present for purposes of establishing a quorum. With respect to the merger proposal, a broker non-vote will have the effect of a vote against the proposal. With respect to the compensation proposal and the adjournment proposal, a broker non-vote will have no effect on such proposals. If you hold shares of Tribune common stock through a broker or other nominee and wish to vote your shares of Tribune common stock in person at the special meeting, you must obtain a legal proxy from your

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broker or nominee and present it to the inspector of election with your ballot when you vote at the special meeting.

Revocation of Proxies and Changes to a Tribune Shareholder's Vote

        If you are the record holder of Tribune common stock, you may change your vote at any time before your proxy is voted at the special meeting. You may do this in one of four ways:

        Your attendance alone will not revoke any proxy.

        Written notices of revocation and other communications about revoking proxies should be addressed to:

Tribune Media Company
435 North Michigan Avenue
Chicago, Illinois 60611
Attn: Edward Lazarus, Corporate Secretary

        If your shares of Tribune common stock are held in "street name," you should follow the instructions of your broker regarding the revocation of proxies.

        Once voting on a particular matter is completed at the special meeting, a Tribune shareholder will not be able to revoke its proxy or change its vote as to that matter.

        All shares of Tribune common stock entitled to vote and represented by valid proxies that Tribune receives through this solicitation, and that are not revoked, will be voted in accordance with the instructions on the proxy card. If a Tribune shareholder makes no specifications on its proxy card as to how it wants its shares of Tribune common stock voted before signing and returning it, such proxy will be voted "FOR" the merger proposal and, to the extent you are a holder of Tribune Class A common stock, "FOR" the compensation proposal and "FOR" the adjournment proposal.

Tabulation of Votes

        The Tribune board has appointed [                    ] of Broadridge Financial Solutions, Inc. to serve as the inspector of election for the special meeting. The inspector of election will, among other matters, determine the number of shares of Tribune common stock represented at the special meeting to confirm the existence of a quorum for each proposal, determine the validity of all proxies and ballots and certify the results of voting on all proposals submitted to the Tribune shareholders.

Solicitation of Proxies

        Tribune will bear the entire cost of soliciting proxies from its shareholders. In addition to the solicitation of proxies by mail, Tribune will request that banks, brokers and other record holders send proxies and proxy material to the beneficial owners of Tribune common stock and secure their voting

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instructions, if necessary. Tribune will reimburse the record holders for their reasonable expenses in taking those actions.

        Tribune has also made arrangements with Innisfree to assist in soliciting proxies and in communicating with Tribune shareholders and estimates that it will pay them a fee of approximately $25,000 plus reasonable out-of-pocket fees and expenses for these services. If necessary, Tribune may also use several of its regular employees, who will not be specially compensated, to solicit proxies from Tribune shareholders, either personally or by telephone, the Internet, facsimile or letter.

Adjournments

        If a quorum is not present or represented, the special meeting may be adjourned from time to time by the chairman of the meeting or by the affirmative vote of a majority of Tribune shareholders entitled to cast votes at the special meeting present, in person or represented by proxy, at the special meeting, until a quorum is present. If a quorum is present at the special meeting but there are not sufficient votes at the time of the special meeting to approve the merger proposal, then the Tribune shareholders may be asked to vote on the adjournment proposal. No notices of an adjourned meeting need to be given if the time and place to which the meeting is adjourned are announced at the meeting at which the adjournment is taken, unless the adjournment is for more than 30 days or the Tribune board sets a new record date for such meeting, in which case a written notice of the place, date and time of the adjourned meeting will be given to each Tribune shareholder of record entitled to vote at the meeting. At any subsequent reconvening of the special meeting at which a quorum is present, any business may be transacted that might have been transacted at the original meeting and all proxies will be voted in the same manner as they would have been voted at the original convening of the special meeting, except for any proxies that have been effectively revoked or withdrawn prior to the time the proxy is voted at the reconvened meeting.

Assistance

        If you need assistance in completing your proxy card or have questions regarding the special meeting, please contact Innisfree, the proxy solicitation agent for Tribune, at 501 Madison Avenue, 20th Floor, New York, New York 10022, or call toll-free at (888) 750-5834.

Merger Proposal

        As discussed throughout this proxy statement/prospectus, Tribune is asking its shareholders to approve the merger proposal. Tribune shareholders should read carefully this proxy statement/prospectus in its entirety, including the Annexes, for more detailed information concerning the merger agreement and the merger. In particular, Tribune shareholders are directed to the merger agreement, a copy of which is attached as Annex A to this proxy statement/prospectus and is incorporated by reference herein.

        Tribune shareholder approval of the merger proposal is required to complete the merger. If the merger proposal is not approved by the holders of the requisite number of shares of Tribune common stock, then the transaction will not occur. Assuming a quorum is present, approval of the merger proposal requires the affirmative vote of holders of a majority of the outstanding shares of Tribune common stock, voting as single class, present, in person or represented by proxy and entitled to vote on the proposal. As such, abstentions and broker non-votes will have the effect of a vote against the proposal.

        THE TRIBUNE BOARD UNANIMOUSLY RECOMMENDS THAT TRIBUNE SHAREHOLDERS VOTE "FOR" THE MERGER PROPOSAL.

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Compensation Proposal

        Pursuant to the Dodd-Frank Wall Street Reform and Consumer Protection Act of 2010 and Rule 14a-21(c) of the Securities Exchange Act of 1934, which we refer to as the "Exchange Act," Tribune is seeking Tribune shareholder approval of a non-binding advisory proposal to approve the compensation of Tribune's named executive officers that is based on or otherwise relates to the merger as disclosed in "Transaction Summary—Interests of Tribune's Directors and Executive Officers in the Merger" on page 109. The non-binding advisory proposal gives Tribune shareholders the opportunity to express their views on the merger-related compensation of Tribune's named executive officers.

        Accordingly, Tribune is requesting that its shareholders adopt the following resolution, on a non-binding advisory basis:

        "RESOLVED, that the compensation that may be paid or become payable to Tribune's named executive officers, in connection with the merger, and the agreements or understandings pursuant to which such compensation may be paid or become payable, in each case as disclosed pursuant to Item 402(t) of Regulation S-K in 'Transaction Summary—Interests of Tribune's Directors and Executive Officers in the Merger,' are hereby APPROVED."

        The vote regarding this non-binding advisory proposal on the compensation proposal is a vote separate and apart from the vote on the merger proposal. Accordingly, Tribune's shareholders may vote to approve the merger proposal and vote not to approve the compensation proposal and vice versa. Because the vote regarding the compensation proposal is advisory only, it will not be binding on either Tribune or, following completion of the merger, Sinclair. Accordingly, if the merger is approved and completed, the Tribune named executive officers will be eligible to receive the various merger-related compensation that may become payable in connection with the completion of the merger, subject only to the conditions applicable thereto, regardless of the outcome of the non-binding advisory vote at the special meeting.

        Assuming a quorum is present, approval of the compensation proposal requires the affirmative vote of holders of a majority of the outstanding shares of Tribune Class A common stock present, in person or represented by proxy, at the special meeting and entitled to vote on the proposal. As such, abstentions will have the effect of a vote against the proposal and broker non-votes will have no effect on the outcome of the vote.

        THE TRIBUNE BOARD UNANIMOUSLY RECOMMENDS THAT TRIBUNE CLASS A COMMON STOCK SHAREHOLDERS VOTE "FOR" THE PROPOSAL TO APPROVE, ON A NON-BINDING ADVISORY BASIS, SPECIFIC COMPENSATORY ARRANGEMENTS BETWEEN TRIBUNE AND ITS NAMED EXECUTIVE OFFICERS RELATING TO THE MERGER.

Adjournment Proposal

        The special meeting may be adjourned to another time or place, if necessary or appropriate, to permit, among other things, further solicitation of proxies to obtain additional votes in favor of the merger proposal.

        If, at the special meeting, the number of shares of Tribune Class A common stock present or represented and voting in favor of the merger proposal is insufficient to approve such proposal, Tribune intends to move to adjourn the special meeting in order to enable the Tribune board to solicit additional proxies for approval of the merger proposal.

        In the adjournment proposal, Tribune is asking the Tribune Class A common stock shareholders to authorize the holder of any proxy solicited by the Tribune board to vote in favor of granting discretionary authority to the proxy holders, and each of them individually, to adjourn the special meeting to another time and place for the purpose of soliciting additional proxies. If the Tribune

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Class A common stock shareholders approve the adjournment proposal, Tribune could adjourn the special meeting and any adjourned session of the special meeting and use the additional time to solicit additional proxies, including the solicitation of proxies from Tribune shareholders who have previously voted.

        Assuming a quorum is present, approval of the adjournment proposal requires the affirmative vote of holders of a majority of the outstanding shares of Tribune Class A common stock, present in person or represented by proxy, at the special meeting and entitled to vote on the proposal. As such, abstentions will have the effect of a vote against the proposal and broker non-votes will have no effect on the outcome of the vote.

        THE TRIBUNE BOARD UNANIMOUSLY RECOMMENDS THAT TRIBUNE CLASS A COMMON STOCK SHAREHOLDERS VOTE "FOR" THE ADJOURNMENT PROPOSAL.

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TRANSACTION SUMMARY

Parties to the Transaction

Sinclair Broadcast Group, Inc.

        Sinclair Broadcast Group, Inc., a Maryland corporation that was founded in 1986 and became a public corporation in 1995, is a diversified television broadcast company with national reach with a strong focus on providing high-quality content on its local television stations and digital platforms. As of March 31, 2017, Sinclair's broadcast distribution platform was a single reportable segment for accounting purposes, consisting primarily of its broadcast television stations, which Sinclair owns, and provides programming and operating services pursuant to LMAs, and also provides sales services and other non-programming operating services pursuant to other outsourcing agreements (such as JSAs and SSAs) to 173 stations in 81 markets. These stations broadcast 514 channels, including 220 channels affiliated with primary networks or program service providers comprised of: FOX (54), ABC (36), CBS (30), NBC (22), CW (43), and MyNetworkTV (MNT) (35). The other 294 channels broadcast programming from Antenna TV, Azteca, Bounce Network, COMET, Decades, Estrella TV, Get TV, Grit, Me TV, TBD, Telemundo, This TV, News & Weather, Univision, Zuus Country, and two channels broadcast independent programming.

        The content, distributed through Sinclair's broadcast platform, consists of programming provided by third-party networks and syndicators, local news, Sinclair's own networks, and other original programming produced by Sinclair. Sinclair also distributes its own original programming, and owned and operated networks, on other third-party platforms. Additionally, Sinclair owns digital and internet media products that are complementary to Sinclair's extensive portfolio of television station related digital properties. Sinclair focuses on offering marketing solutions to advertisers through its television and digital platforms and digital agency services. Outside of Sinclair's media related businesses, Sinclair operates technical services companies focused on supply and maintenance of broadcast transmission systems as well as research and development for the advancement of broadcast technology, and Sinclair manages other non-media related investments. Sinclair Class A common stock is listed on the NASDAQ under the symbol "SBGI." Sinclair's principal executive office is located at 10706 Beaver Dam Road, Hunt Valley, MD 21030 (telephone number: (410) 568-1500).

        This proxy statement/prospectus incorporates important business and financial information about Sinclair from other documents that are not included in or delivered with this proxy statement/prospectus. For a list of the documents that are incorporated by reference, see "Where You Can Find More Information" beginning on page 186 of this proxy statement/prospectus and "Incorporation of Certain Documents by Reference" beginning on page 184 of this proxy statement/prospectus.

Tribune Media Company

        Tribune Media Company, a Delaware corporation, was founded in 1847 as a newspaper publisher and incorporated in Delaware in 1968. Tribune is a diversified media and entertainment business comprised of 42 television stations, that are either owned by Tribune or others, but to which Tribune provides certain services, along with a national general entertainment cable network, a radio station, a production studio, a portfolio of real estate assets and investments in a variety of media, websites and other related assets.

        Tribune is one of the largest independent station owner groups in the United States based on household reach, and owns or operates local television stations in each of the nation's top five markets and seven of the top ten markets by population. Tribune has network affiliations with all of the major over-the-air networks, including ABC, CBS, FOX, NBC and the CW. Tribune provides "must-see" programming, including the NFL and other live sports, on many of its stations and local news to approximately 50 million U.S. households in the aggregate, as measured by Nielsen Media Research,

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representing approximately 44% of all U.S. households. In addition, Tribune owns a national general entertainment cable network, WGNA, which is available in approximately 80 million households nationally, as estimated by Nielsen Media Research. WGNA provides Tribune with a platform for launching original programming and exclusive syndicated content.

        Tribune also holds a variety of investments in cable and digital assets, including equity investments in TVFN and CareerBuilder. On June 19, 2017, Tribune announced its expected share of the proceeds as a result of the sale of CareerBuilder, in which Tribune holds a 32.1% ownership interest, to an investor group led by investment funds managed by affiliates of Apollo Global Management and the Ontario Teachers' Pension Plan Board. Tribune expects to retain an approximate 8% ownership stake in CareerBuilder on a fully-diluted basis following the sale. The transaction, which is subject to regulatory approval and customary closing conditions, is expected to close in the third quarter of 2017. Tribune expects to receive $157 million in cash and recognize a $22 million cash tax benefit in 2017 as a result of an expected taxable loss on the sale of CareerBuilder. Tribune expects to record a non-cash impairment charge of approximately $64 million in the second quarter of 2017.

        As a result of severe declines in advertising and circulation revenues leading up to and during the recession that followed the global financial crisis of 2007-2008, as well as the general deterioration of the publishing and broadcasting industries during such time, Tribune faced significant constraints on its liquidity, including its ability to service its indebtedness. Due to these factors, in December 2008 Tribune filed for protection under the Bankruptcy Code in the Bankruptcy Court. From December 2008 through December 2012, Tribune operated its businesses under the jurisdiction of the Bankruptcy Court and in accordance with the applicable provisions of the Bankruptcy Code, the Federal Rules of Bankruptcy Procedure and applicable orders of the Bankruptcy Court. In April 2012, Tribune filed its final plan of reorganization and in July 2012, the Bankruptcy Court issued an order confirming Tribune's plan of reorganization, and Tribune emerged from bankruptcy on December 31, 2012. In August 2014, Tribune completed the spin-off of its publishing business into a separate company.

        Tribune Class A common stock is listed on the NYSE under the trading symbol "TRCO." Tribune's principal executive office is located at 435 North Michigan Avenue, Chicago, Illinois 60611 (telephone number: (212) 210-2786).

        This proxy statement/prospectus incorporates important business and financial information about Tribune from other documents that are not included in or delivered with this proxy statement/prospectus. For a list of the documents that are incorporated by reference, see "Where You Can Find More Information" beginning on page 186 of this proxy statement/prospectus and "Incorporation of Certain Documents by Reference" beginning on page 184 of this proxy statement/prospectus.

Samson Merger Sub Inc.

        Samson Merger Sub Inc., a Delaware corporation and a wholly owned subsidiary of Sinclair, was formed solely for the purpose of consummating the merger of Merger Sub with and into Tribune, as provided for in the merger agreement. Merger Sub has not carried on any activities to date, except for activities incidental to its formation and activities undertaken in connection with the transactions contemplated by the merger agreement.

        Samson Merger Sub Inc.'s office is located at 10706 Beaver Dam Road, Hunt Valley, MD 21030 (telephone number: (410) 568-1500).

Description of the Transaction

        The following is a description of certain material aspects of the transaction. This description may not contain all of the information that may be important to you. The discussion of the transaction in this proxy statement/prospectus is qualified in its entirety by reference to the merger agreement, which

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is attached to this proxy statement/prospectus as Annex A and the voting agreement, which is attached to this proxy statement/prospectus as Annex B. We encourage you to read carefully this entire proxy statement/prospectus, including the Annexes to, and the documents incorporated by reference in, this proxy statement/prospectus and the exhibits to the registration statement to which this proxy statement/prospectus relates, for a more complete understanding of the transaction. This section is not intended to provide you with any factual information about Sinclair and Tribune. Such information can be found elsewhere in this proxy statement/prospectus and in the public filings Sinclair and Tribune make with the SEC, as described in "Where You Can Find More Information" beginning on page 186 and "Incorporation of Certain Documents by Reference" beginning on page 184. On May 8, 2017, Sinclair entered into a merger agreement with Tribune and Merger Sub, pursuant to which Merger Sub will merge with and into Tribune, as a result of which, Sinclair will acquire Tribune.

        It is anticipated that, upon the closing of the transaction, Sinclair shareholders will own approximately 83%, and the former Tribune shareholders will own approximately 17%, of Sinclair's outstanding shares. The current directors and executive officers of Sinclair are expected to remain unchanged. No vote of Sinclair shareholders is required in connection with the transaction.

Background of the Transaction

        The Tribune board and Tribune's senior management regularly review and assess Tribune's financial performance, prospects and competitive position, as well as strategies to enhance stockholder value. Following the completion of the spin-off of the Tribune publishing business, which we refer to as "tronc," in August 2014, the Tribune board continued to take steps with the aim of increasing stockholder value, announcing a $400 million stock repurchase program in October 2014 and completing the NYSE listing of Tribune common stock in December 2014. In March 2015, Tribune announced a special dividend of approximately $650 million and the adoption of a quarterly dividend program intended to return $1.00 per share to the Tribune shareholders each year. During 2015, Tribune embarked on a program to evaluate its real estate portfolio, including several important real estate holdings in Chicago and Los Angeles, which culminated in the sales of the company's Tribune Tower and Los Angeles Times Square properties in 2016, as well as multiple other properties.

        In late 2015 and early 2016, out of concern that the price of Tribune common stock may not have reflected the intrinsic value of Tribune's operating businesses and assets, the Tribune board continued to assess Tribune's mix of operating businesses, capital structure, investments and liquidity. At meetings of the Tribune board held on January 27, 2016 and February 24, 2016, the Tribune board and members of senior management met with representatives of several financial advisors and Tribune's outside counsel, Debevoise & Plimpton LLP, which we refer to as "Debevoise," to discuss the equity capital markets environment, the performance of Tribune common stock and preliminary strategies for unlocking additional value for the Tribune shareholders. These discussions led to Tribune's announcement on February 29, 2016 that the Tribune board had initiated a process to explore the full range of strategic and financial alternatives to enhance shareholder value, including the sale or separation of select lines of business or assets, strategic partnerships, programming alliances and return of capital initiatives. Tribune also announced that it had retained Moelis and Guggenheim Securities as its financial advisors, which we refer to together as the "Tribune Financial Advisors," to assist in this process. At the same time, Tribune announced a new $400 million stock repurchase program. At the February 24 meeting, the Tribune board had also formed a committee, which we refer to as the "Transaction Committee," consisting of directors Mr. Peter Murphy, then director Mr. Michael Kreger and then director and chief executive officer Mr. Peter Liguori, to work with the Tribune Financial Advisors on the strategic review.

        On April 12, 2016, the Tribune board held a meeting at which it was joined by representatives of the Tribune Financial Advisors and Debevoise to evaluate potential strategic alternatives for each of Tribune's businesses. Representatives of the Tribune Financial Advisors discussed with the Tribune

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board several frameworks for considering the intrinsic value of Tribune in comparison with its equity value. The representatives of the Tribune Financial Advisors then reviewed with the Tribune board potential strategies for maximizing value from Tribune's constituent parts, including Tribune's former digital and data business, which we refer to as "Gracenote," Tribune's TV broadcasting business, Tribune's interest in TV Food Network, which we refer to as "TVFN," Tribune's interest in CareerBuilder, and WGNA.

        On May 5, 2016, the Tribune board and senior management, together with representatives of the Tribune Financial Advisors and Debevoise, discussed the status of potential strategic alternatives, including the sale of Gracenote. After discussion, the Tribune board authorized the initiation of a formal process to explore a potential sale of Gracenote.

        On August 3, 2016, the Tribune board held a meeting at which representatives of the Tribune Financial Advisors and Debevoise were present. Representatives of the Tribune Financial Advisors and the Tribune board discussed the progress of the various strategic alternatives, including the Gracenote sales process, a potential TVFN spinoff, and strategic partnership or joint venture possibilities involving certain of Tribune's television stations. The Tribune board agreed that the Transaction Committee should continue to move forward with the Gracenote sale process and its work with the Tribune Financial Advisors to continue to evaluate the other initiatives.

        On September 22, 2016, the Tribune board held a meeting at which representatives of the Tribune Financial Advisors updated the Tribune board on the Gracenote sale process, including a discussion of the bids that had been received. The Tribune board and representatives of the Tribune Financial Advisors and Debevoise then discussed the next steps in the process and narrowed the field of bidders moving forward. Representatives of the Tribune Financial Advisors also reviewed for the Tribune board the status of potential strategic alternatives regarding Tribune's other assets, including Tribune's TVFN stake and its television station portfolio.

        In October 2016, Tribune entered into mutual confidentiality agreements with each of Sinclair and another party, which we refer to as "Bidder B," to permit the sharing of information in connection with evaluating partnership opportunities involving Tribune's television stations. On October 11, 2016, Mr. Kreger resigned as a member of the Tribune board and as a member of the Transaction Committee and Mr. Peter M. Kern was appointed as a member of the Tribune board and as a member of the Transaction Committee. On November 3, 2016, representatives of the Tribune Financial Advisors and Debevoise met with the Tribune board to discuss the status of strategic alternatives, including the Gracenote sale process, the potential TVFN spinoff and potential options regarding Tribune's television station portfolio.

        On November 29, 2016, management and representatives of the Tribune Financial Advisors and Debevoise reviewed for the Tribune board the key business and legal terms of the proposed sale of Gracenote, for which the Nielsen Company had emerged as the lead bidder. After a discussion of these terms, the Tribune board delegated to the Transaction Committee the authority to approve a transaction with Nielsen within specified parameters. On December 19, 2016, Mr. Edward P. Lazarus, General Counsel of Tribune, updated the Transaction Committee on the sale process for Gracenote and summarized certain terms of the transaction documents provided to the Transaction Committee in advance of the meeting. After discussion, the Transaction Committee approved the Gracenote sale. On December 19, 2016, Tribune entered into a definitive agreement to sell Gracenote to Nielsen for a purchase price of approximately $560 million. The majority of the proceeds from the Gracenote sale were used to repay existing debt. In December 2016, the Tribune board also approved a special dividend on Tribune common stock in the aggregate amount of approximately $499 million, funded from the proceeds of the real estate sales referred to above and other available cash, and this dividend was publicly announced on January 3, 2017.

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        From October 2016 through January 2017, members of management and representatives of the Tribune Financial Advisors met periodically with representatives of Sinclair and Bidder B to discuss potential station swaps, partnerships, joint ventures and other strategic alliances involving Tribune's television stations.

        On December 1, 2016, members of management and representatives of the Tribune Financial Advisors met with Sinclair senior management, including Mr. Christopher S. Ripley, Sinclair's then chief financial officer (and as of January 1, 2017, Sinclair's current chief executive officer), Mr. Barry M. Faber, Sinclair's executive vice president and general counsel, Mr. Scott Shapiro, Sinclair's vice president of corporate development, and Mr. David B. Gibber, Sinclair's vice president / deputy general counsel, to discuss the Tribune business and a potential transaction involving Tribune and Sinclair television stations. Further discussions regarding Tribune's business and a potential television station transaction occurred on January 18, 2017 between members of Tribune management and representatives of the Tribune Financial Advisors and Sinclair senior management and Sinclair's financial advisor, J.P. Morgan Securities LLC.

        On December 5, 2016, members of management and representatives of the Tribune Financial Advisors met with senior management from Bidder B, including Bidder B's chief executive officer and chief financial officer, to discuss the Tribune business and a potential transaction involving Tribune's and Bidder B's television stations. On January 10, 2017, Mr. Liguori had dinner with Bidder B's chief executive officer and continued their discussions.

        The discussions with Sinclair and Bidder B did not lead to any definitive proposals or agreements regarding any such potential transactions. As a result of these discussions, however, each of Sinclair and Bidder B submitted indications to Tribune of their interest in a potential acquisition of the entire company. On January 18, 2017, Tribune received an initial indication of interest from Sinclair in acquiring Tribune at a value of $32.90 per share (comprised of (i) $25.50 per share in cash for Tribune's television broadcast business, WGNA and Tribune's interest in TVFN, and (ii) the after-tax proceeds from the realization of certain other assets of Tribune, including real estate and Tribune's interest in CareerBuilder, which would be distributed to the Tribune shareholders on a contingent basis (which Sinclair's proposal estimated to be worth $7.40 per share)). Two weeks later, on February 2, 2017, Bidder B submitted a preliminary indication of its interest in acquiring all outstanding Tribune common stock. The offer did not specify a specific purchase price, but indicated that Bidder B would offer cash and stock of Bidder B in the transaction at a valuation and on terms that were based on precedent transaction multiples in the broadcast sector and included a valuation analysis illustrating an acquisition for $33.32 to $34.77 per share with 14%-16% of the consideration in Bidder B stock and the remainder in cash.

        On January 24, 2017, the Tribune board held a meeting at which Mr. Liguori and Mr. Chandler Bigelow, Tribune's chief financial officer, reviewed for the Tribune board Tribune's 2016 financial results and presented to the Tribune board a preliminary budget and operating plan for 2017. Representatives of the Tribune Financial Advisors and management updated the Tribune board on the initial proposal received from Sinclair on January 18, 2017, as well as other preliminary expressions of interest from, and discussions with, certain other strategic parties, including Bidder B, and about the possibility of a whole company transaction. The representatives of the Tribune Financial Advisors also discussed with the Tribune board the potential interest of another strategic party, which we refer to as "Bidder C," in exploring the purchase of certain of Tribune's television stations. The representatives of the Tribune Financial Advisors, management and the Tribune board then discussed the impact that potential changes in the regulatory scheme for broadcast television could have on such transactions and the scope of the process the Tribune board might consider in connection with its exploration of a sale of all of Tribune and other strategic transactions, including next steps with the parties from whom proposals had been received and outreach to other potential counterparties. A representative of Debevoise was also present and discussed with the Tribune board the fiduciary duty considerations

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relevant to the Tribune board's decision of whether to explore a potential sale of Tribune. The Tribune board instructed the Transaction Committee to consider appropriate next steps in connection with a potential sale of the Company and commence work to explore such a transaction.

        At the January 24, 2017 Tribune board meeting, Mr. Liguori informed the Tribune board that, in light of Tribune's reorientation as a more focused cable and television broadcast company, he had decided to step down as chief executive officer of Tribune, effective as of Tribune's announcement of its 2016 fourth quarter and full year earnings. The Tribune board accepted Mr. Liguori's resignation and designated Mr. Kern to serve as interim chief executive officer as Tribune conducted a search for a successor to Mr. Liguori.

        In the months that followed, from time to time Mr. Kern spoke by telephone with interested parties to discuss the Tribune business and a potential transaction, including conversations with Mr. Ripley, the chief executive officer of Bidder B and the chief operating officer of Bidder C.

        On February 2, 2017, members of management and representatives of the Tribune Financial Advisors met with senior management from Bidder B, including Bidder B's chief executive officer and chief financial officer, to discuss the Tribune business and a potential transaction.

        On February 3, 2017, representatives of the Tribune Financial Advisors and Debevoise met with management and the Transaction Committee to discuss the indications of interest received from Sinclair, Bidder B and the potential interest of Bidder C, and the range of other potential counterparties from various industry sectors, as well as private equity firms, that the Tribune Financial Advisors could consider contacting to explore interest in a potential transaction. The Transaction Committee then instructed the Tribune Financial Advisors to reach out to such potential counterparties regarding a potential transaction.

        On February 14, 2017, members of management together with representatives of the Tribune Financial Advisors and Debevoise discussed with the Tribune board the status of discussions with various counterparties regarding a range of potential strategic transactions involving some or all of Tribune's assets. Mr. Kern reported that, as the Tribune board had instructed at its January 24 meeting, the Transaction Committee had met by telephone and in person, most recently on February 3, 2017, to discuss with the Tribune Financial Advisors and Debevoise the process for contacting additional strategic counterparties and private equity firms that might be interested in a transaction involving Tribune. At the February 14 meeting, representatives of the Tribune Financial Advisors reported to the Tribune board on the process then underway for reaching out to potentially interested parties and discussed with the Tribune board their views on the likelihood that various parties would participate in the process.

        At the February 14 meeting, management and representatives of the Tribune Financial Advisors reported on the follow up that had occurred with respect to the two parties that had previously submitted indications of interest, Sinclair and Bidder B. Mr. Kern reviewed with the Tribune board a comparison of the two indications of interest, including a comparison with Tribune's internal views on the values of certain of Tribune's assets and liabilities. Representatives of the Tribune Financial Advisors then responded to questions from members of the Tribune board and a general discussion followed regarding the next steps the Tribune Financial Advisors should take in the potential sale process.

        At the request of Mr. Lazarus, a representative of Debevoise discussed with the Tribune board the directors' fiduciary duties in connection with a potential sale of Tribune and responded to questions from members of the Tribune board regarding the process for the potential sale of Tribune. The Tribune board asked management to continue to work with Tribune's advisors on the sale process and to prepare a further analysis and valuation of certain transaction structures to be considered at the next Tribune board meeting.

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        On February 20, 2017, Mr. Lazarus and Bidder B's chief executive officer had dinner during which a potential transaction was briefly discussed.

        On March 1, 2017, Reuters published an article reporting that Sinclair had approached Tribune and that the parties had held discussions. On this same day, and during the days the followed, several other publications also reported this story.

        On March 3, 2017, Sinclair and Bidder B were given access to a data room containing information about Tribune.

        On March 10, 2017, the Tribune board held a meeting at which management and the Tribune Financial Advisors discussed a range of strategic alternatives related to various assets and operations of Tribune, including Tribune's remaining real estate portfolio, its interest in TVFN and WGNA and the operation of Tribune's business on a stand-alone basis. At this meeting, Mr. Kern presented to the Tribune board a strategic, financial and feasibility analysis of various potential transaction structures for monetizing Tribune's TVFN interest, real estate assets, and WGNA, including by means of spin-offs, issuances of CVRs, tracking stocks and taxable sales. The Tribune board then discussed management's analysis in the context of the expressions of interest that had been received from Sinclair and Bidder B, both of whom had indicated they were potentially interested in a strategic transaction involving the entire Company. Mr. Kern also discussed with the Tribune board an updated "sum of the parts" analysis for Tribune.

        Mr. Kern and representatives of the Tribune Financial Advisors then updated the Tribune board on discussions with potential counterparties regarding a transaction for some or all of Tribune's assets, including Sinclair and Bidder B, and the progress made to date setting up a data room for the sale process and entering into confidentiality agreements with certain parties. Management and representatives of the Tribune Financial Advisors responded to questions from members of the Tribune board and a general discussion followed, including with respect to the synergies analyses that the Tribune Financial Advisors were eliciting from Sinclair and Bidder B and Tribune's plan for conducting reverse due diligence on Sinclair and Bidder B in light of the potential inclusion of a stock component of the consideration in their proposals to acquire Tribune.

        Mr. Lazarus then provided the Tribune board with an update on the expected timing of potential FCC regulatory action and the impact of such action on the potential sale of Tribune, noting that the reinstatement of the UHF discount would make it easier for certain parties to acquire all of Tribune.

        On March 24, 2017, Tribune received updated indications of interest from each of Sinclair and Bidder B regarding a proposed sale of the entire company. Sinclair proposed to acquire 100% of Tribune's outstanding equity at a price of $38.00 per share, with the consideration consisting of $29.70 in cash and a contingent value right to receive the after-tax proceeds of the sale of Tribune's real estate assets and interest in CareerBuilder (which Sinclair's proposal estimated to be worth $8.30 per share). Bidder B proposed to acquire 100% of Tribune's outstanding equity at a price of $39.00 to $40.00 per share, with the consideration consisting of approximately 75% cash and 25% Bidder B stock.

        Representatives of the Tribune Financial Advisors and Debevoise met with the Transaction Committee on March 27, 2017, and the Tribune board on March 29, 2017, to review the interim bids received from Sinclair and Bidder B. At the March 29 meeting, Mr. Kern, together with representatives of the Tribune Financial Advisors and Debevoise, reviewed for the Tribune board the status of the process to explore the potential sale of Tribune. Representatives of the Tribune Financial Advisors discussed the results of their contacts with potentially interested parties, including eight strategic parties and six private equity firms. Of those 14 parties, Sinclair, Bidder B and Bidder C had submitted indications of interest in purchasing all or part of Tribune, eight had signed confidentiality agreements and received confidential information regarding Tribune, but did not submit an indication of interest, and three had declined to sign a confidentiality agreement. Representatives of the Tribune Financial

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Advisors then reviewed with the Tribune board the written offers received from Sinclair and Bidder B and the oral offer for four of Tribune's stations that had been received from Bidder C. The Tribune board then discussed the implied transaction premiums and multiples represented by the offers received, key valuation considerations reflected in the Sinclair and Bidder B proposals and the borrowing capacity of those two parties. Because the expression of interest from Bidder C was oral, preliminary and related only to a portion of Tribune's assets, the Tribune board did not consider the indication of interest from Bidder C to be competitive with the proposals from Sinclair and Bidder B but authorized the Tribune Financial Advisors to continue discussions with Bidder C to assess whether Bidder C would be making a more well-developed proposal to acquire all or a portion of the company.

        The Tribune board then discussed timing considerations regarding the solicitation of bids for the next and potentially final round of offers, taking into account the expected timing of FCC regulatory action to reinstate the UHF discount in late April, the due diligence requirements of the principal bidders and the date of Tribune's first quarter earnings call. The Tribune board requested that the Tribune Financial Advisors prepare instructions for the next round of bidding consistent with the timing considerations reviewed by the Tribune board and asked Debevoise to prepare a form of merger agreement to be sent to the two principal bidders, Sinclair and Bidder B.

        On April 12, 2017, Bidder C was given access to a limited data room with information regarding the television assets it had indicated a preliminary interest in acquiring. Thereafter, Bidder C did not continue to express interest in a potential transaction with Tribune.

        On April 14, 2017, a bid instruction letter asking for final bids on May 4, 2017, as well as an auction draft of the merger agreement, was provided to each of Sinclair and Bidder B. The bid instruction letter requested initial comments to the auction draft of the merger agreement no later than April 23, 2017.

        On April 18, 2017, the chief executive officer of Bidder B met with Mr. Kern, Mr. Lazarus and Mr. Bigelow at Tribune's offices to discuss prior transactions involving Bidder B and Bidder B's stock performance.

        On April 20, 2017, the FCC, in a 2-1 vote, reinstated the UHF discount, easing media ownership restrictions related to the FCC national cap.

        On April 20, 2017, Tribune received a preliminary proposal, submitted jointly by two parties whom we refer to collectively as "Bidder D," to acquire 100% of Tribune's outstanding equity at a price of $40.00 to $44.00 per share in cash. On April 21, 2017, representatives of the Tribune Financial Advisors and Debevoise met with the Transaction Committee to review the proposal received from Bidder D. The Transaction Committee approved permitting Bidder D to conduct due diligence and instructed Tribune's advisors to send Bidder D a bid instruction letter and draft merger agreement. Members of Tribune management and the Transaction Committee later informed the other Tribune directors of the proposal submitted by Bidder D.

        On April 22, 2017, after signing a confidentiality agreement, Bidder D was given access to the data room. On April 23, 2017, a bid instruction letter asking for a final bid on May 4, 2017, as well as a draft merger agreement prepared by Debevoise and providing for an all-cash offer, was delivered to Bidder D.

        On April 23, 2017, each of Sinclair and Bidder B submitted an initial markup of the draft merger agreement to Tribune.

        During the week of April 24, 2017, Debevoise provided oral feedback to legal counsel for each of Sinclair and Bidder B on the markups of the merger agreement received from each party and asked for revised markups of the merger agreement to be submitted on May 1, 2017. Also during the week of April 24, 2017, Covington & Burling LLP, which we refer to as "Covington," regulatory counsel to Tribune, held discussions with regulatory counsel for each of Sinclair and Bidder B to discuss each party's plan for obtaining regulatory approval of the proposed transaction.

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        On April 26, 2017, Tribune senior management and representatives of the Tribune Financial Advisors met with representatives of Bidder D and its advisors at Debevoise's offices in New York to discuss the Tribune business. Prior to this meeting, Mr. Kern had communicated with a representative of Bidder D's financial advisor via telephone and email regarding Bidder D's interest in a transaction.

        On May 1, 2017, a markup of the merger agreement was received from Bidder D and a revised markup of the merger agreement was received from Sinclair's outside counsel, Fried, Frank, Harris, Shriver & Jacobson LLP, which we refer to as "Fried Frank." Also on May 1, 2017, members of Tribune management and representatives of the Tribune Financial Advisors met with Sinclair senior management, including Mr. Ripley and Mr. Shapiro, to discuss Sinclair's business and performance.

        On May 2, 2017, Debevoise provided oral feedback to legal counsel for Bidder D on the markup of the merger agreement received and indicated that a revised draft of the merger agreement reflecting this feedback would be provided.

        On May 3, 2017, a revised draft of the merger agreement between Tribune and each of Sinclair, Bidder B and Bidder D, respectively, reflecting the prior discussions with the bidders and consideration of the bidders' markups, was sent by Debevoise to outside counsel for each of Sinclair, Bidder B and Bidder D, and each of the parties was asked to submit a revised markup of the draft merger agreement with their final bids on May 4, 2017.

        On May 4, 2017, final bids were received from each of Sinclair and Bidder B, together with a revised draft of the merger agreement and debt commitment letters. Bidder D communicated to the Tribune Financial Advisors on this date that it would not be submitting a bid. Sinclair proposed to acquire 100% of Tribune's outstanding equity at a price of $38.50 per share, with the consideration consisting of $30.81 per share in cash and a contingent value right for the after-tax proceeds of the sale of Tribune's real estate assets and interest in CareerBuilder (which Sinclair's proposal estimated to be worth $7.69 per share). Bidder B proposed to acquire 100% of Tribune's outstanding equity at a price of $40.00 per share, with the consideration consisting of $29.00 per share in cash and $11.00 per share in Bidder B stock. Each of the bids received from Sinclair and Bidder B required that the Oaktree shareholders, which are funds managed by Oaktree Capital Management, Tribune's largest shareholder and one of whose founders, Mr. Bruce Karsh, is chairman of the Tribune board, sign agreements requiring, among other things, that the Oaktree shareholders vote their shares of Tribune common stock in favor of a potential transaction.

        On May 5, 2017, representatives of the Tribune Financial Advisors, Debevoise and Covington met with the Tribune board to review the offers received from Sinclair and Bidder B and the decisions of Bidder C and Bidder D not to submit an offer. Representatives of the Tribune Financial Advisors reviewed with the Tribune board a comparison of the relative values of the two offers, discussed the debt financing commitments submitted by the two bidders and presented to the Tribune board their preliminary financial analyses and an analysis of the relative values of the stock consideration (in the case of the Bidder B proposal) and the contingent value right (in the case of the Sinclair proposal) components of the two offers. Representatives of Debevoise then updated the Tribune board on negotiations that had taken place between April 23 and May 4 with the two bidders on material terms of the merger agreement and the voting agreement. Representatives of Debevoise also reviewed with the Tribune board its fiduciary duties in connection with evaluating the two offers. Mr. Lazarus and representatives of Covington reviewed with the Tribune board the FCC and antitrust regulatory issues relevant to the Tribune board's consideration of the two offers.

        Following this presentation and further discussion, the Tribune Board determined that the two bids were sufficiently close in value that the bidders should be asked to bid again. The Tribune board instructed the Tribune Financial Advisors to go back to each of Sinclair and Bidder B to ask for best and final bids on May 6, 2017 and to inform Sinclair that the Tribune board considered the contingent value right component of its bid a negative element of its proposal. The Tribune Financial Advisors

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then held discussions with each of Sinclair and Bidder B asking for revised final bids, and Debevoise sent each of Sinclair and Bidder B revised drafts of the merger agreement for Sinclair and Bidder B to consider in connection with the submission of their final bids. On May 6, 2017, Bidder B submitted a revised proposal to acquire 100% of Tribune's outstanding equity at a price of $41.00 per share, with the consideration consisting of $29.00 per share in cash and $12.00 per share in Bidder B stock. Sinclair submitted a revised proposal to acquire 100% of Tribune's outstanding equity at a price of $43.00 per share, with the consideration consisting of $31.00 per share in cash and $12.00 per share in Sinclair Class A common stock.

        On May 6, 2017, the Tribune board held a telephonic meeting at which it reviewed the latest bids received from Sinclair and Bidder B. Representatives of the Tribune Financial Advisors reviewed with the Tribune board a summary of the two offers. The Tribune board also discussed an analysis prepared by Guggenheim Securities which analyzed how each bidder's stock consideration might trade after a transaction. Representatives of Debevoise reviewed with the Tribune board a comparison of the material terms of each of the merger agreements that had been negotiated with the two bidders, focusing on the terms relating to the bidders' efforts to obtain regulatory approvals, termination rights, conditionality and the size and triggers for the payment of any termination fees. Representatives of Covington reviewed with the Tribune board the proposals that had been negotiated with the two bidders regarding their efforts to obtain both FCC and antitrust regulatory approval, noting that the Sinclair proposal offered a higher degree of certainty of closing as between the two proposals. Representatives of the Tribune Financial Advisors also discussed with the Tribune board conversations that took place with Bidder B in which Bidder B indicated it was not likely to raise its offer price. The Tribune board determined that Sinclair's offer represented the best opportunity to achieve the highest value for Tribune shareholders in the sales process and instructed the Tribune Financial Advisors to inform Sinclair that if it improved its offer and modified the mix of consideration between cash and stock to increase the cash component, Tribune would negotiate to finalize the merger agreement on an exclusive basis with Sinclair. Representatives of the Tribune Financial Advisors then contacted Sinclair the evening of May 6, 2017, and in response Sinclair increased its offer to $43.50 per share, with the split between cash and stock revised to be approximately $35.00 to $35.50 per share in cash and an amount in Sinclair Class A common stock that would be less than 20% of its then outstanding shares (valued at between $8.50 and $8.00 per share at the closing price for shares of Sinclair Class A common stock on May 5, 2017). The Tribune Financial Advisors also informed Bidder B that the Tribune board had determined to move forward with a bidder who had submitted a higher offer. Upon receiving this information, Bidder B did not submit a revised offer.

        On May 7, 2017, Tribune senior management met with Debevoise at Debevoise's offices in New York. Senior management from Sinclair and Tribune, along with their legal advisors from Fried Frank and Debevoise, respectively, communicated via telephone and email throughout the day to finalize the transaction documents. During the negotiations, the $43.50 per share offer price was finally determined to consist of $35.00 per share in cash and 0.2300 shares of Sinclair Class A common stock (valued at $8.50 per share at the closing price for shares of Sinclair Class A common stock on May 5, 2017).

        On the evening of May 7, 2017, the Tribune board held a telephonic meeting at which it was joined by representatives of the Tribune Financial Advisors and Debevoise. At this meeting, management, together with representatives of the Tribune Financial Advisors and Debevoise, discussed Sinclair's final offer with the Tribune board. Moelis reviewed its final financial analysis of the merger consideration, and rendered an oral opinion, subsequently confirmed by delivery of a written opinion dated May 7, 2017, to the Tribune board that, as of such date and based on and subject to the matters considered, the procedures followed, the assumptions made and various limitations of and qualifications to the review undertaken, the merger consideration to be received by the Tribune shareholders in the transaction was fair from a financial point of view to such holders (other than certain Excluded Holders). Guggenheim Securities reviewed with the Tribune board Guggenheim Securities' final

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financial analysis of the merger consideration and rendered an oral opinion, confirmed by delivery of a written opinion dated May 7, 2017, to the Tribune board that, as of such date and based on and subject to the matters considered, the procedures followed, the assumptions made and various limitations of and qualifications to the review undertaken, the merger consideration was fair, from a financial point of view, to the Tribune shareholders (excluding Sinclair and its affiliates). Representatives of Debevoise reviewed with the Tribune board the final negotiated terms of the merger agreement and the voting agreement. Following further discussion with the Tribune Financial Advisors and Debevoise, the Tribune board adopted resolutions approving the transaction with Sinclair and recommending that Tribune's shareholders approve the merger and adopt the merger agreement.

        Early on the morning of May 8, 2017, Tribune and Sinclair entered into the merger agreement and the Oaktree shareholders and Sinclair entered into the voting agreement. Subsequently, that same day, the transaction was announced via press release.

        In connection with the preparation of this proxy statement/prospectus, management of Tribune requested that the Tribune Financial Advisors reconcile the differences between their respective calculations of unlevered free cash flow for Tribune's TV&E business and of Tribune's cash distributions from TVFN used by the advisors in their respective discounted cash flow analyses in connection with the fairness opinions delivered to the Tribune board on May 7, 2017. During the course of this reconciliation work, the Tribune Financial Advisors determined that certain of the calculations made by Guggenheim Securities and certain of the calculations made by Moelis, in each case, did not accurately reflect the financial projections and assumptions that Tribune management had provided to the Tribune Financial Advisors. The Tribune Financial Advisors further confirmed that the differences were not attributable to information that had been provided by Tribune management to the Tribune Financial Advisors. On June 24, 2017, the Tribune board held a telephonic meeting at which all members of the Tribune board were present. The Tribune board was joined by representatives of Tribune management, each of the Tribune Financial Advisors and Debevoise. At this meeting, representatives of each of the Tribune Financial Advisors described the original calculations of unlevered free cash flow for Tribune's TV&E business and of Tribune's cash distributions from TVFN performed by them in connection with their respective financial analyses underlying their respective fairness opinions delivered to the Tribune board on May 7, 2017 and the differences in their respective calculations. They also presented their respective adjustments to the original calculations. The adjustments to their original calculations are described in notes 9 and 10 (in the case of Moelis) and notes 11 and 12 (in the case of Guggenheim Securities) reflected in the section entitled "Transaction Summary—Tribune Management's Unaudited Prospective Financial Information—Summary of Tribune Projections" beginning on page 106. Each of Moelis and Guggenheim Securities confirmed to the Tribune board that the use of such revised calculations would not have changed the conclusion set forth in their respective opinions as of the date such opinions were delivered. Following receipt of such confirmation and advice, the Tribune board affirmed its recommendation that the Tribune shareholders vote to approve the merger proposal.

Merger Consideration

        In the merger, each share of Tribune common stock issued and outstanding immediately prior to the effective time of the merger (other than shares held by any Tribune subsidiary, Sinclair, or any Sinclair subsidiary) will be converted into the right to receive (i) $35.00 in cash, without interest and less any required withholding taxes, and (ii) 0.2300 of a share of Sinclair Class A common stock, par value $0.01 per share. The value of the merger consideration is $43.50 for each share of Tribune common stock exchanged in the merger, such value being the sum of the cash consideration of $35.00 per share of Tribune common stock exchanged in the merger plus the stock consideration per share, which amounts to $8.50. The stock consideration per share was calculated by multiplying the exchange

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ratio by $36.95, which was the trading price of the Sinclair Class A common stock on May 5, 2017, the last full day of trading before the announcement and execution of the merger agreement.

        No fractional shares of Sinclair Class A common stock will be issued in the merger, and shareholders will receive cash, without interest, in lieu of any fractional shares.

        The merger agreement also provides that each holder of an outstanding stock option (whether or not vested) will receive, for each share of Tribune common stock subject to such stock option, a cash payment equal to the excess, if any, of the merger consideration value and the exercise price per share of such option, without interest and subject to all applicable withholding. Each outstanding restricted stock unit award will be converted into a cash-settled restricted stock unit award reflecting a number of shares of Sinclair Class A common stock equal to the number of shares of Tribune common stock subject to such award multiplied by a ratio equal to (i) the exchange ratio plus (ii) the cash consideration divided by the trading value of the Sinclair Class A common stock over a specified period prior to the consummation of the merger. Otherwise, each such award will continue to be subject to the same terms and conditions as such award was subject prior to the merger. Each outstanding performance stock unit (other than Supplemental PSUs) will automatically become vested at "target" levels of performance and will be entitled to receive an amount of cash equal to the number of shares of Tribune common stock that are subject to such unit as so vested multiplied by the sum of (i) the cash consideration and (ii) the exchange ratio multiplied by the trading value of the Sinclair Class A common stock over a specified period prior to the consummation of the merger without interest and subject to all applicable withholding. Each holder of an outstanding Supplemental PSU that will vest in accordance with its existing terms will be entitled to receive an amount of cash equal to the number of shares of Tribune common stock that are subject to such unit as so vested multiplied by the sum of (i) the cash consideration and (ii) the exchange ratio multiplied by the trading value of the Sinclair Class A common stock over a specified period prior to the consummation of the merger without interest and subject to all applicable withholding. Any Supplemental PSUs that do not vest will be canceled without any consideration. Each holder of an outstanding deferred stock unit will be entitled to receive an amount of cash equal to the number of shares of Tribune common stock that are subject to such unit as so vested multiplied by the sum of (i) the cash consideration and (ii) the exchange ratio multiplied by the trading value of the Sinclair class A common stock over a specified period prior to the consummation of the merger without interest and subject to all applicable withholding.

        Each outstanding warrant will become a warrant exercisable, at its current exercise price of $0.001, for the merger consideration in respect of each share of Tribune common stock subject to the warrant prior to the merger.

Tribune's Reasons for the Transaction and Recommendation of the Tribune Board

        At its meeting on May 7, 2017, the Tribune board (i) determined that the terms of the merger agreement and the transactions contemplated thereby, including the merger, are fair to, and in the best interests of, Tribune and the Tribune shareholders, (ii) determined that it is in the best interests of Tribune and the Tribune shareholders and declared it advisable for Tribune to enter into the merger agreement and perform its obligations thereunder, (iii) approved the execution and delivery by Tribune of the merger agreement, the performance by Tribune of its covenants and agreements contained therein and the consummation of the transactions contemplated by the merger agreement, including the merger, upon the terms and subject to the conditions contained therein, (iv) recommended that the Tribune shareholders approve the merger and adopt the merger agreement and (v) directed that the merger agreement be submitted to the Tribune shareholders at a meeting of the Tribune shareholders for their adoption in accordance with DGCL.

        In evaluating the transaction, the Tribune board consulted with Tribune's management, as well as legal and financial advisors to Tribune.

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        The Tribune board unanimously recommends that the Tribune shareholders vote 'FOR' the transaction and adopt the merger agreement.

        The Tribune board considered various factors, discussed in more detail below, in making its determination and recommendation.

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        The Tribune board considered the following additional factors as generally supporting its determination and recommendation:

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        The Tribune board weighed the foregoing advantages and benefits against the following potentially negative factors:

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        The Tribune board believed that, overall, the potential benefits of the proposed transaction to Tribune and the Tribune shareholders outweighed the risks, many of which are mentioned above. The Tribune board realized, however, that there can be no assurance about future results, including results considered or expected as described in the factors listed above. The factors considered by the Tribune board and all other information in this section are forward-looking in nature and, therefore, should be read in light of the factors discussed under "Cautionary Note Regarding Forward-Looking Statements" beginning on page 45.

        This discussion of the factors considered by the Tribune board in approving the merger agreement and the merger and recommending that the Tribune shareholders approve the proposals at the special meeting described in this proxy statement/prospectus includes the material factors considered by the Tribune board, but it is not intended to be exhaustive and does not include all of the factors considered. In view of the variety of factors described above and the quality and amount of information considered, the Tribune board did not find it practicable to quantify or otherwise assign relative weight to, and did not make any specific assessments of, the specific factors considered in reaching its determination. Individual members of the Tribune board may have given different weights to different factors.

Sinclair's Reasons for the Transaction

        In making its determination to approve the merger agreement and the transactions, the Sinclair board considered a number of factors, including the factors listed below. The Sinclair board considered these factors as a whole and considered the relevant information and factors to be favorable to, and in support of, its determination.

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        The Sinclair board weighed the foregoing advantages and benefits against a variety of potentially negative factors, including:

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        After considering the various potentially positive and negative factors, including the foregoing, the Sinclair board determined that, overall, the potential benefits of the merger outweighed the risks and uncertainties of the merger. The foregoing discussion of the information and factors considered by the Sinclair board is not exhaustive but is intended to reflect the principal factors considered by the Sinclair board in its consideration of the merger agreement, the merger and the other transactions contemplated by the merger agreement.

        The foregoing discussion of the information and factors considered by the Sinclair board utilized forward-looking information. This information should be read in light of the factors described under the section entitled "Cautionary Note Regarding Forward-Looking Statements" beginning on page 45 of this proxy statement/prospectus.

Opinions of Tribune's Financial Advisors

Moelis & Company

        At the meeting of the Tribune board on May 7, 2017 to evaluate and approve the merger, Moelis & Company, which we refer to as "Moelis," delivered an oral opinion (which was subsequently confirmed by delivery of a written opinion, dated May 7, 2017) addressed to the Tribune board that, based upon and subject to the qualifications, conditions, limitations and assumptions stated in its opinion, as of the date of the opinion, from a financial point of view, and as of such date, the merger consideration to be received by the Tribune shareholders, other than the Excluded Holders, in the merger is fair to such holders.

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        The full text of Moelis's written opinion dated May 7, 2017, which sets forth the assumptions made, procedures followed, matters considered and limitations on the review undertaken in connection with the opinion, is attached as Annex C to this proxy statement/prospectus and is incorporated herein by reference. Moelis's opinion was provided for the use and benefit of Tribune's board (solely in its capacity as such) in its evaluation of the merger. Moelis's opinion is limited solely to the fairness, from a financial point of view, of the merger consideration to be received by the Tribune shareholders, other than the Excluded Holders, and does not address Tribune's underlying business decision to effect the merger or the relative merits of the merger as compared to any alternative business strategies or transactions that might be available with respect to Tribune. Moelis's opinion does not constitute a recommendation to any stockholder of Tribune as to how such stockholder should vote or act with respect to the merger or any other matter. Moelis's opinion was approved by a Moelis fairness opinion committee.

        In arriving at its opinion, Moelis, among other things:

        In connection with its review, with the consent of the Tribune board, Moelis relied on the information supplied to, discussed with or reviewed by Moelis for purposes of its opinion being complete and accurate in all material respects. Moelis did not assume any responsibility for independent verification of any of such information. With the consent of the Tribune board, Moelis relied upon, without independent verification, the assessment of Tribune and its legal, tax, regulatory and accounting advisors with respect to legal, tax, regulatory and accounting matters. With respect to the financial forecasts referred to above, Moelis assumed, at the direction of the Tribune board, that such financial information was reasonably prepared on a basis reflecting the best currently available estimates and judgments of the management of Tribune and Sinclair as to the future performance of Tribune and Sinclair. Moelis expressed no views as to the reasonableness of any financial forecasts or

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the assumptions on which they were based. In addition, with the consent of the Tribune board, Moelis did not make any independent evaluation or appraisal of any of the assets or liabilities (contingent, derivative, off-balance-sheet, or otherwise) of Tribune or Sinclair, nor was Moelis furnished with any such evaluation or appraisal.

        Moelis's opinion did not address Tribune's underlying business decision to effect the merger or the relative merits of the merger as compared to any alternative business strategies or transactions that might be available to Tribune. Moelis's opinion did not address any legal, regulatory, tax or accounting matters. At the direction of the Tribune board, Moelis was not asked to, and did not, offer any opinion as to any terms of the merger agreement or any aspect or implication of the merger, except for the fairness of the merger consideration from a financial point of view to the Tribune shareholders (other than the Excluded Holders). Moelis assumed, with the consent of the Tribune board, that the Tribune Class A common stock and the Tribune Class B common stock are identical, and Moelis's opinion, therefore, did not take into account any differences between such classes of common stock as set forth in Tribune's organizational documents or otherwise. Moelis did not express any opinion as to fair value or the solvency of Tribune following the closing of the merger. Moelis expressed no opinion as to what the value of Sinclair common stock will be when issued pursuant to the merger agreement or the prices at which Sinclair common stock or Tribune common stock will trade in the future. In rendering its opinion, Moelis assumed, with the consent of the Tribune board, that the final executed form of the merger agreement would not differ in any respect material to Moelis's analysis from the draft that Moelis reviewed, that the merger would be consummated in accordance with its terms without any waiver or modification that could be material to Moelis's analysis, and that the parties to the merger agreement would comply with all the material terms of the merger agreement. Moelis also assumed, with the consent of the Tribune board, that all governmental, regulatory or other consents or approvals necessary for the completion of the merger will be obtained, except to the extent that could not be material to Moelis's analysis.

        Moelis's opinion was necessarily based on economic, monetary, market and other conditions as in effect on, and the information made available to Moelis as of, the date of the opinion, and Moelis assumed no responsibility to update its opinion for developments after the date of the opinion. In addition, Moelis did not express any opinion as to the fairness of the amount or nature of any compensation to be received by any officers, directors or employees of any parties to the merger, or any class of such persons, relative to the merger consideration or otherwise.

        As described in the sections entitled "Transaction Summary—Background of the Transaction" beginning on page 57 and "Transaction Summary—Tribune Management's Unaudited Prospective Financial Information—Summary of Tribune Projections," beginning on page 106, subsequent to the rendering of its opinion, Moelis determined that certain of the calculations made by Moelis of TV&E unlevered free cash flows and TVFN cash distributions as utilized in its financial analyses did not accurately reflect the financial projections and assumptions that Tribune management had provided to the Tribune Financial Advisors. Moelis's calculation of Tribune TV&E's unlevered free cash flow did not adjust for the non-deductibility of WGNA amortization and certain real estate capital expenditures, and Moelis's calculation of TVFN cash distributions did not reflect the tax associated with Tribune's portion of attributable net income of TVFN, the effects of each of which are set forth in "Transaction Summary—Tribune Management's Unaudited Prospective Financial Information—Summary of Tribune Projections—Revised TV&E Unlevered Free Cash Flow and TVFN Cash Distributions" beginning on page 108. Although Moelis did not prepare new financial analyses, Moelis confirmed to the Tribune board on June 24, 2017, and as further described below, that such adjustments would have generally reduced unlevered free cash flows and TVFN cash distributions and, as such, would not have changed the conclusion set forth in its opinion as of the date such opinion was delivered.

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        The following is a summary of the material financial analyses presented by Moelis to the Tribune board at its meeting held on May 7, 2017, in connection with its opinion. The following summary describes the material analysis underlying Moelis's opinion but does not purport to be a complete description of the analyses performed by Moelis in connection with its opinion.

        Some of the summaries of financial analyses below include information presented in tabular format. In order to fully understand Moelis's analyses, the tables must be read together with the text of each summary. The tables alone do not constitute a complete description of the analyses. Considering the data described below without considering the full narrative description of the financial analyses, including the methodologies and assumptions underlying the analyses, could create a misleading or incomplete view of Moelis's analyses.

        Given the different nature of the businesses in which Tribune participates, Moelis conducted a sum-of-the-parts analysis for each of the valuation methodologies it executed with respect to Tribune, which analysis focused on Tribune's television, broadcasting and WGNA businesses as well as Tribune's pro rata portion of the cash distributions of TVFN.

        Selected Publicly Traded Companies Analysis of Tribune.    Moelis conducted a sum-of-the-parts selected publicly traded companies analysis by separately reviewing financial and stock market information relating to selected publicly traded companies in the industries in which Tribune's television broadcasting and media networks businesses operate as these two industries are most relevant to Tribune's primary sources of cash flow. Moelis selected publicly traded companies which have a significant presence in the television broadcasting and media networks industries because television broadcasting is Tribune's core business and companies in the media networks industry are more similar to WGNA and Tribune's minority investment in TVFN. The following table indicates the companies reviewed by Moelis with respect to each of these groups:

TV Broadcasting Group
  Media Networks Group
Sinclair Broadcast Group, Inc.    AMC Networks, Inc.
Nexstar Media Group, Inc.    Discovery Communications, Inc.
Gray Television, Inc.    Scripps Networks Interactive, Inc.
The E.W. Scripps Company    
TEGNA Inc.     

        Financial data for the selected companies was based on Wall Street research analyst consensus forecasts, public filings and other publicly available information and included, as appropriate, pro forma adjustments for acquisitions, unfunded pension liabilities or other material corporate events. Although none of the selected companies is directly comparable to Tribune, the companies included were selected because they are companies that, for purposes of analysis, had certain characteristics that may be considered reasonably comparable to Tribune.

        Moelis reviewed, among other things, for the TV Broadcasting Group, total enterprise values, which we refer to as "TEV," of the selected companies (calculated as (a) market value of the relevant company's diluted common equity based on its closing stock price on May 5, 2017, (b) plus preferred stock, (c) plus, as of the relevant company's most recently reported quarter end, short-term and long-term debt, (d) less cash and cash equivalents, (e) plus book value of non-controlling interests) as a multiple of earnings before interest, taxes, depreciation and amortization (without a reduction for stock-based compensation expense and pension expense), which we refer to as "EBITDA," for the two-year average of calendar years 2016 and 2017 (estimated). In line with television broadcasting industry practice, two-year average EBITDA is used for valuation purposes to account for the regular

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annual variations in cash flow due to the biannual election cycle and associated political advertising revenue. The following table summarizes the results of the analysis of the TV Broadcasting Group:

 
  TEV (millions)   Pro Forma Adjusted
EBITDA Growth(1)
  TEV / Pro Forma Adjusted
Avg CY 2016—CY 2017E
EBITDA
 

Sinclair Broadcast Group, Inc. 

  $ 7,005     1.8 %   7.9x  

Nexstar Media Group, Inc. 

  $ 7,712     7.0 %   8.4x  

Gray Television Inc. 

  $ 2,636     (1.6 %)   8.4x  

The E.W. Scripps Company

  $ 2,119     (5.4 %)   12.3x  

TEGNA Inc. 

  $ 9,696     2.8 %   8.1x  

(1)
Growth is based on two-year average 2016PF-2017E EBITDA over 2015PF-2016PF EBITDA growth.

        Moelis also reviewed, among other things, for the Media Networks Group, the TEV of the selected companies as a multiple of adjusted EBITDA for calendar year 2017 (estimated). The following table summarizes the results of the analysis of the Media Networks Group:

 
  TEV (millions)   Pro Forma Adjusted
EBITDA Growth(1)
  TEV / Pro Forma
Adjusted Avg CY 2017E
EBITDA
 

AMC Networks, Inc. 

  $ 6,523     4.1 %   7.5x  

Discovery Communications, Inc. 

  $ 21,753     3.9 %   8.6x  

Scripps Networks Interactive, Inc. 

  $ 11,957     2.4 %   8.2x  

(1)
Growth is based on 2017E EBITDA over 2016A EBITDA growth.

        In reviewing the characteristics of the selected companies for purposes of determining a reference range, Moelis noted that Sinclair, Nexstar Media Group, Inc., which we refer to as "Nexstar," and Gray Television Inc., which we refer to as "Gray Television," derive a vast majority of their revenue from TV broadcasting stations, and that The E.W. Scripps Company, which we refer to as "E.W. Scripps," and TEGNA Inc., which we refer to as "TEGNA," are diversified into non-broadcast businesses with E.W. Scripps generating 15% of its revenue from non-television businesses, including digital, and TEGNA generating 40% of its revenue from its digital segments, including Cars.com and CareerBuilder. Moelis also noted that WGNA (a) is a single cable channel network without the scale of the public company peers, (b) has a subscriber reach that is less than the fully-distributed cable networks owned by the selected publicly traded companies and (c) is currently undergoing a strategic shift in programming strategy away from original content. Moelis further observed that TVFN's two primary channels (Food Network and Cooking Channel) are widely distributed and have a strong core of original programming. Finally, Moelis noted that recent trading prices for ad-supported businesses had declined in the days prior to May 7, 2017 as a result of a softer advertising market and lower than expected first quarter performances. Moelis also noted that it did not have access to updated Wall Street projections to reflect such developments and that the lag in updated projections resulted in a downward trend in implied trading multiples.

        In light of the foregoing review and based on its professional judgment and experience, to calculate an implied core value of Tribune, Moelis applied (i) a range of selected multiples derived from the television broadcasting selected companies of 8.0x to 9.0x to the two-year average EBITDA for calendar years 2016 and 2017 (estimated) for Tribune's television broadcasting business (pro forma for normalizing below-market FOX affiliate fees), (ii) a range of selected multiples derived from the media networks selected companies of 7.0x to 8.0x to the EBITDA for 2017 (estimated) for Tribune's WGNA business (pro forma for the cancellation of the show Outsiders), (iii) a range of selected

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multiples derived from the media networks selected companies of 8.0x to 9.0x to the estimated 2017 TVFN cash distributions as a proxy for EBITDA received by Tribune, and (iv) a range of selected multiples of 8.0x to 9.0x, derived from weighting the multiples derived in (i) and (ii) with the pro-rata EBITDA contribution of Tribune's television broadcasting and WGNA businesses, to certain of Tribune's corporate expenses for 2017 (estimated) (excluding real estate EBITDA attributable to planned non-operating real estate dispositions).

        After calculating Tribune's implied core value, Moelis calculated Tribune's TEV by adding (i) the net present value (discounted at 8.5% consistent with Tribune's Television and Entertainment business, which we refer to as "Tribune TV&E," weighted average cost of capital) of spectrum proceeds expected to be received in the third quarter of 2017 according to Tribune management, (ii) the net present value (discounted at 8.5%) of after-tax proceeds for Tribune's minority stake in CareerBuilder based on the latest transaction information available to Tribune management, (iii) the net present value (discounted at 8.5%) of non-operating real estate planned to be sold in 2017, 2018 and 2019 based on Tribune management's estimates, (iv) the net present value (discounted at 8.5%) of the after-tax, incremental cash benefit associated with below-market FOX affiliate fees, and (v) the after-tax value of certain other assets, including Tribune's 5% stake in the Chicago Cubs. After calculating Tribune's TEV, Moelis calculated Tribune's equity value by subtracting (i) net debt (per Tribune's balance sheet dated March 31, 2017), (ii) tax-effected pension liability and medical, life and other benefits (per Tribune's balance sheet dated March 31, 2017), and (iii) the deferred tax liability of the Chicago Cubs (per Tribune's Annual Report on Form 10-K for the year ended December 31, 2016. This analysis indicated an implied per share reference range of approximately $33.22 to $40.51 per share of Tribune common stock, as compared to $43.50 per share merger consideration.

        Selected Precedent Transactions Analysis of Tribune.    Moelis conducted a sum-of-the-parts selected precedent transactions analysis by reviewing selected transactions in the television broadcasting industry since 2011, focusing primarily on the transactions with a TEV greater than $1 billion, and also reviewed selected transactions in the media networks industry since 2013.

        Moelis reviewed announced transaction values of the selected television broadcasting transactions as a multiple of EBITDA for the average of the target companies' two-year EBITDA. If a precedent transaction occurred in the first half of a calendar year, the two-year average was calculated based on the prior calendar year and the current calendar year EBITDA, and, if a transaction occurred in the second half of a calendar year, the two-year average was calculated based on the current calendar year and one-year forward EBITDA. Financial data for the relevant transactions was based on publicly available information at the time of the announcement of the relevant transaction. The list of selected

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television broadcasting transactions, TEV of the target company, related multiple and resultant mean, median, high and low multiples for the selected television broadcasting transactions are as follows:

Annc. Date
  Target   Acquirer   TEV (millions)   TEV / 2-Year Avg.
EBITDA
 

January 2016

  Media General, Inc.   Nexstar Broadcasting Group, Inc.   $ 4,480     9.5x  

September 2015

  Meredith Corporation   Media General, Inc.   $ 3,259     9.2x  

March 2014

  LIN Media, LLC   Media General, Inc.   $ 2,513     11.1x  

July 2013

  Allbritton Communications Company   Sinclair Broadcast Group, Inc.   $ 1,035     10.6x  

July 2013

  Local TV Holdings, LLC   Tribune Media Company   $ 2,725     9.4x  

June 2013

  Belo Corp.   Gannett Co., Inc.   $ 2,185     9.0x  

June 2013

  Young Broadcasting, Inc.   Media General, Inc.   $ 585     7.4x  

April 2013

  Fisher Communications, Inc. (20 stations)   Sinclair Broadcast Group, Inc.   $ 355     13.8x  

February 2013

  Barrington Broadcasting Group LLC (18 stations)   Sinclair Broadcast Group, Inc.   $ 370     7.8x  

November 2011

  Freedom Communications, Inc. (Broadcast Assets)   Sinclair Broadcast Group, Inc.   $ 385     9.0x  

Mean

                  9.7x  

Median

                  9.3x  

        Moelis also reviewed announced transaction values of the selected media networks transactions as a multiple of EBITDA for the target companies' latest 12 months. Financial data for the relevant transactions was based on publicly available information at the time of the announcement of the relevant transaction. The list of selected media networks transactions, TEV of the target company, related multiple (to the extent available) and resultant mean, median, high and low multiples for the selected media networks transactions are as follows:

Annc. Date
  Target   Acquirer   TEV (millions)   TEV / EBITDA  

June 2016

  Starz   Lions Gate Entertainment Corp.   $ 4,514     11.0x  

March 2016

  Crown Media Holdings Inc.   Hallmark Cards, Inc.   $ 2,088     10.1x  

February 2016

  The Travel Channel, LLC   Scripps Network Interactive, Inc.   $ 283     6.6x  

January 2016

  The Tennis Channel, Inc.   Sinclair Broadcast Group, Inc.   $ 285     nm (1)

October 2013

  Chellomedia   AMC Networks International LLC   $ 1,035     10.1  

Mean

                  9.5x  

Median

                  10.1x  

(1)
Target multiple was not available. However, Sinclair reported a pro forma EBITDA of $60 million implying a 4.8x buyer multiple (reflecting the benefit of operating synergies and acquired tax benefits).

        In reviewing the characteristics of the selected transactions for purposes of determining a reference range, Moelis noted that WGNA is a single cable channel network without the scale of the public

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companies in the selected media networks transactions, and WGNA's subscriber reach is less than the fully-distributed cable networks owned by such public companies in the selected media networks transactions and WGNA is currently undergoing a strategic shift in programming strategy away from original content. Moelis also noted that TVFN's two primary channels are widely distributed and have a strong core of original programming. Additionally, while it is difficult to quantify a discount that should be applied to the reference range for TVFN in light of Tribune's limited minority rights and a lack of liquidity in the TVFN equity position, Moelis believed that such factors would likely cause a buyer to apply a significant discount. Finally, with respect to reference ranges applied to both WGNA and TVFN, Moelis noted that it would be appropriate to apply a wider range due to a relatively limited set of relevant media networks transactions.

        In light of the foregoing review and based on its professional judgment and experience, to calculate Tribune's implied core value, Moelis applied (i) a range of selected multiples derived from the selected television broadcasting transactions of 9.0x to 11.0x to the two-year average EBITDA for calendar years 2016 and 2017 (estimated) (pro forma for normalizing below-market FOX affiliate fees), (ii) a range of selected multiples derived from the media networks transactions of 6.0 to 9.0x to the EBITDA for 2017 (estimated) for Tribune's WGNA business (pro forma for the cancellation of Outsiders), (iii) a range of selected multiples derived from the selected media networks transactions of 8.0x to 11.0x to the estimated March 31, 2017 TVFN cash distributions as a proxy for EBITDA received by Tribune, and (iv) a range of selected multiples of 8.7x to 10.9x, derived from weighting the multiples derived in (i) and (ii) with the pro-rata EBITDA contribution of Tribune's TV broadcasting and WGNA businesses, to certain to certain of Tribune's corporate expenses for 2017 (estimated) (excluding real estate EBITDA attributable to planned non-operating real estate dispositions).

        After calculating Tribune's implied core value, Moelis calculated Tribune's implied TEV by adding (i) the net present value (discounted at 8.5%) of spectrum proceeds expected to be received in the third quarter of 2017 according to Tribune management, (ii) the net present value (discounted at 8.5%) of after-tax proceeds for Tribune's minority stake in CareerBuilder based on the latest transaction information available to Tribune management, (iii) the net present value (discounted at 8.5%) of non-operating real estate planned to be sold in 2017, 2018 and 2019 based on Tribune management's estimates, (iv) the net present value (discounted at 8.5%) of the after-tax, incremental cash benefit associated with below-market FOX affiliate fees, and (v) after-tax value of certain other assets, including Tribune's 5% stake in the Chicago Cubs. After calculating Tribune's TEV, Moelis calculated Tribune's equity value by subtracting (i) net debt (per Tribune's balance sheet dated March 31, 2017), (ii) tax-effected pension liability and medical, life and other benefits (per Tribune's balance sheet dated March 31, 2017), and (iii) the deferred tax liability of the Chicago Cubs (per Tribune's 2016 10-K). This analysis indicated an implied per share reference range of approximately $35.30 to $51.47 per share of Tribune common stock, as compared to $43.50 per share merger consideration.

        Discounted Cash Flow Analysis of Tribune.    Moelis performed a discounted cash flow analysis, which we refer to as the "DCF analysis," of Tribune using financial forecasts and other information and data provided by Tribune's management to calculate the present value of the estimated value of (i) the estimated future unlevered free cash flows to be generated by Tribune's TV&E, which includes WGNA because, Moelis noted, WGNA benefits from being part of the larger Tribune TV&E segment and (ii) the expected cash distributions to be received by Tribune for TVFN. Moelis's calculation of Tribune TV&E's unlevered free cash flow did not adjust for the non-deductibility of WGNA amortization and certain real estate capital expenditures, and Moelis's calculation of TVFN cash distributions did not reflect the tax associated with Tribune's portion of attributable net income of TVFN, the effects of each of which are set forth in "Transaction Summary—Tribune Management's Unaudited Prospective Financial Information—Summary of Tribune Projections—Revised TV&E Unlevered Free Cash Flow and TVFN Cash Distributions" beginning on page 107. In performing the DCF analysis of Tribune TV&E's unlevered free cash flows, Moelis utilized a range of discount rates of 8.0% to 9.5% based on an estimated weighted average cost of capital, which we refer to as "WACC," using the capital asset

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pricing model to review an estimated WACC for the TV Broadcasting Group and Media Networks Group of selected companies described above under "Transaction Summary—Opinions of Tribune's Financial Advisors—Moelis & Company—Selected Publicly Traded Companies Analysis of Tribune" beginning on page 76, and used a size premium applicable to Tribune. The foregoing range of discount rates was used to calculate estimated present values of (i) Tribune's TV&E estimated after-tax unlevered free cash flows for April 2017 through December 2021, and (ii) a range of estimated terminal values derived by growing the average of the projected 2020 and 2021 unlevered after-tax free cash flows at an annual rate of 0.73% to 1.73% into perpetuity. The terminal growth rate range of 0.73% to 1.73% was determined by EBITDA weighting the 2021 TV broadcasting EBITDA with a terminal growth rate range of 1.0% to 2.0% and the 2021 WGNA EBITDA with a terminal growth rate range of 0.0% to 1.0%. In performing the DCF analysis of TVFN's cash distributions, Moelis utilized a range of discount rates of 11.5% to 14.0% (based on estimated cost of equity) to calculate estimated present values of (i) TVFN's cash flow distributions for April 2017 through December 2021, and (ii) a range of estimated terminal values derived by growing the average of the projected TVFN 2021 cash distribution at an annual rate of 1.0% to 2.0% into perpetuity. This analysis indicated an implied per share reference range of approximately $34.90 to $55.30 per share of Tribune common stock, as compared to the $43.50 per share merger consideration. As Moelis confirmed to the Tribune board on June 24, 2017, such adjustments to Tribune TV&E's unlevered free cash flow and TVFN cash distributions discussed in "Transaction Summary—Tribune Management's Unaudited Prospective Financial Information—Summary of Tribune Projections—Revised TV&E Unlevered Free Cash Flow and TVFN Cash Distributions" beginning on page 107 would have generally reduced unlevered free cash flows and TVFN cash distributions and, as such, would not have changed the conclusion set forth in Moelis's opinion as of the date such opinion was delivered.

        Moelis also noted for the Tribune board certain additional factors that were not utilized by Moelis in its financial analysis with respect to its opinion but were provided for informational purposes.

        Selected Publicly Traded Companies Analysis of Sinclair.    Moelis reviewed financial and stock market information of the following selected public companies within the television broadcasting industry:

Nexstar Media Group, Inc.
Gray Television, Inc.
The E.W. Scripps Company
TEGNA Inc.

        Financial data for the selected companies was based on Wall Street research analyst consensus forecasts, public filings and other publicly available information and included, as appropriate, pro forma adjustments for acquisitions or other material corporate events. Although none of the selected companies is directly comparable to Sinclair, the companies included were selected because they are companies that, for purposes of analysis, had certain characteristics that may be considered reasonably comparable to Sinclair.

        Moelis reviewed, among other things, the TEV of the selected companies as a multiple of two-year average EBITDA as estimated for calendar years 2016 and 2017 (estimated). In line with TV broadcasting industry practice, two-year average EBITDA is used for valuation purposes to account for the regular annual variations in cash flow due to the biannual election cycle and associated political advertising revenue. The following table summarizes the results of the analysis of the selected companies:

 
  TEV / Pro Forma Adjusted Avg CY 2016—CY
2017E EBITDA
 

Nexstar Media Group, Inc. 

    8.4x  

Gray Television, Inc. 

    8.4x  

The E.W. Scripps Company

    12.3x  

TEGNA Inc. 

    8.1x  

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        In reviewing the characteristics of the selected companies for purposes of determining a reference range, Moelis noted that Nexstar and Gray Television derive a vast majority of their revenue from television broadcasting stations, and that E.W. Scripps and TEGNA are diversified into non-broadcast businesses with E.W. Scripps generating 15% of its revenue from non-television businesses, including digital, and TEGNA generating 40% of its revenue from its digital segments, including Cars.com and CareerBuilder. Moelis did not include Tribune in the selected companies analysis because its share price has been affected by rumors of an acquisition and a strategic alternatives process since the first quarter of 2016. Finally, Moelis noted that recent trading prices for ad-supported businesses had declined in recent days prior to May 7, 2017 as a result of a softer advertising market and lower than expected first quarter performances, and that Moelis did not have access to updated Wall Street projections to reflect such developments resulting in a downward trend in implied trading multiples.

        In light of the foregoing review and based on its professional judgment and experience, in calculating Sinclair's TEV, Moelis applied a range of selected multiples derived from the selected companies of 8.0x to 9.0x to the two-year average EBITDA for calendar years 2016 and 2017 (estimated) for Sinclair's television broadcasting. Once Sinclair's TEV was calculated, Moelis calculated Sinclair's equity value by subtracting (i) debt, minority interest and tax-effected pension liability (per Sinclair's 2016 Annual Report on Form 10-K for the year ended December 31, 2016) and (ii) adding cash, cash equivalents and equity investments (per Sinclair's balance sheet dated March 31, 2017). This analysis indicated an implied per share reference range of approximately $39.22 to $47.77 per share of Sinclair common stock, as compared to the $36.95 closing price of Sinclair common stock on May 5, 2017.

        Discounted Cash Flow Analysis of Sinclair.    Moelis performed a DCF analysis of Sinclair using financial forecasts and other information and data provided by Sinclair's management for April 2017 through December 2020 to calculate the present value of the estimated future unlevered free cash flows projected to be generated by Sinclair. In performing the DCF analysis of Sinclair, Moelis utilized a range of discount rates of 8.0% to 9.5% based on an estimated WACC using the capital asset pricing model to review an estimated WACC for the selected public companies described above under "Transaction Summary—Opinions of Tribune's Financial Advisors—Moelis & Company—Selected Publicly Traded Companies Analysis of Sinclair" beginning on page 81, and used a size premium applicable to Sinclair. The foregoing range of discount rates was used to calculate estimated present values of (i) Sinclair's estimated after-tax unlevered free cash flows for April 2017 through December 2020, and (ii) a range of estimated terminal values derived by growing the average of the projected 2019 and 2020 unlevered after-tax free cash flows at an annual rate of 1.0% to 2.0% into perpetuity. This analysis indicated an implied per share reference range of approximately $45.30 to $73.50 per share of Sinclair common stock, as compared to the $36.95 closing price of Sinclair common stock on May 5, 2017.

        Additional Information.    Moelis also provided certain other additional information for the Tribune board for information purposes, including, among other things:

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        This summary of the analyses is not a complete description of Moelis's opinion or the analyses underlying, and factors considered in connection with, Moelis's opinion. The preparation of a fairness opinion is a complex analytical process and is not necessarily susceptible to partial analysis or summary description. Selecting portions of the analyses or summary set forth above, without considering the analyses as a whole, could create an incomplete view of the processes underlying Moelis's opinion. In arriving at its fairness determination, Moelis considered the results of all of its analyses and did not attribute any particular weight to any factor or analysis. Rather, Moelis made its fairness determination on the basis of its experience and professional judgment after considering the results of all of its analyses.

        No company or transaction used in the analyses described above is identical to Tribune, Sinclair or the merger. In addition, such analyses do not purport to be appraisals, nor do they necessarily reflect the prices at which businesses or securities actually may be sold. Analyses based upon forecasts of future results are not necessarily indicative of actual future results, which may be significantly more or less favorable than suggested by such analyses. Because the analyses described above are inherently subject to uncertainty, being based upon numerous factors or events beyond the control of the parties or their respective advisors, neither Tribune, nor Moelis or any other person assumes responsibility if future results are materially different from those forecasts.

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        The merger consideration was determined through arms' length negotiations between Tribune and Sinclair and was approved by the Tribune board. Moelis did not recommend any specific consideration to Tribune or the Tribune board, or that any specific amount or type of consideration constituted the only appropriate consideration for the merger.

        Tribune retained Moelis as its financial advisor in connection with Tribune's review of strategic and financial alternatives and various potential transactions related thereto (including the merger). In selecting Moelis as its financial advisor, Tribune considered that, among other things, Moelis is an internationally recognized investment banking, financial advisory and securities firm whose senior professionals have substantial experience advising companies in, among other industries, the overall media sector and the broadcast television sub-sector. Moelis, as part of its investment banking, financial advisory and capital markets businesses, is regularly engaged in the valuation and financial assessment of businesses and securities in connection with mergers and acquisitions, recapitalizations, spin offs/split-offs, restructurings, and securities offerings in both the private and public capital markets and valuations for corporate and other purposes.

        Moelis acted as co-financial advisor to Tribune in connection with the merger and will receive a fee for its services, currently estimated to be approximately $23.1 million in the aggregate, $3.5 million of which became payable in connection with the delivery of its opinion, regardless of the conclusion reached therein, and the remainder of which is contingent upon completion of the merger. In addition, Tribune has agreed to indemnify Moelis for certain liabilities arising out of its engagement.

        Moelis's affiliates, employees, officers and partners may at any time own securities of Tribune or Sinclair. Moelis has provided investment banking and other services to Sinclair and Oaktree unrelated to the merger and has received, and may in the future receive, compensation for such services. In the past two years prior to the date of the opinion, Moelis, among other things, (i) has acted as co-manager on three senior notes offerings or common stock offerings of Sinclair in March 2016, August 2016 and March 2017, (ii) has acted as financial advisor to Sinclair in its evaluation of an FCC incentive auction, for which an engagement commenced in October 2015 and for which all work was completed in February 2016, (iii) has acted as financial advisor on a general advisory assignment in May 2015 for Sinclair, but for which Moelis received no fees and no transaction occurred, (iv) has been engaged as a financial advisor to four portfolio companies of Oaktree or its affiliate, but have not invoiced any fees in connection with such engagements, (v) has acted as a restructuring advisor to certain committees of creditors in which Oaktree or its affiliate was a member of such committees, (vi) has acted as a restructuring advisor to an ad hoc group of creditors in which Oaktree or its affiliate was a member of such ad hoc group, (vii) has acted as a restructuring advisor to a company in which Oaktree or its affiliate is a major equity owner, (viii) has acted as financial advisor to a company in which Oaktree or its affiliate was a significant equity owner in April 2017, (ix) has acted as a co-manager for an offering of debt securities for a portfolio company of Oaktree or its affiliate in March, 2016, (x) has acted as a financial advisor to a company in which Oaktree or its affiliate was a minority equity owner in December, 2015, (xi) has acted as a financial advisor to a portfolio company of Oaktree or its affiliate in August, 2015, and (xii) has acted as a financial advisor to a portfolio company of Oaktree or its affiliate in April, 2015 in connection with a sale transaction. In connection with the foregoing items (i) through (ii), Moelis received fees in the aggregate of approximately $1,200,000 from Sinclair, and is entitled to receive an additional $2,900,000 from Sinclair in connection with the transactions described in item (ii) above. In connection with the foregoing items (iv) through (xi), Moelis received fees in the aggregate of approximately $24,950,000. In addition, Moelis is entitled to receive an additional $14,120,000 upon the closing of the transaction described in item (xii) above. Other than $6,440,000 in fees received in connection with the Gracenote transaction, Moelis has not received fees from Tribune in the two years prior to the date of Moelis's opinion.

        In addition, two of the Moelis Managing Directors working on the Tribune matter previously worked with Chris Ripley, the Chief Executive Officer, of Sinclair at two previous investment banks.

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One of such Moelis Managing Directors is an owner of unrelated private businesses where Mr. Ripley is a minority equity partner. Such Moelis Managing Directors actively cover Sinclair as a potential Moelis client. The foregoing relationships were disclosed to the Tribune board by Moelis on May 4, 2017.

        On May 24, 2017, Moelis disclosed to the Tribune board that Sinclair has asked Moelis to act as a financial advisor to Sinclair in connection with Sinclair's possible divestiture of certain assets of Sinclair or Tribune as contemplated by the merger agreement, which we refer to as the "station divestitures engagement." Moelis discussed with the Tribune board, among other things, that: (1) Moelis did not have any discussions with Sinclair concerning the station divestitures engagement prior to May 11, 2017, (2) Moelis believed that the station divestitures engagement will benefit the Tribune shareholders because (i) Moelis has substantial experience and expertise selling television broadcast stations and is well positioned to facilitate any station divestiture that may be required to obtain regulatory approval for the merger, and (ii) Moelis will provide the Tribune board with regular updates on the status of the station divestitures giving Tribune and the Tribune board increased visibility. Moelis also agreed that, as a condition to the Tribune board approving the engagement, Moelis would undertake additional specified safeguards to avoid potential conflicts of interest, including by (i) terminating the engagement with Sinclair at the request of the Tribune board in the event of the receipt of a Company Acquisition Proposal (as defined in the merger agreement) or in the event of a Company Adverse Recommendation Change (as defined in the merger agreement) or any similar event determined in the discretion of the Tribune board and (ii) notifying Tribune of any circumstance relating to the Sinclair engagement that Moelis believes would be reasonably likely to give rise to a conflict of interest between Tribune and Sinclair and to refrain from taking any action with respect to such matter until Moelis has taken steps to resolve such conflict that are reasonably satisfactory to Tribune. Moelis also agreed not to disclose any confidential information regarding Tribune to Sinclair. On May 30, 2017, the Tribune board met to discuss the proposed engagement of Moelis by Sinclair in connection with the proposed station divestitures, and the Tribune board subsequently reviewed a draft of the engagement letter to be executed by Sinclair and Moelis. On June 19, 2017, based on the terms and conditions described above and set forth in a final draft of the engagement letter, the Tribune board approved the engagement and Moelis proceeded to execute the engagement letter approved by the Tribune board.

        Tribune retained Guggenheim Securities as its financial advisor in connection with Tribune's review of strategic and financial alternatives and various potential transactions related thereto (including the merger). In selecting Guggenheim Securities as its financial advisor, Tribune considered that, among other things, Guggenheim Securities is an internationally recognized investment banking, financial advisory and securities firm whose senior professionals have substantial experience advising companies in, among other industries, the overall media sector and the broadcast television sub-sector. Guggenheim Securities, as part of its investment banking, financial advisory and capital markets businesses, is regularly engaged in the valuation and financial assessment of businesses and securities in connection with mergers and acquisitions, recapitalizations, spin-offs/split-offs, restructurings, securities offerings in both the private and public capital markets and valuations for corporate and other purposes.

        At the May 7, 2017 meeting of the Tribune board, Guggenheim Securities rendered an oral opinion, which was confirmed by delivery of a written opinion, to the Tribune board that, as of May 7, 2017 and based on and subject to the matters considered, the procedures followed, the assumptions made and various limitations of and qualifications to the review undertaken, the merger consideration was fair, from a financial point of view, to the Tribune shareholders (excluding Sinclair and its affiliates).

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        This description of Guggenheim Securities' opinion is qualified in its entirety by the full text of the written opinion, which is attached as Annex D to this proxy statement/prospectus and which you should read carefully and in its entirety. Guggenheim Securities' written opinion sets forth the matters considered, the procedures followed, the assumptions made and various limitations of and qualifications to the review undertaken by Guggenheim Securities. Guggenheim Securities' written opinion, which was authorized for issuance by the Fairness Opinion and Valuation Committee of Guggenheim Securities, is necessarily based on economic, capital markets and other conditions, and the information made available to Guggenheim Securities, as of the date of such opinion. Guggenheim Securities has no responsibility for updating or revising its opinion based on facts, circumstances or events occurring after the date of the rendering of the opinion.

        In reading the discussion of Guggenheim Securities' opinion set forth below, you should be aware that such opinion (and, as applicable, any materials provided in connection therewith):

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        In the course of performing its reviews and analyses for rendering its opinion, Guggenheim Securities:

        With respect to the information used in arriving at its opinion, Guggenheim Securities noted that:

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        Guggenheim Securities also noted certain other considerations with respect to its engagement and the rendering of its opinion:

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        This "Summary of Financial Analyses" presents a summary of the principal financial analyses performed by Guggenheim Securities and presented to the Tribune board in connection with Guggenheim Securities' rendering of its opinion. Such presentation to the Tribune board was supplemented by Guggenheim Securities' oral discussion, the nature and substance of which may not be fully described herein.

        Some of the financial analyses summarized below include summary data and information presented in tabular format. In order to understand fully such financial analyses, the summary data and tables must be read together with the full text of the summary. Considering the summary data and tables alone could create a misleading or incomplete view of Guggenheim Securities' financial analyses.

        The preparation of a fairness opinion is a complex process and involves various judgments and determinations as to the most appropriate and relevant financial analyses and the application of those methods to the particular circumstances involved. A fairness opinion therefore is not readily susceptible to partial analysis or summary description, and taking portions of the financial analyses set forth below, without considering such analyses as a whole, would in Guggenheim Securities' view create an incomplete and misleading picture of the processes underlying the financial analyses considered in rendering Guggenheim Securities' opinion.

        In arriving at its opinion, Guggenheim Securities:

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        With respect to the financial analyses performed by Guggenheim Securities in connection with rendering its opinion:

        As described in the sections entitled "Transaction Summary—Background of the Transaction" beginning on page 57 and "Transaction Summary—Tribune Management's Unaudited Prospective Financial Information—Summary of Tribune Projections" beginning on page 106, subsequent to the rendering of its opinion, Guggenheim Securities determined that certain of the calculations made by Guggenheim Securities of unlevered free cash flow for Tribune's TV&E business and Tribune's cash distributions from TVFN utilized in its financial analyses did not accurately reflect the financial projections and assumptions that Tribune management had provided to it. Guggenheim Securities recalculated its discounted cash flow and dividend discount analyses on the basis of the revised unlevered free cash flow for Tribune's TV&E business and Tribune's cash distributions from TVFN (which we refer to, collectively, as the "revised unlevered free cash flow"). Guggenheim Securities indicated to the Tribune board on June 24, 2017 that the adjustments reflected in its revised financial analyses were immaterial to Guggenheim Securities' financial analyses, taken as a whole, and confirmed to the Tribune board that the recalculated financial analyses would not have changed the conclusion set forth in Guggenheim Securities' opinion as of the date it was delivered.

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        Throughout this "Summary of Financial Analyses," the following financial terms are used in connection with Guggenheim Securities' various financial analyses:

        Guggenheim Securities calculated the headline/nominal value of the merger consideration to be $43.50 per share of Tribune common stock based on (i) $35.00 per share in cash plus (ii) $8.50 per share in Sinclair Class A common stock (calculated based on the exchange ratio and the closing price of the Sinclair Class A common stock of $36.95 on May 5, 2017).

        Guggenheim Securities further calculated various merger-implied premia and multiples as outlined in the table below. With respect to the merger-implied premia, Guggenheim Securities noted that there had been various events that had contributed to the significant run-up in the observed market prices of the Tribune Class A common stock during the six months preceding the execution of the merger agreement, including (i) the results of the US presidential election on November 8, 2016 (which was perceived by many investors as being favorable to potential consolidation in the media sector generally and the broadcast television sub-sector specifically), (ii) widely disseminated public rumors and speculation beginning on March 1, 2017 regarding Sinclair's potential interest in an acquisition of Tribune, (iii) the announcement on April 20, 2017 that the FCC would be reinstating the so-called "UHF discount" and (iv) widely disseminated public rumors and speculation beginning on April 30, 2017 regarding FOX / The Blackstone Group L.P.'s potential interest in a joint acquisition of Tribune.

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Merger-Implied Premia and Multiples

Headline / Nominal Value of Merger Consideration

  $ 43.50  

 

Merger-Implied Premium / (Discount) Relative to Tribune
Class A Common Stock Prices as of Various Dates
  Tribune Class A Common Stock Price    
 

As of 2/28/17 (Pre Sinclair / Tribune Rumor):

             

Spot Closing Stock Price

  $ 34.52     26.0 %

20-Day Average Stock Price

    31.51     38.1  

40-Day Average Stock Price

    30.42     43.0  

60-Day Average Stock Price

    29.90     45.5  

52-Week High Stock Price

    34.72     25.3  

52-Week Low Price

    25.09     73.4  

As of 4/28/17 (Pre FOX / Blackstone / Tribune Rumor):

             

Spot Closing Stock Price

    36.56     19.0  

20-Day Average Stock Price

    37.39     16.3  

As of 5/05/17 (Then-Current):

             

Spot Closing Stock Price

    40.29     8.0  

20-Day Average Stock Price

    37.82     15.0  

 

Merger-Implied Enterprise Value / EBITDA
   
   
 

CY16A / CY17E—Tribune Management Estimates

          10.4x  

        In order to assess the merger-implied EBITDA multiples with respect to Tribune's TV&E business, which is comprised of Tribune's local broadcast television stations (which we refer to as "Tribune Local TV") and WGNA, Guggenheim Securities performed a sensitivity analysis based on Tribune's merger-implied enterprise value excluding a range of illustrative values for Tribune's non-controlling/minority stake (which we refer to as "Tribune's TVFN Stake") in TVFN as outlined in the table below:

Tribune TV&E Merger-Implied EBITDA Multiples(1)
 
  Illustrative Value of
Tribune's TVFN Stake(2)
($ millions)
 
 
  $1,500   $1,650   $1,800  

Tribune's TVFN Stake at Indicated Value

    11.5 x   11.1 x   10.8 x

Tribune's TVFN Stake at Illustrative 25% Discount(3)

    12.4     12.1     11.9  

(1)
Based on the sum of Tribune Local TV's Average EBITDA for CY16A / CY17E and WGNA's EBITDA for CY17E derived from the Tribune Projections.

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(2)
Range of illustrative values for Tribune's TVFN Stake was selected by Guggenheim Securities based on its analyses of Tribune's TVFN Stake as outlined elsewhere herein.

(3)
Illustrative 25% discount based on various factors, including that (a) Tribune's TVFN Stake constitutes a non-controlling/minority interest with limited governance and liquidity rights and (b) any potential sale Tribune's TVFN Stake most likely would trigger a meaningful corporate-level taxable gain for Tribune.

        Among other things, Guggenheim Securities noted that the foregoing Tribune TV&E merger-implied EBITDA multiples were at or above the high end of the transaction-related EBITDA multiples observed in the selected precedent merger and acquisition transactions outlined elsewhere herein.

        Overview of Analytical Approach.    Based on the nature of Tribune's businesses and assets, Guggenheim Securities performed all of its change-of-control financial analyses with respect to Tribune on a sum-of-the-parts basis. Utilizing the valuation methodologies described elsewhere herein, Guggenheim Securities separately analyzed Tribune TV&E, Tribune's TVFN Stake and Tribune's other businesses, assets and liabilities in order to arrive at an estimate of Tribune's stand-alone enterprise value pursuant to each valuation methodology. In each such case, Guggenheim Securities then calculated Tribune's stand-alone equity value by (i) adding to its stand-alone enterprise value (a) cash, cash equivalents, short-and long-term marketable investments and certain other cash-like items as of March 31, 2017, (b) the estimated fair market value or book value (as available) of any non-consolidated investments and (c) the estimated fair market value or book value (as available) of any non-cash generating assets and (ii) subtracting from its stand-alone enterprise value (a) the principal amount of total debt as of March 31, 2017, (b) the estimated fair market value or book value (as available) of any non-controlling / minority interests and (c) certain other corporate liabilities. Guggenheim Securities then calculated Tribune's stand-alone equity value on a per share basis by dividing Tribune's stand-alone equity value by the number of fully diluted shares of Tribune common stock.

        Based on guidance from and information provided by Tribune's senior management, Guggenheim Securities included the following items, among others, in its calculation of Tribune's stand-alone equity value: (i) additions with respect to certain cash-like items including (a) the net present value of the estimated after-tax proceeds from the potential sale of certain of Tribune's non-core real estate assets, (b) the net present value of the estimated after-tax proceeds from the potential sale of Tribune's non-controlling / minority stake in CareerBuilder and (c) the net present value of the expected after-tax proceeds from the recent sale of certain of Tribune's broadcast television spectrum in the recent incentive broadcast television spectrum auction conducted by the FCC and (ii) deductions for certain corporate liabilities including (a) Tribune's estimated after-tax pension obligations and (b) Tribune's potential income tax liability in connection with its transaction involving New Cubs LLC.

        Recap of Tribune Change-of-Control Financial Analyses—Overall Company.    In evaluating Tribune in connection with rendering its opinion, Guggenheim Securities performed various financial analyses which are summarized in the table below and described in more detail elsewhere herein, including discounted cash flow and dividend discount analyses (as applicable), selected precedent merger and acquisition transactions analysis and selected publicly traded companies analysis. Solely for informational reference purposes, Guggenheim Securities also reviewed certain historical trading price ranges for the shares of Tribune Class A common stock and Wall Street equity research analysts' price targets for the shares Tribune Class A common stock.

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Recap of Tribune Change-of-Control Financial Analyses

Headline / Nominal Value of Merger Consideration

  $ 43.50  

Illustrative Pro Forma Market-Based Value of Merger Consideration(1)

    42.90  

Illustrative Pro Forma DCF-Based Value of Merger Consideration(2)(3)

    50.45  

 

 
  Reference Range
for Tribune on a
Change-of-Control
Basis
 
Primary Financial Analyses
  Low   High  
Discounted Cash Flow / Dividend Discount Analyses:              

Tribune Management Estimates for Tribune (including WGNA)(4)

  $ 31.73   $ 53.31  

Tribune Management Estimates for Tribune (excluding WGNA) + Wall Street Equity Research Estimates for WGNA(5)

    24.81     43.53  
Selected Precedent M&A Transactions Analysis     36.39     47.59  
Selected Publicly Traded Companies Analysis     29.26     34.87  

 

For Informational Reference Purposes
   
   
 
Tribune Class A Common Stock Unaffected Price Range During the 60 Days Prior to 2/28/17   $ 30.00   $ 34.50  
Tribune Class A Common Stock 52-Week Low / High Price Range:              

Prior to 2/28/17

    25.09     34.72  

Then-Current as of 5/05/17

    25.09     40.29  

Wall Street Equity Research Stock Price Targets for Tribune Class A Common Stock:

 

 

 

 

 

 

 

Prior to 2/28/17

    27.00     38.00  

Then-Current as of 5/05/17

    35.00     40.00  

(1)
See "Transaction Summary—Opinions of Tribune's Financial Advisors—Guggenheim Securities, LLC—Illustrative / Hypothetical Merger Consideration Sensitivity Analysis—Market Value Approach" beginning on page 102 below.

(2)
See "Transaction Summary—Opinions of Tribune's Financial Advisors—Guggenheim Securities, LLC—Illustrative / Hypothetical Merger Consideration Sensitivity Analysis—DCF-Based Approach" beginning on page 103 below.

(3)
$51.04 utilizing the revised unlevered free cash flow.

(4)
$34.85 and $57.52 utilizing the revised unlevered free cash flow.

(5)
$27.80 and $47.61 utilizing the revised unlevered free cash flow.

        Guggenheim Securities noted that the headline/nominal value of the merger consideration (i.e., $43.50), the illustrative pro forma market-based value of the merger consideration (i.e., $42.90) and the illustrative pro forma DCF-based value of the merger consideration (i.e., $50.45 ($51.04 utilizing the revised unlevered free cash flow)) all compared favorably with each of the primary financial analyses summarized above.

        Illustrative Tribune DCF / DDM-Based Sum-of-the-Parts Analyses.    In order to highlight the sensitivity of its illustrative discounted cash flow analyses of Tribune TV&E vis-à-vis the projected financial performance of WGNA, Guggenheim Securities performed illustrative sum-of-the parts analyses based on (i) discounted cash flow analyses with respect to (a) Tribune TV&E on a combined

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basis (with WGNA being broken down between the Tribune Projections and Wall Street equity research estimates) and (b) Tribune TV&E as broken down between Tribune Local TV and WGNA (with WGNA being broken down between the Tribune Projections and Wall Street equity research estimates) and (ii) dividend discount analyses with respect to Tribune's TVFN Stake as outlined in the table below:

Illustrative Tribune DCF / DDM-Based Sum-of-the-Parts Analyses

Headline / Nominal Value of Merger Consideration

  $ 43.50  

 

TV&E on a Combined Basis
  Low   High  

Tribune TV&E Based on the Tribune Projections + Tribune's TVFN Stake Based on the Tribune Projections:

             

With WGNA Based on Wall Street Equity Research Estimates

  $ 24.81   $ 43.53  

Plus: WGNA Incremental Value Based on the Tribune Projections

    6.92     9.78  

Total(1)

  $ 31.73   $ 53.31  

 

TV&E on a Sum-of-the-Parts Basis
   
   
 

Tribune Local TV Based on the Tribune Projections + WGNA Based on Wall Street Equity Research Estimates + Tribune's TVFN Stake Based on the Tribune Projections

  $ 24.55   $ 43.12  

Plus: WGNA Incremental Value Based on the Tribune Projections

    6.39     9.63  

Total(2)

  $ 30.94   $ 52.75  

(1)
$34.85 and $57.52 utilizing the revised unlevered free cash flow.

(2)
$34.06 and $56.96 utilizing the revised unlevered free cash flow.

        Guggenheim Securities noted that the headline/nominal value of the merger consideration (i.e. $43.50), the illustrative pro forma market-based value of the merger consideration (i.e., $42.90) and the illustrative pro forma DCF-based value of the merger consideration (i.e., $50.45 ($51.04 utilizing the revised unlevered free cash flow)) all compared favorably with the DCF/DDM-based sum-of-the-parts analyses summarized above.

        Tribune TV&E on a Combined Basis—Discounted Cash Flow Analyses.    Guggenheim Securities performed illustrative stand-alone discounted cash flow analyses with respect to Tribune TV&E based on projected unlevered free cash flows (after deduction of stock-based compensation) for Tribune TV&E and an estimate of its terminal/continuing value at the end of the projection horizon. In performing its illustrative discounted cash flow analyses with respect to Tribune TV&E:

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        Tribune TV&E on a Sum-of-the-Parts Basis—Discounted Cash Flow Analyses.    Guggenheim Securities also performed separate illustrative stand-alone discounted cash flow analyses with respect to Tribune TV&E's two component businesses (comprised of Tribune Local TV and WGNA) based on projected unlevered free cash flows (after deduction of stock-based compensation) for each of Tribune Local TV and WGNA and an estimate of their respective terminal / continuing values at the end of the projection horizon. In performing its illustrative discounted cash flow analyses with respect to Tribune Local TV and WGNA:

        Tribune TV&E—Selected Precedent Merger and Acquisition Transactions Analysis.    Guggenheim Securities reviewed and analyzed certain financial metrics associated with certain selected precedent merger and acquisition transactions during the past four years involving target companies in the broadcast television sector that Guggenheim Securities deemed relevant for purposes of this analysis. The following seven precedent merger and acquisition transactions were selected by Guggenheim Securities for purposes of this analysis:

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Tribune TV&E—Selected Precedent Merger and Acquisition (M&A) Transactions
Date
Announced
  Acquiror   Target Company
1/27/16   Nexstar Broadcasting Group, Inc. (subsequently renamed Nexstar Media Group, Inc. ("Nexstar"))   Media General, Inc. ("Media General")

9/08/15

 

Media General

 

Meredith Corporation ("Meredith")

3/21/14

 

Media General

 

LIN Media LLC ("LIN Media")

7/29/13

 

Sinclair

 

Two Broadcast Television Companies Controlled by the Allbritton Family ("Allbritton")

7/01/13

 

Tribune Company

 

Local TV Holdings, LLC ("Local TV")

6/13/13

 

Gannett Co., Inc. ("Gannett")

 

Belo Corp. ("Belo")

6/06/13

 

Media General

 

New Young Broadcasting Holding Co., Inc. ("Young")

        Guggenheim Securities calculated, among other things and to the extent publicly available, certain implied change-of-control transaction multiples for the selected precedent merger and acquisition transactions (based on Wall Street equity research consensus estimates, each company's most recent publicly available financial filings and certain other publicly available information), which are summarized in the table below:

Tribune TV&E—Selected Precedent M&A Transaction Multiples
 
  Transaction
Enterprise
Value / Average
EBITDA
(LTM / NTM)
 
Nexstar / Media General     10.1 x
Media General / Meredith     9.2  
Media General / LIN Media     11.1  
Sinclair / Allbritton     10.7 (1)
Tribune / Local TV     9.4 (1)
Gannett / Belo     8.9  
Media General / Young     7.5  

Statistical Recap:

 

 

 

 

High

    11.1 x

Mean

    9.6  

Median

    9.4  

Low

    7.5  

Tribune TV&E Merger-Implied EBITDA Multiples:

 

 

 

 

TVFN Stake Valued at Midpoint of $1,650 Million

    11.1 x

TVFN Stake Valued at Illustrative 25% Discount to Foregoing Midpoint Value

    12.1  

(1)
Transaction enterprise value multiples based on Average EBITDA for 2011 and 2012.

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        In performing its selected precedent merger and acquisition transactions analysis with respect to Tribune TV&E:

        Tribune TV&E—Selected Publicly Traded Companies Analysis.    Guggenheim Securities reviewed and analyzed Tribune's historical stock price performance, trading metrics and historical and projected / forecasted financial performance compared to corresponding data for certain publicly traded companies in the broadcast television sector that Guggenheim Securities deemed relevant for purposes of this analysis. The following six publicly traded companies were selected by Guggenheim Securities for purposes of this analysis:

Tribune TV&E—Selected Publicly Traded Companies
Pure-Play Broadcasting   Diversified Broadcasting
Primary Companies:  

Meredith

Nexstar

 

TEGNA Inc. ("TEGNA")

Sinclair

   

Secondary Companies:

 

 

The E.W. Scripps Company ("Scripps")

   

Gray Television,  Inc. ("Gray")

   

        Guggenheim Securities calculated, among other things, various public market trading multiples for the selected publicly traded companies (based on Wall Street equity research consensus estimates and each company's most recent publicly available financial filings), which are summarized in the table below:

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Tribune TV&E—Selected Publicly Traded Companies Trading Multiples
 
  Enterprise
Value / Average
EBITDA (2016 / 2017)
 

Pure-Play Broadcasting:

       

Primary Companies:

       

Nexstar

    8.6 x

Sinclair

    8.0  

Secondary Companies:

       

Scripps

    12.5  

Gray

    8.9  

Diversified Broadcasting:

   
 
 

Meredith

    9.9  

TEGNA

    8.2  

Tribune TV&E Merger-Implied EBITDA Multiples:

   
 
 

TVFN Stake Valued at Midpoint of $1,650 Million

    11.1 x

TVFN Stake Valued at Illustrative 25% Discount to Foregoing Midpoint Value

    12.1  

        In performing its selected publicly traded companies analysis with respect to Tribune TV&E:

        Overarching Observations Regarding Tribune's TVFN Stake.    Guggenheim Securities noted certain key considerations with respect to Tribune's TVFN Stake, including that (i) Tribune's TVFN Stake constitutes a non-controlling / minority interest with limited governance and liquidity rights and (ii) any potential sale of Tribune's TVFN Stake most likely would trigger a meaningful corporate-level taxable gain for Tribune. Guggenheim Securities further observed that a potential discount for lack of control and/or lack of marketability arguably may be appropriate with respect to Tribune's TVFN Stake, although Guggenheim Securities' valuation reference ranges for Tribune's TVFN Stake did not explicitly reflect any such potential discount.

        Tribune's TVFN Stake—Dividend Discount Analyses.    Guggenheim Securities performed illustrative stand-alone dividend discount analyses with respect to Tribune's TVFN Stake based on projected after-tax cash distributions with respect to Tribune's TVFN Stake and an estimate of its terminal / continuing value at the end of the projection horizon. In performing its illustrative dividend discount analyses with respect to Tribune's TVFN Stake:

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        Tribune's TVFN Stake—Selected Publicly Traded Companies Analysis.    Guggenheim Securities calculated the then-prevailing proportionate EBITDA trading multiple for SNI, the controlling / majority owner of TVFN, and utilized such proportionate EBITDA trading multiple as the basis for valuing Tribune's TVFN Stake on a hypothetical public market trading basis. As of the date of Guggenheim Securities' analysis, SNI's proportionate EBITDA trading multiple based on Wall Street equity research consensus estimates was approximately 9.0x. Based on the foregoing:

        Tribune's TVFN Stake—Potential Private Market Value.    Guggenheim Securities estimated a hypothetical private market value reference range for Tribune's TVFN Stake as follows:

        Tribune's TVFN Stake—Wall Street Equity Research Analyst Perspectives.    Guggenheim Securities reviewed five Wall Street equity research analysts' sum-of-the-parts valuation analyses with respect to Tribune and, more specifically, the estimated valuation of Tribune's TVFN Stake. In connection with such review, Guggenheim Securities noted that:

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        Sinclair—Discounted Cash Flow Analyses.    Guggenheim Securities performed illustrative stand-alone discounted cash flow analyses with respect to Sinclair based on projected unlevered free cash flows (after deduction of stock-based compensation) for Sinclair and an estimate of its terminal / continuing value at the end of the projection horizon.

        In performing its illustrative discounted cash flow analyses with respect to Sinclair:

        Sinclair—Selected Publicly Traded Companies Analysis.    Guggenheim Securities reviewed and analyzed Sinclair's historical stock price performance, trading metrics and historical and projected / forecasted financial performance compared to corresponding data for certain publicly traded companies that Guggenheim Securities deemed relevant for purposes of this analysis. Guggenheim Securities utilized the same selected publicly traded companies as described above under the section entitled "Transaction Summary—Opinions of Tribune's Financial Advisors—Guggenheim Securities, LLC—Tribune TV&E—Selected Publicly Traded Companies Analysis" beginning on page 98.

        In performing the foregoing selected publicly traded companies analysis with respect to Sinclair:

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        Guggenheim Securities reviewed the illustrative / hypothetical shareholder value proposition associated with the merger from the perspective of the Tribune shareholders, both on a market value basis and on a discounted cash flow basis.

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        In order to provide certain context for the financial analyses in connection with its opinion as described above, Guggenheim Securities undertook various additional financial reviews as summarized below solely for informational reference purposes, including reviews of:

        As a general matter, Guggenheim Securities did not consider such additional financial reviews to be determinative methodologies for purposes of its opinion.

        Except as described in the summary above, Tribune did not provide specific instructions to, or place any limitations on, Guggenheim Securities with respect to the procedures to be followed or factors to be considered in performing its financial analyses or providing its opinion. The type and amount of consideration payable in the merger were determined through negotiations between Tribune

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and Sinclair and were approved by the Tribune board. The decision to enter into the merger agreement was solely that of the Tribune board. Guggenheim Securities' opinion was just one of the many factors taken into consideration by the Tribune board. Consequently, Guggenheim Securities' financial analyses should not be viewed as determinative of the decision of the Tribune board with respect to the fairness, from a financial point of view, of the merger consideration to the Tribune shareholders (excluding Sinclair and its affiliates).

        Pursuant to the terms of Guggenheim Securities' engagement, Tribune has agreed to pay Guggenheim Securities a cash transaction fee (based on a percentage of the adjusted enterprise-based value of the merger) upon consummation of the merger, which cash transaction fee currently is estimated to be approximately $23.1 million. In connection with Guggenheim Securities' engagement, Tribune has previously paid Guggenheim Securities a cash milestone fee of $3,500,000 that became payable upon delivery of Guggenheim Securities' opinion, which will be credited against the foregoing cash transaction fee. In addition, Tribune has agreed to reimburse Guggenheim Securities for certain expenses and to indemnify Guggenheim Securities against certain liabilities arising out of its engagement.

        Guggenheim Securities (i) has been previously engaged during the past two years and is currently engaged by Tribune to provide financial advisory services in connection with Tribune's review of strategic and financial alternatives and various potential transactions related thereto (including the merger) and (ii) has not been previously engaged during the past two years by Sinclair to provide financial advisory or investment banking services. Specifically, Guggenheim Securities served as Tribune's financial advisor in connection with its sale of various companies collectively known as the Gracenote Companies to Nielsen Holding and Finance B.V., which transaction closed in January 2017 and in respect of which Guggenheim Securities received agreed fees. Guggenheim Securities may seek to provide Tribune, Sinclair and their respective affiliates with certain financial advisory and investment banking services unrelated to the merger in the future, for which services Guggenheim Securities would expect to receive compensation.

        Guggenheim Securities and its affiliates and related entities engage in a wide range of financial services activities for its and their own accounts and the accounts of its and their customers, including: asset, investment and wealth management; insurance services; investment banking, corporate finance, mergers and acquisitions and restructuring; merchant banking; fixed income and equity sales, trading and research; and derivatives, foreign exchange and futures. In the ordinary course of these activities, Guggenheim Securities or its affiliates and related entities may (i) provide such financial services to Tribune, Sinclair, other participants in the merger or their respective affiliates, subsidiaries, investment funds and portfolio companies, for which services Guggenheim Securities or any of its affiliates and related entities has received, and may receive, compensation and (ii) directly or indirectly, hold long or short positions, trade and otherwise conduct such activities in or with respect to certain bank debt, debt or equity securities and derivative products of or relating to Tribune, Sinclair, other participants in the merger or their respective affiliates, subsidiaries, investment funds and portfolio companies. Furthermore, Guggenheim Securities or its affiliates and related entities and its or their respective directors, officers, employees, consultants and agents may have investments in Tribune, Sinclair, other participants in the merger or their respective affiliates, subsidiaries, investment funds and portfolio companies.

        Consistent with applicable legal and regulatory guidelines, Guggenheim Securities has adopted certain policies and procedures to establish and maintain the independence of its research departments and personnel. As a result, Guggenheim Securities' research analysts may hold views, make statements or investment recommendations and publish research reports with respect to Tribune, Sinclair, other participants in the merger or their respective affiliates, subsidiaries, investment funds and portfolio companies and the merger that differ from the views of Guggenheim Securities' investment banking personnel.

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Tribune Management's Unaudited Prospective Financial Information

        Tribune does not, as a matter of course, publicly release long-term projections regarding its expectations of future financial performance given, among other things, the uncertainty of the underlying assumptions and estimates. However, for internal purposes and in connection with the process leading up to entering into the merger agreement, the management of Tribune prepared certain financial projections for Tribune on a stand-alone, pre-transaction basis, which we refer to as the "Tribune Projections."

        The Tribune Projections were not prepared with a view toward public disclosure or with a view toward complying with the published guidelines of the SEC, the guidelines established by the American Institute of Certified Public Accountants with respect to prospective financial information or U.S. GAAP. However, in the view of Tribune's management, such projections were prepared on a reasonable basis, reflect the best then-available estimates and judgments, and present, to the best of management's knowledge and belief, the expected course of action and the expected future financial performance of Tribune, on a stand-alone basis. These projections are not fact and should not be relied upon as necessarily indicative of actual future results, and readers of this proxy statement/prospectus are cautioned not to place undue reliance on the prospective financial information.

        The prospective financial information included in this document has been prepared by, and is the responsibility of Tribune's management. No independent registered public accounting firm has examined, compiled or performed any procedures with respect to the prospective financial information and, accordingly, no independent registered public accounting firm expresses an opinion or any other form of assurance with respect to such projections or the achievability of the results reflected therein. The report of Tribune's independent registered public accounting firm incorporated by reference into this proxy statement/prospectus relate only to Tribune's historical financial information and no such report extends to the prospective financial information or should be read to do so.

        Tribune's management provided the Tribune Projections to the Tribune board in the context of its evaluation of the potential transaction, to Moelis for its use and reliance in connection with the preparation of its analyses and opinion summarized under "Transaction Summary—Opinions of Tribune's Financial Advisors—Moelis & Company LLC" beginning on page 73, and to Guggenheim Securities for its use and reliance in connection with the preparation of its analyses and opinion summarized under "Transaction Summary—Opinions of Tribune's Financial Advisors—Guggenheim Securities, LLC" beginning on page 85. Tribune's management also provided the Tribune Projections to Sinclair in connection with its due diligence of Sinclair in connection with Sinclair's evaluation of the transaction. A summary of the Tribune Projections is included below in order to give Tribune shareholders access to certain non-public unaudited projections that were utilized by or provided to other parties, in connection with the transaction contemplated by the merger agreement. Tribune cautions that these projections are subjective in many respects and subject to interpretation and that uncertainties are inherent in prospective financial information of any kind. While the financial projections have been prepared in good faith, no assurance can be given regarding future events. Neither Tribune nor any of its affiliates, officers, directors, advisors or other representatives has made or makes any representation or can give any assurance to any Tribune shareholder or any other person regarding the ultimate performance of Tribune or Sinclair after the closing of the transaction. Since the unaudited prospective financial information covers multiple years, such information by its nature becomes less predictive with each successive year. In addition, Tribune does not intend to update or otherwise revise the prospective financial information to reflect circumstances existing or arising since its preparation or to reflect the occurrence of unanticipated events, even in the event that any or all of the underlying assumptions are shown to be in error, except to the extent required by law. Furthermore, Tribune does not intend to update or revise the prospective financial information to reflect changes in general economic or industry conditions.

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        The internal financial forecasts of Tribune, which were used as a basis for preparing the Tribune Projections, are inherently uncertain and, although considered reasonable by the management of Tribune as of the date of their preparation, are subject to a wide variety of significant business, economic, and competitive risks and uncertainties that could cause actual results to differ materially from those contained in the projections. Although the projections were prepared with numerical specificity, such projections reflect numerous and varying assumptions made by the management of Tribune, including various estimates and assumptions that may not be realized, and are subject to significant variables, uncertainties and contingencies, all of which are difficult or impossible to predict and many of which are beyond the control of Tribune and Sinclair after the closing of the transaction. The risk that these uncertainties and contingencies could cause the estimates or assumptions to not reflect actual results is further increased given the duration in the future over which these estimates and assumptions apply. The estimates and assumptions in early periods have a compounding effect on the projections shown for later periods. Thus, any failure of an estimate or assumption to be reflective of actual results in an early period would have a greater effect on projected results failing to be reflective of actual events in later periods. Important factors that may affect or cause the information below to materially vary from actual results include, but are not limited to, industry performance, general business, economic, political, market and financial conditions, and other matters such as those referenced in "Cautionary Note Regarding Forward-Looking Statements" beginning on page 45 and "Risk Factors" beginning on page 35. These projections are forward-looking statements, and in light of the uncertainties inherent in forward-looking information of any kind, Tribune cautions you against relying on this information. Accordingly, there can be no assurance that the assumptions made in preparing the internal financial forecasts upon which the projections set forth below were based will be realized or that the prospective results are necessarily indicative of the future performance of Tribune or Sinclair after the closing of the transaction or that actual results will not differ materially from those presented in the prospective financial information. Inclusion of the Tribune Projections in this proxy statement/prospectus should not be regarded as a representation by any person that the results contained in the Tribune Projections will be achieved.

        In preparing the Tribune Projections, Tribune's management made numerous assumptions about Tribune's industry, markets and products and its ability to execute on its business plan. In particular, Tribune's management made assumptions that included, but were not limited to, the following items:

Summary of Tribune Projections

        On April 28, 2017, Tribune's management presented to the Tribune board the Tribune Projections for the years ending December 31, 2017 through December 31, 2021. The Tribune Projections were also

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subsequently provided to the Tribune Financial Advisors, and to Sinclair and its financial advisors. The following presents in summary form the Tribune Projections and the calculations of unlevered free cash flows and TVFN cash distributions prepared by the Tribune Financial Advisors in connection with the delivery of their opinions to the Tribune board on May 7, 2017.

 
  9 months
ending
December 31,
2017
  Year Ending December 31,  
($ in millions)
  2018   2019   2020   2021  

Revenue

  $ 1,454   $ 2,092   $ 2,067   $ 2,303   $ 2,282  

Adjusted EBITDA(1)

  $ 404   $ 594   $ 515   $ 669   $ 564  

EBIT(2)

  $ 216   $ 336   $ 256   $ 407   $ 300  

TVFN Cash Distributions (Pre-tax)(3)

  $ 73   $ 192   $ 200   $ 208   $ 216  


Original TV&E Unlevered Free Cash Flow and TVFN Cash Distributions

 
  9 months
ending
December 31,
2017
  Year Ending December 31,  
($ in millions)
  2018   2019   2020   2021  

Moelis:

                               

TV&E UFCF Management Case(4)

  $ 218   $ 306   $ 314   $ 347   $ 329  

TVFN Cash Distributions (Pre-tax)(5)

  $ 73   $ 192   $ 200   $ 208   $ 216  

Guggenheim Securities:

   
 
   
 
   
 
   
 
   
 
 

TV&E UFCF:

                               

Management Case(6)

  $ 157   $ 268   $ 281   $ 306   $ 305  

WGNA Street Case(7)

  $ 146   $ 249   $ 238   $ 260   $ 254  

TVFN Cash Distributions (Post-tax)(8)

  $ 84   $ 117   $ 122   $ 127   $ 132  

        As described in "Transaction Summary—Background of the Transaction" beginning on page 57, on June 24, 2017, the Tribune Financial Advisors presented to the Tribune board revised calculations of TV&E unlevered free cash flow and TVFN cash distributions. The following presents a summary of the revised calculations.


Revised TV&E Unlevered Free Cash Flow and TVFN Cash Distributions

 
  9 months
ending
December 31,
2017
  Year Ending December 31,  
($ in millions)
  2018   2019   2020   2021  

Moelis:

                               

TV&E UFCF Management Case(9)

  $ 221   $ 293   $ 301   $ 334   $ 324  

TVFN Cash Distributions (Post-tax)(10)

  $ 22   $ 121   $ 127   $ 133   $ 139  

Guggenheim Securities:

   
 
   
 
   
 
   
 
   
 
 

TV&E UFCF(11):

                               

Management Case

  $ 219   $ 295   $ 301   $ 334   $ 324  

WGNA Street Case

  $ 196   $ 276   $ 258   $ 287   $ 274  

TVFN Cash Distributions (Post-tax)(12)

  $ 45   $ 117   $ 122   $ 126   $ 131  

(1)
"Adjusted EBITDA" is defined as income (loss) from continuing operations before income taxes, investment transactions, interest and dividend income, interest expense, pension expense (credit), equity income and losses, depreciation and amortization, stock-based compensation, certain special items (including severance), non-operating items, gain (loss) on sales of real estate, impairments and other non-cash charges and reorganization items.

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(2)
"EBIT" is defined as Adjusted EBITDA, less depreciation, amortization and stock based compensation.

(3)
"TVFN Cash Distribution" is defined as Tribune's pro rata portion of TVFN cash distributions.

(4)
Moelis "TV&E UFCF Management Case" is defined as EBIT, less taxes (assuming a 39.2% marginal tax rate), plus depreciation, plus amortization, less capital expenditures, plus cash rights amortization, less cash rights payments and less increases in net working capital, in each case, as calculated by Moelis for purposes of delivering its opinion on May 7, 2017 using information provided in the Tribune Projections. The Moelis TV&E UFCF calculations did not reflect the matters set forth in note 9 below.

(5)
Moelis "TVFN Cash Distributions (Pre-tax)" is defined as Tribune's pro rata portion of TVFN cash distributions. The Moelis TVFN Cash Distributions (Pre-tax) calculations did not reflect the tax matters set forth in note 10 below.

(6)
Guggenheim Securities "TV&E UFCF Management Case" is defined as EBIT (excluding real estate operations), less taxes (assuming a 39.2% marginal tax rate), plus depreciation, plus amortization, less capital expenditures, plus cash rights amortization, less non-cash pension expense, less cash rights payments and less increases in net working capital, in each case as calculated by Guggenheim Securities for purposes of delivering its opinion on May 7, 2017 using information provided in the Tribune Projections.

(7)
Guggenheim Securities "TV&E UFCF (WGNA Street Case)" is defined as EBIT (excluding real estate operations) (with the EBIT for WGNA and Tribune Studios being based upon Wall Street equity research estimates as opposed to information provided in the Tribune Projections), less taxes (assuming a 39.2% marginal tax rate), plus depreciation, plus amortization, less capital expenditures, plus cash rights amortization, less non-cash pension expense, less cash rights payments and less increases in net working capital, in each case as calculated by Guggenheim Securities for purposes of delivering its opinion on May 7, 2017 using information provided in the Tribune Projections (with the exception of the amounts attributed to WGNA).

(8)
Guggenheim Securities "TVFN Cash Distributions (Post-tax)" is defined as TVFN Cash Distributions (Pre-tax), less taxes (assuming a 39.2% marginal tax rate on TVFN Cash Distributions (Pre-tax)).

(9)
These calculations correct the Moelis TV&E UFCF calculations, which did not reflect: (i) a deduction of a portion of WGNA amortization that is non-deductible for tax purposes (which would have resulted in a decrease in TV&E UFCF in the amounts of $10 million for the 9 months ending December 31, 2017, $13 million for the years 2018, 2019 and 2020 and $5 million for the year 2021) and (ii) an addition for certain real estate capital expenditures (which would have resulted in an increase in TV&E UFCF in the amount of $13 million for the 9 months ending December 31, 2017).

(10)
Moelis "TVFN Cash Distributions (Post-tax)" is defined as TVFN Cash Distributions (Pre-tax), less the tax associated with Tribune's portion of attributable net income of TVFN. These calculations correct the Moelis TVFN Cash Distributions (Pre-tax) calculations, which did not reflect such tax and which would have resulted in a decrease in TVFN Cash Distributions in the amounts of $51 million for the 9 months ending December 31, 2017, $71 million for the year 2018, $73 million for the year 2019, $75 million for the year 2020 and $77 million for the year 2021.

(11)
Guggenheim Securities' revised TV&E UFCF calculations reflect: (i) the reversal of a deduction made by Guggenheim Securities for a non-cash pension credit, (ii) the use of quarterly projections for the last three quarters of 2017, rather than using 75% of the full year 2017 projections and (iii) certain adjustments to annual changes in working capital. The impact of these adjustments (and the adjustment described in note 12, below) on the discounted cash flow analyses prepared by

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(12)
Guggenheim Securities' revised TVFN Cash Distributions (as calculated in note 8, above) primarily reflects the use of quarterly projections for the last three quarters of 2017, rather than using 75% of the full year 2017 projections. The impact of this adjustment (and the adjustments described in note 11, above) on the discounted cash flow analyses prepared by Guggenheim Securities is described in "Transaction Summary—Opinions of Tribune's Financial Advisors—Guggenheim Securities, LLC" beginning on page 85.

        These non-GAAP financial measures should not be considered a substitute for, or superior to, financial measures determined or calculated in accordance with U.S. GAAP. Tribune is not providing a quantitative reconciliation of the forward looking non-GAAP financial measures set forth above. In accordance with Item 10(e)(1)(i)(B) of Regulation S-K, a quantitative reconciliation of a forward-looking non-GAAP financial measure is only required to the extent it is available without unreasonable efforts. Tribune does not currently have sufficient data to accurately estimate the variables and individual adjustments for such reconciliation, such as the measures and effects of stock-based compensation expense specific to equity compensation awards that are directly impacted by unpredictable fluctuations in our stock price and other non-recurring or unusual items such as impairment charges, transaction-related costs and gains or losses on sales of assets. Tribune is unable to quantify the probable significance of these items at this time. The adjustments required for any such reconciliation of Tribune's forward-looking non-GAAP financial measures cannot be accurately forecast by Tribune, and therefore the reconciliation has been omitted.

Interests of Tribune's Directors and Executive Officers in the Merger

        You should be aware that, aside from their interests as Tribune shareholders, certain of Tribune's executive officers and directors have interests in the merger that may be different from, or in addition to, the interests of Tribune shareholders generally. Tribune's board was aware of these interests and considered them, among other matters, in approving the merger agreement and in making its recommendation that you approve the merger and vote in favor of the merger proposal. These interests are described below.

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        Each Tribune director holds 3,690 unvested RSUs as of the date of this proxy except for Mr. Kern, who holds 4,834 unvested RSUs as of the date of this proxy. All RSUs granted in respect of Mr. Karsh's services as a director are held by OCM FIE LLC, an Oaktree affiliated entity, and this figure does not reflect any equity holdings of OCM FIE LLC other than equity awards granted in respect of Mr. Karsh's services.

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        The following table shows the aggregate outstanding equity award holdings of Tribune's executive officers (other than Mr. Kern, whose holdings are described above) as of the date of this proxy statement.

 
  Tribune
Stock
Options(1)
  Tribune
PSUs(2)
  Tribune
Supplemental
PSUs(2)
  Tribune
RSUs(3)
  Tribune
Supplemental
RSUs(3)
 

Tribune Executive Officer Group

    460,488     159,244     175,432     91,326     54,951  

(1)
This figure represents the total number of in-the-money vested and unvested stock options held by the executive officer group, assuming an underlying share price of $42.98, which includes (x) $35.00 cash consideration per share of Tribune common stock plus (y) 0.2300 shares of Sinclair Class A common stock valued based on $34.71 (which is the average closing price of Sinclair Class A common stock over the first five business days following the first public announcement of the merger on May 8, 2017).

(2)
This figure represents the total number of unvested PSUs or Supplemental PSUs, as applicable, held by the executive officer group that would vest at target level of performance.

As noted below, Mr. Cherniss's employment with Tribune is expected to terminate on June 30. Mr. Cherniss holds 22,207 unvested PSUs as of the date of this proxy, and a pro-rated portion of those PSUs (determined based on the number of days elapsed from the start of the applicable performance period up to and including the date of his termination) will remain outstanding following his termination and would vest upon the completion of the merger as described above.

(3)
This figure represents the total number of unvested RSUs or Supplemental RSUs, as applicable, held by the executive officer group.

        Tribune is party to an employment agreement with each of its executive officers (other than Mr. Peter Kern), which provide for severance payments and change in control benefits in connection with a termination of employment by Tribune without cause or by the executive officer for good reason (each, an "involuntary termination"), subject to execution and delivery of a release of claims by the executive officer. Except as described below, their entitlements to severance benefits pursuant to such employment agreements are not affected by the merger.

        Tribune is party to a letter agreement with Mr. Kern which does not provide for any severance or change in control payments or benefits. Pursuant to the letter agreement, Tribune may pay bonuses to Mr. Kern as determined in the discretion of Tribune's board. The compensation committee of Tribune's board has preliminarily concluded that it may pay Mr. Kern certain bonuses in 2017, including up to $2 million as a discretionary 2017 annual performance bonus and up to $3 million as a bonus related to his running the sale process of Tribune. No final determination has been made whether (or in what amounts) such bonuses will be granted.

        Tribune is also a party to separation agreements with each of Messrs. Liguori and John Batter. Pursuant to Mr. Liguori's separation agreement, he stepped down as the Chief Executive Officer of Tribune effective as of March 1, 2017 and is currently entitled to certain separation payments and benefits under the terms of that agreement which, with the exception of treatment of his outstanding Supplemental PSUs (as described herein), are not affected by the merger.

        Mr. Batter's employment with Tribune was terminated in connection with the completion of the Tribune's sale of Gracenote on January 31, 2017. In connection with Mr. Batter's termination of employment, Tribune entered into a separation agreement with him, pursuant to which he received the severance compensation and benefits payable under his employment agreement with Tribune, which are not affected by the merger.

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        Mr. Cherniss entered into a separation agreement with Tribune on June 16, 2017, and pursuant to the terms thereof he is expected to terminate his employment with Tribune effective as of June 30, 2017. In connection with Mr. Cherniss's termination of employment and pursuant to his separation agreement, he will receive the compensation and benefits payable under his employment agreement with Tribune, which—with the exception of treatment of Tribune PSUs (as described herein)—are not affected by the merger.

        Pursuant to their respective employment agreements and equity award agreements, as applicable, if either Mr. Lazarus or Mr. Bigelow experiences an involuntary termination (a) prior to January 1, 2018 or (b) following the consummation of the merger but prior to December 31, 2018, subject to his execution and non-revocation of a release of claims, he will receive:

        In addition, if Mr. Lazarus or Mr. Bigelow experiences an involuntary termination at any time in the 2018 calendar year prior to the completion of the merger, and the merger is ultimately completed by the earlier to occur of (x) the first anniversary of the termination date, and (y) December 31, 2018, subject to his execution and non-revocation of a release of claims, he will receive:

        Subject to certain limitations, each of them will also be entitled to continued health and dental insurance coverage in the event he experiences an involuntary termination in 2018 prior to the merger.

        In addition, if Mr. Lazarus or Mr. Bigelow experiences an involuntary termination in 2018 after a change in control or, to a certain extent, in anticipation of a change in control, he will not be treated

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any worse with respect to his annual bonus for the year of the change in control than other Tribune employees.

        Finally, in the event that the merger is completed on or prior to December 31, 2018, and either of Mr. Lazarus or Mr. Bigelow experiences an involuntary termination within one year following such completion of the merger, all of his then-unvested Sinclair RSUs will automatically accelerate and vest in full.

        Under his employment agreement, Mr. Wert will be entitled to severance pay and benefits under his employment agreement if he experiences an involuntary termination, or if Tribune does not offer to extend the term of his employment agreement, in each case on or prior to December 31, 2018. In such a case, he will be entitled to receive:

        In addition, if the merger is completed on or before December 31, 2018 and Mr. Wert experiences an involuntary termination within one year after the completion of the merger, all of his then-outstanding options, Sinclair RSUs, and PSUs will accelerate and fully vest upon the date of termination.

        Pursuant to their employment agreements, each of Messrs. Lazarus, Bigelow and Liguori is subject to a non-competition covenant and a non-solicitation of employees covenant applicable during employment and for 24 months following the executive's termination of employment. Mr. Wert is subject to a non-competition covenant and a non-solicitation of employees covenant applicable during employment and for 24 months following the executive's termination of employment for any reason other than a non-renewal of the agreement by Tribune or Mr. Wert; in the event of such non-renewal, such covenants are applicable during employment and for 12 months following such non-renewal. Each of these Tribune executive officers is also required to perpetually maintain the confidentiality of Tribune's confidential information, and is bound by a perpetual non-disparagement covenant. Generally, the severance payments and benefits for each of these Tribune executive officers are conditioned on

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(among other things) continued compliance with these covenants. Mr. Kern is not subject to any restrictive covenants under his letter agreement.

        Pursuant to the merger agreement, annual cash-based incentive bonuses earned by Tribune executive officers in respect of the year in which the merger becomes effective, if any, will be paid to employees of Tribune and its subsidiaries in amounts based on actual performance during the applicable performance period as soon as practicable following completion of the audited financial statements for the applicable fiscal year. However, if the employment of any such eligible employee is terminated by Sinclair, Tribune, or any of their respective subsidiaries, as applicable, without "Cause" (as defined in Tribune's 2016 Incentive Compensation Plan) prior to the payment of the annual cash-based incentive bonuses in respect of the 2017 fiscal year, such employee will remain eligible to receive a bonus in respect of such 2017 fiscal year, with such amount to be based on actual performance and prorated to reflect such employee's actual employment during such period.

        Pursuant to the merger agreement, Tribune's directors and officers are entitled following the merger to certain continued indemnification (including advancement of expenses as incurred) to the fullest extent permitted by applicable law arising out of or related to their service as a director or officer of Tribune or its subsidiaries, and insurance coverage, for a period of at least six years following consummation of the merger, that is comparable to and in any event not less favorable than the existing policies subject to certain limitations, including a cap on insurance premiums required to be paid to obtain such coverage of 300% of the last annual premium paid prior to the date of the merger agreement.

        Under the merger agreement, Tribune may also grant retention and transaction bonuses to selected Tribune employees and members of the transaction committee of Tribune's board (including Mr. Kern) out of the $20 million retention and bonus pool reserved by the compensation committee of Tribune's board for that purpose. At this time, Tribune intends to pay Mr. Murphy $90,000 in respect of his services on the transaction committee of Tribune's board out of this retention and bonus pool, and has not yet otherwise allocated individual awards to its executive officers or directors.

        In accordance with Item 402(t) of Regulation S-K, the table below sets forth the estimated amounts of compensation that are based on or otherwise relate to the merger that may become payable to each of Tribune's named executive officers. Please see the previous portions of this section "Transaction Summary—Interests of Tribune's Directors and Officers in the Merger" beginning on page 109, above, for additional information regarding this compensation.

        The amounts indicated below are estimates of the amounts that would be payable assuming, solely for purposes of this table, that the merger is consummated on June 23, 2017 (the latest practicable date before the filing of this proxy statement/prospectus), and the employment of each of the named executive officers, other than Messrs. Liguori and Batter, was terminated by Tribune without cause or by the named executive officer for good reason on that date. As described below, some of the amounts set forth in the table would be payable as a result of consummation of the merger ("single-trigger" payments) and some amounts would be payable only if a termination of employment or service occurs in connection with or following the merger ("double-trigger" payments). In addition to the assumptions regarding the consummation date of the merger and termination of the employment of the named executive officers, these estimates are based on certain other assumptions that are described in the

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footnotes accompanying the table below. Accordingly, the ultimate values to be received by a named executive officer in connection with the merger may materially differ from the amounts set forth below.

Name(1)
  Cash($)   Equity—
Single
Trigger ($)
  Equity—
Double
Trigger ($)
  Benefits ($)   Other ($)   Total ($)  
 
  (2)
  (3)
  (3)
   
  (4)
   
 

Peter Kern

            207,774             207,774  

Interim Chief Executive Officer

                                     

Chandler Bigelow

   
3,133,699
   
3,716,738
   
950,693
   
47,027
   
1,400,000
   
9,248,157
 

Executive Vice President and

                                     

Chief Financial Officer

                                     

Lawrence Wert

   
4,176,712
   
2,752,202
   
792,651
   
39,001
   
   
7,760,566
 

President, Broadcast Media

                                     

Edward Lazarus

   
3,357,534
   
3,804,673
   
981,159
   
38,069
   
1,500,000
   
9,681,435
 

Executive Vice President, General

                                     

Counsel, Chief Strategy Officer

                                     

and Corporate Secretary

                                     

Peter Liguori

   
   
1,695,887
   
   
   
   
1,695,887
 

Former Chief Executive Officer

                                     

(1)
Although Mr. Batter's employment with Tribune was terminated on January 31, 2017, he is a named executive officer of Tribune and was included in the Summary Compensation Table of Tribune's most recently completed proxy statement, filed with the SEC on March 24, 2017. Mr. Batter will not receive any payments or benefits in connection with or related to the merger, other than cash and Sinclair common stock he may receive as a shareholder of Tribune pursuant to the terms of the merger agreement, and therefore he is omitted from this table.

(2)
The estimated amounts listed in this column represent the aggregate value of cash severance each named executive officer would be entitled to receive in connection with a qualifying termination upon or following the merger as provided in his employment agreement. For each of Messrs. Lazarus, Bigelow and Wert, this amount represents (i) twice the sum of (x) his base salary plus (y) his target bonus, (ii) plus a prorated bonus for 2017. The estimated amounts shown in this column are based on the compensation levels in effect on June 23, 2017, the latest practicable date to determine such amounts before the filing of this proxy statement/prospectus; therefore, if compensation levels are changed after such date, actual payments to a named executive officer may be different than those listed in this column. The amount presented for the 2017 prorated bonus assumes actual performance for 2017 is equal to the target bonus level, which would result in payments to Messrs. Lazarus, Bigelow and Wert of $357,534, $333,699 and $476,712, respectively. Payments of cash severance to each of Messrs. Lazarus, Bigelow and Wert is conditioned upon (i) his having provided an irrevocable waiver and release of claims in favor of Tribune and its affiliates and (ii) continued compliance in all material respects with terms of his employment agreement, including the restrictive covenants described above.

Mr. Liguori will not receive cash severance in connection with the merger, as his separation agreement already provides for his severance payments and benefits arising from his termination of employment.

Mr. Kern is not currently entitled to any cash payment in respect of the merger, other than in respect of the unvested Tribune RSUs that he received for his service as a nonemployee director on Tribune's board before he became Interim Chief Executive Officer. The amount listed in the table for Mr. Kern does not include any discretionary annual performance bonus or transaction bonus that may be paid to Mr. Kern in 2017 in amounts not to exceed $2 million and $3 million, respectively, or any bonus amounts that may be granted under the retention and bonus pool described above under "Transaction Summary—Interests of Certain Tribune Directors and Executive Officers in the Merger—Other Interests," as no final determination has been made whether (or in what amounts) such bonuses will be granted.

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(3)
The amounts in these two columns represent the value of unvested Tribune equity awards held by the named executive officer (based on their holdings as of June 23, 2017) that will either be cashed out or converted in the merger as described above in "Transaction Summary—Interests of Tribune's Directors and Officers in the Merger—Treatment of Long-Term Incentive Awards," as follows:
Name
  Tribune
Stock
Options ($)
  Tribune
PSUs ($)
  Tribune
Supplemental
PSUs ($)
  Tribune
RSUs ($)
  Tribune
Supplemental
RSUs ($)
  Total ($)]  
 
  (a)
  (b)
  (c)
  (d)
  (e)
   
 

Peter Kern

                207,774         207,774  

Interim Chief Executive Officer

                                     

Chandler Bigelow

   
1,090,932
   
1,444,900
   
   
950,694
   
1,180,906
   
4,667,432
 

Executive Vice President

                                     

and Chief Financial Officer

                                     

Lawrence Wert

   
1,535,995
   
1,216,206
   
   
792,652
   
   
3,544,853
 

President, Broadcast

                                     

Media

                                     

Edward Lazarus

   
1,090,932
   
1,532,835
   
   
981,159
   
1,180,906
   
4,785,832
 

Executive Vice President,

                                     

General Counsel, Chief

                                     

Strategy Officer and

                                     

Corporate Secretary

                                     

Peter Liguori

   
   
1,695,887
   
   
   
   
1,695,887
 

Former Chief Executive

                                     

Officer

                                     

(a)
This column represents the value of unvested in-the-money stock options held by the named executive officer multiplied in each case by the difference between (i) $42.98, which includes (x) $35.00 cash consideration per share of Tribune common stock plus (y) 0.2300 shares of Sinclair Class A common stock valued based on $34.71 (which is the average closing price of Sinclair Class A common stock over the first five business days following the first public announcement of the merger on May 8, 2017) and (ii) the exercise price of those stock options. All unvested stock options will vest in the merger.

(b)
This column represents the value of PSUs held by the named executive officer (including the PSUs held by Mr. Liguori that remain outstanding pursuant to his separation agreement) that would vest upon the merger, at target level of performance, multiplied by $42.98 (determined as described above). Under Mr. Liguori's separation agreement with Tribune, in the event of a change in control of Tribune, his PSUs that remain outstanding, which were prorated in connection with his termination of employment, will be vested assuming the target level of performance. Also, his Supplemental PSUs remain outstanding and become vested (if at all), on the same terms and conditions as if he had remained employed until the end of the performance period (without proration for the portion of the performance period he was employed).

(c)
No vesting of additional Supplemental PSUs is shown in this table. Although one tranche of Supplemental PSUs would have vested at an assumed Tribune stock price of $41.65 (which is the average closing price of Tribune common stock over the first five business days following the first public announcement of the merger on May 8, 2017, and is the required calculation for this table under Item 402(t) of Regulation S-K), that stock price average was not maintained for 10 consecutive trading days, which is required under the terms and conditions of the Supplemental PSUs.

(d)
The values in this column represent the number of Tribune RSUs (other than the Supplemental RSUs granted to Mr. Lazarus and Mr. Bigelow that are described below) held by the named executive officer that would vest upon a qualifying termination following the merger. This value is determined by multiplying by $42.98 (determined as described above). The amounts in this column payable in respect of Tribune RSUs (other than Supplemental RSUs), which will be converted into Sinclair RSUs, are double

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(e)
This column represents the value of the Supplemental RSUs held by Mr. Lazarus and Mr. Bigelow, all of which will vest in the merger. This value is determined by multiplying the number of Supplemental RSUs by $42.98 (determined as described above). While under the merger agreement, upon the merger, the Supplemental RSUs are technically converted into cash-settled Sinclair RSUs, because those RSUs will vest upon the merger, they would immediately be settled for cash. Therefore, the Supplemental RSUs are shown in the column of single-trigger equity payments. This table does not reflect any reduction of the Supplemental RSUs, which could arise pursuant to the award agreement for the Supplemental RSUs, if Mr. Lazarus or Mr. Bigelow would receive a greater net after tax benefit following the merger, so that the aggregate payments received by him do not exceed the "safe harbor amount" under Section 280G of the Internal Revenue Code.
(4)
The amounts in this column represent the retention bonuses payable to each of Messrs. Lazarus and Bigelow in the event of an involuntary termination prior to January 1, 2018.

Voting by Tribune's Directors and Executive Officers

        As of March 15, 2017, the directors and executive officers of Tribune beneficially owned, in the aggregate, 475,548 shares (or less than 1%) of Tribune Class A common stock and no shares of Tribune Class B common stock. The directors and executive officers of Tribune have informed Tribune that they currently intend to vote all of their shares of Tribune Class A common stock for all of the proposals to be voted on at the special meeting.

Tribune Shareholder Advisory Vote on Merger-Related Compensation for Tribune's Named Executive Officers

        Tribune is required, pursuant to Section 14A of the Exchange Act, to include in this proxy statement/prospectus a non-binding, advisory vote on certain compensation to which each of its "named executive officers" may become entitled under the circumstances described below as determined in accordance with Item 402(t) of Regulation S-K, in connection with the proposed merger pursuant to arrangements entered into with Tribune.

Accounting Treatment of the Transaction

        The merger will be accounted for using the acquisition method of accounting in accordance with ASC 805—Business Combinations, which we refer to as "ASC 805." Sinclair's management has evaluated the guidance contained in ASC 805 with respect to the identification of the acquirer in the merger and concluded, based on a consideration of the pertinent facts and circumstances, that Sinclair will be the acquirer for financial accounting purposes. Accordingly, Sinclair's cost to acquire Tribune has been allocated to Tribune's acquired assets, liabilities and commitments based upon their estimated fair values. The allocation of the purchase price is estimated and is dependent upon estimates of certain valuations that are subject to change. In addition, the final purchase price of Sinclair's acquisition of Tribune will not be known until the date of closing of the transaction and could vary materially from the preliminary purchase price. Accordingly, the final acquisition accounting adjustments may be materially different from the preliminary unaudited pro forma adjustments presented.

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NASDAQ Listing of Sinclair Class A Common Stock

        Sinclair will use reasonable best efforts to cause the Sinclair Class A common stock issuable in the transactions to be authorized for listing on NASDAQ, subject to official notice of issuance, prior to the closing date. Sinclair will also use its reasonable best efforts to obtain all necessary state securities law or "blue sky" permits and approvals required to carry out the transactions contemplated by the merger agreement.

Delisting and Deregistration of Tribune Common Stock

        Sinclair will, with the reasonable cooperation of Tribune, take, or cause to be taken, all actions, and do or cause to be done all things, necessary, proper or advisable on its part under applicable laws and rules and policies of the NYSE to enable the de-listing of the Tribune Class A common stock from the NYSE and the deregistration of the Tribune Class A common stock and other Tribune securities under the Exchange Act as promptly as practicable after the closing of the transaction.

Regulatory Approvals

        Antitrust Authorities.    Under the HSR Act, and the related rules and regulations that have been issued by the FTC, certain acquisition transactions may not be consummated, nor may the acquiring party begin to direct the operations of the acquired company, until the expiration or termination of certain waiting period requirements. These requirements apply to the merger.

        Under the HSR Act, the merger may not be completed until each of Sinclair and Tribune files a Notification and Report Form under the HSR Act with the FTC and the Antitrust Division, and the applicable waiting periods have expired or been earlier terminated by the FTC and the Antitrust Division. Sinclair and Tribune filed the Notification and Report Forms on May 30, 2017. On June 29, 2017, Sinclair voluntarily withdrew its initial Notification and Report Forms filed on May 30, 2017 prior to the end of the initial 30-day waiting period and intends to refile the Notification and Report Forms on July 3, 2017.

        The Antitrust Division is reviewing the merger and at any time before or after the closing of the transaction could take action under the antitrust laws, including seeking to enjoin the closing of the transaction, seeking to unwind the merger or seeking the divestiture of substantial assets of Sinclair or Tribune (or their respective subsidiaries). To address potential antitrust concerns with the merger and comply with FCC rules, Sinclair has agreed to divest assets or interests of Sinclair or its subsidiaries if such action is necessary or advisable to avoid, prevent, eliminate or remove an actual or threatened proceeding or the issuance of any order that would delay, restrain, prevent, enjoin or otherwise prohibit consummation of the transactions contemplated by the merger agreement by any governmental authority.

        Sinclair and Tribune have also received an inquiry from the Washington state attorney general's office indicating that it will be reviewing the merger with respect to whether it may have any effect on competition for spot advertising on broadcast television stations or for retransmission consent rights in the Seattle-Tacoma DMA, where Sinclair owns the ABC affiliate, KOMO-TV, and the Univision affiliate KCPO, and Tribune owns the FOX affiliate, KCPQ and the MyNetworkTV affiliate KZJO.

        State attorneys general may also bring legal action under both state and federal antitrust laws, as applicable. Private parties may also bring legal action under the antitrust laws under certain circumstances.

        Under the merger agreement, Sinclair and Tribune each agreed to use its reasonable best efforts, to take, or cause to be taken, all actions and to do, or cause to be done, all things necessary, proper or advisable under applicable law to complete the transactions as promptly as reasonably practicable.

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        Sinclair also agreed, subject to the terms of the merger agreement, to use reasonable best efforts to take all actions to avoid or eliminate any impediment that may be asserted by a governmental authority with respect to the transactions so as to enable the closing to occur as soon as reasonably practicable, including taking approval actions to obtain regulatory approval.

        The applications for FCC consent to the transaction were filed on June 26, 2017, and public notice of the filing of the applications will occur on [                                    ]. The applications will come off public notice on [                                    ]. FCC consent to the transaction may be delayed or otherwise impacted by (1) petitions to deny the applications, if any, that are filed by [                                    ], or (2) litigation pending in the U.S. Court of Appeals for the D.C. Circuit challenging the FCC's reinstatement of a Commission rule that discounts by half the audience reach of UHF stations for purposes of determining compliance with national audience reach limitations.

        The timing or outcome of the FCC regulatory process cannot be predicted.

        In that connection, Sinclair agreed to divest one or more television stations in certain specified markets as necessary to comply with the FCC duopoly rule or to obtain clearance under the HSR Act, in each case as required by the applicable governmental authority in order to obtain approval of and consummate the transactions. Sinclair is required to designate either a Tribune station or Tribune stations or a Sinclair station or Sinclair stations for divestiture in each market, as required by and subject to approval by the relevant governmental authority. Sinclair has also agreed to designate, at its option, certain additional Tribune stations or Sinclair stations for divestiture and to divest such stations in order to comply with the FCC national cap as required by the FCC in order to obtain approval of and consummate the transactions.

        However, the merger agreement does not (i) require Sinclair or Tribune or any of their respective subsidiaries to take, or agree to take, any regulatory action, unless such action will be conditioned upon the consummation of the merger and the transaction contemplated by the merger agreement, (ii) permit Tribune or any of its subsidiaries to agree, consent to or approve (without the prior consent of Sinclair, which need only be granted to the extent otherwise required under the merger agreement) any approval action or (iii) require Sinclair or any of its subsidiaries to agree to take or consent to the taking of any approval action other than divestitures described in the prior paragraph and other approval actions (not involving the divestitures of stations or the modification or termination of any local marketing, joint sales, shared services or similar contract or related option agreements) that individually or in the aggregate, would not reasonably be expected to result in an approval material adverse effect.

        Moreover, Sinclair and Tribune have also agreed that in the event that the UHF discount is repealed, stayed, rendered inapplicable or otherwise not in full force and effect as of the closing (unless the FCC national cap has been increased or otherwise modified so that the impact of the FCC national cap is no less favorable to Sinclair and its subsidiaries than the impact of the national cap as in effect as of May 8, 2017 giving effect to the UHF discount), then the approval actions that would be required to be taken to obtain the FCC consent to consummate the transactions would, in the aggregate, be deemed to reasonably be expected to result in an approval material adverse effect, and neither Sinclair nor any of its subsidiaries will be required to take, agree or consent to, or approve such approval actions.

        In addition, under the merger agreement, Sinclair and Tribune agreed that if the FCC precludes Sinclair or any of its subsidiaries from holding a customary option to acquire any station to be divested to comply with the FCC national cap, the divestiture would, be deemed to reasonably be expected to result in an approval material adverse effect and neither Sinclair nor any of its subsidiaries will be required to divest, agree or consent to divest Tribune stations or Sinclair stations to comply with the FCC national cap.

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        For a further description, see "The Agreements—Description of the Merger Agreement—Efforts to Consummate the Transaction" beginning on page 142.

Financing of the Transaction

        On May 8, 2017, in connection with the merger agreement, Sinclair and STG entered into the debt commitment letters with JPMorgan, RBC and Deutsche Bank for commitments with respect to the financing required by Sinclair to consummate the merger and to refinance certain indebtedness of STG and Tribune.

        The financing under the debt commitment letters provides for credit facilities in an aggregate principal amount of up to $5,632 million, consisting of: (i) a senior secured term B loan facility in an aggregate principal amount of up to $4,847 million (which will be reduced to $3,747 million as a result of the consent solicitation described below) and (ii) a senior unsecured bridge facility in an aggregate principal amount of up to $785 million to the extent STG does not issue senior unsecured notes or other securities with an aggregate principal amount of at least $785 million on or prior to the consummation of the transaction. Sinclair and/or an affiliate of Sinclair may be a co-borrower under the facilities to be provided under the debt commitment letters.

        The debt commitment letters also provide for the syndication of a senior secured revolving credit facility in an aggregate principal amount of up to $225 million, but such secured revolving credit facility is not required by Sinclair to consummate the transaction.

        On May 14, 2017, the debt commitment letters were amended and restated to adjust certain of the commitments described thereunder in the event that STG issues senior unsecured notes in an offering in excess of the bridge facility amount of $785 million and to provide additional flexibility to Sinclair regarding the allocation of the commitments for the facilities under the debt commitment letters.

        Pursuant to the credit facilities commitment letter, JPMorgan agreed to act as the administrative agent and collateral agent for each of the senior secured credit facilities, RBCCM agreed to act as co-syndication agent, DBSI agreed to act as co-documentation agent and JPMorgan, RBC and DBSI agreed to act as joint lead arrangers and joint bookrunners for these credit facilities on the terms and subject to the conditions set forth therein. The covenants, defaults, prepayments, guarantees and collateral security for the senior secured facilities under the credit facilities commitment letter are expected to be substantially similar to those under STG's current credit agreement except as otherwise set forth in the credit facilities commitment letter. Each of the credit facilities will bear interest at LIBOR plus an applicable margin. The senior secured facilities will be secured by liens on substantially all of STG's assets and will be guaranteed by, and secured by the assets of, certain of its subsidiaries. Sinclair and/or an affiliate of Sinclair may be a co-borrower under the facilities to be provided under the debt commitment letters. Various economic and other terms of the credit facilities are subject to change in the process of syndication.

        Pursuant to the bridge facility commitment letter for the bridge facility, JPMorgan agreed to act as the administrative agent, RBCCM agreed to act as co-syndication agent, Deutsche Bank agreed to act as co-documentation agent and JPMorgan, RBC and Deutsche Bank agreed to act as joint lead arrangers and joint bookrunners in each case on the terms and subject to the conditions set forth therein. The loans under the bridge facility are structured as increasing rate loans customary for facilities of this type, with a rate based on LIBOR plus an applicable margin which increases up to a total cap whose level will be determined based on timing of the closing of the transaction, syndication and other factors. The bridge loans will be unsecured, will be guaranteed by each guarantor under the senior secured credit facilities and will rank pari passu with all other senior indebtedness of STG. The documentation for the bridge facility shall, except as otherwise set forth in the bridge facility commitment letter, be based on and consistent with the indenture governing STG's 5.125% Senior Notes due 2027, which we refer to as the "existing Sinclair notes," and shall in any case, except as expressly set forth in the bridge facility commitment letter, be no less favorable to STG than the

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indenture governing the existing Sinclair notes; provided that prior to the initial maturity date, the covenants contained in the bridge facility may contain covenants similar to those contained in STG's existing credit agreement, and the defaults contained in the bridge facility will be similar to those contained in such existing credit agreement and in each case, prior to the initial maturity date, such covenants and defaults may be more restrictive than those contained in the indenture governing the existing Sinclair notes.

        To the extent STG obtains net proceeds from the issuance of senior unsecured notes in connection with the consummation of the transaction in an amount not less than $785 million, the bridge facility would not be funded. Additionally, to the extent STG obtains net proceeds from the issuance of senior unsecured notes in connection with the consummation of the transaction in an amount in excess of $785 million, the senior secured term B loan facility will be reduced by such excess.

        In connection with the transaction, the indebtedness outstanding under Tribune's credit facilities will repaid and the commitments thereunder terminated at or prior to the closing of the transaction. However, the Tribune notes in the principal amount of $1,100 million are expected to remain outstanding after the consummation of the transaction. On June 13, 2017, Tribune commenced a consent solicitation, seeking consents from the holders of Tribune notes to amend certain provisions of the Tribune indenture to (i) eliminate any requirement for Tribune to make a "Change of Control Offer," as defined in the Tribune indenture, to holders of Tribune notes in connection with the transaction, (ii) clarify the treatment under the Tribune indenture of the proposed structure of the transactions and to facilitate the integration of Tribune and its subsidiaries and the Tribune notes with and into Sinclair's debt capital structure, and (iii) eliminate the expense associated with producing and filing with the SEC separate financial reports for STG, as successor issuer of the Tribune notes, if Sinclair or any other parent entity of the successor issuer of the Tribune notes, in its sole discretion, provides an unconditional guarantee of the payment obligations of the successor issuer under the Tribune notes. On June 22, 2017, Tribune announced that it had obtained the requisite consents and had executed a supplemental indenture to amend the Tribune indenture. Because the requisite consents were obtained, the aggregate principal amount of the senior secured term B loan facility will be reduced by $1,100 million to $3,747 million in accordance with the debt commitment letters.

        The debt commitment letters contain conditions to funding of the debt financing customary for commitments of this type, including but not limited to:

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MATERIAL U.S. FEDERAL INCOME TAX CONSEQUENCES OF THE MERGER

General

        The following summary discusses the material U.S. federal income tax consequences of the merger to U.S. Holders and Non-U.S. Holders (each as defined below, and collectively, the "Holders"). This summary is based on the Code, U.S. Treasury regulations promulgated or proposed thereunder, published rulings by the Internal Revenue Service, which we refer to as the "IRS," and judicial authorities and administrative decisions, all as in effect as of the date of this proxy statement/prospectus, and all of which may change, possibly with retroactive effect. Any such changes could affect the accuracy of the statements and conclusions set forth herein. The U.S. federal income tax laws are complex and subject to different interpretations. No ruling has been received from the IRS, and no opinion of counsel has been rendered, as to the U.S. federal income tax consequences of the merger. This summary is not binding on the IRS or a court, and there can be no assurance that the tax consequences described in this summary will not be challenged by the IRS or that they would be sustained by a court if so challenged.

        This summary addresses only the consequences of the exchange of shares of Tribune common stock held as capital assets within the meaning of Section 1221 of the Code (generally, property held for investment). This discussion is general in nature and does not address all aspects of U.S. federal income taxation that may be important to a shareholder in light of that Holder's particular circumstances, or to a Holder subject to special rules, such as:

        If a partnership (including any entity or arrangement treated as a partnership for U.S. federal income tax purposes) is a beneficial owner of shares of Tribune common stock, the tax treatment of a partner in such a partnership will generally depend upon the status of the partner and the activities of the partner and the partnership. A partner in a partnership holding shares of Tribune common stock should consult its tax advisors regarding the tax consequences of the merger.

        This summary of material U.S. federal income tax consequences is not a complete analysis or description of all potential U.S. federal income tax consequences of the merger. In addition, this discussion does not address any alternative minimum tax, non-income tax or state, local or non-U.S. tax

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consequences of the merger, nor does it address any tax consequences arising under the Foreign Account Tax Compliance Act of 2010 (including the Treasury regulations issued thereunder and intergovernmental agreements entered into pursuant thereto).

        Each Holder should consult its own tax advisor to determine the particular tax consequences of the merger to such shareholder in light of such shareholder's particular circumstances.

U.S. Holders

        For purposes of this summary, the term "U.S. Holder" means a beneficial owner of shares of Tribune common stock that is, for U.S. federal income tax purposes:

        A U.S. Holder's receipt of cash and shares of Sinclair Class A common stock in exchange for shares of Tribune common stock in the merger will be a taxable transaction for U.S. federal income tax purposes. Accordingly, a U.S. Holder generally will recognize gain or loss for U.S. federal income tax purposes in an amount equal to the difference, if any, between (1) the sum of the amount of cash and the fair market value, at the effective time, of the shares of Sinclair Class A common stock received by such U.S. Holder in the merger and (2) such U.S. Holder's adjusted tax basis in the shares of Tribune common stock exchanged in the merger.

        Any such gain or loss generally will be capital gain or loss and generally will be long-term capital gain or loss if the U.S. Holder's holding period in the Tribune common stock immediately prior to the merger is more than one year. In the case of a U.S. Holder who holds shares of Tribune common stock with differing tax bases and/or holding periods, gain or loss must be determined separately for each identifiable block of shares of Tribune common stock (generally, shares purchased at the same price in the same transaction). For U.S. Holders that are individuals, estates or trusts, long-term capital gain generally is taxed at preferential rates. The deductibility of capital losses is subject to limitations. Each U.S. Holder is urged to consult its tax advisor regarding the manner in which gain or loss should be calculated as a result of the merger.

        In addition to regular U.S. federal income tax, certain U.S. Holders that are individuals, estates or trusts are subject to a 3.8% tax on all or a portion of their "net investment income," which may include all or a portion of any gain or loss realized by such U.S. Holder.

        A U.S. Holder will have a tax basis in the shares of Sinclair Class A common stock received in the merger equal to the fair market value of such shares at the effective time. The holding period for shares of Sinclair Class A common stock received in exchange for shares of Tribune common stock in the merger will begin on the date immediately following the closing date.

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Non-U.S. Holders

        For purposes of this summary, the term "Non-U.S. Holder" means a beneficial owner of shares of Tribune common stock that is neither a U.S. Holder nor an entity or arrangement treated as a partnership for U.S. federal income tax purposes.

        Any gain realized by a Non-U.S. Holder pursuant to the merger generally will not be subject to U.S. federal income tax unless:

Backup Withholding and Information Reporting

        A U.S. Holder generally will be subject to information reporting with respect to the proceeds received by such U.S. Holder in the merger. In addition, a U.S. Holder may, under certain circumstances, be subject to backup withholding (currently at a rate of 28%) on the proceeds to which such U.S. Holder is entitled in connection with the merger, unless such U.S. Holder provides the appropriate documentation (generally, a properly completed IRS Form W-9) to the applicable withholding agent certifying that, among other things, its taxpayer identification number is correct, or otherwise establishes an exemption from backup withholding.

        The information reporting and backup withholding rules that apply to payments to a U.S. Holder generally will not apply to payments to a Non-U.S. Holder in connection with the merger if such Non-U.S. Holder certifies under penalties of perjury that it is not a U.S. person (generally by providing a properly completed IRS Form W-8BEN or W-8BEN-E) and satisfies certain other requirements or otherwise establishes an exemption. Non-U.S. Holders should consult their own tax advisors regarding these matters.

        Backup withholding is not an additional tax. Any amounts withheld from a Holder under the backup withholding rules will generally be allowable as a refund or credit against such Holder's U.S.

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federal income tax liability, provided that certain required information is timely furnished to the IRS and other applicable requirements are satisfied.

        The preceding summary is provided for general informational purposes only and is neither tax advice nor a complete analysis or discussion of all potential tax consequences of the merger relevant to shareholders. Each Holder should consult its own tax advisor to determine the particular tax consequences of the merger to such shareholder in light of such Holder's particular circumstances.

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THE AGREEMENTS

        The following summary describes certain material provisions of the merger agreement and the voting agreement entered into in connection with the transaction, and is qualified in its entirety by reference to those agreements. Copies of the merger agreement and the voting agreement are attached to this proxy statement/prospectus as Annexes A and B, respectively, and are incorporated by reference into this proxy statement/prospectus. This summary may not contain all of the information about the agreements that may be important to you. We encourage you to carefully read each of the agreements in its entirety for a more complete understanding of the transaction.

Description of the Merger Agreement

        This section of this proxy statement/prospectus describes certain material terms of the merger agreement. The following summary is qualified in its entirety by reference to the complete text of the merger agreement, which is incorporated by reference and attached as Annex A to this proxy statement/prospectus. We urge you to read the entire merger agreement.

        The merger agreement and the discussion under the heading "The Agreements—Description of the Merger Agreement" beginning on page 126 have been included to provide you with information regarding the terms of the merger agreement. They are not intended to provide any other factual information about Tribune, Sinclair or Merger Sub. That information can be found elsewhere in this proxy statement/prospectus and in the other public filings made by Tribune and Sinclair with the SEC, which are available without charge at www.sec.gov. See "Where You Can Find More Information" beginning on page 186 and "Incorporation of Certain Documents by Reference" beginning on page 184.

        On May 8, 2017, Sinclair entered into the merger agreement with Tribune and Merger Sub. The merger agreement provides, among other things, for the merger of Merger Sub with and into Tribune with Tribune surviving the merger as a wholly-owned subsidiary of Sinclair and the issuance to Tribune shareholders of shares of Sinclair Class A common stock and cash as described below in "The Agreements—Description of the Merger Agreement—Consideration in the Merger."

Transaction Structure

        The parties agreed that if Sinclair determines in good faith that it desires to effect the transactions contemplated by the merger agreement utilizing a transaction structure different than that reflected in the merger agreement, then the parties will negotiate in good faith to make such modifications to the merger agreement as will be reasonably necessary or desirable to effect the transaction utilizing such other transaction structure (it being agreed and understood that Sinclair will be permitted to either (i) substitute for Merger Sub a newly-created wholly-owned subsidiary of STG, which, upon executing and delivering a joinder agreement, will thereafter be deemed to be "Merger Sub" in the merger agreement or (ii) contribute all of the shares of the Merger Sub to STG). Notwithstanding the foregoing, Tribune will only be obligated to make such modifications if there is no change to the merger consideration and the making of such modifications would not impair or materially delay the consummation of the transactions contemplated by the merger agreement.

        The parties do not intend that the consummation of the transactions contemplated by the merger agreement, including the merger, will require a vote of the holders of Sinclair Class A common stock or Sinclair Class B common stock, and each of Tribune and Sinclair will use reasonable best efforts to avoid taking any action that would reasonably be expected to require such vote to be obtained.

Closing of the Transaction

        The closing of the transaction will take place at 10:00 a.m. eastern time, in New York City, no later than the third business day after the satisfaction or, to the extent permitted by applicable law,

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waiver of the conditions set forth in the merger agreement (other than those conditions that by their nature can only be satisfied at the closing, but subject to the satisfaction of such conditions or waiver by the party entitled to waive such conditions), unless another date, time or place is agreed to in writing by Sinclair and Tribune. However, if the marketing period for the debt financing for the transaction, which we refer to as the "marketing period," has not ended by such date, then the closing of the transaction will instead take place on the earlier of the second business day after the expiration of the marketing period and the business day during the marketing period selected by Sinclair and notified in writing to Tribune on at least three business days' prior written notice.

Consideration in the Merger

        In the merger, each outstanding share of Tribune common stock issued and outstanding immediately prior to the merger will automatically be converted into the right to receive (i) $35.00 in cash, without interest and less any required withholding taxes and (ii) 0.2300 of a validly issued, fully paid and nonassessable share of Sinclair Class A common stock.

        Tribune shareholders are entitled to appraisal rights under the DGCL in connection with the merger only to the extent described herein. See "Appraisal Rights" beginning on page 153.

Treatment of Stock Options, Warrants and Other Stock-Based Awards

Stock Options

        Each stock option that is outstanding immediately prior to the effective time, whether vested or unvested, will be immediately cancelled and converted into the right to receive, with respect to each share of Tribune common stock underlying each such stock option, a cash payment in an amount equal to the product of (i) the total number of shares of Tribune common stock subject to outstanding stock options as of the effective time, multiplied by (ii) excess, if any, of (x) the per share merger consideration (with any stock consideration calculated based on the product of the volume weighted average closing price per share of Sinclair Class A common stock on NASDAQ measured on a cumulative basis over the ten consecutive trading days ending on the complete trading day immediately prior to the closing date, which we refer to as the "Sinclair stock price," multiplied by the exchange ratio), over (y) the exercise price per share of each stock option (without any interest thereon and subject to all applicable withholding), with any such cash payment to be paid to each holder in a lump sum as soon as practicable, but in no event later than ten business days, following the effective time. Any stock option with an exercise price as of the effective time that is greater than or equal to the per share merger consideration will be immediately cancelled in exchange for no consideration.

Restricted Stock Units

        Each restricted stock unit of Tribune that is outstanding immediately prior to the effective time, whether vested or unvested, will, as of the effective time, be assumed by Sinclair and become a cash-settled restricted stock unit subject to the same terms and conditions (other than settlement) as applied to such restricted stock units immediately prior to the effective time, and covering a number of shares of Sinclair Class A common stock (rounded down to the nearest whole share) equal to the product of (i) the number of shares of Tribune common stock underlying such restricted stock unit immediately prior to the effective time, multiplied by (ii) the equity award exchange ratio. The "equity award exchange ratio" means the sum of (i) the 0.2300 exchange ratio, and (ii) the fraction obtained by dividing (x) $35.00 by (y) the Sinclair stock price.

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Performance Stock Units

        Each performance stock unit (other than a Supplemental PSU) that is outstanding immediately prior to the effective time will automatically, as of the effective time, become immediately vested at "target" level performance (as set forth in the applicable award agreement), and will be cancelled and converted into the right to receive a cash payment in an amount equal to the product of (i) the total number of shares of Tribune common stock underlying such performance stock units vested at "target" immediately prior to the effective time, multiplied by (ii) the per share merger consideration (with any stock consideration calculated based on the product of the Sinclair stock price, multiplied by the 0.2300 exchange ratio) (without any interest thereon and subject to all applicable withholding), with any such cash payment to be paid to each holder in a lump sum as soon as practicable, but in no event later than ten business days, following the effective time. "Supplemental PSUs" means those certain supplemental performance stock unit awards granted to Messrs. Liguori, Bigelow, and Lazarus.

Supplemental PSUs

        Each Supplemental PSU that is outstanding immediately prior to the effective time will immediately be cancelled as of the effective time. To the extent that any such Supplemental PSUs have satisfied any performance conditions and will vest in connection with the closing of the transaction, in each case, as set forth in the applicable award agreement, such vested Supplemental PSUs will be converted as of the effective time into the right to receive a cash payment equal to the product of (i) the total number of shares of Tribune common stock then underlying such vested Supplemental PSUs, multiplied by (ii) the per share merger consideration (with any stock consideration calculated based on the product of the Sinclair stock price, multiplied by the 0.2300 exchange ratio) (without any interest thereon and subject to all applicable withholding), with any such cash payment to be paid to each holder in a lump sum as soon as practicable, but in no event later than five business days, following the effective time. To the extent that any Supplemental PSUs do not satisfy the performance conditions set forth in, and do not vest in connection with the closing of the transaction pursuant to the terms of, an applicable award agreement, such Supplemental PSUs will be immediately cancelled as of the effective time in exchange for no consideration.

Deferred Stock Units

        Each deferred stock unit that is outstanding immediately prior to the effective time will automatically be cancelled and converted into the right to receive a cash payment equal to the product of (i) the total number of shares of Tribune common stock then underlying such deferred stock unit, multiplied by (ii) the per share merger consideration (with any stock consideration calculated based on the product of the Sinclair stock price, multiplied by the 0.2300 exchange ratio) (without any interest thereon and subject to all applicable withholding), with any such cash payment to be paid to each holder in a lump sum consistent with the requirements of Section 409A of the Code.

Warrants

        In accordance with the terms of the warrants, Sinclair will assume each outstanding warrant, and each outstanding warrant will thereafter be exercisable, at its current exercise price of $0.001, for the merger consideration in respect of each share of Tribune Class A common stock and/or Tribune Class B common stock subject to the warrant prior to the merger.

Exchange and Payment Procedures in the Merger

        Sinclair will enter into a customary exchange agreement with a nationally recognized bank or trust company, which we refer to as the "exchange agent," designated by Sinclair and reasonably acceptable to Tribune. Prior to or at the effective time, Sinclair will provide, or cause to be provided, to the

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exchange agent (i) cash in an aggregate amount necessary to pay the cash consideration and (ii) shares of Sinclair Class A common stock sufficient in order for the exchange agent to distribute the stock consideration. After the effective time, Sinclair will deposit with the exchange agent, as necessary from time to time, dividends or distributions payable of such shares of Sinclair Class A common stock which had not then been surrendered for exchange pursuant to the merger agreement. From time to time, Sinclair will make available to the exchange agent cash necessary for payments of cash in lieu of fractional shares. Promptly after the effective time, and in no event later than five days following the closing date, Sinclair will cause the exchange agent to mail to each holder of record of certificates representing Tribune Class A common stock and/or Tribune Class B common stock, a letter of transmittal and instructions for use in surrendering the certificates in exchange for the cash consideration, the stock consideration, any dividends or distributions with a record date after the effective time paid with respect to such shareholder's stock consideration and cash in lieu of fractional shares, and the certificates will be cancelled. Each shareholder of record of any book entry shares of Tribune Class A common stock and/or Tribune Class B common stock is not required to deliver a letter of transmittal, and will be entitled to receive the foregoing consideration in respect of such book entry shares and such book entry shares will be cancelled.

        Any portion of the exchange fund held by the exchange agent that remains unclaimed one year after the effective time will be delivered to Sinclair, and any Tribune shareholder after such period must look to Sinclair for payment of its merger consideration and any payment of dividends or distributions with respect to the Sinclair Class A common stock as described in the preceding paragraph.

Certain Representations and Warranties

        The merger agreement contains customary representations and warranties made by Sinclair, Merger Sub and Tribune to each other. The representations and warranties in the merger agreement were made as of specific dates. The assertions embodied in those representations and warranties were made solely for purposes of the contract among Sinclair, Tribune, and Merger Sub and may be subject to important qualifications and limitations agreed to by Sinclair and Tribune in connection with negotiating the terms of the merger agreement. Additionally, subject to certain exceptions, the representations and warranties made by Sinclair, Merger Sub and Tribune in the merger agreement are qualified by the information disclosed by Sinclair or Tribune, respectively, with the SEC prior to the date of the merger agreement, excluding any risk factor disclosures, disclosure of risks in any "forward-looking statements" disclaimer and other statements that are similarly cautionary, predictive or forward-looking in nature. Moreover, certain representations and warranties may not be accurate or complete as of any specified date because they are subject to a contractual standard of materiality (including, in many cases, "material adverse effect") different from those generally applicable to shareholders and in some cases may be qualified by disclosures made by one party to the other in disclosure letters delivered by such party to the other, which are not necessarily reflected in the merger agreement or were used for the purpose of allocating risk between Sinclair and Tribune rather than establishing matters as facts. Finally, information concerning the subject matter of the representations and warranties in the merger agreement may have changed since the date of the merger agreement, which may or may not be fully reflected in Sinclair's and Tribune's public disclosures. Sinclair and Tribune will provide additional disclosure in their public reports to the extent that they are aware of the existence of any material facts that are required to be disclosed under federal securities laws and that might otherwise contradict the terms and information contained in the merger agreement, and will update such disclosure as required by federal securities laws. The representations and warranties in the merger agreement do not survive the effective time. For the foregoing reasons, you should not rely on the representations and warranties in the merger agreement as statements of factual information. Some

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of the more significant representations and warranties that Sinclair and Tribune each made to the other relate to:

        In addition, (i) Tribune has made representations to Sinclair relating to the opinions of Tribune's financial advisors, broker fees, matters related to programming rights and the inapplicability of state anti-takeover statutes and (ii) Sinclair has made representations to Tribune regarding Sinclair's financial ability, its debt financing and regarding post-closing solvency of Sinclair.

        For purposes of the merger agreement, a "material adverse effect" with respect to a party and its subsidiaries is defined to mean any effect, change, condition, fact, development, occurrence or event that, individually or in the aggregate, has a material adverse effect on the financial condition, business, assets or results of the operations of such party and its subsidiaries, taken as a whole. However, for purposes of determining whether there has been or there would reasonably be expected to be a

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material adverse effect with respect to a party and its subsidiaries, the results of the following events or changes are not taken into account:

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Conduct of Tribune's Business Pending the Transaction

        Prior to the effective time, except as expressly permitted by the merger agreement, as set forth in the disclosure letter or unless otherwise consented to in writing by Sinclair (such consent not to be unreasonably withheld, conditioned or delayed), Tribune agreed that it will, and will cause its respective subsidiaries to, conduct its business in all material respects in the ordinary course consistent with past practices and use reasonable best efforts to cause each entity that is party to a local marketing, joint sales, shared services or similar contract with Tribune or any of its respective subsidiaries to conduct its business in the ordinary course consistent with past practice, use its reasonable best efforts to maintain its FCC licenses and rights of it and its subsidiaries thereunder and use its reasonable best efforts to preserve intact in all material respects its current business organization, ongoing businesses and significant relationships with third parties.

        Unless otherwise permitted under the merger agreement, or to the extent Sinclair otherwise consents in writing (such consent not to be unreasonably withheld, conditioned or delayed), Tribune has generally agreed that it will not, and will not permit any of its subsidiaries to:

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        In addition, Tribune agreed to (i) use commercially reasonable efforts to conduct the Cubs Tax Dispute actively and diligently, (ii) keep Sinclair reasonably informed of all substantive developments and events relating to the Cubs Tax Dispute (including by promptly forwarding copies to Sinclair of any correspondence or other materials sent to or received from the IRS with respect thereto), (iii) provide Sinclair (and/or Sinclair's designated counsel or advisors) with an opportunity to review and comment on any substantive written filings or materials (including any correspondence) prepared by or on behalf of Tribune in connection with the Cubs Tax Dispute, reasonably in advance of the submission of such filings or materials, (iv) afford Sinclair (and/or Sinclair's designated counsel or advisors) the opportunity to participate as an observer in substantive discussions and meetings (including discussions regarding possible settlement) with the IRS or any court and (v) reasonably consult with Sinclair in connection with the prosecution and defense of the Cubs Tax Dispute. Sinclair's rights under this paragraph will not be permitted to unduly delay or impede Tribune from complying with any deadline or judicial order imposed with respect to the Cubs Tax Dispute. The "Cubs Tax Dispute" means the controversies with respect to which a petition was filed in the U.S. tax court under the caption Tribune Media Tribune f.k.a. Tribune & Affiliates, Petitioner, v. Commissioner of Internal Revenue, Respondent, Docket No. 20940-16, including any appeals or other proceedings relating thereto, whether in the U.S. tax court or any other venue.

Conduct of Sinclair's Businesses Pending the Transaction

        Prior to the earlier of the effective time and the termination of the merger agreement, except as expressly permitted or contemplated by the merger agreement, as set forth in the disclosure letter or unless otherwise consented to in writing by Tribune (such consent not to be unreasonably withheld, conditioned or delayed), Sinclair has agreed that it will, and will cause its respective subsidiaries to, conduct its business in all material respects in the ordinary course consistent with past practice and use its reasonable best efforts to maintain its FCC licenses and rights of it and its subsidiaries thereunder.

        Unless otherwise permitted under the merger agreement, or to the extent Tribune otherwise consents in writing (such consent not to be unreasonably withheld, conditioned or delayed), Sinclair has generally agreed that it will not, and will not permit any of its subsidiaries to:

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Restrictions on Tribune's Solicitation of Acquisition Proposals

        On May 8, 2017, Tribune was required to (and to cause each of its subsidiaries and direct each of its representatives to) immediately (i) cease any existing discussions or negotiations with any other person with respect to an alternative acquisition proposals, (ii) terminate access for any other person to any data room and (iii) request the return or destruction of any non-public information to any other person in connection with an alternative acquisition proposal.

        In addition, Tribune has agreed, subject to the terms of the merger agreement, that it will not and will cause its subsidiaries not to and will not authorize or permit any of its officers, directors, employees or representatives to, directly or indirectly:

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        Notwithstanding the foregoing restrictions, if Tribune receives a bona fide written alternative acquisition proposal prior to receiving the approval of the transaction by the Tribune shareholders, which Tribune has not received in breach of the merger agreement, that the Tribune board determines in good faith, after consultation with Tribune's outside financial advisors and outside legal counsel, (i) is or would reasonably be expected to lead to a superior proposal and (ii) failure to take such action would reasonably be expected to be inconsistent with the directors' fiduciary duties under applicable law, then Tribune may provide information to such person following such person's execution of an acceptable confidentiality agreement and promptly (but not more than one business day) after furnishing any such nonpublic information to such person, furnish such nonpublic information to Sinclair (to the extent such nonpublic information has not been previously so furnished to Sinclair or its representatives).

        Notwithstanding anything to the contrary contained in the merger agreement, Tribune and its subsidiaries and representatives may in any event inform another person that has made or, to the knowledge of Tribune, is considering making, an alternative acquisition proposal of the non-solicitation provisions of the merger agreement.

        Tribune will promptly (and in any event within one business day) notify Sinclair after receipt of any alternative acquisition proposal, any inquiry or proposal that would reasonably be expected to lead to an alternative acquisition proposal or any inquiry or request for non-public information by any person who has made or would reasonably be expected to make an alternative proposal and provide to Sinclair copies of all material correspondence and written materials sent or provided to Tribune or any of its subsidiaries relating to such alternative acquisition proposal, inquiry or proposal. The notice will indicate:

        Thereafter, Tribune will keep Sinclair reasonably informed, on a prompt basis (and in any event within one business day), regarding any material changes to the status and material terms of any such proposal or offer (including any material amendments thereto or any material change to the scope or material terms or conditions thereof), and provide to Sinclair copies of all material correspondence and written materials sent or provided to Tribune or any of its subsidiaries relating to such proposal or offer.

        An "alternative acquisition proposal" means any offer, proposal or indication of interest (whether or not in writing) from any person (other than Sinclair and its subsidiaries) relating to or involving, whether in a single transaction or series of related transactions:

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        A "superior proposal" for Tribune means an alternative acquisition proposal (except that references in the definition of alternative acquisition proposal to (i) "15% or more" will be replaced by "50% or more" and (ii) "less than 85%" will be replaced with "less than 50%") that is determined by the Tribune board, in good faith, after consulting with Tribune's outside financial advisors and outside legal counsel (i) to be more favorable, from a financial point of view, to the Tribune shareholders than the transactions contemplated by the merger agreement after taking into account all factors that the Tribune board deems relevant and (ii) is reasonably expected to be consummated on the terms thereof.

        The Tribune board (i) will recommend that the Tribune shareholders vote in favor of the adoption of the merger agreement at the special meeting, (ii) recommend that the Tribune shareholders vote in favor of the merger and the adoption of the merger agreement at the special meeting (iii) will not (and no committee thereof will) withdraw, amend or modify, or propose or resolve to withdraw, amend or modify in a manner adverse to Sinclair, its recommendation to vote in favor of the adoption of merger agreement. However, the Tribune board may change its recommendation. See "The Agreements—Description of the Merger Agreement—Change of Recommendation by the Tribune Board" on page 139 below.

Change of Recommendation by the Tribune Board

        The Tribune board may change its recommendation that the Tribune shareholders approve the merger and adopt the merger agreement or enter into an agreement with respect to a superior proposal, prior to the approval of the transaction by shareholders if:

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        After compliance with the foregoing requirements, Tribune shall have no further obligations under the foregoing requirements, and the Tribune board shall not be required to comply with such obligations with respect to any other superior proposal or intervening event.

        In the case of an alternative acquisition proposal that was unsolicited after May 8, 2017 that did not result from a material breach of the provisions described in "The Agreements—Description of the Merger Agreement—Restrictions on Tribune's Solicitation of Acquisition Proposals" beginning on page 137, if Tribune terminates the merger agreement in order to enter into a definitive agreement in connection with a superior proposal, the termination fee described in "The Agreements—Description of the Merger Agreement—Termination Fee" beginning on page 150, shall be due.

        Nothing contained in the merger agreement will prohibit the Tribune board from taking and disclosing to the Tribune shareholders a position contemplated by Rule 14e-2(a) promulgated under the Exchange Act or making a statement contemplated by Item 1012(a) of Regulation M-A or Rule 14d-9 promulgated under the Exchange Act. The foregoing will not permit the Tribune board to effect any change in recommendation except to the extent otherwise permitted by the provisions set forth in "The Agreements—Description of the Merger Agreement—Restrictions on Tribune's Solicitation of Acquisition Proposals" beginning on page 137 and "The Agreements—Description of the Merger Agreement—Change of Recommendation by the Tribune Board" beginning on page 139. For the avoidance of doubt, any "stop, look and listen" communication or similar communication of the type contemplated by Rule 14d-9(f) under the Exchange Act will not constitute a change in recommendation.

Restrictions on Sinclair's Solicitation of Acquisition Proposals

        Sinclair agreed that it will not, and will cause its subsidiaries not to, and will not authorize or permit any of its officers, directors, employees or representatives to, directly or indirectly:

        "Sinclair acquisition proposal" means any offer, proposal or indication of interest (whether or not in writing) from any other person relating to or involving, whether in a single transaction or series of related transactions:

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Employee Benefits

        For a period of one year following the closing of the transaction (or, if shorter, the period of employment of the relevant Tribune employee), Sinclair will provide each employee of Tribune and its subsidiaries who becomes an employee of Sinclair and its subsidiaries as of the effective time:

        In addition, Sinclair has agreed, to the extent a Tribune employee becomes eligible to participate in a Sinclair benefit plan following the closing of the transaction, to recognize each employee's service with Tribune and its subsidiaries (and their predecessors) for purposes of eligibility, vesting and benefit accruals to the same extent such service was recognized under comparable Tribune plans prior to closing of the transaction; except that such service will not be recognized (i) if it results in duplicate benefits or compensation for the same period of service, or (ii) for benefit accrual purposes with respect to benefit plans that are defined benefit plans or plans which provide post-retirement health or welfare benefits. Sinclair and its subsidiaries have agreed to honor the accrued and vested obligations of Tribune and its subsidiaries under such benefit plans.

        Prior to the effective time, Tribune and its subsidiaries, to the extent applicable, are required to use reasonable best efforts to materially comply with all requisite notice, consultation, and other obligations with respect to any labor union or organization or other collective group of employees of Tribune or any subsidiary. Sinclair and Tribune are required to reasonably cooperate to achieve such material compliance.

        To the extent that any employee of Tribune becomes eligible to participate in a benefit plan of Sinclair or its subsidiaries that provides medical, dental or other health care insurance, Sinclair will use commercially reasonable efforts with respect to the plan year in which the merger becomes effective to cause each plan to waive any preexisting condition limitations to the extent that such conditions are covered under the plans of Tribune, honor deductibles, co-payment and out-of-pocket expenses incurred by such employees during the portion of the calendar year prior to participation, and waive any waiting

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period limitations, in each case to the extent that any such employee of Tribune had satisfied any similar limitation or requirement under an analogous medical, dental or health care insurance plan of Tribune.

        Annual cash-based incentive bonuses earned in respect of the year in which the merger becomes effective, if any, will be paid to employees of Tribune and its subsidiaries in amounts based on actual performance during the applicable performance period as soon as practicable following completion of the audited financial statements for the applicable fiscal year. However, if the employment of any such eligible employee is terminated by Sinclair, Tribune, or any of their respective subsidiaries, as applicable, without cause prior to the payment of the annual cash-based incentive bonuses in respect of the 2017 fiscal year, such employee will remain eligible to receive a bonus in respect of such 2017 fiscal year, with such amount to be based on actual performance and prorated to reflect such employee's actual employment during such period.

Other Covenants and Agreements

        As promptly as practicable following the effectiveness of the registration statement to which this proxy statement/prospectus relates, Tribune will hold a duly called special meeting of its shareholders to consider and vote on the merger proposal, and Tribune will use its reasonable best efforts to solicit the adoption of the merger agreement. Once the special meeting has been called and noticed, Tribune will not adjourn or postpone the special meeting without Sinclair's consent (other than (i) to the extent necessary to ensure that any necessary supplement or amendment to this proxy statement/prospectus is provided to its shareholders in advance of a vote on the adoption of the merger agreement or (ii) if, as of the time for which special meeting is originally scheduled, there are insufficient shares of Tribune Class A common stock and Tribune Class B common stock represented (either in person or by proxy) to constitute a quorum necessary to conduct the business of such meeting; provided that in the case of either clauses, the special meeting will only be adjourned or postponed for a minimum period of time reasonable under the circumstances (it being understood that any such adjournment or postponement will not affect Tribune's obligation to hold the special meeting)).

        Tribune will ensure that the special meeting is called, noticed, convened, held and conducted, and that all proxies solicited in connection with the special meeting are solicited in compliance with applicable law. Unless the merger agreement is terminated, Tribune's obligation to hold a special meeting of its shareholders will not be affected by the commencement, public proposal, public disclosure or communication to Tribune of any alternative acquisition proposal or recommendation change.

        Sinclair and Tribune each agreed to use its reasonable best efforts, to take, or cause to be taken, all actions and to do, or cause to be done, all things necessary, proper or advisable under applicable law to complete the merger and the other transactions contemplated by the merger agreement as promptly as reasonably practicable, including:

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        Sinclair and Tribune will jointly coordinate interactions with governmental authorities and in connection with consents or approvals required from such entities including in connection with the HSR Act, the Communications Act and the FCC rules. However, Sinclair will be entitled to direct, in consultation with the Tribune board, the timing for making, and approve (such approval not to be unreasonably withheld) the content of, any filings with or presentations or submissions to any governmental authority relating to the merger agreement or the transactions and to take the lead in the scheduling of, and strategic planning for, any meetings with, and the conducting of negotiations with, governmental authorities relating to the merger agreement or the transactions.

        Tribune and Sinclair further acknowledged in the merger agreement that, to the extent reasonably necessary to expedite the grant by the FCC of any application for renewal of any FCC license with respect to any Tribune station and thereby to facilitate the grant of the FCC consent with respect thereto, each of Tribune, Sinclair and their applicable subsidiaries will be permitted to enter into tolling agreements with the FCC to extend the statute of limitations for the FCC to determine or impose a forfeiture penalty against such Tribune station in connection with (i) any pending complaints that such Tribune station aired programming that contained obscene, indecent or profane material or (ii) any other enforcement matters against such Tribune station with respect to which the FCC may permit Tribune or Sinclair (or any of their respective subsidiaries) to enter into a tolling agreement. If the closing will not have occurred for any reason within the original effective periods of the FCC consent, and neither party will have terminated the merger agreement pursuant to the terms hereof, Tribune and Sinclair will use their reasonable best efforts to obtain one or more extensions of the effective period of the FCC consent to permit consummation of the transactions hereunder. Upon receipt of the FCC consent, Tribune and Sinclair will use their respective reasonable best efforts to maintain in effect the FCC consent to permit consummation of the transactions hereunder. No extension of the FCC consent will limit the right of Tribune and Sinclair to terminate the merger agreement pursuant to the terms hereof.

        Sinclair has also agreed, subject to the terms of the merger agreement, to use reasonable best efforts to take all actions to avoid or eliminate any impediment that may be asserted by a governmental authority with respect to the transactions so as to enable the closing to occur as soon as reasonably practicable, including the prompt use of its reasonable best efforts to avoid the entry of, or to effect the dissolution of, any permanent, preliminary or temporary order that would delay, restrain, prevent, enjoin or otherwise prohibit closing, including: (A) the defense through litigation on the merits of any claim asserted in any court, agency or other proceeding by any person, including any governmental authority, seeking to delay, restrain, prevent, enjoin or otherwise prohibit consummation of such transactions, (B) the proffer and agreement by Sinclair of its willingness to sell, lease, license or otherwise dispose of, or hold separate pending such disposition, and promptly to effect the sale, lease, license, disposal and holding separate of, such assets, rights, product lines, categories of assets or businesses or other operations or interests therein of Sinclair or any of its subsidiaries (including, after closing, Tribune and its subsidiaries) (and the entry into agreements with, and submission to orders of, the relevant governmental authority giving effect thereto, including the entry into hold separate arrangements, terminating, assigning or modifying contracts (or portions thereof) or other business relationships, accepting restrictions on business operations and entering into commitments and obligations), and (C) the proffer and agreement by Sinclair of its willingness to take such other actions, and promptly to effect such other actions (and the entry into agreements with, and submission to orders of, the relevant governmental authority giving effect thereto, including the entry into hold separate arrangements, terminating, assigning or modifying Contracts (or portions thereof) or other business relationships, accepting restrictions on business operations and entering into commitments and obligations), each referred to as an "approval action", including, certain approval actions described in the next paragraph, in each case if the action is necessary or advisable to avoid, prevent, eliminate or remove the actual, anticipated or threatened commencement of any proceeding in any forum or issuance of any Order that would delay, restrain, prevent, enjoin or otherwise prohibit consummation of

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the by any governmental authority and the prompt use of its reasonable best efforts to take, in the event that any permanent or preliminary order is entered or issued, or becomes reasonably foreseeable to be entered or issued, in any proceeding or inquiry of any kind that would make closing unlawful or that would delay, restrain, prevent, enjoin or otherwise prohibit closing, any and all steps (including the appeal thereof and the posting of a bond) necessary to resist, vacate, modify, reverse, suspend, prevent, eliminate or remove such actual, anticipated or threatened order so as to permit the closing of the transactions on a schedule as close as possible to that contemplated by the merger agreement.

        In that connection, Sinclair agreed to divest one or more television stations in certain specified markets as necessary to comply with the FCC duopoly rule or to obtain clearance under the HSR Act, in each case as required by the applicable governmental authority in order to obtain approval of and consummate the transactions. Sinclair is required to designate either a Tribune station or Tribune stations or a Sinclair station or Sinclair stations for divestiture in each market, as required by and subject to approval by the relevant governmental authority. Sinclair has also agreed to designate, at its option, certain additional Tribune stations or Sinclair stations for divestiture and to divest such stations in order to comply with the FCC national cap as required by the FCC in order to obtain approval of and consummate the transactions.

        However, the merger agreement does not (i) require Sinclair or Tribune or any of their respective subsidiaries to take, or agree to take, any regulatory action, unless such action will be conditioned upon the consummation of the merger and the transaction contemplated by the merger agreement, (ii) permit Tribune or any of its subsidiaries to agree, consent to or approve (without the prior consent of Sinclair, which need only be granted to the extent otherwise required under the merger agreement) any approval action or (iii) require Sinclair or any of its subsidiaries to agree to take or consent to the taking of any approval action other than divestitures described in the prior paragraph and other approval actions (not involving the divestitures of stations or the modification or termination of any local marketing, joint sales, shared services or similar contract or related option agreements) that would not reasonably be expected to result in an approval material adverse effect.

        Moreover, Sinclair and Tribune have also agreed that in the event that the UHF discount is repealed, stayed, rendered inapplicable or otherwise not in full force and effect as of the closing (unless the FCC national cap has been increased or otherwise modified so that the impact of the FCC national cap is no less favorable to Sinclair and its subsidiaries than the impact of the national cap as in effect as of May 8, 2017 giving effect to the UHF discount), then the approval actions that would be required to be taken to obtain the FCC consent to the transactions would, in the aggregate, be deemed to reasonably be expected to result in an approval material adverse effect, and neither Sinclair nor any of its subsidiaries will be required to take or agree or consent to or approve such approval actions. A petition for judicial review of the Order on Reconsideration adopted by the FCC on April 20, 2017 (and published in the Federal Register on May 5, 2017), In the Matter of Amendment of Section 73.3555(e) of the Commission's Rules, National Television Multiple Ownership Rule, was filed on May 12, 2017. On May 26, 2017, the petitioners in that case filed an emergency motion at the D.C. Circuit Court of Appeals seeking a stay of the Order on Reconsideration pending judicial review. On June 1, 2017, the D.C. Circuit Court of Appeals entered an administrative stay of the Order on Reconsideration, which was to take effect on June 5, 2017, pending its review of the emergency stay motion. On June 15, 2017, the D.C. Circuit Court of Appeals issued an order dissolving the administrative stay and denying the emergency stay motion. The Order on Reconsideration became effective immediately upon release of the court's order, as a result of which the UHF discount remains in effect.

        In addition, under the merger agreement, Sinclair and Tribune agreed that if the FCC precludes Sinclair or any of its subsidiaries from holding a customary option to acquire any station to be divested to comply with the FCC national cap, the divestiture would, be deemed to reasonably be expected to result in an approval material adverse effect and neither Sinclair nor any of its subsidiaries will be

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required to divest, agree or consent to divest Tribune stations or Sinclair stations to comply with the FCC national cap.

        Sinclair has agreed to, and to cause its affiliates to, use reasonable best efforts to take or cause to be taken, all actions, and to do, or cause to be done, all things necessary, proper or advisable to arrange, obtain and transaction financing at the closing of the transaction on the terms and conditions specified in the debt commitment letters, including using reasonable best efforts to maintain in effect the debt commitment letters and comply with their respective covenants and obligations thereunder, negotiate, and assuming satisfaction of the conditions to closing described in "The Agreements—Description of the Merger Agreement—Conditions to the Transaction" beginning on page 149, enter into and deliver definitive agreements with respect to the transaction financing on the terms and conditions set forth in the debt commitment letters and enforce their rights under the debt commitment letters and satisfy on a timely basis all conditions to the transaction financing and the definitive agreements related thereto. Sinclair and its affiliates have agreed to use their reasonable best efforts to cause the persons providing the transaction financing to fund the transaction financing at the effective time in the event that such conditions have been satisfied or waived, or upon funding will be satisfied or waived, and the closing would otherwise occur pursuant to the merger agreement (taking into account the marketing period).

        Sinclair will use reasonable best efforts to keep Tribune informed on a current basis of the status of the transaction financing (including, among other things, of any breaches by the financing sources, material disputes among the parties to the debt commitment letters and if Sinclair in good faith no longer believes it will be able to obtain all or any portion of the transaction financing needed to consummate the merger at the effective time) material developments with respect thereto and provide Tribune promptly (and in no event later than one business day) copies of any material definitive agreements related to the transaction financing. Sinclair may amend, modify, terminate, assign or agree to the foregoing without the prior written approval of Tribune, subject to certain exceptions. If the funds under the debt commitment letters become unavailable, Sinclair will, and will cause its affiliates to, as promptly as practicable after such event notify Tribune in writing, use their respective reasonable best efforts to obtain substitute financing sufficient to enable Sinclair to consummate the payment of the cash consideration pursuant to the merger and the other transactions contemplated thereby and use their respective reasonable best efforts to provide a new debt commitment letter and promptly thereafter (and in any event within one business day thereafter), deliver true, complete and correct copies thereof to Tribune.

        Sinclair agrees to pay or cause to be paid all fees and other amounts that become due and payable under the debt commitment letters as the same become due and payable.

        Sinclair and Merger Sub expressly acknowledged and agreed that neither Sinclair's nor Merger Sub's obligations under the merger agreement are conditioned upon obtaining the debt financing.

        Except as expressly provided in the merger agreement, Tribune and its subsidiaries have agreed that they will use their reasonable best efforts to provide to Sinclair customary cooperation in connection with the transaction financing.

        Prior to the effective time, as promptly as practicable upon the written request of Sinclair, Tribune agreed to:

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        Prior to the effective time, as promptly as practicable upon the written request of Sinclair, Tribune also agreed to deliver a notice of redemption pursuant to the applicable sections of the Tribune indenture in accordance with the terms of the Tribune indenture, which may be conditioned upon the occurrence of the effective time; cause the delivery, taking or making of all required documents, actions or payments (other than the deposit of the company notes payoff amount) under the Tribune indenture to effect the (i) satisfaction and discharge of the Tribune indenture pursuant to the applicable sections thereof and (ii) release of all obligations in respect of the Tribune notes subject to the payment of the Tribune notes payoff amount; and deliver to Sinclair a schedule setting forth the Tribune notes payoff amount.

        Under the merger agreement, Tribune is not obligated to incur any fees or liabilities with respect to the transaction financing prior to the closing. Sinclair has agreed to indemnify and hold harmless Tribune, its subsidiaries, and their respective representatives from and against all out-of-pocket costs and expenses (including attorneys' fees), judgments, fines, claims, losses, penalties, damages, interest, awards, liabilities or obligations directly or indirectly suffered or incurred by any of them in connection with cooperation related to the transaction financing and to reimburse Tribune for all reasonable out-of-pocket costs and expenses (including reasonable attorneys' fees) incurred by Tribune in connection with its cooperation related to the transaction financing.

        Notwithstanding anything to the contrary contained in "The Agreements—Description of the Merger Agreement—Conduct of Tribune's Business Pending the Transaction" beginning on page 132 and "The Agreements—Description of the Merger Agreement—Conduct of Sinclair's Business Pending the Transaction" beginning on page 136, each of Sinclair and Tribune will coordinate with the other party with respect to the declaration of any dividend in respect of any Sinclair Class A common stock and Sinclair Class B common stock and Tribune Class A common stock and Tribune Class B common stock and the record dates and payment dates relating thereto, it being the intention of the parties that the holders of Tribune Class A common stock or Tribune Class B common stock will not receive two dividends, or fail to receive one dividend, in any quarter with respect to their Tribune Class A common stock or Tribune Class B common stock and any Sinclair Class A common stock or Sinclair Class B common stock that any such holder receives in exchange therefor in the merger.

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        Sinclair and Tribune will each promptly notify the other in writing of any litigation related to the merger agreement, the merger or other transactions contemplated by the merger agreement brought against such party, their subsidiaries and/or any of their respective directors and keep the other party informed on a reasonably current basis with respect to the status thereof. Tribune will give Sinclair the opportunity to participate, at its expense and subject to a customary joint defense agreement, in the defense or settlement of any such litigation, and Sinclair's prior written consent (not to be unreasonably withheld, conditioned or delayed) is required for Tribune to settle any such litigation. Without limiting the parties' respective obligations under "The Agreements—Description of the Merger Agreement—Efforts to Consummate the Transaction" beginning on page 142, each of the parties will, and will cause their respective subsidiaries to, cooperate in the defense or settlement of any such litigation.

        Prior to the effective time, Sinclair and Tribune will use reasonable best efforts to take all steps as may be required to cause any dispositions of Tribune Class A common stock and Tribune Class B common stock (including derivative securities thereof) or acquisitions of Sinclair Class A common stock and Sinclair Class B common stock resulting from the transactions contemplated by the merger agreement by each individual who is subject to the reporting requirements of Section 16(a) of the Exchange Act with respect to Tribune or will become subject to such reporting requirements with respect to Sinclair under Rule 16b-3 under the Exchange Act, to the extent permitted by applicable law.

        Sinclair will use reasonable best efforts to cause the Sinclair Class A common stock issuable in the transaction to be authorized for listing on the NASDAQ, subject to official notice of issuance, prior to the closing date. Sinclair will also use its reasonable best efforts to obtain all necessary state securities law or "blue sky" permits and approvals required to carry out the transactions contemplated by the merger agreement.

        Sinclair will, with the reasonable cooperation of Tribune, take, or cause to be taken, all actions, and do or cause to be done all things, necessary, proper or advisable on its part under applicable laws and rules and policies of the NYSE to enable the de-listing of the Tribune Class A common stock from the NYSE and the deregistration of the Tribune Class A common stock and other securities of Tribune under the Exchange Act as promptly as practicable after the effective time.

        Each of Tribune and Sinclair will promptly notify and provide copies to the other of (a) any material written notice from any person alleging that the approval or consent of such person is or may be required in connection with the merger or the other transactions contemplated by the merger agreement, (b) any written notice or other communication from any governmental authority or securities exchange in connection with the merger or the other transactions contemplated by the merger agreement, (c) any proceeding or investigation, commenced or, to its knowledge, threatened against, Tribune or Sinclair or any of their respective subsidiaries, that would be reasonably likely to (i) prevent or materially delay the consummation of the merger or the other transactions contemplated by the merger agreement or (ii) result in the failure of any condition to the merger set forth in the merger agreement to be satisfied, or (d) the occurrence of any event which would or would be reasonably likely to (i) prevent or materially delay the consummation of the merger or the other transactions contemplated hereby or (ii) result in the failure of any condition to the merger set forth in the merger agreement to be satisfied; provided that the delivery of any such will not (x) affect or be

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deemed to modify any representation, warranty, covenant, right, remedy, or condition to any obligation of any party under the merger agreement or (y) update any section of the Tribune disclosure letter or the Sinclair disclosure letter.

Termination

        The merger agreement may be terminated at any time prior to the effective time:

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Conditions to the Transaction

        The merger agreement contains customary closing conditions, including the following conditions that apply to the obligations of both Tribune and Sinclair to consummate the transactions:

        In addition to the foregoing conditions, Sinclair's and Merger Sub's obligations to consummate the merger are subject to the satisfaction or waiver of the following conditions:

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        In addition to the foregoing conditions, Tribune's obligations to consummate the merger are subject to the satisfaction or waiver of the following conditions:

Termination Fee

        Tribune must pay Sinclair a termination fee of $135.5 million if:

        Tribune must pay Sinclair a termination fee of $135.5 million (except that the termination fee of $135.5 million will be reduced by any previously paid amount of the termination fee of $38.5 million plus the documented, out-of-pocket expenses of Sinclair in an amount not to exceed $10 million as described below) if:

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in the case of the foregoing clauses, an alternative acquisition proposal has been made to Tribune and publicly announced and not withdrawn prior to the termination or the date of the special meeting, as applicable, and within twelve months after termination of the merger agreement, Tribune enters into a definitive agreement with respect to an alternative acquisition proposal (and subsequently consummates such transaction) or consummates a transaction with respect to an alternative acquisition proposal. For purposes of this termination fee, references to "85%" and "15%" will be replaced by "50%" in the definition of "alternative acquisition proposal."

        Tribune must pay Sinclair a termination fee of $38.5 million plus the documented, out-of-pocket costs and expenses of Sinclair in an amount not to exceed $10 million if Sinclair or Tribune terminates the merger agreement because the Tribune shareholders do not approve the merger proposal.

        If paid, the $38.5 million termination fee, plus the amount of Sinclair's expenses not to exceed $10 million, would be credited against any $135.5 million termination fee that Tribune subsequently is required to pay Sinclair.

Expenses

        Other than as described above in "The Agreements—Description of the Merger Agreement—Termination" beginning on page 148, whether or not the transaction is consummated, all costs and expenses incurred in connection with the merger agreement will be borne by the party incurring such expenses, except that Sinclair and Tribune will each be responsible for 50% of the filing fees related to filings with the FCC and under the HSR Act.

Amendment

        Subject to applicable law, prior to the effective time, the merger agreement may be amended at any time by written agreement of Sinclair, Tribune and Merger Sub, whether before or after approval by Tribune shareholders. Following the approval by the Tribune shareholders, any amendment that requires further shareholder approval under applicable law will require shareholder approval. However, certain customary provisions, including those regarding governing law, jurisdiction, third-party beneficiaries and non-recourse may not be amended in a manner that is adverse to any debt financing source without the prior written consent of such debt financing source.

Description of the Voting and Support Agreement

        This section of the proxy statement/prospectus describes certain material terms of the voting agreement entered into by the Oaktree shareholders. The following summary is qualified in its entirety by reference to the complete text of such voting agreement, which is incorporated by reference and which is attached to the registration statement to which this proxy statement/prospectus relates as Annex B. We urge you to read the entire voting agreement.

        On May 8, 2017, in connection with the execution of the merger agreement, Sinclair and the Oaktree shareholders entered into the voting agreement.

        Pursuant to the terms of the voting agreement, the Oaktree shareholders holding approximately 16.3% of the issued and outstanding shares of Tribune common stock as of May 4, 2017 agreed to vote or execute consents in favor of the approval and adoption of the merger agreement and the transactions contemplated thereby, including the merger and against (i) any action, proposal,

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transaction or agreement that would reasonably be expected to result in a breach in any material respect of the covenants or agreements of Tribune contained in the merger agreement or of such Oaktree shareholder in the voting agreement, and (ii) any alternative acquisition proposal made prior to the termination of the merger agreement.

        In connection with the foregoing, as part of the voting agreement, and as security for and in furtherance of the agreements described in the preceding paragraph, in the event that any of the Oaktree shareholders fail to take any of the actions required to be taken by such Oaktree shareholder in the preceding paragraph, each Oaktree shareholder irrevocably appointed Sinclair and any of its designees, as such Oaktree shareholder's proxy and attorney-in-fact, to vote or execute consents until the earlier of the approval of the merger by the Tribune shareholders or the termination of the merger agreement, with respect to the shares of common stock held by such Oaktree shareholder.

        In addition, the Oaktree shareholders agreed not to transfer any Tribune common stock held by them prior to the earlier of the approval of the merger by the Tribune shareholders or the termination of the merger agreement. This transfer restriction does not apply to (i) transfers with the prior written consent of Sinclair, (ii) transfers by the Oaktree shareholders to an affiliate of such shareholder if such shareholder executes a joinder agreeing to be bound by the voting agreement.

        Except as permitted under the merger agreement, the Oaktree shareholders and their respective affiliates also agreed not to, prior to the earlier of the merger or the termination of the merger agreement, directly or indirectly: (i) solicit, initiate or knowingly encourage or knowingly facilitate any inquiry, proposal or offer which constitutes, or would reasonably be expected to lead to, an alternative acquisition proposal; (ii) participate in any discussions or negotiations regarding, or furnish to any person (other than the reporting person or its affiliates or their respective representatives) any nonpublic information relating to the issuer and its subsidiaries, in connection with any alternative acquisition proposal; (iii) approve or enter into any letter of intent, merger agreement or other similar agreement providing for an alternative acquisition proposal or (iv) resolve or agree to take any of the foregoing actions.

        The voting agreement terminates upon the earliest of (i) the effective time, (ii) a termination of the merger agreement in accordance with its terms, and (iii) the date that the merger agreement is amended or modified or a provision thereof is waived in a manner that alters or changes the amount or kind of consideration to be paid to Tribune's shareholders.

        In addition, as permitted by the merger agreement, Tribune expects to file a shelf registration statement in accordance with the Registration Rights Agreement, dated as of December 31, 2012, among Tribune and certain Tribune shareholders party thereto to permit certain Tribune shareholders, including the Oaktree shareholders, to sell their shares of Tribune common stock following the Tribune shareholder approval.

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APPRAISAL RIGHTS

General

        If you continuously hold one or more shares of Tribune common stock through the effective time of the merger, and did not vote in favor of or consent in writing to the proposal to adopt the merger agreement, you are entitled to appraisal rights under the DGCL and have the right to dissent from the merger, have your shares appraised by the Delaware Court of Chancery and receive the "fair value" of such shares (exclusive of any element of value arising from the accomplishment or expectation of the merger) as of the consummation of the merger in place of the merger consideration, as determined by the court, if you strictly comply with the procedures specified in Section 262 of the DGCL, if the merger is consummated and if certain other conditions and statutory requirements described therein are met. Any such shareholder awarded "fair value" for their shares by the Delaware Court of Chancery would receive payment of that fair value in cash, together with interest, if any, in lieu of the right to receive the merger consideration (subject, in the case of interest payments, to any voluntary cash payments made by Tribune pursuant to subsection (h) of Section 262 of the DGCL, as described in more detail below).

        The following discussion is not a full summary of the law pertaining to appraisal rights under the DGCL and is qualified in its entirety by the full text of Section 262 of the DGCL that is attached to this proxy statement/prospectus as Annex E. All references in Section 262 of the DGCL and in this summary to a "shareholder" are to the record holder of the shares of Tribune common stock. The following discussion does not constitute any legal or other advice, nor does it constitute a recommendation that you exercise any rights to seek appraisal under Section 262 of the DGCL.

        Under Section 262 of the DGCL, when the merger is submitted for approval at a meeting of shareholders as in the case of the adoption of the merger agreement, Tribune, not less than 20 days prior to the meeting, must notify each shareholder who was a shareholder on the record date for notice of such meeting and who is entitled to exercise appraisal rights, that appraisal rights are available and include in the notice a copy of Section 262 of the DGCL. This proxy statement/prospectus constitutes the required notice by Tribune, and the copy of applicable statutory provisions is attached to this proxy statement/prospectus as Annex E. A holder of Tribune common stock who wishes to exercise appraisal rights or who wishes to preserve the right to do so should review the following discussion and Annex E carefully. Failure to strictly comply with the procedures of Section 262 of the DGCL in a timely and proper manner will result in the loss of appraisal rights. A shareholder who loses his, her or its appraisal rights will be entitled to receive the per share merger consideration.

How to Exercise and Perfect Your Appraisal Rights

        If you wish to exercise your rights to seek an appraisal of your shares, you must do ALL of the following:

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        In addition, the Delaware Court of Chancery will dismiss appraisal proceedings as to all shareholders if, immediately before the merger, the shares of Tribune common stock were listed on a national securities exchange unless (1) the total number of shares entitled to appraisal exceeds 1% of the outstanding shares of Tribune common stock or (2) the value of the consideration provided in the merger for such total number of shares entitled to appraisal exceeds $1 million. We refer to these conditions as the "ownership thresholds." Because Tribune is listed on a national securities exchange and is expected to continue be listed on such exchange immediately before the merger, at least one of the ownership thresholds must be met in order for shareholders to be entitled to seek appraisal.

        Voting, in person or by proxy, against, abstaining from voting on or failing to vote on the merger proposal will not constitute a written demand for appraisal as required by Section 262 of the DGCL. The written demand for appraisal is in addition to and separate from any proxy or vote.

Who May Exercise Appraisal Rights

        Only a holder of record of shares of Tribune common stock issued and outstanding immediately prior to the effective time may assert appraisal rights for the shares of stock registered in that holder's name. A written demand for appraisal must be executed by or on behalf of the shareholder of record, fully and correctly, as the shareholder's name appears on the stock certificates (or in the stock ledger). The demand for appraisal must reasonably inform Tribune of the identity of the shareholder and that the shareholder intends to demand appraisal of his, her or its common stock. Beneficial owners who do not also hold their shares of common stock of record may not directly make appraisal demands to Tribune. The beneficial holder must, in such cases, have the owner of record, such as a bank, brokerage firm or other nominee, submit the required demand in respect of those shares of common stock of record. A record owner, such as a bank, brokerage firm or other nominee, who holds shares of Tribune common stock as a nominee for others, may exercise his, her or its right of appraisal with respect to the shares of Tribune common stock held for one or more beneficial owners, while not exercising this right for other beneficial owners. In that case, the written demand should state the number of shares of Tribune common stock as to which appraisal is sought. Where no number of shares of Tribune common stock is expressly mentioned, the demand will be presumed to cover all shares of Tribune common stock held in the name of the record owner.

        IF YOU HOLD YOUR SHARES IN BANK OR BROKERAGE ACCOUNTS OR OTHER NOMINEE FORMS, AND YOU WISH TO EXERCISE APPRAISAL RIGHTS, YOU SHOULD CONSULT WITH YOUR BANK, BROKERAGE FIRM OR OTHER NOMINEE, AS APPLICABLE, TO DETERMINE THE APPROPRIATE PROCEDURES FOR THE BANK, BROKERAGE FIRM OR OTHER NOMINEE TO MAKE A DEMAND FOR APPRAISAL OF THOSE SHARES. IF YOU HAVE A BENEFICIAL INTEREST IN SHARES HELD OF RECORD IN THE NAME OF ANOTHER PERSON, SUCH AS A BANK, BROKERAGE FIRM OR OTHER NOMINEE, YOU MUST ACT PROMPTLY TO CAUSE THE RECORD HOLDER TO FOLLOW PROPERLY AND IN A TIMELY MANNER THE STEPS NECESSARY TO PERFECT YOUR APPRAISAL RIGHTS.

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        If you own shares of Tribune common stock jointly with one or more other persons, as in a joint tenancy or tenancy in common, demand for appraisal must be executed by or for you and all other joint owners. An authorized agent, including an agent for two or more joint owners, may execute the demand for appraisal for a shareholder of record; however, the agent must identify the record owner and expressly disclose the fact that, in exercising the demand, such person is acting as agent for the record owner. If you hold shares of Tribune common stock through a broker who in turn holds the shares through a central securities depository nominee such as Cede & Co., a demand for appraisal of such shares must be made by or on behalf of the depository nominee and must identify the depository nominee as record holder.

        If you elect to exercise appraisal rights under Section 262 of the DGCL, you should mail or deliver a written demand to:

Tribune Media Company
435 North Michigan Avenue
Chicago, IL 60611
Attention: Corporate Secretary

Sinclair's Actions after Consummation of the Merger

        If the merger is consummated, Sinclair will give written notice of the effective time within ten days after the effective time to shareholders who did not vote in favor of the merger agreement and who made a written demand for appraisal in accordance with Section 262 of the DGCL. At any time within 60 days after the effective time, if a dissenting shareholder has not commenced an appraisal proceeding or joined that proceeding as a named party, such dissenting shareholder shall have the right to withdraw the demand and to accept the merger consideration in accordance with the merger agreement. Within 120 days after the effective time, but not later, either the shareholder who has complied with the requirements of Section 262 of the DGCL or Sinclair may commence an appraisal proceeding by filing a petition in the Delaware Court of Chancery, with a copy served on Sinclair in the case of a petition filed by the dissenting shareholder, demanding a determination of the value of the shares of Tribune common stock held by all dissenting shareholders. Sinclair is under no obligation to file an appraisal petition and has no intention of doing so. If you desire to have your shares appraised, you should initiate any petitions necessary for the perfection of your appraisal rights within the time periods and in the manner prescribed in Section 262 of the DGCL.

        Within 120 days after the effective time of the merger, provided you have complied with the provisions of Section 262 of the DGCL, you will be entitled to receive from Sinclair, upon written request, a statement setting forth the aggregate number of shares not voted in favor of the merger proposal and with respect to which Tribune has received demands for appraisal, and the aggregate number of holders of those dissenting shares. Sinclair must mail this statement to you within the later of ten days of receipt of the request from the dissenting shareholder or ten days after expiration of the period for delivery of demands for appraisal. If you are the beneficial owner of shares of stock held in a voting trust or by a nominee on your behalf, and, with respect to such stock, a demand has been properly made and not effectively withdrawn, you may, in your own name, file an appraisal petition or request from Sinclair the statement described in this paragraph.

        If a petition for appraisal is duly filed by a record holder of Tribune common stock who has properly exercised his, her or its appraisal rights in accordance with the provisions of Section 262 of the DGCL, and a copy of the petition is delivered to Sinclair, Sinclair will then be obligated, within 20 days after receiving service of a copy of the petition, to provide the Delaware Court of Chancery with a duly verified list containing the names and addresses of all holders who have demanded an appraisal of their shares and with whom agreements as to the value of their shares have not been reached by Sinclair. Upon the filing of any such petition, the Delaware Court of Chancery may order the Register in

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Chancery to provide notice of the time and place fixed for the hearing on the petition by registered or certified mail to Sinclair and all of the shareholders shown on the verified list. Such notice will also be published in one or more publications at least one week before the day of the hearing in a newspaper of general circulation published in the City of Wilmington, Delaware, or in another publication determined by the Delaware Court of Chancery. The forms of notice by mail and publication will be approved by the Delaware Court of Chancery and the costs of these notices are borne by Sinclair. The Delaware Court of Chancery will then determine which shareholders are entitled to appraisal rights and may require the shareholders demanding appraisal who hold certificated shares to submit their stock certificates to the Register in Chancery for notation thereon of the pendency of the appraisal proceedings, and the Delaware Court of Chancery may dismiss any shareholder who fails to comply with this direction from the proceedings. The Delaware Court of Chancery will also dismiss proceedings as to all shareholders if neither of the ownership thresholds described above is met. Where proceedings are not dismissed or the demand for appraisal is not successfully withdrawn, the appraisal proceeding will be conducted as to the shares of Tribune common stock owned by such shareholders in accordance with the rules of the Delaware Court of Chancery, including any rules specifically governing appraisal proceedings. The Delaware Court of Chancery will thereafter determine the fair value of the shares of Tribune common stock at the effective time held by dissenting shareholders, exclusive of any element of value arising from the accomplishment or expectation of the merger. Unless the Delaware Court of Chancery in its discretion determines otherwise for good cause shown, interest from the effective time through the date of payment of the judgment will be compounded quarterly and will accrue at 5% over the Federal Reserve discount rate (including any surcharge) as established from time to time during the period between the effective time of the merger and the date of payment of the judgment. However, Sinclair has the right, at any point prior to the Delaware Court of Chancery's entry of judgment in the proceedings, to make a voluntary cash payment to each shareholder entitled to appraisal. If Tribune makes a voluntary cash payment pursuant to subsection (h) of Section 262 of the DGCL, interest will accrue thereafter only on the sum of (i) the difference, if any, between the amount paid by Sinclair in such voluntary cash payment and the fair value of the shares as determined by the Delaware Court of Chancery and (ii) interest accrued before such voluntary cash payment, unless paid at that time. When the value is determined, the Delaware Court of Chancery will direct the payment of such value, with interest thereon, if any, to the shareholders entitled to receive the same, upon surrender by such shareholders of their stock certificates and book-entry shares.

        In determining the fair value, the Delaware Court of Chancery is required to take into account all relevant factors. In Weinberger v. UOP, Inc., the Delaware Supreme Court discussed the factors that could be considered in determining fair value in an appraisal proceeding, stating that "proof of value by any techniques or methods which are generally considered acceptable in the financial community and otherwise admissible in court" should be considered and that "[f]air price obviously requires consideration of all relevant factors involving the value of a company." The Delaware Supreme Court has stated that, in making this determination of fair value, the court must consider market value, asset value, dividends, earnings prospects, the nature of the enterprise and any other factors which could be ascertained as of the date of the merger which throw any light on future prospects of the merged corporation. Section 262 of the DGCL provides that fair value is to be "exclusive of any element of value arising from the accomplishment or expectation of the merger." In Cede & Co. v. Technicolor, Inc., the Delaware Supreme Court stated that such exclusion is a "narrow exclusion [that] does not encompass known elements of value," but which rather applies only to the speculative elements of value arising from such accomplishment or expectation. In Weinberger, the Delaware Supreme Court construed Section 262 of the DGCL to mean that "elements of future value, including the nature of the enterprise, which are known or susceptible of proof as of the date of the merger and not the product of speculation, may be considered." An opinion of an investment banking firm as to the fairness from a financial point of view of the consideration payable in a merger is not an opinion as to, and may not in any manner address, fair value under Section 262 of the DGCL. The fair value of

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their shares as determined under Section 262 of the DGCL could be greater than, the same as, or less than the value of the merger consideration. We do not anticipate offering more than the merger consideration to any shareholder exercising appraisal rights and reserve the right to make a voluntary cash payment pursuant to subsection (h) of Section 262 of the DGCL and to assert, in any appraisal proceeding, that, for purposes of Section 262, the "fair value" of a share of Tribune common stock is less than the per share merger consideration.

        If no party files a petition for appraisal rights within 120 days after the effective time, then you will lose the right to appraisal, and will instead receive the merger consideration described in the merger agreement, without interest thereon, less any required withholding taxes.

        The Delaware Court of Chancery may determine the costs of the appraisal proceeding and may allocate those costs to the parties as the Delaware Court of Chancery determines to be equitable under the circumstances. Each dissenting shareholder is responsible for its own attorneys and expert witnesses expenses, although, upon application of a shareholder, the Delaware Court of Chancery may order all or a portion of the expenses incurred by any shareholder in connection with the appraisal proceeding, including, without limitation, reasonable attorneys' fees and the fees and expenses of experts, to be charged pro rata against the value of all shares entitled to appraisal.

        If you have duly demanded an appraisal in compliance with Section 262 of the DGCL you may not, after the effective time of the merger, vote the shares of Tribune common stock for any purpose or receive any dividends or other distributions on those shares, except dividends or other distributions payable to Tribune shareholders as of a record date prior to the effective time.

        If you have not commenced an appraisal proceeding or joined such a proceeding as a named party you may withdraw a demand for appraisal and accept the merger consideration by delivering a written withdrawal of the demand for appraisal to Sinclair, except that any attempt to withdraw made more than 60 days after the effective time of the merger will require written approval of Sinclair, and no appraisal proceeding in the Delaware Court of Chancery will be dismissed as to any shareholder without the approval of the Delaware Court of Chancery. Such approval may be conditioned on the terms the Delaware Court of Chancery deems just, provided, however, that this provision will not affect the right of any shareholder who has not commenced an appraisal proceeding or joined such proceeding as a named party to withdraw such shareholder's demand for appraisal and to accept the terms offered in the merger within 60 days after the effective time of the merger. If you fail to perfect, successfully withdraw or lose the appraisal right, or if neither of the ownership thresholds is met, your shares will be converted into the right to receive the per share merger consideration, without interest thereon, less any withholding taxes.

        Failure to follow the steps required by Section 262 of the DGCL for perfecting appraisal rights may result in the loss of appraisal rights. In that event, you will be entitled to receive the per share merger consideration for your shares in accordance with the merger agreement. In view of the complexity of the provisions of Section 262 of the DGCL, if you are considering exercising your appraisal rights under the DGCL, you should consult your own legal and financial advisor.

        THE PROCESS OF DEMANDING AND EXERCISING APPRAISAL RIGHTS REQUIRES STRICT COMPLIANCE WITH TECHNICAL PREREQUISITES. IF YOU WISH TO EXERCISE YOUR APPRAISAL RIGHTS, YOU SHOULD CONSULT WITH YOUR OWN LEGAL COUNSEL IN CONNECTION WITH COMPLIANCE UNDER SECTION 262 OF THE DGCL. TO THE EXTENT THERE ARE ANY INCONSISTENCIES BETWEEN THE FOREGOING SUMMARY AND SECTION 262 OF THE DGCL, THE DGCL WILL GOVERN.

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UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION

        The following unaudited pro forma condensed combined financial information for the three months ended as of March 31, 2017 and for the year ended December 31, 2016 combine the historical consolidated financial statements of Sinclair Broadcast Group, Inc., "Sinclair," and Tribune Media Company, "Tribune." The unaudited pro forma condensed combined balance sheet, which we refer to as the "Pro Forma Balance Sheet" is presented as if the merger had occurred on March 31, 2017. The unaudited pro forma condensed combined statements of operations for the three months ended March 31, 2017 and for the year ended December 31, 2016 are presented as if the merger had occurred on January 1, 2016, the first day of the year ended December 31, 2016, which we refer to as the "Pro Forma Statement of Operations." We refer to the Pro Forma Balance Sheet and the Pro Forma Statement of Operations together as the "unaudited pro forma financial information."

        The unaudited pro forma financial information has been developed from, and should be read in conjunction with, the Sinclair and Tribune unaudited interim condensed consolidated financial statements contained in the Sinclair and Tribune Quarterly Reports on Form 10-Q for the three months ended March 31, 2017, respectively, and the Sinclair and Tribune audited consolidated financial statements contained in the Sinclair and Tribune Annual Reports on Form 10-K for the year ended December 31, 2016, respectively, each of which is incorporated by reference into this proxy statement/prospectus. See "Where You Can Find More Information" beginning on page 186.

        The pro forma adjustments give effect to events that are (1) directly attributable to the merger, (2) factually supportable and (3) with respect to the Pro Forma Statement of Operations, expected to have a continuing impact on the results of Sinclair after the closing of the transaction. In order to obtain approval of the transaction from the FCC and/or under the HSR Act, Sinclair and/or Tribune may be required to divest certain stations that they currently own. An estimated result of these possible divestitures has not been reflected in the pro forma adjustments. Refer to the notes of the unaudited pro forma financial information for additional information regarding the basis of presentation and pro forma adjustments.

        The unaudited pro forma financial information does not reflect any cost savings or other synergies the management of Sinclair and Tribune believe could have been achieved had the transaction been completed on the dates assumed, which are expected to be material. See the "Transaction Summary—Description of the Transaction" beginning on page 56 for additional discussion regarding synergies.

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SINCLAIR BROADCAST GROUP, INC.

PRO FORMA CONDENSED COMBINED BALANCE SHEET

AS OF March 31, 2017

(Unaudited) (in thousands)

 
  Sinclair
Historical
(as reported)
  Tribune
Historical
(see Note 1)
  Pro Forma
Adjustments
  Pro Forma
Combined
 

ASSETS

                         

CURRENT ASSETS:

                         

Cash and cash equivalents

  $ 815,700   $ 346,221   $ (647,390 )(a) $ 514,531  

Accounts receivable, net of allowance for doubtful accounts

    510,079     384,567         894,646  

Prepaid expenses and other current assets

    115,031     206,266         321,297  

Total current assets

    1,440,810     937,054     (647,390 )   1,730,474  

PROPERTY AND EQUIPMENT, net

   
712,467
   
488,412
   
82,716

  (b)
 
1,283,595
 

GOODWILL

    1,998,135     3,228,047     (359,598 )(b)   4,866,584  

INDEFINITE-LIVED INTANGIBLE ASSETS

    157,106     794,000     537,520   (b)   1,488,626  

DEFINITE-LIVED INTANGIBLE ASSETS, net

    1,757,280     983,360     767,217   (b)   3,507,857  

INVESTMENTS

    165,417     1,473,510     492,775   (b)   2,131,702  

OTHER ASSETS

    86,108     247,598         333,706  

Total assets

  $ 6,317,323   $ 8,151,981   $ 873,240   $ 15,342,544  

LIABILITIES AND EQUITY

   
 
   
 
   
 
   
 
 

CURRENT LIABILITIES:

                         

Accounts payable, accrued liabilities and other current liabilities

  $ 402,873   $ 479,445   $ 42,364   (c) $ 924,682  

Current portion of notes payable, capital leases and commercial bank financing

    64,595     17,876     19,594   (d)   102,065  

Total current liabilities

    467,468     497,321     61,958     1,026,747  

LONG-TERM LIABILITIES

   
 
   
 
   
 
   
 
 

Notes payable, capital leases and commercial bank financing, less current portion

    4,002,553     3,014,397     2,559,814   (d)   9,576,764  

Deferred tax liabilities

    605,167     861,490     501,347   (e)   1,968,004  

Other long-term liabilities

    145,236     821,205     (10,032 )(b)   956,409  

Total liabilities

    5,220,424     5,194,413     3,113,087     13,527,924  

PARENT COMPANY STOCKHOLDERS' EQUITY

   
 
   
 
   
 
   
 
 

Class A Common Stock

    769     101     104   (f)   974  

Class B Common Stock

    257             257  

Treasury Stock, at cost

        (632,194 )   632,194      

Additional paid-in capital

    1,343,793     4,051,836     (3,313,295 )(f)   2,082,334  

Accumulated deficit

    (214,859 )   (393,953 )   367,011   (f)   (241,801 )

Accumulated other comprehensive loss

    (807 )   (74,139 )   74,139   (f)   (807 )

Total parent company stockholders' equity

    1,129,153     2,951,651     (2,239,847 )   1,840,957  

Noncontrolling interest

    (32,254 )   5,917         (26,337 )

Total equity

    1,096,899     2,957,568     (2,239,847 )   1,814,620  

Total liabilities and stockholders' equity

  $ 6,317,323   $ 8,151,981   $ 873,240   $ 15,342,544  

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PRO FORMA CONDENSED COMBINED STATEMENT OF OPERATIONS

FOR THE YEAR ENDED December 31, 2016

(Unaudited) (in thousands)

 
  Sinclair
Historical
(as reported)
  Tribune
Historical (see
Note 1)
  Pro Forma
Adjustments
  Pro Forma
Combined
 

Net Revenue

  $ 2,736,949   $ 1,947,930       $ 4,684,879  

OPERATING EXPENSES:

                         

Direct operating expenses(i)

    1,197,923     906,333     938 (g)   2,105,194  

Selling, general and administrative expenses(ii)

    579,230     563,966     3,754 (g)   1,146,950  

Other non-media expenses

    80,648     31,654         112,302  

Depreciation of property and equipment

    98,529     58,825     4,619 (h)   161,973  

Amortization of definite-lived intangible assets

    183,795     166,664     (43,486 )(h)   306,973  

Gain on asset dispositions

    (6,029 )   (213,086 )       (219,115 )

Total operating expenses

    2,134,096     1,514,356     (34,175 )   3,614,277  

Operating income

    602,853     433,574     34,175     1,070,602  

OTHER INCOME (EXPENSE):

                         

Interest expense and amortization of debt discount and deferred financing costs

    (211,143 )   (152,719 )   (92,738 )(i)   (456,600 )

Loss from extinguishment of debt

    (23,699 )           (23,699 )

Income from equity and cost method investments

    1,735     148,156     (13,829 )(j)   136,062  

Other income, net

    3,144     5,231         8,375  

Total other (expense) income

    (229,963 )   668     (106,567 )   (335,862 )

Income before provision for income taxes

    372,890     434,242     (72,392 )   734,740  

PROVISION FOR INCOME TAX

    (122,128 )   (347,202 )   28,378 (k)   (440,952 )

Net income from continuing operations

    250,762     87,040     (44,014 )   293,788  

Net income attributable to the noncontrolling interests

    (5,461 )           (5,461 )

Net income from continuing operations attributable to Sinclair Broadcast Group

  $ 245,301   $ 87,040   $ (44,014 ) $ 288,327  

Basic earnings per share from continuing operations

  $ 2.62               $ 2.54  

Diluted earnings per share from continuing operations

  $ 2.60               $ 2.52  

Weighted average common shares outstanding

    93,567           19,993 (l)   113,560  

Weighted average common and common equivalent shares outstanding

    94,433           19,993 (l)   114,426  

(i)
Direct operating expenses includes media production expenses, expenses recognized from station barter arrangements, and amortization of program contract costs and net realizable value adjustments

(ii)
Selling, general, and administrative expenses includes media selling, general, and administrative expenses, corporate general and administrative expenses, and research and development expenses.

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PRO FORMA CONDENSED COMBINED STATEMENT OF OPERATIONS

FOR THE THREE MONTHS ENDED March 31, 2017

(Unaudited) (in thousands)

 
  Sinclair
Historical
(as reported)
  Tribune
Historical
(see Note 1)
  Total
Pro Forma
Adjustments
  Total
Pro Forma
Combined
 

Net Revenue

  $ 649,935   $ 439,910       $ 1,089,845  

OPERATING EXPENSES:

                         

Direct operating expenses(i)

    312,419     240,053     235 (g)   552,707  

Selling, general and administrative expenses(ii)

    146,454     157,237     147 (g),(m)   303,838  

Other non-media expenses

    17,245     2,622         19,867  

Depreciation of property and equipment

    23,981     13,571     2,290 (h)   39,842  

Amortization of definite-lived intangible assets

    45,554     41,659     (10,864 )(h)   76,349  

Gain on asset dispositions

    (53,347 )           (53,347 )

Total operating expenses

    492,306     455,142     (8,192 )   939,256  

Operating income (loss)

    157,629     (15,232 )   8,192     150,589  

OTHER INCOME (EXPENSE):

                         

Interest expense and amortization of debt discount and deferred financing costs

    (57,318 )   (38,758 )   (22,606 )(i)   (118,682 )

Loss from extinguishment of debt

    (1,404 )   (19,052 )       (20,456 )

Loss from equity and cost method investments

    (1,321 )   (84,963 )   (1,257 )(j)   (87,541 )

Other income

    1,696     5,179         6,875  

Total other expense

    (58,347 )   (137,594 )   (23,863 )   (219,804 )

Income (loss) before (provision) benefit for income taxes

    99,282     (152,826 )   (15,671 )   (69,215 )

(PROVISION) BENEFIT FOR INCOME TAX

    (28,579 )   51,614     6,143 (k)   29,178  

Net income (loss) from continuing operations

    70,703     (101,212 )   (9,528 )   (40,037 )

Net income attributable to the noncontrolling interests

    (13,501 )           (13,501 )

Net income (loss) from continuing operations attributable to Sinclair Broadcast Group

  $ 57,202   $ (101,212 ) $ (9,528 ) $ (53,538 )

Basic earnings (loss) per share from continuing operations

  $ 0.62               $ (0.48 )

Diluted earnings (loss) per share from continuing operations

  $ 0.61               $ (0.48 )

Weighted average common shares outstanding

    92,630           19,993 (l)   112,623  

Weighted average common and common equivalent shares outstanding

    93,692           18,931 (l)   112,623  

(i)
Direct operating expenses includes media production expenses, expenses recognized from station barter arrangements, and amortization of program contract costs and net realizable value adjustments

(ii)
Selling, general, and administrative expenses includes media selling, general, and administrative expenses, corporate general and administrative expenses, and research and development expenses.

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NOTES TO THE PRO FORMA CONDENSED COMBINED FINANCIAL STATEMENTS

(1) BASIS OF PRO FORMA PRESENTATION

        On May 8, 2017, Sinclair, Tribune and Merger Sub entered into the merger agreement, pursuant to which Merger Sub will merge with and into Tribune, as a result of which Tribune will be acquired by Sinclair. In the merger, each share of Tribune Class A common stock and Tribune Class B common stock issued and outstanding immediately prior to the effective time (other than shares held by Tribune or any Tribune subsidiary or Sinclair or any Sinclair subsidiary) will be converted into the right to receive (i) $35.00 in cash, without interest and less any required withholding taxes and (ii) 0.2300 of a share of Sinclair's Class A common stock. No fractional shares of Sinclair Class A common stock will be issued in the merger. Tribune shareholders will receive cash, without interest, in lieu of any fractional shares.

        Based on the closing price of $36.95 per share for the Sinclair Class A common stock on May 5, 2017, the last trading day before the announcement of the execution of the merger agreement, the stock consideration had an implied value of $8.50. Adding this amount to the cash consideration of $35.00 results in an implied value for the merger consideration of $43.50 per share of Tribune common stock.

        The unaudited pro forma financial information and explanatory notes give effect to the merger of Sinclair and Tribune. The Pro Forma Balance Sheet is presented as if the acquisition had occurred as of March 31, 2017. The Pro Forma Statements of Operations are presented as if the acquisition had occurred on January 1, 2016.

        The pro forma adjustments give effect to events that are (1) directly attributable to the merger, (2) factually supportable and (3) with respect to the Pro Forma Statement of Operations, expected to have a continuing impact on the results of Sinclair after the closing of the transaction. In order to obtain approval of the transaction from the FCC and/or under the HSR Act, Sinclair and/or Tribune may be required to divest certain stations that they currently own. An estimated result of these possible divestitures has not been reflected in the pro forma adjustments.

        The unaudited pro forma financial information was prepared using the acquisition method of accounting with Sinclair treated as the accounting acquirer and, therefore, the historical basis of Sinclair's assets and liabilities is not affected by the transaction. For purposes of developing the Pro Forma Balance Sheet as of March 31, 2017, the acquired Tribune assets, including identifiable intangible assets and liabilities assumed, have been recorded at their estimated fair values with the excess purchase price assigned to goodwill. The estimated fair values assigned in this unaudited pro forma financial information are preliminary and represent Sinclair's current best estimate of fair value and are subject to revision. In addition, the final purchase price of Sinclair's acquisition of Tribune will not be known until the date of closing of the transaction. Differences between these preliminary estimates and the final acquisition may have a material impact on the accompanying unaudited pro forma financial information.

        The unaudited pro forma financial information is based on the historical financial statements of Sinclair and Tribune after giving effect to the acquisition, as well as the assumptions and adjustments described in the accompanying notes to the unaudited pro forma financial information. The unaudited pro forma financial information does not give effect to the costs of any integration activities or benefits that may result from the realization of future cost savings from operating efficiencies, or any other synergies that may result from the Tribune acquisition. Material nonrecurring charges or credits or tax related effects resulting from the merger are not reflected in the Pro Forma Statements of Operations. The unaudited pro forma financial information is presented for illustrative purposes only and are not indicative of either future results of operations or results that might have been achieved if the

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NOTES TO THE PRO FORMA CONDENSED COMBINED FINANCIAL STATEMENTS (Continued)

(1) BASIS OF PRO FORMA PRESENTATION (Continued)

acquisition was consummated as of January 1, 2016. This information should be read in conjunction with the Sinclair and Tribune historical financial statements and accompanying notes incorporated by reference herein. Certain reclassifications have been made to the historical presentation of the Tribune financial statements to conform to the presentation used in the unaudited pro forma financial information. For the year ended December 31, 2016 and the three months ended March 31, 2017, $31.7 million and $2.6 million respectively, have been reclassified from selling, general and administrative expenses to other non-media expenses. Additionally, programming and direct operating expenses have been combined for purposes of the pro forma presentation for both periods presented.

        On May 8, 2017, in connection with the merger agreement, Sinclair and STG entered into debt commitment letters with JPMorgan, RBC and Deutsche Bank for commitments with respect to the financing required by Sinclair to consummate the merger and to refinance certain indebtedness of STG and Tribune. The financing under the debt commitment letters provides for credit facilities in an aggregate principal amount of up to $5,632 million, consisting of: (i) a senior secured term B loan facility in an aggregate principal amount of up to $4,847 million (which will be reduced to $3,747 million as a result of the consent solicitation described below) and (ii) a senior unsecured bridge facility in an aggregate principal amount of up to $785 million to the extent STG does not issue senior unsecured notes or other securities with an aggregate principal amount of at least $785 million on or prior to the consummation of the transaction. Sinclair and/or an affiliate of Sinclair may be a co-borrower under the facilities to be provided under the debt commitment letters.

        In connection with the transaction, the indebtedness outstanding under Tribune's credit facilities will be repaid and the commitments thereunder terminated at or prior to the closing of the transaction. However, the Tribune notes in the principal amount of $1,100 million are expected to remain outstanding after the consummation of the transaction. On June 22, 2017, Tribune announced that it had obtained the requisite consents and had executed a supplemental indenture to amend the Tribune indenture. Because the requisite consents were obtained, the aggregate principal amount of the senior secured term B loan facility will be reduced by $1,100 million to $3,747 million in accordance with the debt commitment letters. The pro forma financial information was prepared based upon the utilization of $3,747 million of the term loan B facility, the issuance of $785 million of senior unsecured notes and the assumption of $1,100 million of the Tribune notes. There may be differences in how the transaction is ultimately financed relative to the assumptions utilized in the preparation of the unaudited pro forma financial information which may have a material impact on the unaudited pro forma financial information.

        Acquisition accounting rules require evaluation of certain assumptions, estimates, or determination of financial statement classifications which are completed during the measurement period as defined in current accounting standards. The accounting policies of Sinclair may materially vary from those of Tribune. During preparation of the unaudited pro forma condensed combined financial statements, management has performed a preliminary analysis and is not aware of any material differences, and accordingly, the unaudited pro forma financial information assumes no material differences in accounting policies between the two companies. Following the acquisition and during the measurement period, management will conduct a final review of Tribune's accounting policies in order to determine if differences in accounting policies require adjustment or reclassification of Tribune's results of operations or reclassification of assets or liabilities to conform to Sinclair's accounting policies and classifications. As a result of this review, management may identify differences that, when conformed, could have a material impact on this unaudited pro forma financial information.

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NOTES TO THE PRO FORMA CONDENSED COMBINED FINANCIAL STATEMENTS (Continued)

(2) PRELIMINARY PURCHASE PRICE ALLOCATION

        The following table summarizes the preliminary purchase price for the Tribune acquisition (in thousands):

Cash consideration paid to Tribune shareholders

  $ 3,099,434  

Sinclair Class A common stock to be issued

    738,747  

Cash paid associated with repayment of Tribune debt

    1,975,286  

Cash acquired, net of acquiree transaction costs

    (336,221 )

Total estimated accounting purchase price, net of cash acquired

  $ 5,477,246  

        In the merger, each outstanding share of Tribune common stock issued and outstanding immediately prior to the merger will automatically be converted into the right to receive (i) $35.00 in cash, without interest and less any required withholding taxes and (ii) 0.2300 of a validly issued, fully paid and nonassessable share of Sinclair Class A common stock. The number of Tribune shares used to estimate the purchase price is calculated using the outstanding shares of Tribune as of May 5, 2017 which totaled 86.9 million shares. The number of shares at closing may be different than what was utilized in the preparation of the unaudited pro forma information. The value of the Sinclair common stock to be issued as part of the purchase price used for purposes of the unaudited pro forma financial information is based upon the closing price of Sinclair's stock on May 5, 2017 of $36.95. A change in the market value of Sinclair's stock of $1 per share would result in a change in the purchase price of approximately $21 million.

        The initial purchase price has been allocated to the acquired assets and assumed liabilities based on estimated fair values. The purchase price allocation is preliminary pending a final determination of the fair values of the assets and liabilities. The initial allocated fair value of acquired assets and assumed liabilities is summarized as follows (in thousands):

Accounts receivable

  $ 384,567  

Prepaid expenses and other current assets

    206,266  

Property and equipment

    571,128  

Indefinite-lived intangible assets

    1,331,520  

Definite-lived intangible assets

    1,750,577  

Other assets

    247,598  

Investments

    1,966,285  

Accounts payable, accrued liabilities and other current liabilities

    (494,520 )

Deferred tax liabilities

    (1,373,535 )

Other long term liabilities

    (811,172 )

Debt

    (1,164,000 )

Non-controlling interest

    (5,917 )

Fair value of identifiable net assets acquired

    2,608,797  

Goodwill

    2,868,449  

Total accounting purchase price, net of cash acquired

  $ 5,477,246  

        The preliminary allocation presented above is based upon management's estimate of the fair values using valuation techniques including income, cost and market approaches. In estimating the fair value of the acquired assets and assumed liabilities, the fair value estimates are based on, but not limited to, expected future revenue and cash flows, expected future growth rates, and estimated discount rates.

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NOTES TO THE PRO FORMA CONDENSED COMBINED FINANCIAL STATEMENTS (Continued)

(2) PRELIMINARY PURCHASE PRICE ALLOCATION (Continued)

Goodwill is calculated as the excess of the consideration transferred over the fair value of the identifiable net assets acquired and represents the future economic benefits expected to arise from other intangible assets acquired that do not qualify for separate recognition; approximately $1 billion of goodwill is expected to be deductible. The initial purchase price allocation is based upon all information available to us at the present time and is subject to change, and such changes could be material.

(3) PRO FORMA ADJUSTMENTS

        The unaudited pro forma financial information does not reflect any cost savings or other synergies the management of Sinclair and Tribune believe could have been achieved had the transaction been completed on the dates assumed.

ADJUSTMENTS TO UNAUDITED PRO FORMA CONDENSED COMBINED BALANCE SHEET AND STATEMENTS OF OPERATIONS

        The pro forma adjustments in the Pro Forma Balance Sheet related to the acquisition of Tribune and the related acquisition financing as of March 31, 2017 and in the Pro Forma Statements of Operations related to the Tribune acquisition and the related acquisition financing as of January 1, 2016 are as follows:

Cash purchase price

  $ (3,099,434 )

Proceeds from debt issuance, net of debt issuance costs

    4,447,681  

Repayment of Tribune debt

    (1,975,286 )

Transaction costs

    (20,351 )

Total

  $ (647,390 )

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NOTES TO THE PRO FORMA CONDENSED COMBINED FINANCIAL STATEMENTS (Continued)

(3) PRO FORMA ADJUSTMENTS (Continued)

Repayment of current portion of Tribune debt

  $ (17,876 )

Current portion of issued debt

    37,470  

Net change in current portion of notes payable, capital leases and commercial bank financing

  $ 19,594  

Repayment of long term portion of Tribune debt(A)

 
$

(1,914,396

)

Long-term portion of issued debt

    4,494,530  

Fair value adjustment to assumed long term debt

    64,000  

Capitalized debt issuance costs

    (84,320 )

Net change in notes payable, capital leases and commercial bank financing, less current portion

  $ 2,559,814  
(A)
Presented net of historical deferred financing costs and debt discount of $43.0 million

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NOTES TO THE PRO FORMA CONDENSED COMBINED FINANCIAL STATEMENTS (Continued)

(3) PRO FORMA ADJUSTMENTS (Continued)

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DESCRIPTION OF SINCLAIR CAPITAL STOCK

        The following description of the material terms of the capital stock of Sinclair is a summary of certain terms, does not purport to be complete and is qualified in its entirety by reference to the articles of incorporation and bylaws of Sinclair, which are exhibits to the registration statement to which this proxy statement/prospectus relates, and to the applicable provisions of the MGCL. To find out where copies of these documents can be obtained, see "Where You Can Find More Information" on page 186.

        Sinclair's authorized capital stock consists of 500,000,000 shares of Class A common stock, 140,000,000 shares of Class B common stock, and 50,000,000 shares of preferred stock, par value $0.01 per share. As of [                    ], 2017, Sinclair had [            ] shares of Class A common stock outstanding, [            ] shares of Class B common stock outstanding and no shares of preferred stock outstanding. All issued and outstanding shares of Sinclair common stock are duly authorized, validly issued, fully paid and nonassessable.

        The rights of the holders of Sinclair Class A common stock and Sinclair Class B common stock are substantially identical in all respects, except for voting rights and the right of Sinclair Class B common stock to convert into Sinclair Class A common stock.

        Each holder of Sinclair Class A common stock is entitled to one vote per share. The holders of all classes of Sinclair common stock entitled to vote will vote together as a single class on all matters presented to Sinclair's shareholders for their vote or approval, including the election of directors, except as otherwise required by the MGCL. There is no cumulative voting in the election of directors at Sinclair.

        Subject to the rights of Sinclair's outstanding preferred stock, if any, which may be hereafter classified and issued, holders of Sinclair Class A common stock are entitled to receive dividends, if any, as may be declared by the Sinclair board out of funds legally available therefor. All holders of Sinclair common stock shall have identical rights to receive any dividends or distributions, and no dividends or distributions shall be paid on any shares of Sinclair Class A common stock unless the same is paid on all shares of Sinclair common stock.

        Holders of shares of Sinclair Class A common stock do not have any preemptive rights.

        Shares of Sinclair Class A common stock are not subject to redemption by operation of a sinking fund or otherwise.

        In the event of any liquidation, dissolution, or winding up of Sinclair, after the payment of debts and liabilities and subject to the prior rights of Sinclair's preferred shareholders, if any, and the rights of the holders of Sinclair Class B common stock, the holders of Sinclair Class A common stock are

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entitled to receive any of Sinclair's assets available for distribution to Sinclair's shareholders ratably in proportion to the number of shares held by them.

        The transfer agent and registrar for Sinclair Class A common stock is American Stock Transfer & Trust Company.

        Sinclair Class A common stock is listed on the NASDAQ Global Select Market under the symbol "SBGI."

        The rights of the holders of Sinclair Class B common stock are identical with those of Sinclair Class A common stock in all respects, except for voting rights and the right of Sinclair Class B common stock to convert into Sinclair Class A common stock. Further, in any merger, consolidation or business combination, the consideration to be received per share by the holders of Sinclair Class A common stock must be identical to that received by the holders of Sinclair Class B common stock, except that in any transaction in which shares of a third party's common stock are distributed in exchange for Sinclair common stock, the shares may differ as to voting rights to the extent that the voting rights now differ among the classes of Sinclair common stock.

        The holders of Sinclair Class A common stock are entitled to one vote per share. The holders of Sinclair Class B common stock are entitled to ten votes per share except in certain circumstances described below. The holders of all classes of Sinclair common stock entitled to vote will vote together as a single class on all matters presented to Sinclair's shareholders for their vote or approval except as otherwise required by the MGCL.

        Notwithstanding the foregoing, the holders of Sinclair Class B common stock are entitled to only one vote per share, voting as a single class with the holders of Sinclair Class A common stock, with respect to any proposed: (a) "going private" transaction; (b) sale or other disposition of all or substantially all of Sinclair's assets; (c) sale or transfer which would cause a fundamental change in the nature of Sinclair's business; or (d) merger or consolidation of Sinclair in which the holders of Sinclair common stock will own less than 50% of the Sinclair common stock following the transaction. A "going private" transaction is defined as any "Rule 13e-3 transaction," as that term is defined in Rule 13e-3 promulgated under the Exchange Act, between Sinclair and (1) any of the Sinclair controlling shareholders, as defined below, (2) any affiliate, as defined below, of the Sinclair controlling shareholders or (3) any group of which the Sinclair controlling shareholders are an affiliate or of which the Sinclair controlling shareholders are a member. An "affiliate" is defined as the following: (i) any individual or entity who or that, directly or indirectly, controls, is controlled by, or is under the common control of the Sinclair controlling shareholders; (ii) any corporation or organization (other than Sinclair or one of Sinclair's majority-owned subsidiaries) of which any of the Sinclair controlling shareholders is an officer or partner or is, directly or indirectly, the beneficial owner of 10% or more of any class of voting securities or in which any of the Sinclair controlling shareholders has a substantial beneficial interest; (iii) a voting trust or similar arrangement pursuant to which the Sinclair controlling shareholders generally control the vote of the shares of Sinclair common stock held by or subject to any trust or arrangement; (iv) any other trust or estate in which any of the Sinclair controlling shareholders has a substantial beneficial interest or as to which any of the Sinclair controlling shareholders serves as a trustee or in a similar fiduciary capacity; or (v) any relative or spouse of the

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Sinclair controlling shareholders or any relative of the spouse who has the same residence as any of the Sinclair controlling shareholders.

        Except for transfers to a permitted transferee (generally, related parties of David D. Smith, Frederick G. Smith, J. Duncan Smith or Robert E. Smith, whom we refer to as the "Sinclair controlling shareholders"), any transfer of shares of Sinclair Class B common stock held by any of the Sinclair controlling shareholders will cause the shares to be automatically converted to Sinclair Class A common stock. Any conversion of Sinclair Class B common stock into Sinclair Class A common stock shall be at a one-to-one ratio, and the Sinclair Class A common stock issued upon any such conversion shall be deemed to be fully paid and nonassessable.

        If the total number of shares of Sinclair common stock held by the Sinclair controlling shareholders falls to below 10% of the total number of shares of Sinclair common stock outstanding, all of the outstanding shares of Sinclair Class B common stock automatically will be classified as Sinclair Class A common stock. Holders of Sinclair Class B common stock may, however, pledge their shares of Sinclair Class B common stock pursuant to a bona fide pledge of such shares as collateral security for any indebtedness due to the pledgee without causing an automatic conversion into Sinclair Class A common stock, so long as such shares may not be transferred to or registered in the name of the pledgee unless such pledgee is a permitted transferee. In the event of a foreclosure or other similar action by a pledgee who is not a permitted transferee, such pledged shares of Sinclair Class B common stock shall be converted automatically, without any act or deed on the part of Sinclair or any other person, into shares of Sinclair Class A common stock as above provided.

        In addition to the above conversion terms of Sinclair Class B common stock, each holder of Sinclair Class B common stock has the right to convert his shares at any time into Sinclair Class A common stock.

        The transfer agent and registrar for Sinclair Class B common stock is Thomas & Libowitz, P.A.

        Sinclair Class B common stock is not listed on any securities exchange or automated quotation system.

        Limitation of Liability of Directors and Officers.    Sinclair's bylaws provide that each director shall perform his duties in good faith and with such care as an ordinarily prudent person in like position would use under similar circumstances. In performing his duties, each director shall be entitled to rely on information, opinions, reports or statements, including financial statements and other financial data, in which case prepared or presented by: (a) one or more officers or employees of Sinclair's whom the director reasonably believes to be reliable and competent in the matters presented; (b) counsel, certified public accountants or other persons as to matters which the director reasonably believes to be within such person's professional or expert competence; or (c) a committee of Sinclair's board that has been duly designated upon which such director does not serve as to matters within its designated authority, which committee such director reasonably believes to merit confidence. Sinclair's bylaws provide that a director shall not be considered to be acting in good faith if he has knowledge concerning the matter in question that would cause such reliance described above to be unwarranted. A director who performs his duties in compliance with the foregoing shall have no liability by reason of being or having been a director of Sinclair's.

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        Indemnification of Directors and Officers.    Sinclair's articles of incorporation and bylaws require Sinclair to indemnify its directors and officers to the fullest extent permitted by Maryland law. Under current Maryland law, Sinclair will indemnify (i) any director or officer who has been successful, on the merits or otherwise, in the defense of a proceeding to which he was made a party by reason of his service in that capacity, against reasonable expense incurred by him in connection with the proceeding and (ii) any present or former director or officer against any claim or liability unless it is established that (a) his act or omission was material to the matter giving rise to the proceeding and was committed in bad faith or was the result of active and deliberate dishonesty; (b) he actually received an improper personal benefit in money, property or services; or (c) in the case of a criminal proceeding, he had reasonable cause to believe that his act or omission was unlawful. In addition, Sinclair's articles of incorporation and bylaws require Sinclair to pay or reimburse, in advance of the final disposition of a proceeding, expenses incurred by a director or officer to the fullest extent provided by Maryland law. Current Maryland law provides that Sinclair shall have received, before providing any such payment or reimbursement, (i) a written affirmation by the director or officer of his good faith belief that he has met the standard of conduct necessary for indemnification by Sinclair as authorized by Maryland law and Sinclair's bylaws and (ii) a written undertaking by or on his behalf to repay the amount paid or reimbursed by Sinclair if it shall ultimately be determined that the standard of conduct was not met. Sinclair's articles of incorporation and bylaws also permit Sinclair's board to provide indemnification, payment or reimbursement of expenses to any of Sinclair's employees or agents in such capacity. Sinclair's articles of incorporation also provide that no amendment thereto may limit or eliminate this limitation of liability with respect to events occurring prior to the effective date of such amendment.

        Meetings of Shareholders.    Sinclair's bylaws provide for an annual meeting of shareholders to elect individuals to Sinclair's board and transact such other business as may properly be brought before the meeting. Special meetings of shareholders may be called at any time by the chairman of Sinclair's board, the president, a vice president, the secretary or any director of Sinclair's board upon the request in writing of the holders of a majority of all the votes entitled to be cast with regard to the business to be transacted at such special meeting and such request shall state the purpose of purposes of the special meeting. Business transacted at all special meetings of Sinclair's shareholders shall be confined to the purpose or purposes listed in the notice of such special meeting.

        Voting as a Separate Class.    Under the MGCL, the holders of Sinclair common stock are entitled to vote as a separate class with respect to any amendment of Sinclair's articles of incorporation that would increase or decrease the aggregate number of authorized shares of the class, increase or decrease the par value of the shares of the class or modify or change the powers, preferences or special rights of the shares of the class so as to adversely affect the class.

        Business Combinations.    The MGCL prohibits Sinclair from entering into "business combinations" and other corporate transactions unless special actions are taken. The business combinations that require these special actions include a merger, consolidation, share exchange, or, in certain circumstances, an asset transfer or issuance of equity securities when the combination is between Sinclair and an "interested shareholder" (as defined below). An interested shareholder is:

        Sinclair may not engage in a business combination with an interested shareholder or any of its affiliates for five years after the interested shareholder becomes an interested shareholder. Sinclair may engage in business combinations with an interested shareholder if at least five years have passed since the person became an interested shareholder, but only if the transaction is:

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        Shareholder approval will not be required if Sinclair's shareholders receive a minimum price (as defined in the statute) for their shares and Sinclair's shareholders receive cash or the same form of consideration as the interested shareholder paid for its shares.

        This prohibition does not apply to business combinations involving Sinclair that are exempted by Sinclair's board before the interested shareholder becomes an interested shareholder. It is anticipated that Sinclair's board will exempt from the Maryland statute any business combination with the controlling shareholders, any present or future affiliate or associate of any of them, or any other person acting in concert or as a group with any of the foregoing persons.

        Control Share Acquisitions.    The MGCL provides that "control shares" of a Maryland corporation acquired in a "control share acquisition" have no voting rights unless two-thirds of the shareholders (excluding shares owned by the acquirer, and by the officers and directors who are employees of the Maryland corporation) approve their voting rights.

        "Control Shares" are shares that, if added with all other shares previously acquired, would entitle that person to vote, in electing the directors:

        Control shares do not include shares the acquiring person is entitled to vote with shareholder approval. A "control share acquisition" means the acquisition of control shares, subject to certain exceptions.

        If this provision becomes applicable to Sinclair, a person who has made or proposes to make a control share acquisition could, under certain circumstances, compel Sinclair's board to call a special meeting of shareholders to consider the voting rights of the control shares. Sinclair could also present the question at any shareholders' meeting on its own.

        If this provision becomes applicable to Sinclair, subject to certain conditions and limitations, Sinclair would be able to redeem any or all control shares. If voting rights for control shares were approved at a shareholders meeting and the acquirer were entitled to vote a majority of the shares entitled to vote, all other shareholders could exercise appraisal rights and exchange their shares for a fair value as defined by statute.

        The control share acquisition statute does not apply to shares acquired in a merger, consolidation or share exchange if the corporation is a party to the transaction or to acquisitions approved or exempted by Sinclair's articles of incorporation or bylaws.

        Under Sinclair's articles of incorporation and in order to comply with rules and regulations administered by the FCC, Sinclair is not permitted to issue or transfer on Sinclair's books any of its capital stock to or for the account of any (i) person who is a citizen of a country other than the United States; (ii) any entity organized under the laws of a government other than the government of the United States or any state, territory, or possession of the United States, (iii) a government other than the government of the United States or of any state, territory, or possession of the Units States or

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(iv) a representative of, or an individual or entity controlled by, any of the foregoing, which we refer to individually as an "alien" and collectively as "aliens," if, after giving effect to the issuance or transfer, the capital stock held by or for the account of any alien or aliens would exceed, individually or in the aggregate, 25% of Sinclair's capital stock at any time outstanding. Pursuant to Sinclair's articles of incorporation, Sinclair will have the right to repurchase any shares of its capital stock owned beneficially by an alien or aliens at the fair market value to the extent necessary, in the judgment of the Sinclair's board, to comply with the foregoing ownership restrictions. Sinclair's articles of incorporation also provide that no alien or aliens shall be entitled to vote, direct or control the vote of more than 25% of the total voting power of all of the shares of Sinclair's capital stock outstanding and entitled to vote at any time and from time to time.

        Sinclair's articles of incorporation also provide that no alien shall be qualified to act as an officer of Sinclair at any time and that no more than 25% of the total number of directors of Sinclair at any time may be Aliens. Sinclair's articles of incorporation give Sinclair's board all powers necessary to implement and administer the foregoing.

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COMPARISON OF SHAREHOLDER RIGHTS

        The rights of the holders of Sinclair's Class A common stock are governed by Sinclair's current articles of incorporation and bylaws, as well as the MGCL. The rights of the Tribune shareholders are governed by Tribune's current certificate of incorporation and bylaws, as well as the DGCL. Upon closing of the transaction, the rights of the Tribune shareholders will be governed by Sinclair's articles of incorporation and bylaws, as well as the MGCL. See "Description of Sinclair Capital Stock—Certain Provisions of Maryland Law and Sinclair's Articles of Incorporation and Bylaws" for more information about the MGCL.

        The following is a summary discussion of the material differences, as of the date of this document, between the rights of the holders of Sinclair's Class A common stock and the rights of the Tribune shareholders.

        The following description does not purport to be a complete statement of all the differences, or a complete description of the specific provisions referred to in this summary. The identification of specific differences is not intended to indicate that other equally or more significant differences do not exist. Shareholders should read carefully the relevant provisions of the MGCL, the current articles of incorporation and bylaws of Sinclair, the DGCL, and the current certificate of incorporation and bylaws of Tribune. Sinclair and Tribune have filed with the SEC their respective governing documents referenced in this summary of shareholder rights and will send copies to you without charge, upon your request. See "Where You Can Find More Information" beginning on page 186.

        Sinclair's authorized capital stock consists of 500,000,000 shares of Sinclair Class A common stock, 140,000,000 shares of Sinclair Class B common stock, and 50,000,000 shares of preferred stock, par value $0.01 per share. As of [                    ], 2017, Sinclair had [            ] shares of Sinclair Class A common stock outstanding, [            ] shares of Sinclair Class B common stock outstanding and no shares of preferred stock outstanding.

        Substantially all of the Sinclair Class B common stock is held by the Sinclair controlling shareholders. The Sinclair controlling shareholders are brothers and have entered into a shareholders' agreement pursuant to which they have agreed to vote for each other as candidates for election to the Board of Directors until December 31, 2025.

        Tribune's authorized capital stock consists of 1,000,000,000 shares of Class A common stock, 1,000,000,000 shares of Class B common stock and 40,000,000 shares of preferred stock, par value $0.001 per share. As of the record date, there were [                ] and [                ] shares of Tribune Class A common stock and Tribune Class B common stock outstanding, respectively, and no shares of preferred stock outstanding.

        Each holder of Sinclair Class A common stock is entitled to one vote per share. The holders of all classes of Sinclair common stock entitled to vote will vote together as a single class on all matters presented to Sinclair's shareholders for their vote or approval, including the election of directors, except as otherwise required by the MGCL. There is no cumulative voting in the election of directors at Sinclair.

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        The holders of Sinclair Class B common stock are entitled to ten votes per share except in certain circumstances described below. The holders of all classes of Sinclair common stock entitled to vote will vote together as a single class on all matters presented to Sinclair's shareholders for their vote or approval except as otherwise required by MGCL.

        Notwithstanding the foregoing, the holders of Sinclair Class B common stock are entitled to only one vote per share, voting as a single class with the holders of Sinclair Class A common stock, with respect to any proposed: (a) "going private" transaction; (b) sale or other disposition of all or substantially all of Sinclair's assets; (c) sale or transfer which would cause a fundamental change in the nature of Sinclair's business; or (d) merger or consolidation of Sinclair in which the holders of Sinclair common stock will own less than 50% of the Sinclair common stock following the transaction. A "going private" transaction is defined as any "Rule 13e-3 transaction," as that term is defined in Rule 13e-3 promulgated under the Exchange Act, between Sinclair and (1) any of the Sinclair controlling shareholders, as defined below, (2) any affiliate, as defined below, of the Sinclair controlling shareholders or (3) any group of which the Sinclair controlling shareholders are an affiliate or of which the Sinclair controlling shareholders are a member. An "affiliate" is defined as the following: (i) any individual or entity who or that, directly or indirectly, controls, is controlled by, or is under the common control of the Sinclair controlling shareholders; (ii) any corporation or organization (other than Sinclair or one of Sinclair's majority-owned subsidiaries) of which any of the Sinclair controlling shareholders is an officer or partner or is, directly or indirectly, the beneficial owner of 10% or more of any class of voting securities or in which any of the Sinclair controlling shareholders has a substantial beneficial interest; (iii) a voting trust or similar arrangement pursuant to which the Sinclair controlling shareholders generally control the vote of the shares of Sinclair common stock held by or subject to any trust or arrangement; (iv) any other trust or estate in which any of the Sinclair controlling shareholders has a substantial beneficial interest or as to which any of the Sinclair controlling shareholders serves as a trustee or in a similar fiduciary capacity; or (v) any relative or spouse of the Sinclair controlling shareholders or any relative of the spouse who has the same residence as any of the Sinclair controlling shareholders.

        A holder of Tribune Class A common stock is entitled to one vote for each share on which the Tribune shareholders are entitled to vote. There is no cumulative voting in the election of directors at Tribune.

        Except as otherwise required by law or expressly provided in Tribune's certificate of incorporation, a holder of Tribune Class B common stock is not entitled to vote on any matter submitted to a vote of Tribune shareholders except (1) a holder of Tribune Class B common stock is entitled to one vote per share and to vote as a separate class on any amendment, alteration, change or repeal of any provision of Tribune's certificate of incorporation that adversely affects the powers, preferences or special rights of the Tribune Class B common stock in a manner different from the adverse powers, preferences or special rights of the Tribune Class A common stock and (2) a holder of Tribune Class B common stock shall be entitled to one vote per share, voting together with the holders of Tribune Class A common stock as a single class, on certain non-ordinary course transactions to the extent that such transaction is submitted to a vote of the holders of Tribune Class A common stock, including:

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        Shares of Sinclair Class A common stock are not convertible into any other securities of Sinclair.

        Except for transfers to a permitted transferee (generally, related parties of the Sinclair controlling shareholders, any transfer of shares of Sinclair Class B common stock held by any of the Sinclair controlling shareholders will cause the shares to be automatically converted to Sinclair Class A common stock. Any conversion of Sinclair Class B common stock into Sinclair Class A common stock shall be at a one-to-one ratio, and the Sinclair Class A common stock issued upon any such conversion shall be deemed to be fully paid and nonassessable.

        If the total number of shares of Sinclair common stock held by the Sinclair controlling shareholders falls to below 10% of the total number of shares of Sinclair common stock outstanding, all of the outstanding shares of Sinclair Class B common stock automatically will be classified as Sinclair Class A common stock. Holders of Sinclair Class B common stock may, however, pledge their shares of Sinclair Class B common stock pursuant to a bona fide pledge of such shares as collateral security for any indebtedness due to the pledgee without causing an automatic conversion into Sinclair Class A common stock, so long as such shares may not be transferred to or registered in the name of the pledgee unless such pledgee is a permitted transferee. In the event of a foreclosure or other similar action by a pledgee who is not a permitted transferee, such pledged shares of Sinclair Class B common stock shall be converted automatically, without any act or deed on the part of Sinclair or any other person, into shares of Sinclair Class A common stock as above provided.

        In addition to the above conversion terms of Sinclair Class B common stock, each holder of Sinclair Class B common stock has the right to convert his shares at any time into Sinclair Class A common stock.

        Subject to Tribune's certificate of incorporation and the receipt of any required approval from the FCC, each share of Tribune Class A common stock is convertible, at the option of the holder, at any time after the date of the issuance of such share into one fully paid and nonassessable share of Class B common stock. Such conversion will not be permitted if, following and after giving effect to such conversion, no shares of Tribune Class A common stock would remain issued and outstanding.

        Subject to Tribune's certificate of incorporation and the receipt of any required approval from the FCC, each share of Tribune Class B common stock is convertible, at the option of the holder, at any time after the date of issuance of such share into one fully paid and nonassessable share of Class A common stock.

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        Subject to the rights of Sinclair's outstanding preferred stock, if any, which may be hereafter classified and issued, holders of Sinclair Class A common stock are entitled to receive dividends, if any, as may be declared by Sinclair's board out of funds legally available therefor. All holders of Sinclair common stock shall have identical rights to receive any dividends or distributions, and no dividends or distributions shall be paid on any shares of Sinclair Class A common stock unless the same is paid on all shares of Sinclair common stock.

        Subject to the prior rights and preferences, if any, that may be applicable to Tribune preferred stock then outstanding, holders of Tribune Class A common stock or Tribune Class B common stock are entitled to participate ratably in such dividends, whether in cash, property, stock or otherwise, as may be declared by the Tribune board from time to time out of Tribune's assets or funds legally available therefor, provided that any dividends payable in shares of Tribune common stock will be declared and paid at the same rate on each class of our common stock, and dividends payable in shares of Tribune Class A common stock will only be paid to holders of Tribune Class A common stock and dividends payable in shares of Tribune Class B common stock will only be paid to holders of Tribune Class B common stock.

        Under Sinclair's articles of incorporation and in order to comply with rules and regulations administered by the FCC, Sinclair is not permitted to issue or transfer on Sinclair's books any of its capital stock to or for the account of any alien, as defined in Sinclair's articles of incorporation, if, after giving effect to the issuance or transfer, the capital stock held by or for the account of any alien or aliens would exceed, individually or in the aggregate, 25% of Sinclair's capital stock at any time outstanding. Pursuant to Sinclair's articles of incorporation, Sinclair will have the right to repurchase any shares of its capital stock owned beneficially by an alien or aliens at the fair market value to the extent necessary, in the judgment of the Sinclair's board, to comply with the foregoing ownership restrictions. Sinclair's articles of incorporation also provide that no alien or aliens shall be entitled to vote, direct or control the vote of more than 25% of the total voting power of all of the shares of Sinclair's capital stock outstanding and entitled to vote at any time and from time to time.

        Sinclair's articles of incorporation also provide that no alien shall be qualified to act as an officer of Sinclair at any time and that no more than 25% of the total number of directors of Sinclair at any time may be aliens. Sinclair's articles of incorporation give Sinclair's board all powers necessary to implement and administer the foregoing provisions.

        Tribune may restrict the ownership, conversion, or proposed ownership of shares of Tribune common stock by any person if such ownership, conversion or proposed ownership, either alone or in combination with other actual or proposed ownership, (including due to conversion) of shares of capital stock of any other person, would (i) be inconsistent with, or in violation of, any provision of the laws administered or enforced by the FCC, (ii) materially limit or materially impair any of Tribune's, or Tribune's subsidiaries', existing business activities under the laws administered or enforced by the FCC, (iii) materially limit or materially impair under the laws administered or enforced by the FCC, the acquisition of an attributable interest in a full-power television station, a full-power radio station or a

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daily newspaper (as defined by the FCC), by Tribune or any of Tribune's subsidiaries for which Tribune has entered into a definitive agreement with a third party or (iv) subject Tribune or any of Tribune's subsidiaries to any regulation under the laws administered or enforced by the FCC having a material effect on Tribune or any of Tribune's subsidiaries to which Tribune or any of Tribune's subsidiaries would not be subject but for such ownership, conversion or proposed ownership.

        Under Sinclair's bylaws, Sinclair's board consists of such number of directors as may be determined from time to time by resolution of Sinclair's board, but in no event may the number of directors be less than three or more than nine. Any vacancy in Sinclair's board, including a vacancy resulting from any increase in the authorized number of directors, may be filled only by the affirmative vote of a majority of Sinclair's directors then in office. Any director elected to fill a vacancy will hold office until such director's successor shall have been elected and qualified or until such director's earlier death, resignation or removal.

        In accordance with the terms of Tribune's certificate of incorporation, Tribune's board is divided into three classes, Class I, Class II, and Class III, with of the directors in each class serving staggered three-year terms. Under Tribune's bylaws, except as may otherwise be provided in Tribune's certificate of incorporation, Tribune's board consists of such number of directors as may be determined from time to time by resolution of Tribune's board, but in no event may the number of directors be less than seven or more than nine. Any additional directorships resulting from an increase in the number of directors will be distributed among the three classes so that, as nearly as possible, each class will consist of one-third of the directors. certificate of incorporation and bylaws provide that any vacancy on Tribune's board, including a vacancy resulting from any increase in the authorized number of directors, may be filled only by the affirmative vote of a majority of Tribune's directors then in office, even if less than a quorum, or by a sole remaining director. Any director elected to fill a vacancy will hold office until such director's successor shall have been elected and qualified or until such director's earlier death, resignation or removal.

        Sinclair's organizational documents do not place restrictions on the forum in which certain actions may be brought.

        Tribune's certificate of incorporation provides that the Court of Chancery of the State of Delaware will, to the fullest extent permitted by law, be the sole and exclusive forum for (i) any derivative action or proceeding brought on Tribune's behalf, (ii) any action asserting a claim of breach of a fiduciary duty owed Tribune or Tribune's shareholders by any of Tribune's directors, officers, employees or agents, (iii) any action asserting a claim arising under the DGCL, Tribune's certificate of incorporation or bylaws or (iv) any action asserting a claim that is governed by the internal affairs doctrine. Tribune may consent in writing to alternative forums.

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        Business Combinations.    The MGCL prohibits Sinclair from entering into "business combinations" and other corporate transactions unless special actions are taken. The business combinations that require these special actions include a merger, consolidation, share exchange, or, in certain circumstances, an asset transfer or issuance of equity securities when the combination is between Sinclair and an "interested shareholder" (as defined below). An interested shareholder is:

        Sinclair may not engage in a business combination with an interested shareholder or any of its affiliates for five years after the interested shareholder becomes an interested shareholder. Sinclair may engage in business combinations with an interested shareholder if at least five years have passed since the person became an interested shareholder, but only if the transaction is:

        Shareholder approval will not be required if Sinclair's shareholders receive a minimum price (as defined in the statute) for their shares and Sinclair's shareholders receive cash or the same form of consideration as the interested shareholder paid for its shares.

        This prohibition does not apply to business combinations involving Sinclair that are exempted by the Sinclair board before the interested shareholder becomes an interested shareholder. It is anticipated that the Sinclair board will exempt from the Maryland statute any business combination with the controlling shareholders, any present or future affiliate or associate of any of them, or any other person acting in concert or as a group with any of the foregoing persons.

        Control Share Acquisitions.    The MGCL provides that "control shares" of a Maryland corporation acquired in a "control share acquisition" have no voting rights unless two-thirds of the shareholders (excluding shares owned by the acquirer, and by the officers and directors who are employees of the Maryland corporation) approve their voting rights.

        "Control Shares" are shares that, if added with all other shares previously acquired, would entitle that person to vote, in electing the directors:

        Control shares do not include shares the acquiring person is entitled to vote with shareholder approval. A "control share acquisition" means the acquisition of control shares, subject to certain exceptions.

        If this provision becomes applicable to Sinclair, a person who has made or proposes to make a control share acquisition could, under certain circumstances, compel Sinclair's board to call a special

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meeting of shareholders to consider the voting rights of the control shares. Sinclair could also present the question at any shareholders' meeting on its own.

        If this provision becomes applicable to Sinclair, subject to certain conditions and limitations, Sinclair would be able to redeem any or all control shares. If voting rights for control shares were approved at a shareholders meeting and the acquirer were entitled to vote a majority of the shares entitled to vote, all other shareholders could exercise appraisal rights and exchange their shares for a fair value as defined by statute.

        The control share acquisition statute does not apply to shares acquired in a merger, consolidation or share exchange if the corporation is a party to the transaction or to acquisitions approved or exempted by Sinclair's articles of incorporation or bylaws.

        Tribune is subject to Section 203 of the DGCL. Section 203 prohibits a publicly held Delaware corporation from engaging in a business combination, such as a merger, with a person or group owning 15% or more of the corporation's outstanding voting stock for a period of three years following the date the person became an interested shareholder, unless:

        Generally, a business combination includes a merger, asset or stock sale, or other transaction resulting in a financial benefit to the interested shareholder. An "interested shareholder" is any entity or person who, together with affiliates and associates, owns, or within the previous three years owned, 15% or more of the outstanding voting stock of the corporation.

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LEGAL MATTERS

        The validity of the shares of Sinclair Class A common stock to be issued pursuant to the transaction will be passed upon for Sinclair by Pillsbury Winthrop Shaw Pittman LLP, counsel to Sinclair.

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EXPERTS

        The financial statements and management's assessment of the effectiveness of internal control over financial reporting (which is included in Management's Report on Internal Control over Financial Reporting) of Sinclair are incorporated by reference in this proxy statement/prospectus by reference to the Annual Report on Form 10-K of Sinclair for the year ended December 31, 2016 that have been so incorporated in reliance on the report (which contains an explanatory paragraph on the effectiveness of internal control over financial reporting due to the exclusion of certain elements of the internal control over financial reporting of the Tennis Channel and television stations KUQI, KTOV, KXPX, WTVH, WSBT, KHGI, KWNB, KFXL, KJZZ and WSJV which the registrant acquired during 2016) of PricewaterhouseCoopers LLP, an independent registered public accounting firm, given on the authority of said firm as experts in auditing and accounting.

        The audited financial statements incorporated in this proxy statement/prospectus by reference to the Annual Report on Form 10-K of Tribune Media Company, except as they relate to Television Food Network, G.P. ("TV Food Network"), and the effectiveness of internal control over financial reporting as of December 31, 2016 have been audited by PricewaterhouseCoopers LLP, an independent registered public accounting firm. Such financial statements, except as they relate to TV Food Network, and management's assessment of the effectiveness of internal control over financial reporting have been so incorporated in reliance on the report of such independent registered public accounting firm given on the authority of said firm as experts in auditing and accounting.

        The consolidated financial statements of Television Food Network, G.P. as of December 31, 2016 and December 31, 2015 and for each of the three years in the period ended December 31, 2016, incorporated by reference in this proxy statement/prospectus, have been audited by Deloitte & Touche LLP, an independent registered public accounting firm, as stated in their report incorporated by reference herein (which report expresses an unqualified opinion and includes an explanatory paragraph regarding certain revenue and expense transactions with affiliated companies). Such consolidated financial statements have been so incorporated in reliance upon the report of such firm given upon their authority as experts in accounting and auditing.

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DEADLINE FOR TRIBUNE SHAREHOLDER PROPOSALS

        Tribune will hold an annual meeting in 2018 only if the merger has not already been completed by, or shortly after, the time at which Tribune's 2018 annual meeting would normally take place. If the annual meeting of Tribune's shareholders is held, any eligible Tribune shareholder may present proposals for action at a future meeting or submit nominations for election of directors only if such Tribune shareholder complies with the requirements of the proxy rules established by the SEC and Tribune's bylaws, as applicable. In order for a Tribune shareholder proposal or nomination for director to be considered for inclusion in Tribune's proxy statement and form of proxy relating to its annual meeting of Tribune shareholders to be held in 2018, the proposal or nomination must be received by Tribune's principal executive offices at 435 North Michigan Avenue, Chicago, Illinois 60611 by no later than November 24, 2017.

        In case the merger is not completed, eligible Tribune shareholders wishing to bring a proposal or nominate a director at the annual meeting to be held in 2018 (but not include it in Tribune's proxy materials) must provide written notice of such proposal to Tribune's Corporate Secretary at its principal executive offices between January 5, 2018 and February 4, 2018 and comply with the other provisions of Tribune's bylaws.

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INCORPORATION OF CERTAIN DOCUMENTS BY REFERENCE

        The SEC allows Sinclair and Tribune to incorporate certain information into this document by reference to other information that has been filed with the SEC. The information incorporated by reference is deemed to be part of this document, except as set forth below. The documents that are incorporated by reference contain important information about Sinclair and Tribune, and you should read this document together with any other documents incorporated by reference in this document.

        This document incorporates by reference the following documents that have previously been filed with the SEC by Sinclair (File No. 000-26076):

        This document also incorporates by reference the following documents that have previously been filed with the SEC by Tribune (File No. 001-08572):

        In addition, each of Sinclair and Tribune is incorporating by reference any documents it may file under Section 13(a), 13(c), 14 or 15(d) of the Exchange Act after the date of this proxy statement/prospectus and prior to the date of the special meeting, provided, however, that neither Sinclair nor Tribune is incorporating by reference any information furnished under Item 2.02 or Item 7.01 of Form 8-K, except as otherwise specified herein. Any statement contained herein or in a document incorporated or deemed to be incorporated herein by reference will be deemed to be modified or superseded for the purposes of this proxy statement/prospectus to the extent that a statement contained in any subsequently filed document which is or is deemed to be incorporated by reference herein modifies or supersedes such statement. Any such statement so modified or superseded will not be deemed, except as so modified or superseded, to constitute a part of this proxy statement/prospectus.

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        Each of Sinclair and Tribune files annual, quarterly and current reports, proxy statements and other information with the SEC. You may obtain the information incorporated by reference and any other materials Sinclair and Tribune files with the SEC without charge by following the instructions in the section entitled "Where You Can Find More Information" on page 186 of this document.

        Neither Sinclair nor Tribune has authorized anyone to give any information or make any representation about the transaction that is different from, or in addition to, that contained in this proxy statement/prospectus or in any of the materials that have been incorporated by reference into this document. Therefore, if anyone does give you information of this sort, you should not rely on it. If you are in a jurisdiction where offers to exchange or sell, or solicitations of offers to exchange or purchase, the securities offered by this proxy statement/prospectus or the solicitation of proxies is unlawful, or if you are a person to whom it is unlawful to direct these types of activities, then the offer presented in this proxy statement/prospectus does not extend to you. The information contained in this document speaks only as of the date of this proxy statement/prospectus unless the information specifically indicates that another date applies.

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WHERE YOU CAN FIND MORE INFORMATION

        Sinclair and Tribune file annual, quarterly and current reports, proxy statements and other information with the SEC. You may read and copy these documents at the SEC's Public Reference Room at 100 F Street, N.E., Washington, D.C. 20549. Please call the SEC at 1-800-SEC-0330 for further information on the operation of the Public Reference Room. Sinclair's SEC filings are also available over the Internet at the SEC's website at http://www.sec.gov. You can also obtain these documents either on Sinclair's website at http://www.sbgi.net in the "Investors" section or on Tribune's website at www.tribunemedia.com in the "SEC Filings" section. By referring to each of Sinclair's and Tribune's websites and the SEC's website, neither Sinclair nor Tribune incorporates any such website or its contents into this proxy statement/prospectus. The shares of Sinclair Class A common stock are listed on the NASDAQ under the trading symbol "SBGI." The shares of Tribune Class A common stock are listed on the NYSE under the trading symbol "TRCO" and the shares of Tribune Class B common stock are quoted on the OTC Pink market under the trading symbol "TRBAB."

        Tribune has engaged Innisfree as its proxy solicitor in connection with its special meeting. Any questions about the merger, requests for additional copies of documents or assistance voting your Tribune common stock may be directed to Innisfree M&A Incorporated at 501 Madison Avenue, 20th Floor, New York, New York 10022 or by telephone at (888) 750-5834.

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ANNEX A

        AGREEMENT AND PLAN OF MERGER

among

TRIBUNE MEDIA COMPANY

and

SINCLAIR BROADCAST GROUP, INC.

Dated as of May 8, 2017


Table of Contents


TABLE OF CONTENTS

 
   
  Page  

ARTICLE I

 

DEFINITIONS

 

Section 1.1

 

Definitions

   
A-2
 

Section 1.2

 

Table of Definitions

    A-13  

Section 1.3

 

Other Definitional and Interpretative Provisions

    A-15  


ARTICLE II


 

THE MERGER; EFFECT ON THE CAPITAL STOCK;
EXCHANGE OF CERTIFICATES

 

Section 2.1

 

The Merger

   
A-15
 

Section 2.2

 

Closing

    A-16  

Section 2.3

 

Effective Time

    A-16  

Section 2.4

 

Surviving Corporation Matters

    A-16  

Section 2.5

 

Effect of the Merger on Capital Stock of the Company and Merger Sub

    A-16  

Section 2.6

 

Certain Adjustments

    A-17  

Section 2.7

 

Fractional Shares

    A-17  

Section 2.8

 

Appraisal Shares

    A-17  

Section 2.9

 

Exchange of Company Stock

    A-18  

Section 2.10

 

Further Assurances

    A-21  

Section 2.11

 

Treatment of Company Equity Awards

    A-21  

Section 2.12

 

Treatment of Company Warrants

    A-22  

Section 2.13

 

Transaction Structure

    A-22  

Section 2.14

 

Withholding

    A-23  


ARTICLE III


 

REPRESENTATIONS AND WARRANTIES OF THE COMPANY

 

Section 3.1

 

Corporate Existence and Power

   
A-23
 

Section 3.2

 

Corporate Authorization

    A-23  

Section 3.3

 

Governmental Authorization

    A-24  

Section 3.4

 

Non-Contravention

    A-24  

Section 3.5

 

Capitalization

    A-24  

Section 3.6

 

Subsidiaries

    A-25  

Section 3.7

 

SEC Filings and the Sarbanes-Oxley Act

    A-26  

Section 3.8

 

Financial Statements

    A-27  

Section 3.9

 

Information Supplied

    A-27  

Section 3.10

 

Absence of Certain Changes

    A-27  

Section 3.11

 

No Undisclosed Material Liabilities

    A-27  

Section 3.12

 

Compliance with Laws and Court Orders; Governmental Authorizations

    A-28  

Section 3.13

 

Litigation

    A-29  

Section 3.14

 

Properties

    A-29  

Section 3.15

 

Intellectual Property

    A-30  

Section 3.16

 

Taxes

    A-31  

Section 3.17

 

Employee Benefit Plans

    A-31  

Section 3.18

 

Employees; Labor Matters

    A-33  

Section 3.19

 

Environmental Matters

    A-34  

Section 3.20

 

Material Contracts

    A-34  

A-i


Table of Contents

 
   
  Page  

Section 3.21

 

Insurance

    A-36  

Section 3.22

 

MVPD Matters

    A-36  

Section 3.23

 

Finders' Fee, etc. 

    A-37  

Section 3.24

 

Opinions of Financial Advisors

    A-37  

Section 3.25

 

Antitakeover Statutes

    A-37  

Section 3.26

 

Company Programming Service

    A-37  

Section 3.27

 

No Additional Representations; Limitation on Warranties

    A-37  


ARTICLE IV


 

REPRESENTATIONS AND WARRANTIES OF PARENT AND MERGER SUB

 

Section 4.1

 

Corporate Existence and Power

   
A-38
 

Section 4.2

 

Corporate Authorization

    A-38  

Section 4.3

 

Governmental Authorization

    A-39  

Section 4.4

 

Non-Contravention

    A-39  

Section 4.5

 

Capitalization

    A-39  

Section 4.6

 

Subsidiaries

    A-40  

Section 4.7

 

SEC Filings and the Sarbanes-Oxley Act

    A-41  

Section 4.8

 

Financial Statements

    A-41  

Section 4.9

 

Financing

    A-42  

Section 4.10

 

Information Supplied

    A-43  

Section 4.11

 

Absence of Certain Changes

    A-43  

Section 4.12

 

No Undisclosed Material Liabilities

    A-43  

Section 4.13

 

Compliance with Laws and Court Orders; Governmental Authorizations

    A-44  

Section 4.14

 

Litigation

    A-45  

Section 4.15

 

Share Ownership

    A-45  

Section 4.16

 

Properties

    A-45  

Section 4.17

 

Intellectual Property

    A-45  

Section 4.18

 

Taxes

    A-46  

Section 4.19

 

Employee Benefit Plans

    A-47  

Section 4.20

 

Employees; Labor Matters

    A-48  

Section 4.21

 

Environmental Matters

    A-48  

Section 4.22

 

Material Contracts

    A-49  

Section 4.23

 

Insurance

    A-49  

Section 4.24

 

MVPD Matters

    A-49  

Section 4.25

 

No Additional Representations; Limitation on Warranties

    A-49  


ARTICLE V


 

COVENANTS OF THE COMPANY

 

Section 5.1

 

Conduct of the Company

   
A-50
 

Section 5.2

 

Cubs Tax Dispute

    A-53  


ARTICLE VI


 

COVENANTS OF PARENT AND MERGER SUB

 

Section 6.1

 

Conduct of Parent

   
A-54
 

Section 6.2

 

Obligations of Merger Sub

    A-55  

Section 6.3

 

Director and Officer Indemnification

    A-55  

Section 6.4

 

Employee Matters

    A-57  

Section 6.5

 

Merger Sub

    A-59  

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  Page  


ARTICLE VII


 

COVENANTS OF PARENT AND THE COMPANY

 

Section 7.1

 

Efforts

   
A-59
 

Section 7.2

 

Preparation of SEC Documents; Stockholders' Meetings

    A-63  

Section 7.3

 

No Solicitation by the Company

    A-65  

Section 7.4

 

No Solicitation by Parent

    A-67  

Section 7.5

 

Public Announcements

    A-67  

Section 7.6

 

Notices of Certain Events

    A-67  

Section 7.7

 

Access to Information

    A-68  

Section 7.8

 

Section 16 Matters

    A-68  

Section 7.9

 

Stock Exchange Listing of Parent Common Stock and De-listing of Company Stock; Exchange Act Deregistration

    A-68  

Section 7.10

 

Stockholder Litigation

    A-69  

Section 7.11

 

Takeover Statutes

    A-69  

Section 7.12

 

Financing and Financing Cooperation

    A-69  

Section 7.13

 

Company Warrants

    A-75  

Section 7.14

 

Dividend Coordination

    A-75  


ARTICLE VIII


 

CONDITIONS TO THE MERGER

 

Section 8.1

 

Conditions to Obligations of Each Party

   
A-75
 

Section 8.2

 

Conditions to Obligations of Parent and Merger Sub

    A-76  

Section 8.3

 

Conditions to Obligations of the Company

    A-76  


ARTICLE IX


 

TERMINATION

 

Section 9.1

 

Termination

    A-77  

Section 9.2

 

Effect of Termination

    A-78  

Section 9.3

 

Termination Fees; Expenses

    A-79  


ARTICLE X


 

MISCELLANEOUS

 

Section 10.1

 

No Survival of Representations and Warranties

   
A-80
 

Section 10.2

 

Amendment and Modification

    A-80  

Section 10.3

 

Extension; Waiver

    A-80  

Section 10.4

 

Expenses

    A-81  

Section 10.5

 

Disclosure Letter References

    A-81  

Section 10.6

 

Notices

    A-81  

Section 10.7

 

Counterparts

    A-82  

Section 10.8

 

Entire Agreement; No Third Party Beneficiaries

    A-82  

Section 10.9

 

Severability

    A-82  

Section 10.10

 

Assignment

    A-82  

Section 10.11

 

Governing Law

    A-83  

Section 10.12

 

Enforcement; Exclusive Jurisdiction

    A-83  

Section 10.13

 

WAIVER OF JURY TRIAL

    A-84  

Section 10.14

 

No Recourse

    A-84  


Exhibit A    Joinder Agreement


 

 

 

 

Exhibit B    Certificate of Incorporation of the Surviving Corporation

       

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AGREEMENT AND PLAN OF MERGER

        AGREEMENT AND PLAN OF MERGER (this "Agreement"), dated as of May 8, 2017, among Tribune Media Company, a Delaware corporation (the "Company"), and Sinclair Broadcast Group, Inc., a Maryland corporation ("Parent"). Parent and the Company and, from and after the time Merger Sub executes and delivers the Joinder Agreement, Merger Sub are referred to individually as a "Party" and collectively as "Parties".


R E C I T A L S

        WHEREAS, promptly following the execution of this Agreement (and in any event within one Business Day of the date hereof), Parent will form a new wholly-owned subsidiary of Parent ("Merger Sub") as a Delaware corporation, and Parent will cause Merger Sub to, and Merger Sub will, execute and deliver a joinder agreement to this Agreement, in the form attached as Exhibit A, and be bound hereunder (the "Joinder Agreement");

        WHEREAS, the Company and Parent desire to effect the acquisition of the Company by Parent through the merger of Merger Sub with and into the Company, with the Company surviving the merger as the surviving corporation (the "Merger"), in accordance with the General Corporation Law of the State of Delaware (the "DGCL"), and each share of Class A common stock, par value $0.001 per share, of the Company ("Class A Stock") and each share of Class B common stock, par value $0.001 per share, of the Company ("Class B Stock", and together with the Class A Stock, the "Company Stock"), shall be converted into the right to receive (i) $35.00 in cash, without interest and less any required withholding taxes (such amount, or any higher amount per share of Company Stock paid in accordance with this Agreement, the "Cash Consideration") and (ii) a fraction of a validly issued, fully paid and nonassessable share of Parent Common Stock equal to the Exchange Ratio (the "Stock Consideration," and together with the Cash Consideration, the "Merger Consideration") upon the terms and subject to the conditions set forth herein.

        WHEREAS, the board of directors of the Company (the "Company Board") has unanimously (i) determined that the terms of this Agreement and the transactions contemplated hereby, including the Merger, are fair to, and in the best interests of, the Company and its stockholders, (ii) determined that it is in the best interests of the Company and its stockholders and declared it advisable for the Company to enter into this Agreement and perform its obligations hereunder, (iii) approved the execution and delivery by the Company of this Agreement, the performance by the Company of its covenants and agreements contained herein and the consummation of the transactions contemplated by this Agreement, including the Merger, upon the terms and subject to the conditions contained herein and (iv) resolved to recommend that the Company's stockholders approve the Merger and adopt this Agreement (the "Company Board Recommendation");

        WHEREAS, concurrently with the execution and delivery of this Agreement, and as a condition to the willingness of Parent to enter into this Agreement, certain stockholders of the Company (the "Company Supporting Stockholders") are entering into a voting agreement with Parent (the "Company Voting Agreement") pursuant to which, among other things, each of the Company Supporting Stockholders is agreeing, subject to the terms of the Company Voting Agreement, to vote all shares of Company Stock beneficially owned by such Company Supporting Stockholder in favor of the approval of the Merger and the adoption of this Agreement;

        WHEREAS, the Parent Board has unanimously (i) determined that the terms of this Agreement and the transactions contemplated hereby, including the Merger and the Parent Share Issuance, are fair to, and in the best interests of, Parent and its stockholders, (ii) determined that it is in the best interests of Parent and its stockholders and declared it advisable for Parent to enter into this Agreement and perform its obligations hereunder and (iii) approved the execution and delivery by Parent of this Agreement, the performance by Parent of its covenants and agreements contained herein

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and the consummation of the transactions contemplated by this Agreement, including the Merger and the Parent Share Issuance, upon the terms and subject to the conditions contained herein.;

        WHEREAS, prior to the execution and delivery by Merger Sub of the Joinder Agreement, the board of directors of Merger Sub will unanimously approve this Agreement and determine that the terms of this Agreement and the transactions contemplated hereby, including the Merger, are fair to, and in the best interests of, Merger Sub and Parent, its sole stockholder, and Parent, as sole stockholder of Merger Sub, will adopt this Agreement; and

        WHEREAS, the Parties desire to make certain representations, warranties, covenants and agreements specified herein in connection with this Agreement;

        NOW, THEREFORE, in consideration of the foregoing and the representations, warranties, covenants and agreements contained herein, the Parties agree as set forth herein,


ARTICLE I

DEFINITIONS

        Section 1.1    Definitions.     As used herein, the following terms have the following meanings:

        "Acceptable Confidentiality Agreement" means a confidentiality agreement entered into after the date hereof that contains provisions that in the aggregate are no less favorable to the Company than those contained in the Confidentiality Agreement (provided that any such agreement need not contain any "standstill" or similar provisions) and that does not contain any provision that would prevent the Company from complying with its obligation to provide any disclosure to Parent required pursuant to Section 7.3.

        "Affiliate" means, with respect to any Person, any other Person that directly or indirectly controls or is controlled by, or is under common control with, such Person. The term "control" (including its correlative meanings "controlled" and "under common control with") shall mean possession, directly or indirectly, of power to direct or cause the direction of management or policies of a Person (whether through ownership of such Person's securities or partnership or other ownership interests, or by Contract or otherwise).

        "Business Day" means any day that is not a Saturday, a Sunday or other day on which commercial banks in the City of New York are authorized or required by Law or to be closed.

        "Closing Date" means the date on which the Closing occurs.

        "Code" means the U.S. Internal Revenue Code of 1986, as amended.

        "Communications Act" means the Communications Act of 1934, as amended.

        "Company Acquisition Proposal" means any offer, proposal or indication of interest (whether or not in writing) from any Person (other than Parent and its Subsidiaries) relating to or involving, whether in a single transaction or series of related transactions: (i) any direct or indirect acquisition, lease, exchange, license, transfer, disposition (including by way of merger, liquidation or dissolution of the Company or any of its Subsidiaries) or purchase of any business, businesses or assets (including equity interests in Subsidiaries but excluding sales of assets in the ordinary course of business) of the Company or any of its Subsidiaries that constitute or account for 15% or more of the consolidated net revenues (plus, to the extent of the Company's interest therein, the net revenues of the Minority Investment Entities), net income or net assets of the Company and its Subsidiaries, taken as a whole; (ii) any merger, consolidation, amalgamation, share exchange, business combination, issuance of securities, sale of securities, reorganization, recapitalization, tender offer, exchange offer, liquidation, dissolution, extraordinary dividend, or similar transaction involving the Company or any of its Subsidiaries and a Person or "group" (as defined in Section 13(d) of the Exchange Act) pursuant to

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which the stockholders of the Company immediately preceding such transaction hold less than 85% of the equity interests in the surviving or resulting entity of such transaction immediately following such transaction; or (iii) any combination of the foregoing.

        "Company Adverse Recommendation Change" means any of the following actions by the Company Board or any committee thereof: (i) withdrawing, amending, changing, modifying or qualifying, or otherwise proposing publicly to withdraw, amend, change, modify or qualify, in a manner adverse to Parent, the Company Board Recommendation, (ii) failing to make the Company Board Recommendation in the Proxy Statement, (iii) approving or recommending, or otherwise proposing publicly to approve or recommend, any Company Acquisition Proposal or (iv) if a Company Acquisition Proposal has been publicly disclosed, failing to publicly recommend against such Company Acquisition Proposal within 10 Business Days of the request of Parent and to reaffirm the Company Board Recommendation within such 10 Business Day period upon such request (provided that such a request may be delivered by Parent only once with respect to each Company Acquisition Proposal, with the right to make an additional request with respect to each subsequent material amendment or modification thereto).

        "Company Balance Sheet" means the consolidated balance sheet of the Company and its Subsidiaries as of December 31, 2016 and the footnotes thereto set forth in the Company's annual report on Form 10-K for the fiscal year ended December 31, 2016.

        "Company Credit Agreement" means the Credit Agreement, dated as of December 27, 2013, among the Company and the parties thereto, as such agreement may from time to time be amended, supplemented or otherwise modified, and all pledge, security and other agreements and documents related thereto.

        "Company Disclosure Letter" means the disclosure letter delivered by the Company to Parent in connection with, and upon the execution of, this Agreement.

        "Company DSU" means all awards of deferred stock units of the Company, including any stock units granted as dividend equivalent rights (whether granted by the Company pursuant to a Company Equity Plan, assumed by the Company in connection with any merger, acquisition or similar transaction or otherwise issued or granted).

        "Company Equity Plans" means the Tribune Company 2013 Equity Incentive Plan, the Tribune Media Company 2016 Incentive Compensation Plan and the Tribune Media Company 2016 Incentive Compensation Plan for Non-Employee Directors.

        "Company Indebtedness" means, collectively, debt outstanding under (i) the Company Credit Agreement and (ii) the Company Indenture.

        "Company Indenture" means the Indenture, dated June 24, 2015, between the Company, the Subsidiary Guarantors party thereto and The Bank of New York Mellon Trust Company, N.A, as supplemented by the First Supplemental Indenture, dated June 24, 2015, between the Company, the Subsidiary Guarantors party thereto and The Bank of New York Mellon Trust Company, N.A., the Second Supplemental Indenture, dated September 8, 2015, between Tribune Media Company, the Subsidiary Guarantors party thereto and The Bank of New York Mellon Trust Company, N.A and the Third Supplemental Indenture, dated October 8, 2015, between Tribune Media Company, the Subsidiary Guarantors party thereto and The Bank of New York Mellon Trust Company, N.A.

        "Company Material Adverse Effect" means any effect, change, condition, fact, development, occurrence or event that, individually or in the aggregate, has a material adverse effect on the financial condition, business, assets or results of operations of the Company and its Subsidiaries, taken as a whole, excluding any effect, change, condition, fact, development, occurrence or event resulting from or arising out of (i) general economic or political conditions in the United States or any foreign

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jurisdiction or in securities, credit or financial markets, including changes in interest rates and changes in exchange rates, (ii) changes or conditions generally affecting the industries, markets or geographical areas in which the Company or any of its Subsidiaries operates, (iii) outbreak or escalation of hostilities, acts of war (whether or not declared), terrorism or sabotage, or other changes in geopolitical conditions, including any material worsening of such conditions threatened or existing as of the date hereof, (iv) any epidemics, natural disasters (including hurricanes, tornadoes, floods or earthquakes) or other force majeure events, (v) any failure by the Company or its Subsidiaries to meet any internal or published (including analyst) projections, expectations, forecasts or predictions in respect of the Company's revenue, earnings or other financial performance or results of operations, or any failure by the Company to meet its internal budgets, plans or forecasts of its revenue, earnings or other financial performance or results of operations (provided that the underlying effect, change, condition, fact, development, occurrence or event giving rise to or contributing to such failure may be considered), (vi) changes in GAAP or the interpretation thereof or the adoption, implementation, promulgation, repeal, modification, amendment, reinterpretation, change or proposal of any Law applicable to the operation of the business of the Company or any of its Subsidiaries, (vii) the taking of any action by the Company expressly required by, or the Company's failure to take any action expressly prohibited by, this Agreement, or the taking of any action at the written request of Parent or Merger Sub, (viii) any change in the market price or trading volume of the Company's securities (provided that the underlying effect, change, condition, fact, development, occurrence or event giving rise to or contributing to such change may be considered), (ix) other than with respect to the representations and warranties set forth in Section 3.4, and the conditions set forth in Section 8.2(a) to the extent relating to such representations and warranties, the execution and delivery of this Agreement or the consummation of the transactions contemplated hereby, or the public announcement or pendency of this Agreement or the Merger, including any resulting loss or departure of officers or other employees of the Company or any of its Subsidiaries, or the termination or reduction (or potential reduction) or any other resulting negative development in the Company's or any of its Subsidiaries' relationships, contractual or otherwise, with any of its advertisers, customers, suppliers, distributors, licensees, licensors, lenders, business partners, employees or regulators, including the FCC and (x) any Proceeding brought or threatened by stockholders of either Parent or the Company (whether on behalf of the Company, Parent or otherwise) asserting allegations of breach of fiduciary duty relating to this Agreement or violations of securities Laws solely in connection with the Merger; provided that in the cases of clauses (i), (ii), (iii), (iv) and (vi), any effect, change, condition, fact, development, occurrence or event may be considered to the extent it disproportionately affects the Company and its Subsidiaries relative to the other participants in the industries in which the Company and its Subsidiaries operate.

        "Company Notes" means the 5.875% Senior Notes of the Company due July 15, 2022 issued under the Company Indenture.

        "Company Notes Applicable Premium" means the Applicable Premium, as defined in the Company Indenture.

        "Company Notes Payoff Amount" means the Company Notes Principal Amount, together with any accrued and unpaid interest to, but excluding, the date of redemption not already included in the Company Notes Principal Amount, plus any Company Notes Applicable Premium as of the date of redemption, in an amount sufficient to pay and discharge the entire indebtedness of the Company Notes.

        "Company Notes Principal Amount" means $1,100,000,000 or such lesser aggregate principal amount of the Company Notes outstanding, together with any accrued but unpaid interest thereon, as of 11:59 p.m. Eastern time on the day immediately prior to the Closing Date.

        "Company Programming Service" means any programming service of any Company Network distributed or authorized for distribution by the Company or any of its Subsidiaries, including any

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programming service of any Company Network distributed or authorized for distribution by the Company or any of its Subsidiaries on an on-demand or other basis.

        "Company PSU" means all awards of performance stock units of the Company, including any stock units granted as dividend equivalent rights (whether granted by the Company pursuant to a Company Equity Plan, assumed by the Company in connection with any merger, acquisition or similar transaction or otherwise issued or granted).

        "Company RSU" means all awards of restricted stock units of the Company, including any stock units granted as dividend equivalent rights (whether granted by the Company pursuant to a Company Equity Plan, assumed by the Company in connection with any merger, acquisition or similar transaction or otherwise issued or granted).

        "Company Sharing Company" means any entity with which the Company or any of its Subsidiaries has a Sharing Agreement.

        "Company Station" means the television broadcast stations (including stations operated as "satellites" pursuant to Section 73.3555, Note 5, of the FCC Rules), low power television stations (including Class A stations) and TV translator stations (i) owned by the Company and its Subsidiaries, each of which is listed in Section 3.12(g) of the Company Disclosure Letter or (ii) licensed to a third party and subject to a Sharing Agreement with the Company or its Subsidiaries, each of which is listed in Section 3.12(g) of the Company Disclosure Letter as a station subject to a Sharing Agreement.

        "Company Station Licenses" means the main station license issued by the FCC with respect to each of the Company Stations.

        "Company Stock Options" means all options to purchase shares of Company Stock (whether granted by the Company pursuant to a Company Equity Plan, assumed by the Company in connection with any merger, acquisition or similar transaction or otherwise issued or granted).

        "Company Supplemental PSUs" means all awards of performance stock units of the Company described in Section 1.1(a) of the Company Disclosure Letter.

        "Company Warrants" means warrants to purchase the Company Stock which are governed by the Warrant Agreement.

        "Competition Laws" means the Sherman Antitrust Act, as amended, the Clayton Antitrust Act, as amended, the HSR Act, as amended, the Federal Trade Commission Act, as amended, and all other Laws that are designed or intended to prohibit, restrict or regulate actions having the purpose or effect of monopolization, lessening of competition or restraint of trade.

        "Confidentiality Agreement" means that certain letter agreement, dated as of October 24, 2016, by and between the Company and Parent, as amended or supplemented, including the applicable clean team agreements.

        "Contract" means any agreement, contract, instrument, note, bond, mortgage, indenture, deed of trust, lease, license or other binding instrument or obligation, whether written or unwritten.

        "Cubs Tax Dispute" means the controversies with respect to which a petition was filed in the U.S. Tax Court under the caption Tribune Media Company f.k.a. Tribune Company & Affiliates, Petitioner, v. Commissioner of Internal Revenue, Respondent, Docket No. 20940-16, including for the avoidance of doubt any appeals or other Proceedings relating thereto, whether in the U.S. Tax Court or any other venue.

        "Employee" means any employee of the Company or any of its Subsidiaries.

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        "Environmental Law" means any Law concerning the protection of the environment, pollution, contamination, natural resources, or human health or safety relating to exposure to Hazardous Substances.

        "Environmental Permits" means Governmental Authorizations required under Environmental Laws.

        "Equity Award Exchange Ratio" means the sum of (x) the Exchange Ratio plus (y) the fraction obtained by dividing (i) the Cash Consideration by (ii) the Parent Stock Price.

        "ERISA" means the Employee Retirement Income Security Act of 1974, as amended, and the rules and regulations issued thereunder.

        "ERISA Affiliate" of any entity means each Person that at any relevant time would be treated as a single employer with such entity for purposes of Section 4001(b)(1) of ERISA or Section 414(b), (c), (m) or (o) of the Code.

        "Exchange Act" means the Securities Exchange Act of 1934, as amended.

        "Exchange Ratio" means 0.2300.

        "FCC" means the U.S. Federal Communications Commission.

        "FCC Applications" means those applications and requests for waivers required to be filed with the FCC to obtain the approvals and waivers of the FCC pursuant to the Communications Act and FCC Rules necessary to consummate the transactions contemplated by this Agreement.

        "FCC Consent" means the grant by the FCC of the FCC Applications, regardless of whether the action of the FCC in issuing such grant remains subject to reconsideration or other further review by the FCC or a court.

        "FCC Licenses" means the FCC licenses, permits and other authorizations, together with any renewals, extensions or modifications thereof, issued with respect to the Company Stations, or otherwise granted to or held by Company, any Company Sharing Company or any of their respective Subsidiaries.

        "FCC Rules" means the rules, regulations, orders and promulgated and published policy statements of the FCC.

        "Financing" means the debt financing incurred or intended to be incurred pursuant to the Commitment Letter, including the offering or private placement of debt securities or borrowing of loans contemplated by the Commitment Letter and any related engagement letter.

        "Financing Sources" means the agents, arrangers, lenders and other entities that have committed to provide or arrange the Financing, including the parties to the Commitment Letter or any related engagement letter in respect of the Financing or to any joinder agreements, credit agreements, indentures, notes, purchase agreements or other agreements entered pursuant thereto, together with their Affiliates' current, former or future officers, directors, employees, partners, trustees, shareholders, equityholders, managers, members, limited partners, controlling persons, agents and representatives of each of them and the successors and assigns of the foregoing Persons.

        "GAAP" means generally accepted accounting principles in the United States.

        "Governmental Authority" means any nation or government, any state or other political subdivision thereof, any entity, authority or body exercising executive, legislative, judicial, regulatory or administrative functions of or pertaining to government, any court, tribunal or arbitrator and any self-regulatory organization.

        "Governmental Authorization" means any licenses, franchises, approvals, clearances, permits, certificates, waivers, consents, exemptions, variances, expirations and terminations of any waiting period

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requirements (including pursuant to Competition Laws), and notices, filings, registrations, qualifications, declarations and designations with, and other similar authorizations and approvals issued by or obtained from a Governmental Authority.

        "Hazardous Substance" means any substance, material or waste listed, defined, regulated or classified as a "pollutant" or "contaminant" or words of similar meaning or effect, or for which liability or standards of conduct may be imposed under any Environmental Law, including petroleum.

        "HSR Act" means the Hart-Scott-Rodino Antitrust Improvements Act of 1976, as amended, and the rules and regulations promulgated thereunder.

        "Intellectual Property" means any and all intellectual property rights throughout the world, whether registered or not, including all (i) patents (including all reissues, divisionals, provisionals, continuations and continuations-in-part, re-examinations, renewals and extensions thereof) (collectively, "Patents"); (ii) copyrights and rights in copyrightable subject matter in published and unpublished works of authorship (collectively, "Copyrights"); (iii) trade names, trademarks and service marks, logos, corporate names, domain names and other Internet addresses or identifiers, trade dress and similar rights, and all goodwill associated therewith (collectively, "Marks"); (iv) registrations and applications for each of the foregoing; (v) rights, title and interests in all trade secrets and trade secret rights arising under common law, state law, federal law or laws of foreign countries, in each case to the extent any of the foregoing derives economic value (actual or potential) from not being generally known to other Persons who can obtain economic value from its disclosure or use (collectively, "Trade Secrets"); and (vi) moral rights, publicity rights and any other intellectual property rights or other rights similar, corresponding or equivalent to any of the foregoing of any kind or nature.

        "Intervening Event" means any event, condition, fact, occurrence, change or development (not related to a Company Acquisition Proposal) that is not known to the Company Board as of the date of this Agreement, which event, condition, fact, occurrence, change or development becomes known to the Company Board prior to obtaining the Company Stockholder Approval.

        "IRS" means the Internal Revenue Service.

        "IT Systems" means the hardware, Software, data communication lines, network and telecommunications equipment, Internet-related information technology infrastructure, wide area network and other information technology equipment, owned, licensed to, or controlled by the Company or any of its Subsidiaries.

        "Knowledge" means (i) with respect to the Company, the actual knowledge of each individual listed in Section 1.1(b) of the Company Disclosure Letter and (ii) with respect to Parent, the actual knowledge of each of individual listed in Section 1.1(b) of the Parent Disclosure Letter.

        "Laws" means any United States, federal, state or local or any foreign law (in each case, statutory, common or otherwise), ordinance, code, rule, statute, regulation or other similar requirement or Order enacted, issued, adopted, promulgated, entered into or applied by a Governmental Authority.

        "Lien" means, with respect to any property or asset, any mortgage, lien, pledge, charge, security interest, lease, encumbrance or other adverse claim of any kind in respect of such property or asset.

        "Market" means the "Designated Market Area," as determined by The Nielsen Company, of a television broadcast station.

        "Marketing Period" means 15 consecutive Business Days after the date on which the Company Stockholder Approval has been received (i) commencing on the date that Parent shall have received the Required Financial Information, provided, that, if the Company shall in good faith reasonably believe it has provided the Required Financial Information, it may deliver to Parent a written notice to that effect (stating when it believes it has completed such delivery), in which case the Company shall be

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deemed to have complied with its obligation to provide the Required Financial Information on the date of delivery of such notice, unless Parent in good faith reasonably believes the Company has not completed the delivery of the Required Financial Information and within two (2) Business Days after the delivery of such notice by the Company, delivers a written notice to the Company to that effect (stating with specificity which Required Financial Information the Company has not delivered; provided that the Company shall be deemed to have completed such delivery upon the delivery of the items specified in such notice), and (ii) throughout which nothing has occurred and no condition exists that would cause any of the conditions set forth in Section 8.1(e) and Section 8.2 (other than those conditions that by their very nature can only be satisfied at Closing) to fail to be satisfied, assuming the Closing were to be scheduled for any time during such 15 consecutive Business Day period; provided, however, that (a) the Marketing Period shall end on any earlier date on which the Financing is consummated and Parent shall have obtained all of the proceeds contemplated thereby, (b) for purposes of determining the Marketing Period, none of May 26, 2017, May 29, 2017, July 3, 2017, July 4, 2017, November 23, 2017, November 24, 2017, January 15, 2018 or February 19, 2018, shall constitute a Business Day for purposes of measuring such 15 consecutive Business Day period and (ii) if such 15 consecutive Business Day period has not ended on or prior to (x) August 21, 2017, then such period shall not restart until September 6, 2017 or (y) December 18, 2017, then such period shall not restart until January 3, 2018 and (c) the Marketing Period shall not be deemed to have commenced if, at any time following the date hereof, (A) PricewaterhouseCoopers LLP shall have withdrawn its audit opinion with respect to any year-end audited financial statements set forth in the Required Financial Information, in which case, the Marketing Period shall not be deemed to commence unless and until a new unqualified audit opinion is issued with respect to such year-end audited financial statements by PricewaterhouseCoopers LLP or another nationally-recognized independent public accounting firm or (B) any financial information included in the Required Financial Information shall have been restated or the Company shall have publicly announced, or the board of directors of the Company or any of its Affiliates shall have determined, that a restatement of any financial information included in the Required Financial Information is required, in which case the Marketing Period shall not be deemed to commence unless and until such restatement has been completed and the applicable Required Financial Information has been amended to reflect such restatement or the Company has determined that no restatement shall be required in accordance with GAAP.

        "Minority Investment Entity" means each of the entities set forth on Section 1.1(c) of the Company Disclosure Letter.

        "MVPD" means any multi-channel video programming distributor, including cable systems, telephone companies and DBS systems.

        "NASDAQ" means the Nasdaq Global Select Market, any successor stock exchange operated by the Nasdaq, Inc. or any successor thereto.

        "NYSE" means the New York Stock Exchange, any successor stock exchange operated by the NYSE Euronext or any successor thereto.

        "Order" means any order, writ, injunction, decree, consent decree, judgment, award, injunction, settlement or stipulation issued, promulgated, made, rendered or entered into by or with any Governmental Authority (in each case, whether temporary, preliminary or permanent).

        "Owned Intellectual Property" means any and all Intellectual Property owned or purported to be owned by the Company or any of its Subsidiaries.

        "Parent Acquisition Proposal" means any offer, proposal or indication of interest (whether or not in writing) from any Person (other than the Company and its Subsidiaries) relating to or involving, whether in a single transaction or series of related transactions: (i) any direct or indirect acquisition, lease, exchange, license, transfer, disposition (including by way of liquidation or dissolution of Parent or

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any of its Subsidiaries) or purchase of any business, businesses or assets (including equity interests in Subsidiaries but excluding sales of assets in the ordinary course of business) of Parent or any of its Subsidiaries that constitute or account for 30% or more of the consolidated net revenues (plus, to the extent of Parent's interest therein, the net revenues of the Parent Minority Investment Entities), net income or net assets of Parent and its Subsidiaries, taken as a whole; (ii) any merger, consolidation, amalgamation, share exchange, business combination, issuance of securities, sale of securities, reorganization, recapitalization, tender offer, exchange offer, liquidation, dissolution, extraordinary dividend, or similar transaction involving Parent or any of its Subsidiaries and a Person or "group" (as defined in Section 13(d) of the Exchange Act) pursuant to which the stockholders of Parent immediately preceding such transaction hold less than 70% of the equity interests in the surviving or resulting entity of such transaction immediately following such transaction; or (iii) any combination of the foregoing.

        "Parent Balance Sheet" means the consolidated balance sheet of Parent and its Subsidiaries as of December 31, 2016 and the footnotes thereto set forth in Parent's annual report on Form 10-K for the fiscal year ended December 31, 2016.

        "Parent Board' means the board of directors of Parent.

        "Parent Class B Stock" means the Class B Common Stock, $0.01 par value per share, of Parent.

        "Parent Common Stock" means the Class A Common Stock, $0.01 par value per share, of Parent.

        "Parent Disclosure Letter" means the disclosure letter delivered by Parent to the Company in connection with, and upon the execution of, this Agreement.

        "Parent Equity Awards" means equity awards granted by Parent pursuant to the terms of a Parent Equity Plan.

        "Parent Equity Plan" means the 1996 Long-Term incentive Plan for Sinclair Broadcast Group, Inc. as amended and the Incentive Stock Option Plan for Sinclair Broadcast Group, Inc., as amended.

        "Parent FCC Licenses" means the FCC licenses, permits and other authorizations, together with any renewals, extensions or modifications thereof, issued with respect to the Parent Stations, or otherwise granted to or held by Parent or any Subsidiary of Parent.

        "Parent IT Systems" means the hardware, software, data communication lines, network and telecommunications equipment, Internet-related information technology infrastructure, wide area network and other information technology equipment, owned or controlled by Parent or its Subsidiaries.

        "Parent Material Adverse Effect" means any effect, change, condition, fact, development, occurrence or event that, individually or in the aggregate, has a material adverse effect on the financial condition, business, assets or results of operations of Parent and its Subsidiaries, taken as a whole, excluding any effect, change, condition, fact, development, occurrence or event resulting from or arising out of (i) general economic or political conditions in the United States or any foreign jurisdiction or in securities, credit or financial markets, including changes in interest rates and changes in exchange rates, (ii) changes or conditions generally affecting the industries, markets or geographical areas in which Parent or any of its Subsidiaries operates, (iii) outbreak or escalation of hostilities, acts of war (whether or not declared), terrorism or sabotage, or other changes in geopolitical conditions, including any material worsening of such conditions threatened or existing as of the date hereof, (iv) any epidemics, natural disasters (including hurricanes, tornadoes, floods or earthquakes) or other force majeure events, (v) any failure by Parent or its Subsidiaries to meet any internal or published (including analyst) projections, expectations, forecasts or predictions in respect of Parent's revenue, earnings or other financial performance or results of operations, or any failure by Parent to meet its internal budgets, plans or forecasts of its revenue, earnings or other financial performance or results of operations

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(provided that the underlying effect, change, condition, fact, development, occurrence or event giving rise to or contributing to such failure may be considered), (vi) changes in GAAP or the interpretation thereof or the adoption, implementation, promulgation, repeal, modification, amendment, reinterpretation, change or proposal of any Law applicable to the operation of the business of Parent or any of its Subsidiaries, (vii) the taking of any action by Parent expressly required by, or Parent's failure to take any action expressly prohibited by, this Agreement, or the taking of any action at the written request of the Company, (viii) any change in the market price or trading volume of Parent's securities (provided that the underlying effect, change, condition, fact, development, occurrence or event giving rise to or contributing to such change may be considered), (ix) other than with respect to the representations and warranties set forth in Section 4.4 and the conditions set forth in Section 8.3(a) to the extent relating to such representations and warranties, the execution and delivery of this Agreement or the consummation of the transactions contemplated hereby, or the public announcement or pendency of this Agreement or the Merger, including any resulting loss or departure of officers or other employees of Parent or any of its Subsidiaries, or the termination or reduction (or potential reduction) or any other resulting negative development in Parent's or any of its Subsidiaries' relationships, contractual or otherwise, with any of its advertisers, customers, suppliers, distributors, licensees, licensors, lenders, business partners, employees or regulators, including the FCC and (x) any Proceeding brought or threatened by stockholders of either Parent or the Company (whether on behalf of the Company, Parent or otherwise) asserting allegations of breach of fiduciary duty relating to this Agreement or violations of securities Laws solely in connection with the Merger; provided that in the cases of clauses (i), (ii), (iii), (iv) and (vi), any effect, change, condition, fact, development, occurrence or event may be considered to the extent it disproportionately affects Parent and its Subsidiaries relative to the other participants in the industries in which Parent and its Subsidiaries operate.

        "Parent Minority Investment Entity" means each of the entities set forth on Section 1.1(jv) of the Parent Disclosure Letter.

        "Parent Owned Intellectual Property" means any and all Intellectual Property owned or purported to be owned by Parent or any of its Subsidiaries.

        "Parent Preferred Stock" the Preferred Stock, $0.01 par value per share, of Parent.

        "Parent Share Issuance" means the issuance of shares of Parent Common Stock pursuant to the Merger and this Agreement.

        "Parent Station" means the television broadcast stations (including stations operated as "satellites" pursuant to Section 73.3555, Note 5, of the FCC Rules), low power television stations (including Class A stations) and TV translator stations owned by Parent and its Subsidiaries.

        "Parent Station Licenses" means the main station license issued by the FCC for each of the Parent Stations.

        "Parent Stock Price" means the volume weighted average closing price per share of Parent Common Stock on NASDAQ measured on a cumulative basis over the ten consecutive trading days ending on the complete trading day immediately prior to the Closing Date, as reported by Bloomberg (or if not reported therein, in another authoritative source mutually selected by Parent and the Company).

        "Permitted Liens" means (i) Liens for Taxes, assessments, governmental levies, fees or charges not yet due and payable or which are being contested in good faith and by appropriate proceedings and, in each case, for which adequate reserves (as determined in accordance with GAAP) have been established on the Company Balance Sheet or the Parent Balance Sheet, as applicable, (ii) mechanics', carriers', workers', repairers' and similar statutory Liens arising or incurred in the ordinary course of business with respect to amounts not yet due and payable or which are being contested in good faith and by appropriate proceedings and for which adequate reserves (as determined in accordance with

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GAAP) have been established on the Company Balance Sheet or the Parent Balance Sheet, as applicable, and that would not be individually or in the aggregate materially adverse, (iii) zoning, entitlement, building codes and other land use regulations, ordinances or legal requirements imposed by any Governmental Authority having jurisdiction over real property, (iv) all rights relating to the construction and maintenance in connection with any public utility of wires, poles, pipes, conduits and appurtenances thereto, on, under or above real property, (v) all matters disclosed as a "Permitted Lien" in the Company Disclosure Letter or the Parent Disclosure Letter, as applicable, (vi) any state of facts which an accurate survey or inspection of real property would disclose and which, individually or in the aggregate, do not materially impair the value or continued use of such real property for the purposes for which it is used by such Person, (vii) title exceptions disclosed by any title insurance commitment or title insurance policy for any such real property issued by a title company and delivered or otherwise made available to the Company or Parent, as applicable, prior to the date hereof, (viii) statutory Liens in favor of lessors arising in connection with any real property subject to the Real Property Leases, (ix) other defects, irregularities or imperfections of title, encroachments, easements, servitudes, permits, rights of way, flowage rights, restrictions, leases, licenses, covenants, sidetrack agreements and oil, gas, mineral and mining reservations, rights, licenses and leases, which, in each case, do not materially impair the continued use of real property for the purposes for which it is used by such Person, (x) grants of non-exclusive licenses or other non-exclusive rights with respect to Intellectual Property that do not secure indebtedness and (xi) Liens that, individually or in the aggregate, do not, and would not reasonably be expected to, materially detract from the value of any of the property, rights or assets of the Company and its Subsidiaries or Parent and its Subsidiaries, as applicable, or materially interfere with the use thereof as currently used by such Person.

        "Person" means an individual, group (within the meaning of Section 13(d)(3) of the Exchange Act), corporation, partnership, limited liability company, association, trust or other entity or organization, including a Governmental Authority.

        "Proceeding" means any suit, action, claim, proceeding, arbitration, mediation, audit or hearing (in each case, whether civil, criminal or administrative) commenced, brought, conducted or heard by or before, or otherwise involving, any Governmental Authority.

        "Program Rights" means rights to broadcast and rebroadcast television programs, feature films, shows or other television programming.

        "Proxy Statement" means the proxy statement of the Company to be filed with the SEC as part of the Registration Statement in connection with seeking the Company Stockholder Approval.

        "Registration Statement" means the registration statement on Form S-4 to be filed by Parent with the SEC, which shall include (i) a prospectus for the Parent Share Issuance and (ii) the Proxy Statement.

        "Required Financial Information" means (i) the audited consolidated balance sheets and related audited consolidated statements of income, shareholders' equity and cash flows of the Company as of and for the fiscal years ended December 31, 2016, December 31, 2015 and December 28, 2014 and any subsequent fiscal year ending more than ninety (90) days before the Closing Date, (ii) unaudited consolidated balance sheets and related unaudited consolidated statements of income, shareholders' equity and cash flows of the Company as of and for the fiscal quarter ended March 31, 2017 and for each subsequent fiscal quarter thereafter that is ended at least forty-five (45) days before the Closing Date, and unaudited corresponding financial statements for the same fiscal quarter in the preceding year, (iii) all financial information regarding the Company or any of its Subsidiaries necessary for the Parent to prepare (x) pro forma balance sheets and related notes as of the most recently completed interim period ended at least forty-five (45) days before the Closing Date (or ninety (90) days in case such period includes the end of the Company's fiscal year), (y) pro forma income statements and related notes for the most recently completed fiscal year, for the most recently completed interim

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period and for the twenty-four (24) month period ending on the last day of the most recently completed four (4) fiscal quarter period ended at least forty-five (45) days before the Closing Date (or ninety (90) days in case such period includes the end of the Company's fiscal year) and (z) any other pro forma financial statements, and for any periods, that would be required in accordance with Article 11 of Regulation S-X under the Securities Act, including, without limitation, explanatory footnotes of the type set forth in such article, and (iv) all other financial statements and other financial data and information regarding the Company and its Subsidiaries of the type that would be required by Regulation S-X and Regulation S-K under the Securities Act to be included in a registration statement filed with the SEC by the Parent that shall be sufficiently current on any day during the Marketing Period (including after giving effect to the proviso to the definition thereof) to satisfy the requirements of Rule 3-12 of Regulation S-X to permit a registration statement using such financial statements and other financial data and information to be declared effective by the SEC on the last day of the Marketing Period, or as otherwise necessary to receive from the Company's and the Parent's independent accountants customary "comfort" (including "negative assurance" comfort) and, in the case of the annual financial statements, the auditors' reports thereon, together with drafts of customary comfort letters that the Company's independent accountants are prepared to deliver upon the "pricing" and closing of any offering of securities as part of the Financing.

        "Sarbanes-Oxley Act" means the Sarbanes-Oxley Act of 2002, as amended.

        "SEC" means the United States Securities and Exchange Commission.

        "Securities Act" means the Securities Act of 1933, as amended.

        "Sharing Agreement" means a local marketing, joint sales, shared services or similar Contract.

        "Subsidiary" means, with respect to any Person, any other Person (other than a natural Person) of which securities or other ownership interests (i) having ordinary voting power to elect a majority of the board of directors or other persons performing similar functions or (ii) representing more than 50% such securities or ownership interests are at the time directly or indirectly owned by such Person.

        "Superior Company Proposal" means a Company Acquisition Proposal from any Person (other than Parent and its Subsidiaries) (with all references to "15% or more" in the definition of Company Acquisition Proposal being deemed to reference "50% or more" and all references to "less than 85%" in the definition of Company Acquisition Proposal being deemed to reference "less than 50%") which the Company Board determines in good faith, after consultation with the Company's outside financial advisors and outside legal counsel (i) to be more favorable, from a financial point of view, to the stockholders of the Company than the transactions contemplated by this Agreement after taking into account all factors that the Company Board deems relevant and (ii) is reasonably expected to be consummated on the terms thereof.

        "Takeover Statutes" mean any "business combination," "control share acquisition," "fair price," "moratorium" or other takeover or anti-takeover statute or similar Law.

        "Tax" means any tax, including gross receipts, profits, sales, use, occupation, value added, ad valorem, transfer, franchise, withholding, payroll, employment, capital, goods and services, gross income, business, environmental, severance, service, service use, unemployment, social security, national insurance, stamp, custom, excise or real or personal property, alternative or add-on minimum or estimated taxes, or other like assessment or charge, together with any interest, penalty, addition to tax or additional amount imposed with respect thereto, whether disputed or not.

        "Tax Return" means any report, return, declaration or statement with respect to Taxes, including information returns, and in all cases including any schedule or attachment thereto or amendment thereof.

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        "Taxing Authority" means any Governmental Authority responsible for the imposition of any Tax (domestic or foreign).

        "Third Party" means any Person other than Parent, the Company or any of their respective Affiliates.

        "Treasury Regulations" means the regulations promulgated under the Code.

        "Triggering Company Event" shall be deemed to have occurred if (i) a Company Adverse Recommendation Change shall have occurred or (ii) the Company or any of its Subsidiaries shall have entered into any Alternative Company Acquisition Agreement.

        "Warrant Agreement" means the Warrant Agreement between the Company, Computershare, Inc. and Computershare Trust Company, N.A., dated as of December 31, 2012.

        "Willful Breach" means a deliberate act or a deliberate failure to act, taken or not taken with the actual knowledge that such act or failure to act would, or would reasonably be expected to, result in or constitute a material breach of this Agreement, regardless of whether breaching was the object of the act or failure to act.


        Section 1.2
    Table of Definitions.     Each of the following terms is defined in the Section set forth opposite such term:

409A Authorities   Section 3.17(h)
Agreement   Preamble
Alternative Company Acquisition Agreement   Section 7.3(a)
Appraisal Shares   Section 2.8
Approval Action   Section 7.1(i)
Bank Commitment Letter   Section 4.9
Bonus Payment Date   Section 6.4(d)
Book-Entry Shares   Section 2.5(c)
Bridge Commitment Letter   Section 4.9
Cash Consideration   Recitals
Certificate   Section 2.5(c)
Certificate of Merger   Section 2.3
Class A Stock   Recitals
Class B Stock   Recitals
Closing   Section 2.2
Commitment Letters   Section 4.9
Company   Preamble
Company Board   Recitals
Company Board Recommendation   Recitals
Company Indemnified Party   Section 6.3(a)
Company Material Contract   Section 3.20(a)
Company Plan   Section 3.17(a)
Company Preferred Stock   Section 3.5(a)
Company Related Parties   Section 9.3(f)
Company SEC Documents   Section 3.7(a)
Company Securities   Section 3.5(b)
Company Stock   Recitals
Company Stockholder Approval   Section 3.2
Company Stockholders' Meeting   Section 7.2(a)(iv)
Company Subsidiary Securities   Section 3.6(b)
Company Supporting Stockholders   Recitals
Company Termination Fee   Section 9.3(a)(i)

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Company Voting Agreement   Recitals
Consent Solicitation   Section 7.11(i)
Continuation Period   Section 6.4(a)
Continuing Employees   Section 6.4(a)
Copyrights   Section 1.1
D&O Insurance   Section 6.3(c)
Debt Tender Offer   Section 7.11(i)
Debt Tender Offer Documents   Section 7.11(i)
DGCL   Recitals
Disclosure Letter   Section 10.5
Effective Time   Section 2.3
Employee Plan   Section 3.17(a)
End Date   Section 9.1(b)(i)
Enforceability Exceptions   Section 3.2
Exchange Agent   Section 2.9(a)
Exchange Fund   Section 2.9(a)
Financing Conditions   Section 4.9
Guggenheim   Section 3.23
Incentive Auction & Repack   Section 5.1(n)
Marks   Section 1.1
Merger   Recitals
Merger Consideration   Recitals
Moelis   Section 3.23
Multiemployer Plan   Section 3.17(e)
New Benefit Plans   Section 6.4(b)
Owned Real Property   Section 3.14(a)
Parent   Preamble
Parent Expenses   Section 9.3(b)
Parent Owned Real Property   Section 4.16(b)
Parent Plan   Section 4.19(a)
Parent Real Property Leases   Section 4.16(c)
Parent Registered Intellectual Property   Section 4.17(a)
Parent RSU   Section 2.11(b)
Parent SEC Documents   Section 4.7(a)
Parent Securities   Section 4.5(b)
Parent Subsidiary Securities   Section 4.6(b)
Parent Warrant   Section 7.12(a)
Party or Parties   Preamble
Patents   Section 1.1
Premium Cap   Section 6.3(c)
Real Property Leases   Section 3.14(a)
Registered Intellectual Property   Section 3.15(a)
Representatives   Section 7.7(a)
Second End Date   Section 9.1(b)(i)
Sharing Station Acquisition   7.1(c)
Station Dispositions   Section 7.1(b)
Stock Consideration   Recitals
Substitute Debt Financing   Section 7.11(b)
Supplemental Indenture   Section 7.11(i)
Surviving Corporation   Section 2.1
TIA   Section 7.11(i)
Trade Secrets   Section 1.1

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        Section 1.3
    Other Definitional and Interpretative Provisions.     


ARTICLE II

THE MERGER; EFFECT ON THE CAPITAL STOCK; EXCHANGE OF CERTIFICATES

        Section 2.1    The Merger.     Upon the terms and subject to the conditions set forth in this Agreement, and in accordance with the DGCL, at the Effective Time, Merger Sub shall be merged with and into the Company, whereupon the separate existence of Merger Sub will cease and the

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Company shall continue as the surviving corporation (the "Surviving Corporation"). As a result of the Merger, the Surviving Corporation shall become a wholly owned Subsidiary of Parent. The Merger shall have the effects provided in this Agreement and as specified in the DGCL.


        Section 2.2
    Closing.     Subject to the provisions of this Agreement, the closing of the Merger (the "Closing") shall take place at 10:00 a.m., Eastern Time, at the offices of Debevoise & Plimpton LLP, 919 Third Avenue, New York, New York 10022, no later than the third (3rd) Business Day following the satisfaction or, to the extent permitted by applicable Law, waiver of the conditions set forth in Article VIII (except for any conditions that by their nature can only be satisfied on the Closing Date, but subject to the satisfaction of such conditions or waiver by the Party entitled to waive such conditions), unless another date, time or place is agreed to in writing by Parent and the Company; provided that if the Marketing Period has not ended on the last date the Closing shall be required to occur pursuant to the foregoing, the Closing shall occur instead on the earlier of (a) the second (2nd) Business Day immediately following the day that the Marketing Period expires and (b) any Business Day during the Marketing Period as may be specified by Parent on no less than three (3) Business Days' prior written notice to the Company.


        Section 2.3
    Effective Time.     On the Closing Date, the Company shall file with the Secretary of State of the State of Delaware the certificate of merger relating to the Merger (the "Certificate of Merger"), executed and acknowledged in accordance with the relevant provisions of the DGCL. The Merger shall become effective at the time that the Certificate of Merger has been duly filed with the Secretary of State of the State of Delaware, or at such later time as Parent and the Company shall agree and specify in the Certificate of Merger (the time the Merger becomes effective, the "Effective Time").


        Section 2.4
    Surviving Corporation Matters.     


        Section 2.5
    Effect of the Merger on Capital Stock of the Company and Merger Sub.     At the Effective Time, by virtue of the Merger and without any action on the part of the Parties or any holder of any securities of the Company or Merger Sub:

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        Section 2.6
    Certain Adjustments.     Notwithstanding anything in this Agreement to the contrary, if, from the date of this Agreement until the earlier of (a) the Effective Time and (b) any termination of this Agreement in accordance with Section 9.1, the outstanding shares of Parent Common Stock or Company Stock shall have been changed into a different number of shares or a different class by reason of any reclassification, stock split (including a reverse stock split), recapitalization, split-up, combination, exchange of shares, readjustment, or other similar transaction, or a stock dividend thereon shall be declared with a record date within said period, then the Merger Consideration and any other similarly dependent items, as the case may be, shall be appropriately adjusted to provide Parent and the holders of Company Stock (including Company Stock Options exercisable for Company Stock) the same economic effect as contemplated by this Agreement prior to such event. Nothing in this Section 2.6 shall be construed to permit any Party to take any action that is otherwise prohibited or restricted by any other provision of this Agreement.


        Section 2.7
    Fractional Shares.     No certificate or scrip representing fractional shares of Parent Common Stock shall be issued upon the conversion of Company Stock pursuant to Section 2.5, and such fractional share interests shall not entitle the owner thereof to vote or to any other rights of a holder of Parent Common Stock. All fractional shares to which a single record holder of Company Stock would be otherwise entitled to receive shall be aggregated and calculations shall be rounded to three decimal places. In lieu of any such fractional shares, each holder of Company Stock who would otherwise be entitled to such fractional shares shall be entitled to be paid an amount in cash, without interest, rounded to the nearest cent, equal to the product of (a) such fractional part of a share of Parent Common Stock and (b) the Parent Stock Price. As soon as practicable after the determination of the amount of cash, if any, to be paid to holders of Company Stock in lieu of any fractional share interests in Parent Common Stock, the Exchange Agent shall make available such amounts, without interest, to the holders of Company Stock entitled to receive such cash.


        Section 2.8
    Appraisal Shares.     Notwithstanding anything in this Agreement to the contrary, shares of Company Stock that are issued and outstanding immediately prior to the Effective Time (other than shares canceled in accordance with Section 2.5(a)) and that are held by any Person who is entitled to demand and has properly exercised appraisal rights in respect of such shares in accordance with Section 262 of the DGCL ("Appraisal Shares") shall not be converted into the Merger Consideration as provided in Section 2.5, but rather the holders of Appraisal Shares shall be entitled to payment by the Surviving Corporation of the "fair value" of such Appraisal Shares in accordance with Section 262 of the DGCL; provided, however, that if any such holder shall fail to perfect or otherwise shall waive, withdraw or lose the right to appraisal under Section 262 of the DGCL, then the right of such holder to be paid the "fair value" of such holder's Appraisal Shares shall cease and such Appraisal Shares shall be deemed to have been converted as of the Effective Time into, and to have become exchangeable solely for, the Merger Consideration as provided in Section 2.5. The Company shall

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provide prompt notice to Parent of any demands received by the Company for appraisal of any shares of Company Stock, withdrawals of such demands and any other instruments served pursuant to Section 262 of the DGCL received by the Company. Parent shall have the right to participate in and direct all negotiations and proceedings with respect to such demands. Prior to the Effective Time, the Company shall not, without the prior written consent of Parent, make any payment with respect to, or settle or offer to settle, any such demands, or agree to do any of the foregoing.


        Section 2.9
    Exchange of Company Stock.     

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        Section 2.10    Further Assurances.     If, at any time after the Effective Time, the Surviving Corporation shall determine that any actions are necessary or desirable to vest, perfect or confirm of record or otherwise in the Surviving Corporation its right, title or interest in, to or under any of the rights, properties or assets of either of the Company or Merger Sub acquired or to be acquired by the Surviving Corporation as a result of, or in connection with, the Merger or otherwise to carry out this Agreement, then the officers and directors of the Surviving Corporation shall be authorized to take all such actions as may be necessary or desirable to vest all right, title or interest in, to and under such rights, properties or assets in the Surviving Corporation or otherwise to carry out this Agreement.


        Section 2.11
    Treatment of Company Equity Awards.     

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        Section 2.12
    Treatment of Company Warrants.     At the Effective Time, each unexercised Company Warrant outstanding immediately prior to the Effective Time shall be assumed by Parent and converted into a Parent Warrant in accordance with Section 7.13. Parent shall reserve for future issuance a number of shares of Parent Common Stock at least equal to the number of shares of Parent Common Stock that will be subject to the Parent Warrants.


        Section 2.13
    Transaction Structure.     If Parent determines in good faith that it desires to effect the transactions contemplated by this Agreement utilizing a transaction structure different than that reflected in this Agreement, then the Parties shall negotiate in good faith to make such modifications to this Agreement as shall be reasonably necessary or desirable to effect the transaction utilizing such

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other transaction structure (it being agreed and understood that Parent shall be permitted to either (a) substitute for Merger Sub a newly-created wholly-owned Subsidiary of Sinclair Television Group, Inc. ("STG") which, upon executing and delivering a joinder agreement substantially similar to the Joinder Agreement, shall thereafter be deemed to be "Merger Sub" for all purposes under this Agreement or (b) contribute all of the shares of the Merger Sub to STG); provided, that the Company shall only be obligated to make such modifications if there is no change to the Merger Consideration and the making of such modifications would not impair or materially delay the consummation of the transactions contemplated by this Agreement. It is the intention of the Parties that the consummation of the transactions contemplated by this Agreement, including the Merger, will not require a vote of the holders of Parent Common Stock or Parent Class B Stock, and each of the Company and Parent shall use reasonable best efforts to avoid taking any action that would reasonably be expected to require such vote to be obtained.


        Section 2.14
    Withholding.     Parent, the Company and the Surviving Corporation, as applicable, shall be entitled to deduct and withhold from amounts otherwise payable pursuant to this Agreement to any Person such amounts as it is required to deduct and withhold with respect to the making of such payment under the Code and the rules and regulations promulgated thereunder, or any applicable provisions of state, local or foreign Law. To the extent that amounts are so withheld and remitted to the applicable Taxing Authority, such withheld amounts shall be treated for all purposes of this Agreement as having been paid to the Person in respect of which such deduction and withholding was made.


ARTICLE III

REPRESENTATIONS AND WARRANTIES OF THE COMPANY

        Subject to Section 10.5, (a) except as disclosed in the Company SEC Documents publicly filed after December 1, 2014 and prior to the date of this Agreement; provided that in no event shall any risk factor disclosure under the heading "Risk Factors" or disclosure set forth in any "forward looking statements" disclaimer or other general statements to the extent they are cautionary, predictive or forward looking in nature that are included in any part of any Company SEC Document be deemed to be an exception to, or, as applicable, disclosure for purposes of, any representations and warranties of the Company contained in this Agreement, it being agreed that this clause (a) shall not be applicable to Section 3.2 or Section 3.5, and (b) except as set forth in the Company Disclosure Letter, the Company represents and warrants to Parent and Merger Sub that:


        Section 3.1
    Corporate Existence and Power.     The Company is a corporation duly incorporated, validly existing and in good standing under the laws of the State of Delaware. The Company has all corporate power and authority to carry on its business as now conducted and is duly qualified to do business as a foreign corporation and is in good standing in each jurisdiction where such qualification is necessary for the conduct of its business as now conducted, except where any failure to have such power or authority or to be so qualified would not reasonably be expected to have, individually or in the aggregate, a Company Material Adverse Effect. Prior to the date of this Agreement, the Company has delivered or made available to Parent true and complete copies of the certificate of incorporation and bylaws of the Company as in effect on the date of this Agreement.


        Section 3.2
    Corporate Authorization.     The Company has all requisite corporate power and authority to execute and deliver this Agreement, to perform its obligations hereunder and to consummate the transactions contemplated hereby. The execution and delivery of this Agreement by the Company, the performance of its obligations hereunder and the consummation of the transactions contemplated hereby have been duly authorized by all necessary corporate action on the part of the Company. No other corporate proceeding on the part of the Company is necessary to authorize the execution and delivery of this Agreement, the performance by the Company of its obligations

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hereunder and the consummation by the Company of the transactions contemplated hereby, except, in the case of the Merger (to the extent required by the DGCL and the certificate of incorporation and bylaws of the Company), for the approval of the Merger and the adoption of this Agreement by the holders of a majority of the issued and outstanding shares of Company Stock (the "Company Stockholder Approval"). This Agreement, assuming due authorization, execution and delivery by Parent and Merger Sub, constitutes a valid and binding obligation of the Company enforceable against the Company in accordance with its terms, except as such enforceability may be limited by applicable bankruptcy, insolvency, reorganization, fraudulent conveyance, moratorium, receivership or other similar Laws relating to or affecting creditors' rights generally and by general principles of equity (regardless of whether enforceability is considered in a proceeding in equity or at Law) (collectively, the "Enforceability Exceptions").


        Section 3.3
    Governmental Authorization.     The execution and delivery of this Agreement by the Company and the performance of its obligations hereunder require no action by or in respect of, or filing with, any Governmental Authority, other than (a) the filing of the Certificate of Merger with the Secretary of State of the State of Delaware, (b) compliance with any applicable requirements of the HSR Act, (c) compliance with any applicable requirements of the Securities Act, the Exchange Act and any other applicable state or federal securities laws, (d) compliance with any applicable requirements of the NYSE, (e) the filing of the FCC Applications and obtaining the FCC Consent, together with any reports or informational filings required in connection therewith under the Communications Act and the FCC Rules and (f) any actions or filings the absence of which would not reasonably be expected to have, individually or in the aggregate, a Company Material Adverse Effect.


        Section 3.4
    Non-Contravention.     The execution and delivery of this Agreement by the Company and the performance of its obligations hereunder do not and will not, assuming the Company Stockholder Approval and the authorizations, consents and approvals referred to in clauses (a) through (e) of Section 3.3 are obtained, (a) conflict with or breach any provision of the certificate of incorporation or bylaws of the Company, (b) conflict with or breach any provision of any Law or Order, (c) require any consent of or other action by any Person under, constitute a default or an event that, with or without notice or lapse of time or both, would constitute a default under, or cause or permit the termination, cancellation, acceleration or other change of any right or obligation or the loss of any benefit under, any provision of any Contract to which the Company or any of its Subsidiaries is party or which is binding upon the Company or any of its Subsidiaries, any of their respective properties or assets or any license, franchise, permit, certificate, approval or other similar authorization affecting the Company and its Subsidiaries or (d) result in the creation or imposition of any Lien, other than any Permitted Lien, on any property or asset of the Company or any of its Subsidiaries, except, in the case of each of clauses (b), (c) and (d), as would not reasonably be expected to have, individually or in the aggregate, a Company Material Adverse Effect.


        Section 3.5
    Capitalization.     

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        Section 3.6
    Subsidiaries.     

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        Section 3.7
    SEC Filings and the Sarbanes-Oxley Act.     

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        Section 3.8
    Financial Statements.     The consolidated financial statements of the Company included or incorporated by reference in the Company SEC Documents (including all related notes and schedules thereto) when filed complied as to form in all material respects with the applicable accounting requirements and the published rules and regulations of the SEC with respect thereto in effect at the time of such filing and fairly present in all material respects the consolidated financial position of the Company and its consolidated Subsidiaries, as of the respective dates thereof, and the consolidated results of their operations and their consolidated cash flows for the respective periods then ended (subject, in the case of the unaudited statements, to normal year-end audit adjustments and to any other adjustments described therein, including the notes thereto) and were prepared in accordance with GAAP (except, in the case of the unaudited statements, for normal year-end adjustments and for the absence of notes) applied on a consistent basis during the periods involved (except as may be indicated therein or in the notes thereto). Such consolidated financial statements have been prepared from, and are in accordance with, the books and records of the Company and its Subsidiaries. From December 31, 2016 to the date of this Agreement, there has not been any material change in the accounting methods used by the Company.


        Section 3.9
    Information Supplied.     The information relating to the Company and its Subsidiaries to be contained in, or incorporated by reference in, the Registration Statement, in which the Proxy Statement will be included, including any amendments or supplements thereto and any other document incorporated or referenced therein, will not, on the date the Proxy Statement is first mailed to stockholders of the Company or at the time of the Company Stockholders' Meeting, contain any untrue statement of any material fact or omit to state any material fact required to be stated therein or necessary in order to make the statements therein, at the time and in light of the circumstances under which they were made, not false or misleading. Notwithstanding the foregoing provisions of this Section 3.9, no representation or warranty is made by the Company with respect to information or statements made or incorporated by reference in the Registration Statement that were not supplied by or on behalf of the Company for use therein.


        Section 3.10
    Absence of Certain Changes.     


        Section 3.11
    No Undisclosed Material Liabilities.     There are no liabilities or obligations of the Company or any of its Subsidiaries that would be required by GAAP, as in effect on the date hereof, to be reflected on the consolidated balance sheet of the Company (including the notes thereto), other than (a) liabilities or obligations disclosed, reflected, reserved against or otherwise provided for in the

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Company Balance Sheet or in the notes thereto, (b) liabilities or obligations incurred in the ordinary course of business since December 31, 2016, (c) liabilities or obligations arising out of the preparation, negotiation and consummation of the transactions contemplated by this Agreement and (d) liabilities or obligations that have not had, and would not reasonably be expected to have, individually or in the aggregate, a Company Material Adverse Effect.


        Section 3.12
    Compliance with Laws and Court Orders; Governmental Authorizations.     

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        Section 3.13
    Litigation.     Except as has not had and would not reasonably be expected to have, individually or in the aggregate, a Company Material Adverse Effect, there is no (a) Proceeding pending (or, to the Knowledge of the Company, threatened) by any Governmental Authority with respect to the Company or any of its Subsidiaries, (b) Proceeding pending (or, to the Knowledge of the Company, threatened) against the Company or any of its Subsidiaries before any Governmental Authority or (c) Order against the Company or any of its Subsidiaries.


        Section 3.14
    Properties.     

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        Section 3.15
    Intellectual Property.     

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        Section 3.16    Taxes.     


        Section 3.17
    Employee Benefit Plans.     

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        Section 3.18
    Employees; Labor Matters.     

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        Section 3.19
    Environmental Matters.     


        Section 3.20
    Material Contracts.     

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        Each Contract of the type described in clauses (i) through (xviii) is referred to herein as a "Company Material Contract".


        Section 3.21
    Insurance.     Except as would not reasonably be expected to have, individually or in the aggregate, a Company Material Adverse Effect, as of the date hereof, each of the insurance policies and arrangements relating to the business, assets and operations of the Company are in full force and effect. All premiums due thereunder have been paid and the Company and its Subsidiaries are otherwise in compliance in all material respects with the terms and conditions of all such policies. As of the date of this Agreement, neither the Company nor any of its Subsidiaries has received any written notice regarding any cancellation or invalidation of any such insurance policy, other than such cancellation or invalidation that would not reasonably be expected to have, individually or in the agreement, a Company Material Adverse Effect.


        Section 3.22
    MVPD Matters.     Section 3.22 of the Company Disclosure Letter contains, as of the date hereof, a list of all Company Station retransmission consent agreements with MVPDs that reported more than 50,000 paid subscribers to the Company, any Company Sharing Company or any of their respective Subsidiaries for March 2017 with respect to at least one Company Station. To the Knowledge of the Company, the Company, the Company Sharing Company or their applicable respective Subsidiaries have entered into retransmission consent agreements with respect to each MVPD with more than 50,000 paid U.S. pay television subscribers in any of the Company Stations' Markets. Except as would not reasonably be expected to have, individually or in the aggregate, a Company Material Adverse Effect, since December 1, 2014 and until the date hereof, (a) no such MVPD has provided written notice to the Company, any Company Sharing Company, any Subsidiary of the Company or any Subsidiary of a Company Sharing Company of any material signal quality issue or has failed to respond to a request for carriage or, to the Knowledge of the Company, sought any form of relief from carriage of a Company Station from the FCC, (b) neither the Company, any Company Sharing Company nor any of their respective Subsidiaries has received any written notice from any such MVPD of such MVPD's intention to delete a Company Station from carriage or to change such Company Station's channel position and (c) neither the Company, any Company Sharing Company nor any of their respective Subsidiaries has received written notice of a petition seeking FCC modification of any Market in which a Company Station is located.

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        Section 3.23
    Finders' Fee, etc.     Except for Moelis & Company ("Moelis") and Guggenheim Securities, LLC ("Guggenheim"), there is no investment banker, broker or finder that has been retained by or is authorized to act on behalf of the Company or any of its Subsidiaries who is entitled to any fee or commission from the Company or any of its Subsidiaries in connection with the transactions contemplated by this Agreement, and the agreements with respect to such engagements have previously been made available to Parent.


        Section 3.24
    Opinions of Financial Advisors.     The Company Board has received (a) the opinion of Moelis to the effect that, as of the date of such opinion, and based upon and subject to the assumptions, qualifications, matters and limitations set forth therein, the Merger Consideration to be received by the holders of Company Stock in the Merger is fair, from a financial point of view to such holders (other than certain excluded holders) and (b) the opinion of Guggenheim to the effect that, as of the date of such opinion, and based upon and subject to the assumptions, qualifications, matters and limitations set forth therein, the Merger Consideration is fair, from a financial point of view, to the holders of Company Stock (other than Parent and its Affiliates). The Company will, following the execution of this Agreement, make available to Parent, solely for informational purposes, a signed copy of each such opinion.


        Section 3.25
    Antitakeover Statutes.     Assuming the accuracy of Parent's and Merger Sub's representations and warranties in Section 4.15, (a) the Company Board has taken all action necessary to exempt the Merger, this Agreement and the transactions contemplated hereby, including the Company Voting Agreement, from Section 203 of the DGCL and (b) to the Knowledge of the Company, no other Takeover Statute enacted under U.S. state or federal laws apply to this Agreement or any of the transactions contemplated hereby.


        Section 3.26
    Company Programming Service.     Except as would not reasonably be expected to have, individually or in the aggregate, a Company Material Adverse Effect, since the January 1, 2017, neither the Company nor any of its Subsidiaries has received any written notice of the intention of any Person with more than 25,000 subscribers, in the aggregate, to delete a Company Programming Service from carriage or to change the Company Programming Service's channel position or tier placement.


        Section 3.27
    No Additional Representations; Limitation on Warranties.     Except for the representations and warranties expressly made by the Company in this Agreement, neither the Company nor any other Person makes any express or implied representation or warranty whatsoever or with respect to any information provided or made available in connection with the transactions contemplated by this Agreement, including any information, documentation, forecasts, budgets, projections or estimates provided by the Company or any Representative of the Company, including in any "data rooms" or management presentations or the accuracy or completeness of any of the foregoing. The Company has conducted its own independent review and analysis of the business, operations, assets, liabilities, results of operations, financial condition and technology of Parent and acknowledges that the Company has been provided access to personnel, properties, premises and records of Parent for such purposes. In entering into this Agreement, except as expressly provided herein, the Company has relied solely upon its independent investigation and analysis of Parent and the Company acknowledges and agrees that it has not been induced by and has not relied upon any representations, warranties or statements, whether express or implied, made by Parent or any of its directors, officers, stockholders, employees, affiliates, agents, advisors or representatives that are not expressly set forth in this Agreement, whether or not such representations, warranties or statements were made in writing or orally.

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ARTICLE IV

REPRESENTATIONS AND WARRANTIES OF PARENT AND MERGER SUB

        Subject to Section 10.5, (a) except as disclosed in the Parent SEC Documents publicly filed after December 1, 2014; provided that in no event shall any risk factor disclosure under the heading "Risk Factors" or disclosure set forth in any "forward looking statements" disclaimer or other general statements to the extent they are cautionary, predictive or forward looking in nature that are included in any part of any Parent SEC Document be deemed to be an exception to, or, as applicable, disclosure for purposes of, any representations and warranties of Parent or the Merger Sub contained in this Agreement, it being agreed that this clause (a) shall not be applicable to Section 4.2 or Section 4.5, and (b) except as set forth in the Parent Disclosure Letter, Parent represents and warrants to the Company that:


        Section 4.1
    Corporate Existence and Power.     Parent is a corporation duly incorporated, validly existing and in good standing under the laws of the State of Maryland. At the time of its incorporation, Merger Sub will be a corporation duly incorporated, validly existing and in good standing under the laws of the State of Delaware. Parent has, and at the time of its incorporation, Merger Sub will have, all corporate power and authority to carry on its business as now conducted (in the case of Parent) and as conducted at the time of the execution and delivery of the Joinder Agreement (in the case of Merger Sub) and Parent is duly qualified to do business as a foreign corporation and is in good standing in each jurisdiction where such qualification is necessary for the conduct of its business as now conducted, except where any failure to have such power or authority or to be so qualified would not reasonably be expected to have, individually or in the aggregate, a Parent Material Adverse Effect. Prior to the date of this Agreement, Parent has delivered or made available to the Company true and complete copies of the organizational documents of Parent as in effect on the date of this Agreement. Prior to the date of the incorporation of Merger Sub, Parent will deliver to the Company true and complete copies of the forms of organizational documents that will be the organizational documents of Merger Sub at the time of its incorporation.


        Section 4.2
    Corporate Authorization.     Parent has, and at the time of its incorporation, Merger Sub will have, all requisite corporate power and authority to execute and deliver this Agreement (in the case of Merger Sub, by executing and delivering the Joinder Agreement), to perform its obligations hereunder and to consummate the transactions contemplated hereby. The execution and delivery of this Agreement (in the case of Merger Sub, by executing and delivering the Joinder Agreement) by Parent and Merger Sub, the performance of their obligations hereunder and the consummation of the transactions contemplated hereby have been (in the case of Parent) or will have been upon the execution and delivery of the Joinder Agreement (in the case of Merger Sub) duly authorized by all necessary corporate action on the part of Parent and Merger Sub. No other corporate proceeding on the part of Parent or Merger Sub is necessary to authorize the execution and delivery of this Agreement (in the case of Merger Sub, by the execution and delivery of the Joinder Agreement), the performance by Parent and Merger Sub of their obligations hereunder and the consummation by Parent and Merger Sub of the transactions contemplated hereby. This Agreement, assuming due authorization, execution and delivery by the Company, constitutes a valid and binding obligation of Parent and, upon the execution and delivery of the Joinder Agreement by Merger Sub, will constitute a valid and binding obligation of Merger Sub, enforceable against Parent and Merger Sub in accordance with its terms, subject to the Enforceability Exceptions. As of the date of this Agreement, the Parent Board has, and, upon the execution and delivery of the Joinder Agreement by Merger Sub, the board of director of Merger Sub will have, approved and declared advisable this Agreement and the transactions contemplated hereby. Upon the execution and delivery of the Joinder Agreement by Merger Sub, Parent, as the sole stockholder of Merger Sub, will have approved and adopted this Agreement and the transactions contemplated hereby. The Parent Board, at a meeting duly called and held, has duly and unanimously adopted resolutions that have not been withdrawn or amended that

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(i) determined that the terms of this Agreement and the transactions contemplated hereby, including the Merger and the Parent Share Issuance, are fair to, and in the best interests of, Parent and its stockholders, (ii) determined that it is in the best interests of Parent and its stockholders and declared it advisable for Parent to enter into this Agreement and perform its obligations hereunder and (iii) approved the execution and delivery by Parent of this Agreement, the performance by Parent of its covenants and agreements contained herein and the consummation of the transactions contemplated by this Agreement, including the Merger and the Parent Share Issuance, upon the terms and subject to the conditions contained herein.


        Section 4.3
    Governmental Authorization.     The execution and delivery of this Agreement by Parent and Merger Sub (in the case of Merger Sub, by the execution and delivery of the Joinder Agreement) and the performance of their obligations hereunder require no action by or in respect of, or filing with, any Governmental Authority, other than (a) the filing of the Certificate of Merger with the Secretary of State of the State of Delaware, (b) compliance with any applicable requirements of the HSR Act, (c) compliance with any applicable requirements of the Securities Act, the Exchange Act and any other applicable state or federal securities laws, (d) compliance with any applicable requirements of NASDAQ, (e) the filing of the FCC Applications and obtaining the FCC Consent, together with any reports or informational filings required in connection therewith under the Communications Act and the FCC Rules and (f) any actions or filings the absence of which would not reasonably be expected to have, individually or in the aggregate, a Parent Material Adverse Effect.


        Section 4.4
    Non-Contravention.     The execution and delivery of this Agreement by Parent and Merger Sub (in the case of Merger Sub, by the execution and delivery of the Joinder Agreement) and the performance of their obligations hereunder do not and will not, assuming the authorizations, consents and approvals referred to in clauses (a) through (e) of Section 4.3 are obtained, (a) conflict with or breach any provision of the organizational documents of Parent or Merger Sub, (b) conflict with or breach any provision of any Law or Order, (c) require any consent of or other action by any Person under, constitute a default or an event that, with or without notice or lapse of time or both, would constitute a default under, or cause or permit the termination, cancellation, acceleration or other change of any right or obligation or the loss of any benefit under any provision of any Contract to which Parent or any of its Subsidiaries is party or which is binding upon Parent or any of its Subsidiaries, any of their respective properties or assets or any license, franchise, permit, certificate, approval or other similar authorization affecting Parent and its Subsidiaries or (d) result in the creation or imposition of any Lien, other than any Permitted Lien, on any property or asset of Parent or any of its Subsidiaries, except, in the case of each of clauses (b), (c) and (d), as would not reasonably be expected to have, individually or in the aggregate, a Parent Material Adverse Effect.


        Section 4.5
    Capitalization.     

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        Section 4.6
    Subsidiaries.     

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        Section 4.7
    SEC Filings and the Sarbanes-Oxley Act.     


        Section 4.8
    Financial Statements.     The consolidated financial statements of Parent included or incorporated by reference in the Parent SEC Documents (including all related notes and schedules thereto) when filed complied as to form in all material respects with the applicable accounting

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requirements and the published rules and regulations of the SEC with respect thereto in effect at the time of such filing and fairly present in all material respects the consolidated financial position of Parent and its consolidated Subsidiaries, as of the respective dates thereof, and the consolidated results of their operations and their consolidated cash flows for the respective periods then ended (subject, in the case of the unaudited statements, to normal year-end audit adjustments and to any other adjustments described therein, including the notes thereto) and were prepared in accordance with GAAP (except, in the case of the unaudited statements for normal year-end adjustments and for the absence of notes) applied on a consistent basis during the periods involved (except as may be indicated therein or in the notes thereto). Such consolidated financial statements have been prepared from, and are in accordance with, the books and records of Parent and its Subsidiaries. From December 31, 2016 to the date of this Agreement, there has not been any material change in the accounting methods used by Parent.


        Section 4.9
    Financing.     

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        Section 4.10
    Information Supplied.     The information relating to Parent and its Subsidiaries to be contained in, or incorporated by reference in, the Registration Statement, in which the Proxy Statement will be included, including any amendments or supplements thereto and any other document incorporated or referenced therein, will not, on the date the Registration Statement is filed with the SEC or declared effective by the SEC, contain any untrue statement of any material fact or omit to state any material fact required to be stated therein or necessary in order to make the statements therein, at the time and in light of the circumstances under which they were made, not false or misleading. The Registration Statement will comply in all material respects as to form with the requirements of the Exchange Act and the rules and regulations promulgated thereunder. Notwithstanding the foregoing provisions of this Section 4.10, no representation or warranty is made by Parent with respect to information or statements made or incorporated by reference in the Registration Statement that were not supplied by or on behalf of Parent for use therein.


        Section 4.11
    Absence of Certain Changes.     


        Section 4.12
    No Undisclosed Material Liabilities.     There are no liabilities or obligations of Parent or any of its Subsidiaries that would be required by GAAP, as in effect on the date hereof, to be reflected on the consolidated balance sheet of Parent (including the notes thereto), other than (a) liabilities or obligations disclosed, reflected, reserved against or otherwise provided for in the Parent Balance Sheet or in the notes thereto, (b) liabilities or obligations incurred in the ordinary course of business since December 31, 2016, (c) liabilities or obligations arising out of the preparation,

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negotiation and consummation of the transactions contemplated by this Agreement and (d) liabilities or obligations that have not had, and would not reasonably be expected to have, individually or in the aggregate, a Parent Material Adverse Effect.


        Section 4.13
    Compliance with Laws and Court Orders; Governmental Authorizations.     

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        Section 4.14
    Litigation.     Except as has not had and would not reasonably be expected to have, individually or in the aggregate, a Parent Material Adverse Effect, there is no (a) Proceeding or investigation pending (or, to the Knowledge of Parent, threatened) by any Governmental Authority with respect to Parent or any of its Subsidiaries, (b) Proceeding pending (or, to the Knowledge of Parent, threatened) against Parent or any of its Subsidiaries before any Governmental Authority or (c) Orders against Parent or any of its Subsidiaries or any of their respective properties.


        Section 4.15
    Share Ownership.     None of Parent, Merger Sub or any of their respective Affiliates beneficially owns (as such term is used in Rule 13d-3 promulgated under the Exchange Act) any Company Stock or any options, warrants or other rights to acquire Company Stock or other securities of, or any other economic interest (through derivatives, securities or otherwise) in the Company.


        Section 4.16
    Properties.     


        Section 4.17
    Intellectual Property.     

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        Section 4.18    Taxes.     

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        Section 4.19
    Employee Benefit Plans.     

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        Section 4.20
    Employees; Labor Matters.     


        Section 4.21
    Environmental Matters.     

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        Section 4.22
    Material Contracts.     


        Section 4.23
    Insurance.     Except as would not reasonably be expected to have, individually or in the aggregate, a Parent Material Adverse Effect, as of the date hereof, each of the insurance policies and arrangements relating to the business, assets and operations of Parent are in full force and effect. All premiums due thereunder have been paid and Parent and its Subsidiaries are otherwise in compliance in all material respects with the terms and conditions of all such policies. As of the date hereof, neither Parent nor any of its Subsidiaries has received any written notice regarding any cancellation or invalidation of any such insurance policy, other than such cancellation or invalidation that would not reasonably be expected to have, individually or in the agreement, a Parent Material Adverse Effect.


        Section 4.24
    MVPD Matters.     To the Knowledge of the Parent, Parent or its applicable Subsidiaries have entered into retransmission consent agreements with respect to each MVPD with more than 50,000 paid U.S. pay television subscribers in any of the Parent Stations' Markets. Except as would not reasonably be expected to have, individually or in the aggregate, a Parent Material Adverse Effect, since December 1, 2014 and until the date hereof, (a) no such MVPD has provided written notice to Parent or any Subsidiary of Parent of any material signal quality issue or has failed to respond to a request for carriage or, to the Knowledge of Parent, sought any form of relief from carriage of a Parent Station from the FCC, (b) neither Parent nor any Subsidiary of Parent has received any written notice from any such MVPD of such MVPD's intention to delete a Parent Station from carriage or to change such Parent Station's channel position and (c) neither Parent nor any Subsidiary of Parent has received written notice of a petition seeking FCC modification of any Market in which a Parent Station is located.


        Section 4.25
    No Additional Representations; Limitation on Warranties.     Except for the representations and warranties expressly made by Parent and Merger Sub in this Article IV, neither Merger Sub nor any other Person makes any express or implied representation or warranty whatsoever or with respect to any information provided or made available in connection with the transactions contemplated by this Agreement, including any information, documentation, forecasts, budgets, projections or estimates provided by Parent or any Representative of Parent, including in any "data rooms" or management presentations or the accuracy or completeness of any of the foregoing. Parent has conducted its own independent review and analysis of the business, operations, assets, liabilities, results of operations, financial condition and technology of the Company and acknowledges that Parent

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has been provided access to personnel, properties, premises and records of the Company for such purposes. In entering into this Agreement, except as expressly provided herein, Parent has relied solely upon its independent investigation and analysis of the Company and Parent acknowledges and agrees that it has not been induced by and has not relied upon any representations, warranties or statements, whether express or implied, made by the Company or any of its directors, officers, stockholders, employees, affiliates, agents, advisors or representatives that are not expressly set forth in this Agreement, whether or not such representations, warranties or statements were made in writing or orally.


ARTICLE V

COVENANTS OF THE COMPANY

        Section 5.1    Conduct of the Company.     From the date of this Agreement until the earlier to occur of the Effective Time and the termination of this Agreement in accordance with Article IX, except as otherwise expressly permitted or expressly contemplated by this Agreement, as set forth in Section 5.1 of the Company Disclosure Letter, as consented to in writing by Parent (such consent not to be unreasonably withheld, conditioned or delayed) or as required by applicable Law, the Company shall, and shall cause each of its Subsidiaries to, (i) conduct its business in all material respects in the ordinary course of business consistent with past practices and use reasonable best efforts to cause each of the Company Sharing Companies and their respective Subsidiaries to conduct its business in the ordinary course of business consistent with past practices, (ii) use reasonable best efforts to maintain the Company Station Licenses and the rights of it, the Company Sharing Companies and their respective Subsidiaries thereunder and (iii) use its reasonable best efforts to preserve intact in all material respects its current business organization, ongoing businesses and significant relationships with third parties. Without limiting the generality of the foregoing, from the date of this Agreement until the earlier to occur of the Effective Time and the termination of this Agreement in accordance with Article IX, except as otherwise expressly permitted or contemplated by this Agreement, as set forth in Section 5.1 of the Company Disclosure Letter, as consented to in writing by Parent (such consent not to be unreasonably withheld, conditioned or delayed) or as required by applicable Law, the Company shall not, nor shall it permit any of its Subsidiaries to:

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        Parent and Merger Sub acknowledge and agree that: (i) nothing contained in this Agreement shall give Parent or Merger Sub, directly or indirectly, the right to control or direct the Company's operations prior to the Closing, (ii) prior to the Closing, the Company shall exercise, consistent with the terms and conditions of this Agreement, complete control and supervision over its and its Subsidiaries' operations and (iii) notwithstanding anything to the contrary set forth in this Agreement, no consent of Parent or Merger Sub shall be required with respect to any matter set forth in this Section 5.1 or elsewhere in this Agreement to the extent that the requirement of such consent would violate any applicable Law.


        Section 5.2
    Cubs Tax Dispute.     Notwithstanding anything to the contrary contained herein, the Company shall (a) use commercially reasonable efforts to conduct the Cubs Tax Dispute actively and diligently, (b) keep Parent reasonably informed of all substantive developments and events relating to the Cubs Tax Dispute (including by promptly forwarding copies to Parent of any correspondence or other materials sent to or received from the IRS with respect thereto), (c) provide Parent (and/or Parent's designated counsel or advisors) with an opportunity to review and comment on any substantive written filings or materials (including any correspondence) prepared by or on behalf of the Company in

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connection with the Cubs Tax Dispute, reasonably in advance of the submission of such filings or materials, (d) afford Parent (and/or Parent's designated counsel or advisors) the opportunity to participate as an observer in substantive discussions and meetings (including discussions regarding possible settlement) with the IRS or any court and (e) reasonably consult with Parent in connection with the prosecution and defense of the Cubs Tax Dispute; provided, however, that Parent's rights under this Section 5.2 shall not be permitted to unduly delay or impede the Company from complying with any deadline or judicial order imposed with respect to the Cubs Tax Dispute.


ARTICLE VI

COVENANTS OF PARENT AND MERGER SUB

        Section 6.1    Conduct of Parent.     From the date of this Agreement until the earlier to occur of the Effective Time and the termination of this Agreement in accordance with Article IX, except as otherwise expressly permitted or contemplated by this Agreement, as set forth in Section 6.1 of the Parent Disclosure Letter, as consented to in writing by the Company (such consent not to be unreasonably withheld, conditioned or delayed) or as required by applicable Law, Parent shall, and shall cause each of its Subsidiaries to (i) conduct its business in all material respects in the ordinary course of business consistent with past practices and (ii) use its reasonable best efforts to maintain the Parent Station Licenses and the rights of it and its Subsidiaries thereunder. Without limiting the generality of the foregoing, from the date of this Agreement until the earlier to occur of the Effective Time and the date of termination of this Agreement in accordance with Article IX, except as expressly contemplated by this Agreement, as set forth in Section 6.1 of the Parent Disclosure Letter, as consented to in writing by the Company (such consent not to be unreasonably withheld, conditioned or delayed) or as required by applicable Law, Parent shall not, nor shall it permit any of its Subsidiaries to:

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The Company acknowledges and agrees that: (i) nothing contained in this Agreement shall give the Company, directly or indirectly, the right to control or direct Parent's or Merger Sub's operations prior to the Closing, (ii) prior to the Closing, Parent and Merger Sub shall exercise, consistent with the terms and conditions of this Agreement, complete control and supervision over its and its Subsidiaries' operations and (iii) notwithstanding anything to the contrary set forth in this Agreement, no consent of the Company shall be required with respect to any matter set forth in this Section 6.1 or elsewhere in this Agreement to the extent that the requirement of such consent would violate any applicable Law.


        Section 6.2
    Obligations of Merger Sub.     Parent shall cause Merger Sub to perform when due its obligations under this Agreement and to consummate the Merger pursuant to the terms and subject to the conditions set forth in this Agreement.


        Section 6.3
    Director and Officer Indemnification.     

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        Section 6.4
    Employee Matters.     

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        Section 6.5
    Merger Sub.     Parent will take all actions necessary to (a) form the Merger Sub and cause Merger Sub to execute and deliver a Joinder Agreement within one Business Day after the date hereof; (b) cause Merger Sub to perform its obligations under this Agreement and to consummate the Merger on the terms and conditions set forth in this Agreement; and (c) ensure that Merger Sub prior to the Effective Time shall not conduct any business, incur or guarantee any indebtedness or make any investments, other than as specifically contemplated by this Agreement.


ARTICLE VII

COVENANTS OF PARENT AND THE COMPANY

        Section 7.1    Efforts.     

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        Section 7.2    Preparation of SEC Documents; Stockholders' Meetings.     

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        Section 7.3
    No Solicitation by the Company.     

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        Section 7.4
    No Solicitation by Parent.     From and after the date of this Agreement until the earlier to occur of the Effective Time and the termination of this Agreement in accordance with Article IX, Parent shall not, and shall cause its Subsidiaries not to, and shall not authorize or permit any of its officers, directors, employees or Representatives to, directly or indirectly, (i) solicit, initiate or knowingly encourage or knowingly facilitate any inquiry, proposal or offer which constitutes, or would reasonably be expected to lead to, a Parent Acquisition Proposal or (ii) participate in any discussions, negotiations regarding, or furnish to any Person (other than the Company, its Affiliates and their respective Representatives) any nonpublic information relating to Parent and its Subsidiaries, in connection with any Parent Acquisition Proposal.


        Section 7.5
    Public Announcements.     The initial press release with respect to the execution of this Agreement and the transactions contemplated hereby shall be a joint press release. Thereafter, so long as this Agreement is in effect, neither Parent nor the Company, nor any of their respective Affiliates, shall issue or cause the publication of any press release or other public statement relating to the Merger or this Agreement without the prior written consent of the other Party, unless such Party determines, after consultation with outside counsel, that it is required by applicable Law or by any listing agreement with or the listing rules of a national securities exchange or trading market to issue or cause the publication of any press release or other public announcement with respect to the Merger or this Agreement, in which event such Party shall provide, on a basis reasonable under the circumstances, an opportunity to the other Party to review and comment on such press release or other announcement in advance, and shall give reasonable consideration to all reasonable comments suggested thereto. None of the limitations set forth in this Section 7.5 shall apply to any disclosure of any information (a) in connection with or following a Company Acquisition Proposal, Parent Acquisition Proposal, Company Adverse Recommendation Change or Parent Adverse Recommendation Change and matters related thereto, (b) in connection with any dispute between the Parties relating to this Agreement or (c) consistent with previous press releases, public disclosures or public statements made by Parent or the Company in compliance with this Section 7.5.


        Section 7.6
    Notices of Certain Events.     Each of the Company and Parent shall promptly notify and provide copies to the other of (a) any material written notice from any Person alleging that the approval or consent of such Person is or may be required in connection with the Merger or the other transactions contemplated by this Agreement, (b) any written notice or other communication from any Governmental Authority or securities exchange in connection with the Merger or the other transactions contemplated by this Agreement, (c) any Proceeding or investigation, commenced or, to its Knowledge, threatened against, the Company or any of its Subsidiaries or Parent or any of its Subsidiaries, as the case may be, that would be reasonably likely to (i) prevent or materially delay the consummation of the Merger or the other transactions contemplated hereby or (ii) result in the failure of any condition to the Merger set forth in Article VIII to be satisfied, or (d) the occurrence of any event which would or would be reasonably likely to (i) prevent or materially delay the consummation of the Merger or the other transactions contemplated hereby or (ii) result in the failure of any condition to the Merger set forth in Article VIII to be satisfied; provided that the delivery of any notice pursuant to this Section 7.6 shall not (x) affect or be deemed to modify any representation, warranty, covenant, right, remedy, or condition to any obligation of any Party hereunder or (y) update any section of the Company Disclosure Letter or the Parent Disclosure Letter.

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        Section 7.7
    Access to Information.     


        Section 7.8
    Section 16 Matters.     Prior to the Effective Time, Parent and the Company shall use reasonable best efforts to take all such steps as may be required to cause any dispositions of Company Stock (including derivative securities with respect to Company Stock) or acquisitions of Parent Common Stock (including derivative securities with respect to Parent Common Stock) resulting from the transactions contemplated by this Agreement by each individual who is subject to the reporting requirements of Section 16(a) of the Exchange Act with respect to the Company or will become subject to such reporting requirements with respect to Parent to be exempt under Rule 16b-3 promulgated under the Exchange Act, to the extent permitted by applicable Law.


        Section 7.9
    Stock Exchange Listing of Parent Common Stock and De-listing of Company Stock; Exchange Act Deregistration.     Parent shall use reasonable best efforts to cause the Parent Common Stock issuable in the Parent Share Issuance to be authorized for listing on NASDAQ, subject to official notice of issuance, prior to the Closing Date. Parent shall also use its reasonable best efforts to obtain all necessary state securities Law or "Blue Sky" permits and approvals required to carry out the transactions contemplated by this Agreement. Parent shall, with the reasonable cooperation of the Company, take, or cause to be taken, all actions, and do or cause to be done all things, necessary, proper or advisable on its part under applicable Laws and rules and policies of the NYSE to enable the de-listing by the Surviving Corporation of the Class A Stock from the NYSE and the deregistration of the Class A Stock and other securities of the Company under the Exchange Act as promptly as practicable after the Effective Time.

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        Section 7.10
    Stockholder Litigation.     Each Party shall promptly notify the other Party in writing of any litigation related to this Agreement, the Merger or the other transactions contemplated by this Agreement that is brought against such Party, its Subsidiaries and/or any of their respective directors and shall keep the other Party informed on a reasonably current basis with respect to the status thereof. The Company shall give Parent the opportunity to participate, at its expense and subject to a customary joint defense agreement, in the defense or settlement of any such litigation, and the Company shall not settle any such litigation without the prior written consent of Parent (not to be unreasonably withheld, conditioned or delayed). Without limiting in any way the Parties' obligations under Section 7.1, each of the Company and Parent shall, and shall cause their respective Subsidiaries to, cooperate in the defense or settlement of any litigation contemplated by this Section 7.10.


        Section 7.11
    Takeover Statutes.     The Parties shall use their respective reasonable best efforts (a) to take all action necessary so that no Takeover Statute is or becomes applicable to the Merger or any other transaction contemplated hereby and (b) if any such Takeover Statute is or becomes applicable to any of the foregoing, to take all action necessary so that the Merger and the other transactions contemplated hereby may be consummated as promptly as reasonably practicable on the terms contemplated by this Agreement and otherwise to eliminate or minimize the effect of such Takeover Statute on the Merger and the other transactions contemplated hereby.


        Section 7.12
    Financing and Financing Cooperation.     

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        Section 7.13    Company Warrants.     


        Section 7.14
    Dividend Coordination.     After the date of this Agreement, notwithstanding anything to the contrary contained in Section 5.1(b) or Section 6.1(b), each of Parent and the Company shall coordinate with the other with respect to the declaration of any dividend in respect of Parent Common Stock and Parent Class B Stock or Company Stock and the record dates and payment dates relating thereto, it being the intention of the Parties that the holders of Company Stock shall not receive two dividends, or fail to receive one dividend, in any quarter with respect to their Company Stock and any Parent Common Stock that any such holder receives in exchange therefor in the Merger.


ARTICLE VIII

CONDITIONS TO THE MERGER

        Section 8.1    Conditions to Obligations of Each Party.     The obligations of Parent, Merger Sub and the Company to consummate the Merger are subject to the satisfaction, at or prior to the Closing, of the following conditions (which may be waived, in whole or in part, to the extent permitted by Law, by the mutual consent of Parent and the Company):

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        Section 8.2
    Conditions to Obligations of Parent and Merger Sub.     The obligations of Parent and Merger Sub to consummate the Merger are further subject to the satisfaction, at or prior to the Closing, of the following conditions (which may be waived, in whole or in part, to the extent permitted by Law, by Parent):


        Section 8.3
    Conditions to Obligations of the Company.     The obligations of the Company to consummate the Merger are further subject to the satisfaction, at or prior to the Closing, of the following conditions (which may be waived, in whole or in part, to the extent permitted by Law, by the Company):

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ARTICLE IX

TERMINATION

        Section 9.1    Termination.     This Agreement may be terminated at any time prior to the Effective Time (except as otherwise stated below):

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        Section 9.2
    Effect of Termination.     In the event of the termination of this Agreement by either Parent or the Company as provided in Section 9.1, written notice thereof shall forthwith be given by the terminating Party to the other Party specifying the provision hereof pursuant to which such termination is made. In the event of the termination of this Agreement in compliance with Section 9.1, this Agreement shall be terminated and this Agreement shall forthwith become void and have no effect, without any liability or obligation on the part of any Party (or any stockholder, director, officer, employee, agent, consultant or representative of such Party), other than the Confidentiality Agreement, this Section 9.2, Section 9.3, and Article X, which provisions shall survive such termination; provided, however, that, subject to the limitations set forth in Section 10.12, nothing in this Section 9.2 shall relieve any Party from liability for Willful Breach of this Agreement prior to such termination or the requirement to make the payments set forth in Section 9.3. No termination of this Agreement shall affect the obligations of the Parties contained in the Confidentiality Agreement.

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        Section 9.3    Termination Fees; Expenses.     

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ARTICLE X

Miscellaneous

        Section 10.1    No Survival of Representations and Warranties.     None of the representations, warranties covenants and agreements in this Agreement, or in any schedule, certificate, instrument or other document delivered pursuant to this Agreement, shall survive the Effective Time or, except as provided in Section 9.2, the termination of this Agreement pursuant to Section 9.1, as the case may be. This Section 10.1 shall not limit any covenant or agreement of the Parties which by its terms contemplates performance after the Effective Time.


        Section 10.2
    Amendment and Modification.     Subject to applicable Law, this Agreement may be amended, modified or supplemented in any and all respects by written agreement of the Parties at any time prior to the Effective Time with respect to any of the terms contained herein; provided that after the Company Stockholder Approval is obtained, no amendment that requires further stockholder approval under applicable Law shall be made without such required further approval. A termination of this Agreement pursuant to Section 9.1 or an amendment or waiver of this Agreement pursuant to this Section 10.2 or Section 10.3 shall, in order to be effective, require, in the case of Parent, Merger Sub and the Company, action by their respective board of directors (or a committee thereof), as applicable. Notwithstanding anything set forth above, this Section 10.2, Section 7.12, Section 10.8, Section 10.11(b), Section 10.12(c), Section 10.13 and Section 10.14 (and any provision of this Agreement to the extent an amendment, modification, waiver or termination of such provision would modify the substance of any such Section, and any related definitions insofar as they affect such Sections) shall not be amended, waived or otherwise modified in a manner that is adverse to the interests of any Financing Source without the prior written consent of such Financing Source.


        Section 10.3
    Extension; Waiver.     At any time prior to the Effective Time, subject to applicable Law, Parent or Merger Sub on the one hand, or the Company on the other hand, may (a) extend the time for the performance of any of the obligations or other acts of the other Parties, (b) waive any inaccuracies in the representations and warranties contained in this Agreement or in any document delivered pursuant to this Agreement of the other Parties or (c) subject to the proviso of the first sentence of Section 10.2, waive compliance by the other Parties with any of the agreements or conditions contained in this Agreement. Any agreement on the part of a Party to any such extension or waiver shall be valid only if set forth in an instrument in writing signed on behalf of such Party. The failure of any Party to assert any of its rights under this Agreement or otherwise shall not constitute a waiver of such rights, nor shall any single or partial exercise by any Party of any of its rights under this

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Agreement preclude any other or further exercise of such rights or any other rights under this Agreement. The Parties acknowledge and agree that Parent shall act on behalf of Merger Sub and the Company may rely on any notice given by Parent on behalf of Merger Sub with respect to the matters set forth in this Section 10.3.


        Section 10.4
    Expenses.     Except as otherwise provided herein, all costs and expenses incurred in connection with this Agreement shall be paid by the Party incurring such cost or expense.


        Section 10.5
    Disclosure Letter References.     All capitalized terms not defined in the Company Disclosure Letter or Parent Disclosure Letter (as applicable, the "Disclosure Letter") shall have the meanings assigned to them in this Agreement. The Disclosure Letter shall, for all purposes in this Agreement, be arranged in numbered and lettered parts and subparts corresponding to the numbered and lettered sections and subsections contained in this Agreement. Each item disclosed in the Disclosure Letter shall constitute an exception to or, as applicable, disclosure for the purposes of, the representations and warranties (or covenants, as applicable) to which it makes express reference and shall also be deemed to be disclosed or set forth for the purposes of every other part in the Disclosure Letter relating to the representations and warranties (or covenants, as applicable) set forth in this Agreement to the extent a cross-reference within the Disclosure Letter is expressly made to such other part in the Disclosure Letter, as well as to the extent that the relevance of such item as an exception to or, as applicable, disclosure for purposes of, such other section of this Agreement is reasonably apparent from the face of such disclosure. The listing of any matter on the Disclosure Letter shall not be deemed to constitute an admission by the Company or Parent, as applicable, or to otherwise imply, that any such matter is material, is required to be disclosed by the Company or Parent, as applicable, under this Agreement or falls within relevant minimum thresholds or materiality standards set forth in this Agreement. No disclosure in the Disclosure Letter relating to any possible breach or violation by the Company or Parent, as applicable, of any Contract or Law shall be construed as an admission or indication that any such breach or violation exists or has actually occurred. In no event shall the listing of any matter in the Disclosure Letter be deemed or interpreted to expand the scope of the representations, warranties, covenants or agreements set forth in this Agreement.


        Section 10.6
    Notices.     All notices and other communications hereunder shall be in writing and shall be deemed given if delivered personally, by facsimile (with confirmation of transmission), by email (with confirmation of receipt) or sent by a nationally recognized overnight courier service, such as Federal Express, to the Parties at the following addresses (or at such other address for a Party as shall be specified by like notice made pursuant to this Section 10.6):

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        Section 10.7
    Counterparts.     This Agreement may be executed in one or more counterparts, all of which shall be considered one and the same agreement, it being understood that each Party need not sign the same counterpart. This Agreement shall become effective when each Party shall have received a counterpart hereof signed by all of the other Parties. Signatures delivered electronically or by facsimile shall be deemed to be original signatures.


        Section 10.8
    Entire Agreement; No Third Party Beneficiaries.     This Agreement (including the Exhibits hereto and the documents and the instruments referred to herein), the Company Disclosure Letter, the Parent Disclosure Letter and the Confidentiality Agreement (a) constitute the entire agreement and supersede all prior agreements and understandings, both written and oral, between Parent and the Company and among the Parties with respect to the subject matter hereof and thereof; provided that (x) any provisions of the Confidentiality Agreement conflicting with this Agreement shall be superseded by this Agreement and (y) all standstill or similar provisions set forth in the Confidentiality Agreement shall terminate and no longer be in effect upon execution and delivery hereof) and (b) are not intended to and do not confer any rights, benefits, remedies, obligations or liabilities upon any Person other than the Parties and their respective successors and permitted assigns; provided, further, that notwithstanding the foregoing, following the Effective Time, the provisions of Section 6.3 shall be enforceable by each Company Indemnified Party hereunder and his or her heirs and his or her representatives. Notwithstanding anything to the contrary set forth above, the Financing Sources shall be a third party beneficiary of Section 7.12, Section 10.2, this Section 10.8, Section 10.11(b), Section 10.12(c) and Section 10.13 and Section 10.14.


        Section 10.9
    Severability.     If any term or other provision of this Agreement is held by a court of competent jurisdiction or other authority to be invalid, void, unenforceable or against its regulatory policy, the remainder of the terms and provisions of this Agreement shall remain in full force and effect and shall in no way be affected, impaired or invalidated, so long as the economic and legal substance of the transactions contemplated hereby, taken as a whole, are not affected in a manner materially adverse to any Party. Upon such a determination, the Parties shall negotiate in good faith to modify this Agreement so as to effect the original intent of the Parties as closely as possible in an acceptable manner in order that the transactions contemplated hereby be consummated as originally contemplated to the fullest extent possible.


        Section 10.10
    Assignment.     Neither this Agreement nor any of the rights, interests or obligations hereunder shall be assigned by any of the Parties in whole or in part (whether by operation of Law or

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otherwise) without the prior written consent of the other Parties, and any such assignment without such consent shall be null and void. This Agreement shall be binding upon, inure to the benefit of and be enforceable by the Parties and their respective successors and permitted assigns.


        Section 10.11
    Governing Law.     


        Section 10.12
    Enforcement; Exclusive Jurisdiction.     

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        Section 10.13
    WAIVER OF JURY TRIAL.     EACH OF THE PARTIES HEREBY KNOWINGLY, INTENTIONALLY AND VOLUNTARILY IRREVOCABLY WAIVES ANY AND ALL RIGHTS TO TRIAL BY JURY IN ANY LEGAL PROCEEDING ARISING OUT OF OR RELATED TO THIS AGREEMENT OR THE TRANSACTIONS CONTEMPLATED HEREBY (INCLUDING ANY ACTION, PROCEEDING, CLAIM OR COUNTERCLAIM INVOLVING ANY FINANCING SOURCE).


        Section 10.14
    No Recourse.     Notwithstanding anything herein to the contrary, the Company (on behalf of itself, its Subsidiaries and the equityholders, directors, officers, employees, consultants, financial advisors, accountants, legal counsel, investment bankers, and other agents, advisors and representatives of each of them) acknowledges and agrees that it (and such other Persons) shall have no recourse against the Financing Sources, and the Financing Sources shall be subject to no liability or claims by the Company (or such other Persons) in connection with the Financing or in any way relating to this Agreement or any of the transactions contemplated hereby or thereby, whether at law, in equity, in contract, in tort or otherwise. Subject to the rights of Parent under the Commitment Letter under the terms thereof, and notwithstanding anything to the contrary herein, Parent agrees on behalf of itself and its Affiliates that the Financing Sources shall not have any liability or obligation to Parent or any of its Affiliates (whether under contract or tort, in equity or otherwise) relating to this Agreement or any of the transactions contemplated herein (including the Financing).

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        IN WITNESS WHEREOF, the Parties have caused this Agreement to be duly executed by their respective authorized officers as of the date set forth on the cover page of this Agreement.

    TRIBUNE MEDIA COMPANY

 

 

By:

 

/s/ PETER M. KERN

        Name:   Peter M. Kern
        Title:   Chief Executive Officer

 

 

SINCLAIR BROADCAST GROUP, INC.

 

 

By:

 

/s/ CHRIS RIPLEY

        Name:   Chris Ripley
        Title:   CEO

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EXHIBIT A

JOINDER AGREEMENT

MAY [    ], 2017

        Reference is hereby made to that certain Agreement and Plan of Merger, dated as of May [    ], 2017 (the "Merger Agreement"), by and between [Parent], a Maryland corporation ("Parent"), and            , a Delaware corporation (the "Company"). Unless otherwise defined herein, terms used herein shall have the meanings given to them in the Merger Agreement.

        WHEREAS, the Merger Agreement provides that promptly following the execution and delivery thereof, Parent shall form a new wholly owned subsidiary as a Delaware corporation and Parent shall cause such entity to, and such entity shall, sign a joinder agreement to the Merger Agreement and be bound thereunder; and

        WHEREAS, the undersigned, [                    ], a Delaware corporation ("Merger Sub"), was duly incorporated by Parent on [                    ], 2017.

        NOW, THEREFORE, in consideration of the foregoing, the mutual covenants, representations, warranties and agreements set forth in the Merger Agreement, and other good and valuable consideration, the receipt and sufficiency of which are hereby acknowledged, intending to be legally bound, Merger Sub hereby agrees that it is and shall be deemed to be for all purposes, a party to the Merger Agreement, and is and shall be bound by all of the terms and conditions of the Merger Agreement applicable to Merger Sub, effective as of the date hereof, as if it were an original signatory thereto.

        [Signature Page Follows]

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        IN WITNESS WHEREOF, Merger Sub has executed this Agreement as of the date set forth above and agrees to be bound by the terms of the Merger Agreement applicable to Merger Sub.

    [                    ]

 

 

By:

 

  

        Name:

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EXHIBIT B

AMENDED AND RESTATED
CERTIFICATE OF INCORPORATION
OF
TRIBUNE MEDIA COMPANY


ARTICLE I

Name

        The name of the corporation is Tribune Media Company. (the "Corporation").


ARTICLE II

Registered Office and Registered Agent

        The address of the Corporation's registered office in the State of Delaware is c/o The Corporation Trust Company, Corporation Trust Center, 1209 Orange Street, in the City of Wilmington, County of New Castle, 19801. The registered agent of the Company for service of process at such address is The Corporation Trust Company.


ARTICLE III

Corporate Purpose

        The purpose of the Corporation is to engage in any lawful act or activity for which corporations may be organized under the General Corporation Law of the State of Delaware (the "General Corporation Law").


ARTICLE IV

Capital Stock

        The total number of shares of all classes of stock that the Corporation shall have authority to issue is 100, all of which shall be shares of Common Stock, par value $0.01 per share.


ARTICLE V

Directors

        (1)   The management of the business and the conduct of the affairs of the Corporation shall be vested in its Board of Directors. The Board of Directors shall consist of that number of directors to be fixed from time to time by the Board of Directors pursuant to a resolution adopted by a majority of directors then in office. The initial number of directors shall be two (2).

        (2)   Elections of directors of the Corporation need not be by written ballot, except and to the extent provided in the By-laws of the Corporation.

        (3)   To the fullest extent permitted by law, a director of the Corporation shall not be personally liable to the Corporation or its stockholders for monetary damages for breach of fiduciary duty as a director. If the General Corporation Law is amended or any other law of the State of Delaware is adopted or amended to authorize corporate action further eliminating or limiting the personal liability of directors, then the liability of a director of the Corporation shall be eliminated or limited to the fullest extent permitted by the General Corporation Law as so amended, or such other law of the State of Delaware. Any repeal or modification of the foregoing provisions of this Article V by the

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stockholders of the Corporation or adoption of any provision of this Amended and Restated Certificate of Incorporation inconsistent with this Article V shall not adversely affect any right or protection of a director of the Corporation existing at the time of, or increase the liability of any director of the Corporation with respect to any acts or omissions of such director occurring prior to, such repeal, modification or adoption of any inconsistent provision.


ARTICLE VI

Indemnification of Directors, Officers and Others


        (1)
    Right to Indemnification of Directors and Officers.     The Corporation shall indemnify and hold harmless, to the fullest extent permitted by law as it presently exists or may hereafter be amended, any person (an "Indemnified Person") who was or is a party or is threatened to be made a party to or is otherwise involved in any threatened, pending or completed action, suit or proceeding, whether civil, criminal, administrative or investigative (a "Proceeding"), by reason of the fact that such person, or a person for whom such person is the legal representative, is or was a director or officer of the Corporation or, while a director or officer of the Corporation, is or was serving at the request of the Corporation as a director, officer, trustee, manager, employee or agent of another corporation or of a partnership, joint venture, limited liability company, trust, enterprise, nonprofit entity or other entity of any type, including service with respect to any employee benefit plan, whether the basis of such Proceeding is alleged action in an official capacity as a director or officer or in any other capacity while serving, at the request of the Corporation, as a director, officer, trustee, manager, employee or agent, against all liability and loss suffered and expenses (including attorneys' fees) actually and reasonably incurred by such Indemnified Person in such Proceeding; provided that, as provided in the Plan of Reorganization, no such indemnification or reimbursement rights shall apply to any LBO-Related Causes of Action (as defined in the Plan of Reorganization) arising prior to December 8, 2008. Notwithstanding the preceding sentence, except as otherwise provided in Section C of this Article VI, the Corporation shall be required to indemnify an Indemnified Person in connection with a Proceeding (or part thereof) commenced by or on behalf of such Indemnified Person only if the commencement of such Proceeding (or part thereof) by the Indemnified Person was authorized in advance by the Board of Directors. The Corporation hereby agrees: (i) that it is the indemnitor of first resort (i.e., in the event any Indemnified Person has the right to receive indemnification from one or more sponsors, affiliates or third parties, the Corporation's obligations to such Indemnified Person are primary); and (ii) that it shall be required to pay the full amount of expenses (including attorneys' fees) actually and reasonably incurred by such Indemnified Person in connection with any Proceeding in advance of its final disposition as required by the terms of this Amended and Restated Certificate of Incorporation, without regard to (A) any rights such Indemnified Person may have, or the exercise of any such rights by such Indemnified Person, against any other sponsors, affiliates or third parties or (B) any advance or payment made by such sponsors, affiliates or third parties on behalf of such Indemnified Person with respect to any claim for which such Indemnified Person is entitled to indemnification from the Corporation; and (iii) that it irrevocably waives, relinquishes and releases such sponsors or affiliates from any and all claims against such sponsors or affiliates for contribution, subrogation or any other recovery of any kind in respect thereof.


        (2)
    Prepayment of Expenses.     The Corporation shall pay the expenses (including attorneys' fees) actually and reasonably incurred by an Indemnified Person in connection with any Proceeding in advance of its final disposition; provided, however, that, to the extent required by law, such payment of expenses in advance of the final disposition of the Proceeding shall be made only upon receipt of an undertaking by the Indemnified Person to repay all amounts advanced if it should be ultimately determined that the Indemnified Person is not entitled to be indemnified under this Article VI or otherwise.

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        (3)
    Claims by Indemnified Persons.     If a claim for indemnification or advancement of expenses under this Article VI is not paid in full within 30 days after a written claim therefor by the Indemnified Person has been received by the Corporation (and any undertaking required under Section B of this Article VI), the Indemnified Person may file suit to recover the unpaid amount of such claim. If successful in whole or in part in any such suit, or in a suit brought by the Corporation to recover an advancement of expenses, the Indemnified Person shall be entitled to be paid the expense of prosecuting or defending such claim. In any such action, the Corporation shall have the burden of proving that the Indemnified Person is not entitled to the requested indemnification or advancement of expenses under applicable law.


        (4)
    Indemnification of Employees and Agents.     The Corporation may indemnify and advance expenses to any person who was or is made or is threatened to be made or is otherwise involved in any Proceeding by reason of the fact that such person, or a person for whom such person is the legal representative, is or was an employee or agent of the Corporation or, while an employee or agent of the Corporation, is or was serving at the request of the Corporation as a director, officer, trustee, manager, employee or agent of another corporation or of a partnership, joint venture, limited liability company, trust, enterprise, nonprofit entity or other entity of any type, including service with respect to any employee benefit plan, against all liability and loss suffered and expenses (including attorneys' fees) reasonably incurred by such person in connection with such Proceeding. The ultimate determination of entitlement to indemnification of persons who are non-director or non-officer employees or agents shall be made in such manner as is determined by the Board of Directors in its sole discretion. Notwithstanding the foregoing sentence, the Corporation shall not be required to indemnify a person described therein in connection with a Proceeding initiated by or on behalf of such person if the Proceeding was not authorized in advance by the Board of Directors.


        (5)
    Advancement of Expenses of Employees and Agents.     The Corporation may pay the expenses (including attorneys' fees) actually and reasonably incurred by an employee or agent in defending any Proceeding in advance of its final disposition on such terms and conditions as may be determined by the Board of Directors.


        (6)
    Non-Exclusivity of Rights.     The rights conferred on any person by this Article VI shall not be exclusive of any other rights which such person may have under the certificate of incorporation of the Corporation prior to the effectiveness of this Amended and Restated Certificate of Incorporation or have or hereafter acquire under any statute, provision of this Amended and Restated Certificate of Incorporation, bylaws, agreement, vote of stockholders or disinterested directors or otherwise.


        (7)
    Other Indemnification.     Except as provided in Article VI.A, the Corporation's obligation under the provisions of this Article VI, if any, to indemnify any person who was or is serving at its request as a director, officer, trustee, manager, employee or agent of another corporation or of a partnership, joint venture, limited liability company, trust, enterprise, nonprofit entity or other entity of any type, including service with respect to any employee benefit plan, shall be reduced by any amount such person collects as indemnification from such other corporation or such partnership, joint venture, limited liability company, trust, enterprise, nonprofit entity or other entity of any type; provided that no Indemnified Person shall have the obligation to reduce, offset, allocate, pursue or apportion any indemnification advancement, contribution or insurance coverage among multiple parties possessing such duties to such Indemnified Person prior to the Corporation's satisfaction of its obligations under the provisions of this Article VI.


        (8)
    Insurance.     The Board of Directors may, to the full extent permitted by law as it presently exists, or may hereafter be amended from time to time, authorize an appropriate officer or officers to purchase and maintain, at the Corporation's expense, insurance: (i) to indemnify the Corporation for any obligation which it incurs as a result of the indemnification of directors, officers, employees and agents under the provisions of this Article VI; and (ii) to indemnify or insure directors, officers,

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employees and agents against liability in instances in which they may not otherwise be indemnified by the Corporation under the provisions of this Article VI.


        (9)
    Amendment or Repeal.     Any repeal or modification of the foregoing provisions of this Article VI, or adoption of any provision of this Amended and Restated Certificate of Incorporation inconsistent with this Article VI, shall not adversely affect any right or protection hereunder of any person in respect of any act or omission occurring prior to the time of such repeal, modification or adoption of any inconsistent provision. The rights provided hereunder shall inure to the benefit of any Indemnified Person and such person's heirs, executors and administrators.


ARTICLE VII

By-Laws

        The directors of the Corporation shall have the power to adopt, amend or repeal the By-Laws of the Corporation.


ARTICLE VIII

Amendment

        The Corporation reserves the right to amend, alter, change or repeal any provisions contained in this Amended and Restated Certificate of Incorporation in the manner now or hereafter prescribed by law, and all the provisions of this Amended and Restated Certificate of Incorporation and all rights conferred on stockholders, directors and officers in this Amended and Restated Certificate of Incorporation are subject to this reserved power.

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ANNEX B

TROLLEY VOTING AND SUPPORT AGREEMENT

        This TROLLEY VOTING AND SUPPORT AGREEMENT (this "Agreement") is entered into as of May 8, 2017, by and among Sinclair Broadcast Group, Inc., a Maryland corporation ("Samson"), and the Persons whose names are set forth on the signature pages hereto under the caption "Stockholders" (each individually a "Stockholder" and, collectively, the "Stockholders").


W I T N E S S E T H:

        WHEREAS, as of the date of this Agreement, each Stockholder owns the number of shares of Class A common stock, par value $0.001 per share (the "Trolley Class A Stock"), and of Class B common stock, par value $0.001 per share (the "Trolley Class B Stock" and together with the Trolley Class A Stock, the "Trolley Stock"), of Tribune Media Company, a Delaware corporation ("Trolley"), set forth on Schedule A attached hereto;

        WHEREAS, concurrently herewith, Samson and Trolley are entering into an Agreement and Plan of Merger, dated as of the date hereof (as amended, modified, restated or supplemented from time to time, the "Merger Agreement"), pursuant to which Merger Sub (as defined below) will merge with and into Trolley (the "Merger") in accordance with the terms of the Merger Agreement and Trolley will survive the Merger as a wholly owned subsidiary of Samson and, except as set forth therein, each issued and outstanding share of Trolley Stock will be converted into the right to receive the Merger Consideration, all on the terms and subject to the conditions set forth in the Merger Agreement;

        WHEREAS, promptly following the date hereof, Samson will form a new wholly-owned subsidiary of Samson ("Merger Sub") as a Delaware corporation, and Samson will cause Merger Sub to, and Merger Sub will, execute and deliver a joinder agreement to the Merger Agreement and be bound thereunder; and

        WHEREAS, as a condition to the willingness of Samson to enter into the Merger Agreement, and as an inducement and in consideration therefor, Samson has required that the Stockholders agree, and the Stockholders have agreed, to enter into this Agreement.

        NOW, THEREFORE, in consideration of the foregoing and the mutual premises, representations, warranties, covenants and agreements contained in this Agreement, the parties, intending to be legally bound, hereby agree as follows:


ARTICLE 1
DEFINITIONS

        SECTION 1.1    Defined Terms.    For purposes of this Agreement, capitalized terms used in this Agreement that are defined in the Merger Agreement but not in this Agreement shall have the respective meanings ascribed to them in the Merger Agreement.


        
SECTION 1.2    Other Definitions.    For purposes of this Agreement:

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ARTICLE 2
VOTING AGREEMENT AND IRREVOCABLE PROXY

        SECTION 2.1    Agreement to Vote.    

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        SECTION 2.2    Grant of Irrevocable Proxy.    If a Stockholder fails to promptly take any actions required to be taken by such Stockholder pursuant to Section 2.1(a) or (b), each Stockholder hereby irrevocably appoints Samson and any designee of Samson, and each of them individually, as such Stockholder's proxy and attorney-in-fact, with full power of substitution and resubstitution, to vote or execute consents during the Voting Period, with respect to the Owned Shares and New Shares owned by such Stockholder as of the applicable record date, in each case solely to the extent and in the manner specified in Section 2.1(a) and (b). This proxy is given to secure the performance of the duties of such Stockholder under this Agreement. Such Stockholder shall not, directly or indirectly grant any Person any proxy (revocable or irrevocable), power of attorney or other authorization with respect to any of such Stockholder's Owned Shares or New Shares that is inconsistent with Sections 2.1 and 2.2.

        SECTION 2.3    Nature of Irrevocable Proxy.    The proxy and power of attorney granted pursuant to Section 2.2 by each Stockholder shall be irrevocable during the Voting Period, shall be deemed to be coupled with an interest sufficient in law to support an irrevocable proxy and shall revoke any and all prior proxies granted by such Stockholder with regard to such Stockholder's Owned Shares and New Shares and such Stockholder acknowledges that the proxy constitutes an inducement for Samson and Merger Sub to enter into the Merger Agreement. The power of attorney granted by each Stockholder is a durable power of attorney and shall survive the bankruptcy, dissolution, death or incapacity of such Stockholder. The proxy and power of attorney granted hereunder shall terminate only upon the expiration of the Voting Period.


ARTICLE 3
COVENANTS

        SECTION 3.1    Transfer Restrictions.    Each Stockholder agrees that such Stockholder shall not, during the Voting Period, Transfer any Owned Shares or New Shares or any interest therein, or any economic or voting rights with respect thereto (including any rights decoupled from the underlying securities), other than (i) to a Permitted Transferee or (ii) with the prior written consent of Samson.

        SECTION 3.2    No Shop Obligations of Each Stockholder.    Each Stockholder agrees that, during the Voting Period, such Stockholder and its, his or her controlled Affiliates (excluding Trolley and its Subsidiaries) shall not, and shall not authorize or permit any of its, his or her Representatives (it being understood that, for purposes hereof, a Representative of Trolley or its Subsidiaries shall not constitute a Representative of a Stockholder unless such Stockholder shall have separately engaged or directed such Person in his, her or its capacity as a stockholder of Trolley and not as an officer, director or employee of Trolley) to, directly or indirectly, (i) solicit, initiate or knowingly encourage or knowingly facilitate any inquiry, proposal or offer which constitutes, or would reasonably be expected to lead to, a Company Acquisition Proposal, (ii) participate in any discussions or negotiations regarding, or furnish to any Person (other than Samson, its Affiliates and their respective Representatives) any nonpublic information relating to Trolley and its Subsidiaries, in connection with any Company Acquisition Proposal, (iii) approve enter into any letter of intent, merger agreement or other similar agreement providing for a Company Acquisition Proposal or (iv) resolve or agree to do any of the foregoing; provided, that each Stockholder and its controlled Affiliates and Representatives shall be permitted to

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take any actions that a Representative of Trolley or Trolley is permitted to take under Section 7.3 of the Merger Agreement.

        SECTION 3.3    Stockholders' Capacity.    Samson acknowledges that no Stockholder is making any representation, warranty, agreement or understanding herein on behalf of Trolley or any of its Subsidiaries or in such Stockholder's capacity as a director or officer of Trolley and that each Stockholder is executing this agreement solely in such Stockholder's capacity as the direct or indirect owner of Trolley Stock and nothing herein shall limit or affect any actions taken by such Stockholder or its designees or Representatives in their capacity as a director or officer of Trolley.

        SECTION 3.4    Stop Transfer; Changes in Owned Shares and New Shares.    Each Stockholder agrees that (a) this Agreement and the obligations hereunder shall attach to its Owned Shares and shall be binding upon any Person to which legal or beneficial ownership of such Owned Shares shall pass, whether by operation of law or otherwise, including its successors or assigns and (b) other than as permitted by this Agreement, such Stockholder shall not request that Trolley register the Transfer (book-entry or otherwise) during the Voting Period of any certificate or uncertificated interest representing any or all of its Owned Shares or New Shares.

        SECTION 3.5    Further Assurances.    From time to time and without additional consideration, each party hereto shall take such further actions, as another party hereto may reasonably request as necessary for the purpose of carrying out and furthering the intent of this Agreement.


ARTICLE 4
REPRESENTATIONS AND WARRANTIES OF THE STOCKHOLDERS

        Each Stockholder hereby represents and warrants to Samson as follows:

        SECTION 4.1    Authorization.    Such Stockholder has all corporate or equivalent power and authority (or legal capacity in the case of an individual) to execute and deliver this Agreement and to perform its obligations hereunder. This Agreement has been duly executed and delivered by such Stockholder and, assuming it has been duly and validly authorized, executed and delivered by Samson, constitutes a legal, valid and binding obligation of such Stockholder, enforceable against such Stockholder in accordance with its terms, except as such enforceability may be limited by applicable bankruptcy, insolvency, reorganization, fraudulent conveyance, moratorium, receivership or other similar Laws relating to or affecting creditors' rights generally and by general principles of equity (regardless of whether enforceability is considered in a proceeding in equity or at Law).

        SECTION 4.2    Ownership of Shares.    As of the date hereof, the Owned Shares of such Stockholder are listed on Schedule A attached hereto and such Stockholder does not own, beneficially or of record, any shares of Trolley Stock other than the Owned Shares. Except as described in the Schedule 13G, as amended to the date hereof, of such Stockholder with respect to Trolley Stock or Forms 3, 4, or 5 filed by such Stockholder with the SEC on or prior to the date hereof, or as otherwise disclosed to Samson in writing on or prior to the date hereof, such Stockholder is the sole record and beneficial owner, free and clear of all Liens and all voting agreements and commitments of every kind (other than this Agreement), of all of the Owned Shares listed opposite such Stockholder's name, or described as being owned by such Stockholder, as applicable, on Schedule A hereto and has the sole power to vote (or cause to be voted) and to dispose of (or cause to be disposed of) such Owned Shares without restriction and no proxies through and including the date hereof have been given in respect of any or all of such Owned Shares other than proxies which have been validly revoked prior to the date hereof.

        SECTION 4.3    No Conflicts.    Assuming the accuracy of the representations and warranties set forth in Section 5.2, except for a filing of an amendment to a Schedule 13G or Schedule 13D and a filing of a Form 4 to the extent required by the Exchange Act, (a) no filing with any Governmental

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Authority, and no authorization, consent or approval of any other Person is necessary for the execution of this Agreement by such Stockholder or the performance by such Stockholder of such Stockholder's obligations hereunder and (b) none of the execution and delivery of this Agreement by such Stockholder, or the performance by such Stockholder of such Stockholder's obligations hereunder shall (i) result in, give rise to or constitute a violation or breach of or a default (or any event which with notice or lapse of time or both would become a violation, breach or default) under, or give to others any rights of termination, amendment, acceleration or cancellation of, or result in the creation of a Lien on, any of the Owned Shares pursuant to any note, bond, mortgage, indenture, contract, agreement, lease, license, permit, franchise or other instrument or obligation to which such Stockholder is a party or by which such Stockholder or any of such Stockholder's Owned Shares are bound, or (ii) violate any applicable law, rule, regulation, order, judgment, or decree applicable to such Stockholder or any of its assets (including the Owned Shares), except for any of the foregoing as would not impair such Stockholder's ability to perform such Stockholder's obligations under this Agreement.

        SECTION 4.4    Transaction Fee.    Such Stockholder has not employed any investment banker, broker or finder in connection with the transactions contemplated by the Merger Agreement who might be entitled to any fee or any commission from Trolley or Samson or any of their respective Subsidiaries in connection with or upon consummation of the Merger or any other transaction contemplated by the Merger Agreement.

        SECTION 4.5    Actions and Proceedings.    As of the date hereof, there are no (a) Actions pending or, to the knowledge of such Stockholder, threatened against such Stockholder or any of its Affiliates (excluding Trolley and its Subsidiaries) or (b) outstanding Orders to which such Stockholder or any of its assets or Affiliates (excluding Trolley and its Subsidiaries) are subject or bound, in each case, that would or seek to prevent, materially delay, hinder, impair or prevent the exercise by Samson of its rights under this Agreement or the performance by such Stockholder of its obligations under this Agreement.

        SECTION 4.6    Acknowledgement.    Such Stockholder understands and acknowledges that Samson is entering into the Merger Agreement in reliance upon such Stockholder's execution, delivery and performance of this Agreement.


ARTICLE 5
REPRESENTATIONS AND WARRANTIES OF SAMSON

        Samson hereby represents and warrants to the Stockholders as follows:

        SECTION 5.1    Authorization.    Samson has all corporate power and authority to execute and deliver this Agreement and to perform its obligations hereunder. This Agreement has been duly authorized, executed and delivered by Samson and, assuming it has been duly and validly executed and delivered by the Stockholders, constitutes a legal, valid and binding obligation of Samson, enforceable against it in accordance with the terms of this Agreement, except as such enforceability may be limited by applicable bankruptcy, insolvency, reorganization, fraudulent conveyance, moratorium, receivership or other similar Laws relating to or affecting creditors' rights generally and by general principles of equity (regardless of whether enforceability is considered in a proceeding in equity or at Law).

        SECTION 5.2    No Conflicts.    Except as contemplated by the Merger Agreement, (a) no filing with any Governmental Authority, and no authorization, consent or approval of any other Person is necessary for the execution of this Agreement by Samson or the consummation of the transactions contemplated herein and (b) the execution and delivery of this Agreement by Samson does not and the performance of this Agreement by Samson will not (i) violate, conflict with, require any consent of or other action by any Person under, constitute a default or an event that, with or without notice or lapse of time or both, would constitute a default under, or cause or permit the termination, cancellation, acceleration or other change of any right or obligation or the loss of any benefit under any provision of

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any Contract or financial obligation to which Samson is party or which is binding upon Samson or any of its properties or assets or any license, franchise, permit, certificate, approval or other similar authorization affecting Samson or (ii) conflict with or breach any provision of any Law or Order, in each case, except for any of the foregoing as would not impair the ability of Samson to perform its obligations under this Agreement or to consummate the transactions contemplated herein on a timely basis.


ARTICLE 6
TERMINATION

        This Agreement and all obligations of the parties hereunder (including the proxy described in Sections 2.2 and 2.3) shall automatically terminate upon the earliest to occur of (a) the Effective Time, (b) the termination of the Merger Agreement in accordance with its terms and (c) the date of any Adverse Amendment. Upon the termination of this Agreement, neither Samson nor the Stockholders shall have any rights or obligations hereunder and this Agreement shall become null and void and have no effect; provided that, notwithstanding the foregoing, (i) this Article 6 and Sections 7.1 through 7.13 shall survive such termination and (ii) the termination of this Agreement shall not prevent any party from seeking any remedies (at law or in equity) against any other party for that party's breach of any of the terms of this Agreement prior to the date of termination.


ARTICLE 7
MISCELLANEOUS


        
SECTION 7.1    Publication.     Each Stockholder hereby permits Samson, Trolley and/or Merger Sub to publish and disclose in press releases, Schedule 13D filings (if applicable), the Registration Statement, including the Proxy Statement to be filed with the SEC as part of the Registration Statement (including all documents and schedules filed with the SEC) and any other disclosures or filings required by applicable law such Stockholder's identity and ownership of shares of Trolley Stock, the nature of such Stockholder's commitments, arrangements and understandings pursuant to this Agreement and/or the text of this Agreement; provided, that except in the case of any disclosure or filing that is substantially consistent with any prior disclosure or filing, in advance of any such disclosure or filing, such Stockholder shall be afforded a reasonable opportunity to review and approve (not to be unreasonably withheld or delayed) such disclosure or filing.


        
SECTION 7.2    Amendment or Supplement.     Subject to applicable Law, this Agreement may be amended, modified or supplemented in any and all respects by written agreement of the parties at any time prior to the Effective Time with respect to any of the terms contained herein whether before or after the Company Stockholder Approval and/or the Parent Stockholder Approval has been obtained. This Agreement may not be amended, modified or supplemented in any manner, whether by course of conduct or otherwise, except by an instrument in writing specifically designated as an amendment hereto, signed on behalf of each of the parties in interest at the time of the amendment.


        
SECTION 7.3    Specific Performance.     The parties agree that irreparable damage would occur and that the parties would not have any adequate remedy at law in the event that any of the provisions of this Agreement were not performed in accordance with their specific terms or were otherwise breached. It is accordingly agreed that the parties shall be entitled to an injunction or injunctions to prevent breaches or threatened breaches of this Agreement and to enforce specifically the terms and provisions of this Agreement in the Court of Chancery of the State of Delaware or, if under applicable Law exclusive jurisdiction over such matter is vested in the federal courts, any federal court located in the State of Delaware without proof of actual damages or otherwise (and each party hereby waives any requirement for the securing or posting of any bond in connection with such remedy), this being in addition to any other remedy to which they are entitled at law or in equity. The parties' rights in this Section 7.3 are an integral part of the transactions contemplated hereby and each party hereby waives any objections to any remedy referred to in this Section 7.3.

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        SECTION 7.4    Notices.     All notices and other communications hereunder shall be in writing and shall be deemed given if delivered personally, by facsimile (with confirmation of transmission), by email (with confirmation of receipt) or sent by a nationally recognized overnight courier service, such as Federal Express, to the parties at the following addresses (or at such other address for a party as shall be specified by like notice made pursuant to this Section 7.4):

    (a)   If to Samson, addressed to it at:    

 

 

 

 

Sinclair Broadcast Group, Inc.

 

 
        10706 Beaver Dam Road    
        Hunt Valley, Maryland 21030    
        Attention: Christopher S. Ripley    
        Barry Faber    
        Facsimile:  [            ]    
                           [            ]    
        Email:        [            ]    
                           [            ]    

 

 

 

 

with a copy (which shall not constitute notice) to:

 

 

 

 

 

 

Fried, Frank, Harris, Shriver & Jacobson, LLP

 

 
        One New York Plaza    
        New York, New York 10004    
        Attention: Philip Richter    
        Facsimile:    (212) 859-4000    
        Email: philip.richter@friedfrank.com    

 

 

(b)

 

If to the Stockholders, addressed to them at:

 

 

 

 

 

 

Oaktree Capital Management, L.P.

 

 
        333 South Grand Avenue, 28th Floor    
        Los Angeles, CA 90071    
        Attention: Kenneth Liang    
        Email: kliang@oaktreecapital.com    

 

 

 

 

with a copy (which shall not constitute notice) to:

 

 

 

 

 

 

Paul, Weiss, Rifkind, Wharton & Garrison LLP

 

 
        1285 Avenue of the Americas    
        New York, New York 10019-6064    
        Attention:  Kenneth M. Schneider    
                           Ellen N. Ching    
        Facsimile:  (212) 757-3990    
        Email:        kschneider@paulweiss.com    
                           eching@paulweiss.com    


        
SECTION 7.5    Headings.     The descriptive headings used herein are inserted for convenience of reference only and are not intended to be part of or to affect the meaning or interpretation of this Agreement.


        
SECTION 7.6    Severability.     If any term or other provision of this Agreement is held by a court of competent jurisdiction or other authority to be invalid, void, unenforceable or against its regulatory policy, the remainder of the terms and provisions of this Agreement shall remain in full force and effect and shall in no way be affected, impaired or invalidated, so long as the economic and legal substance of the transactions contemplated hereby, taken as a whole, are not affected in a manner

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materially adverse to any party. Upon such a determination, the parties shall negotiate in good faith to modify this Agreement so as to effect the original intent of the parties as closely as possible in an acceptable manner in order that the transactions contemplated hereby be consummated as originally contemplated to the fullest extent possible.


        
SECTION 7.7    Entire Agreement.     This Agreement (together with the Merger Agreement, to the extent referred to in this Agreement) including the Schedules hereto constitute the entire agreement and supersede all prior agreements and understandings, both written and oral, between parties with respect to the subject matter hereof.


        
SECTION 7.8    Assignment; Successors.     Except as permitted under Section 3.1, neither this Agreement nor any of the rights, interests or obligations hereunder shall be assigned by any of the parties in whole or in part (whether by operation of Law or otherwise) without the prior written consent of the other parties, and any such assignment without such consent shall be null and void. This Agreement shall be binding upon, inure to the benefit of and be enforceable by the parties and their respective successors and permitted assigns.


        
SECTION 7.9    No Third Party Beneficiaries.     Nothing in this Agreement, express or implied, is intended to or shall confer upon any Person other than the parties and their respective successors and permitted assigns any legal or equitable right, benefit or remedy of any nature under or by reason of this Agreement; provided, each Non-Recourse Party shall be a third party beneficiary with respect to the provisions of Section 7.15 and entitled to enforce the terms thereof.


        
SECTION 7.10    No Presumption Against Drafting Party.     In the event an ambiguity or question of intent or interpretation arises, this Agreement will be construed as if drafted jointly by the parties, and no presumption or burden of proof will arise favoring or disfavoring any party by virtue of the authorship of any of the provisions of this Agreement.


        
SECTION 7.11    Governing Law and Consent to Jurisdiction.     THIS AGREEMENT SHALL BE GOVERNED BY, AND CONSTRUED IN ACCORDANCE WITH, THE LAWS OF THE STATE OF DELAWARE, WITHOUT GIVING EFFECT TO CONFLICTS OF LAWS PRINCIPLES THAT WOULD RESULT IN THE APPLICATION OF THE LAW OF ANY OTHER STATE. Each of the parties (a) consents to submit itself, and hereby submits itself, to the personal jurisdiction of the Court of Chancery of the State of Delaware and any federal court located in the State of Delaware, or, if neither of such courts has subject matter jurisdiction, any state court of the State of Delaware having subject matter jurisdiction, in the event any dispute arises out of this Agreement or any of the transactions contemplated by this Agreement, (b) agrees that it will not attempt to deny or defeat such personal jurisdiction by motion or other request for leave from any such court, and agrees not to plead or claim any objection to the laying of venue in any such court or that any judicial proceeding in any such court has been brought in an inconvenient forum, (c) agrees that it will not bring any action relating to this Agreement or any of the transactions contemplated by this Agreement in any court other than the Court of Chancery of the State of Delaware and any federal court located in the State of Delaware, or, if neither of such courts has subject matter jurisdiction, any state court of the State of Delaware having subject matter jurisdiction, and (d) consents to service of process being made through the notice procedures set forth in Section 7.4.


        
SECTION 7.12    Waiver of Jury Trial.     EACH OF THE PARTIES HEREBY KNOWINGLY, INTENTIONALLY AND VOLUNTARILY IRREVOCABLY WAIVES ANY AND ALL RIGHTS TO TRIAL BY JURY IN ANY LEGAL PROCEEDING ARISING OUT OF OR RELATED TO THIS AGREEMENT OR THE TRANSACTIONS CONTEMPLATED HEREBY OR THEREBY.


        
SECTION 7.13    Counterparts.     This Agreement may be executed in one or more counterparts, all of which shall be considered one and the same agreement, it being understood that each party need not sign the same counterpart. This Agreement shall become effective when each party shall have

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received a counterpart hereof signed by all of the other parties. Signatures delivered electronically or by facsimile shall be deemed to be original signatures.


        
SECTION 7.14    Appraisal Rights.     Each Stockholder hereby waives any rights of appraisal or rights of dissent from the Merger or the adoption of the Merger Agreement that such Stockholder may have under applicable Law and shall not permit any such rights of appraisal or rights of dissent to be exercised with respect to such Stockholder's Owned Shares.


        
SECTION 7.15    Non-Recourse.     This Agreement may only be enforced against, and any claims or causes of action that may be based upon, arise out of or relate to this Agreement, or the negotiation, execution or performance of this Agreement may only be made against the entities that are expressly identified as parties hereto and no former, current or future equity holders, controlling persons, directors, officers, employees, agents or Affiliates of any party hereto or any former, current or future stockholder, controlling person, director, officer, employee, general or limited partner, member, manager, agent or Affiliate (other than the Stockholders) of any of the foregoing (each, a "Non-Recourse Party") shall have any liability for any obligations or liabilities of the parties to this Agreement or for any claim (whether in tort, contract or otherwise) based on, in respect of, or by reason of, the transactions contemplated hereby or in respect of any representations made or alleged to be made in connection herewith. Without limiting the rights of any party against the other parties hereto, in no event shall any party or any of its Affiliates seek to enforce this Agreement against, make any claims for breach of this Agreement against, or seek to recover monetary damages from, any Non-Recourse Party.


        
SECTION 7.16    No Ownership Interests.     Nothing contained in this Agreement shall be deemed to vest in Samson any direct or indirect ownership or incidence of ownership of or with respect to any Owned Shares or New Shares. All rights, ownership and economic benefits of and relating to the Owned Shares and New Shares shall remain vested in and belong to the applicable Stockholder. Nothing in this Agreement shall be interpreted as creating or forming a "group" with any other Person, including Samson, for the purposes of Rule 13d-5(b)(1) of the Exchange Act or for any other similar provision of applicable law.

[Signature pages follow]

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        IN WITNESS WHEREOF, Samson and the Stockholders have caused this Agreement to be duly executed as of the day and year first above written.

    SAMSON:

 

 

SINCLAIR BROADCAST GROUP, INC.

 

 

By:

 

/s/ CHRIS RIPLEY

        Name:   Chris Ripley
        Title:   CEO

   

[Signature Page to Trolley Voting and Support Agreement]

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    STOCKHOLDERS:

 

 

OCM FIE, LLC

 

 

By:

 

/s/ JENNIFER BOX

        Name:   Jennifer Box
        Title:   Authorized Signatory

 

 

By:

 

/s/ KENNETH LIANG

        Name:   Kenneth Liang
        Title:   Authorized Signatory

 

 

OAKTREE TRIBUNE, L.P.

 

 

By:

 

Oaktree AIF Investments, L.P.
    Its:   General Partner

 

 

By:

 

/s/ JENNIFER BOX

        Name:   Jennifer Box
        Title:   Authorized Signatory

 

 

By:

 

/s/ KENNETH LIANG

        Name:   Kenneth Liang
        Title:   Authorized Signatory

        [Signature Page to Trolley Voting and Support Agreement]

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SCHEDULE A

TROLLEY

OWNED SHARES

Stockholder
  TROLLEY CLASS A
STOCK
  TROLLEY CLASS B
STOCK
 

OCM FIE, LLC

    36,514 (1)   0  

Oaktree Tribune, L.P. 

    14,145,447     0  

Total

    14,181,961     0  

(1)
In addition, OCM FIE owns 7,195 restricted stock units in respect of Class A Common Stock

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ANNEX C

GRAPHIC

May 7, 2017

Board of Directors
Tribune Media Company
435 North Michigan Avenue
Chicago, Illinois 60611

Ladies & Gentlemen:

        You have requested our opinion as to the fairness, from a financial point of view, to the holders of Class A common stock, par value $0.001 per share (the "Class A Common Stock") and Class B common stock, par value $0.001 per share (the "Class B Common Stock", and, together with the Class A Common Stock, "Company Common Stock"), of Tribune Media Company (the "Company"), other than the Acquiror (as defined below), the Company, Acquisition Sub (as defined below), Oaktree (as defined below), holders of shares of Company Common Stock who have demanded appraisal for such shares, and the respective affiliates of any of the foregoing (collectively, "Excluded Holders"), of the Consideration (as defined below) to be received by such holders pursuant to the Agreement and Plan of Merger (the "Agreement") to be entered into by the Company and Sinclair Broadcast Group (the "Acquiror"). As more fully described in the Agreement, a subsidiary of Acquiror ("Acquisition Sub") will be merged with and into the Company (the "Transaction") and each issued and outstanding share of Company Common Stock will be converted into the right to receive (i) $35.00 in cash and (ii) 0.2300 shares of Class A Common Stock, $0.01 par value per share, of the Acquiror (collectively, the "Consideration")

        In arriving at our opinion, we have, among other things: (i) reviewed certain publicly available business and financial information relating to the Company and the Acquiror, including publicly available research analysts' financial forecasts; (ii) reviewed certain internal information relating to the business, earnings, cash flow, assets, liabilities and prospects of the Company furnished to us by the Company, including financial forecasts provided to or discussed with us by the management of the Company; (iii) reviewed certain internal information relating to the business, including financial forecasts, of the Acquiror furnished to us by the Acquiror; (iv) conducted discussions with members of the senior management and representatives of the Company and the Acquiror concerning the information described in clauses (i) through (iii) of this paragraph, as well as the business and prospects of the Company and the Acquiror generally; (v) reviewed publicly available financial and stock market data of certain other companies in lines of business that we deemed relevant; (vi) considered the results by or on behalf of the Company, including by us at the Company's direction, solicitations of indications of interest from third parties with respect to a possible acquisition of all or a portion of the Company; (vii) reviewed the financial terms of certain other transactions that we deemed relevant; (viii) reviewed a draft, dated May 7, 2017, of the Agreement; (ix) participated in certain discussions and negotiations among representatives of the Company and the Acquiror and their advisors; and (x) conducted such other financial studies and analyses and took into account such other information as we deemed appropriate.

        In connection with our review, we have, with your consent, relied on the information supplied to, discussed with or reviewed by us for purposes of this opinion being complete and accurate in all material respects. We have not assumed any responsibility for independent verification of any of such information. With your consent, we have relied upon, without independent verification, the assessment

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of the Company and its legal, tax, regulatory and accounting advisors with respect to legal, tax, regulatory and accounting matters. With respect to the financial forecasts referred to above, we have assumed, at your direction, that they have been reasonably prepared on a basis reflecting the best currently available estimates and judgments of the management of the Company and the Acquiror as to the future performance of the Company and the Acquiror. We express no views as to the reasonableness of any financial forecasts or the assumptions on which they are based. In addition, with your consent, we have not made any independent evaluation or appraisal of any of the assets or liabilities (contingent, derivative, off-balance-sheet, or otherwise) of the Company or the Acquiror, nor have we been furnished with any such evaluation or appraisal.

        Our opinion does not address the Company's underlying business decision to effect the Transaction or the relative merits of the Transaction as compared to any alternative business strategies or transactions that might be available to the Company and does not address any legal, regulatory, tax or accounting matters. At your direction, we have not been asked to, nor do we, offer any opinion as to any terms of the Agreement or any aspect or implication of the Transaction, except for the fairness of the Consideration from a financial point of view to the holders of Company Common Stock (other than Excluded Holders). We have assumed, with your consent, that the Class A Common Stock and the Class B Common Stock are identical, and, our opinion, therefore, does not take into account any differences between such classes of stock as set forth in the Company's organizational documents or otherwise. We are not expressing any opinion as to fair value or the solvency of the Company following the closing of the Transaction. We express no opinion as to what the value of Acquiror common stock will be when issued pursuant to the Agreement or the prices at which Acquiror common stock or Company Common Stock will trade in the future. In rendering this opinion, we have assumed, with your consent, that the final executed form of the Agreement will not differ in any respect material to our analysis from the draft that we have reviewed, that the Transaction will be consummated in accordance with its terms without any waiver or modification that could be material to our analysis, and that the parties to the Agreement will comply with all the material terms of the Agreement. We have assumed, with your consent, that all governmental, regulatory or other consents or approvals necessary for the completion of the Transaction will be obtained, except to the extent that could not be material to our analysis.

        Our opinion is necessarily based on economic, monetary, market and other conditions as in effect on, and the information made available to us as of, the date hereof, and we assume no responsibility to update this opinion for developments after the date hereof.

        We have acted as your financial advisor in connection with the Transaction and will receive a fee for our services, the principal portion of which is contingent upon the consummation of the Transaction. We will also receive a fee upon delivery of this opinion. Our affiliates, employees, officers and partners may at any time own securities (long or short) of the Company and the Acquiror. We have provided investment banking and other services to the Company, Oaktree Capital Management, L.P. (together with its affiliates, "Oaktree") and the Acquiror unrelated to the Transaction and currently and in the future may provide such services to Oaktree and the Acquiror and have received and may receive compensation for such services. In the past two years prior to the date hereof, we, among other things, (i) acted as co-manager on three senior notes offerings or common stock offerings of the Acquiror in March 2016, August 2016 and March 2017, (ii) acted as financial advisor to the Acquiror in its evaluation of the FCC incentive auction, for which an engagement commenced in October 2015 and all work was completed in February 2016, (iii) acted as financial advisor on a general advisory assignment in May 2015 for the Acquiror, but for which we received no fees and no transaction occurred, (iv) have been engaged as a financial advisor to four portfolio companies of Oaktree or its affiliates, but have not invoiced any fees in connection with such engagements, (v) acted as the restructuring advisor to certain committees of creditors in which Oaktree or its affiliate was a member of such committees, (vi) acted as the restructuring advisor to a company

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in which Oaktree or its affiliate is a major equity owner, (vii) acted as financial advisor to a company in which Oaktree or its affiliate was a significant equity owner in April 2017, (viii) acted as co-manager for an offering of debt securities for a portfolio company of Oaktree or its affiliate in March 2016, (ix) acted as a financial advisor to a company in which Oaktree or its affiliate was a minority equity owner in December 2015, (x) acted as a financial advisor to a portfolio company of Oaktree or its affiliate in August 2015, and (xi) acted as a financial advisor to a portfolio company of Oaktree or its affiliate in April 2015.

        This opinion is for the use and benefit of the Board of Directors of the Company (solely in its capacity as such) in its evaluation of the Transaction. This opinion does not constitute a recommendation as to how any holder of securities should vote or act with respect to the Transaction or any other matter. This opinion does not address the fairness of the Transaction or any aspect or implication thereof to, or any other consideration of or relating to, the holders of any class of securities, creditors or other constituencies of the Company, other than the fairness of the Consideration from a financial point of view to the holders of Company Common Stock (other than Excluded Holders). In addition, we do not express any opinion as to the fairness of the amount or nature of any compensation to be received by any officers, directors or employees of any parties to the Transaction, or any class of such persons, relative to the Consideration or otherwise. This opinion was approved by a Moelis & Company LLC fairness opinion committee.

        Based upon and subject to the foregoing, it is our opinion that, as the date hereof, the Consideration to be received by holders of Company Common Stock in the Transaction is fair from a financial point of view to such holders, other than Excluded Holders.

    Very truly yours,

 

 

/s/ MOELIS & COMPANY LLC

MOELIS & COMPANY LLC

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ANNEX D

GRAPHIC

May 7, 2017

The Board of Directors
Tribune Media Company
435 North Michigan Avenue
Chicago, IL 60611

Members of the Board:

        We understand that Tribune Media Company ("Tribune") and Sinclair Broadcast Group, Inc. ("Sinclair") intend to enter into an Agreement and Plan of Merger to be dated as of May 8, 2017 (the "Agreement"), pursuant to which Sinclair will form a new wholly owned subsidiary of Sinclair ("Merger Sub") which will be merged with and into Tribune, with Tribune surviving the merger as the surviving corporation (the "Merger"). In connection with the Merger, each share of Class A common stock, par value $0.001 per share, of Tribune ("Tribune Class A Stock") and each share of Class B common stock, par value $0.001 per share, of Tribune (together with the Tribune Class A Stock, the "Tribune Stock") will be converted into the right to receive (i) $35.00 per share in cash, without interest and less any required withholding taxes (such amount, or any higher amount per share of Tribune Stock paid in accordance with the Agreement, the "Cash Consideration") and (ii) 0.2300 of a validly issued, fully paid and nonassessable share of Class A common stock, par value $0.01 per share, of Sinclair (the "Sinclair Stock" and such Sinclair Stock consideration, together with the Cash Consideration, the "Merger Consideration"). The terms and conditions of the Merger are more fully set forth in the Agreement.

        You have asked us to render our opinion as to whether the Merger Consideration is fair, from a financial point of view, to the holders of Tribune Stock (excluding Sinclair and its affiliates).

        In the course of performing our reviews and analyses for rendering our opinion, we have:

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With respect to the information used in arriving at our opinion:

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        During the course of our engagement, we were asked by Tribune's Board of Directors to solicit indications of interest from various potential strategic and private equity acquirors regarding a potential transaction with Tribune, and we have considered the results of such solicitation in rendering our opinion.

        In arriving at our opinion, we have not performed or obtained any independent appraisal of the assets or liabilities (including any contingent, derivative or off-balance sheet assets and liabilities) of Tribune, Sinclair or any other entity or the solvency or fair value of Tribune, Sinclair or any other entity, nor have we been furnished with any such appraisals. We are not legal, regulatory, tax, consulting, accounting, appraisal or actuarial experts and nothing in our opinion should be construed as constituting advice with respect to such matters; accordingly, we have relied on the assessments of Tribune, Sinclair and their respective other advisors with respect to such matters. Tribune's senior management and Sinclair's senior management have advised us that all tax-affected financial projections, synergy estimates, other estimates and other forward-looking information reflect the current US federal corporate income tax regime pursuant to the Internal Revenue Code of 1986, as amended; at the direction of Tribune's Board of Directors and senior management, we have not considered or analyzed the impacts of any potential or proposed reform thereof in connection with our opinion and analyses. We are not expressing any view or rendering any opinion regarding the tax consequences of the Merger to Tribune, Sinclair or their respective securityholders.

        In rendering our opinion, we have assumed that, in all respects meaningful to our analyses, (i) the final executed form of the Agreement will not differ from the draft that we have reviewed, (ii) Tribune, Sinclair and Merger Sub will comply with all terms of the Agreement and (iii) the representations and warranties of Tribune, Sinclair and Merger Sub contained in the Agreement are true and correct and all conditions to the obligations of each party to the Agreement to consummate the Merger will be satisfied without any waiver, amendment or modification thereof. We also have assumed that the Merger will be consummated in a timely manner in accordance with the terms of the Agreement and in compliance with all applicable laws, documents and other requirements, without any delays, limitations, restrictions, conditions, divestiture or other requirements, waivers, amendments or modifications (regulatory, tax-related or otherwise) that would have an effect on Tribune, Sinclair, the Merger or its contemplated benefits in any way meaningful to our analyses or opinion.

        In rendering our opinion, we do not express any view or opinion as to the price or range of prices at which the Tribune Stock or other securities of Tribune and the Sinclair Stock and other securities of Sinclair may trade or otherwise be transferable at any time, including subsequent to the announcement or consummation of the Merger.

        We have acted as a financial advisor to Tribune in connection with the Merger and will receive a customary fee for such services, a substantial portion of which is contingent on successful consummation of the Merger. A portion of our compensation is payable upon delivery of our opinion and will be credited against the fee payable upon consummation of the Merger. In addition, Tribune has agreed to reimburse us for certain expenses and to indemnify us against certain liabilities arising out of our engagement.

        As Tribune is aware, Guggenheim Securities, LLC ("Guggenheim Securities") (i) has been previously engaged during the past two years and is currently engaged by Tribune to provide financial advisory services in connection with Tribune's review of strategic and financial alternatives and various potential transactions related thereto (including the Merger) and (ii) has not been previously engaged during the past two years by Sinclair to provide financial advisory or investment banking services.

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Specifically, we served as Tribune's financial advisor in connection with its sale of various companies collectively known as the Gracenote Companies to Nielsen Holding and Finance B.V., which transaction closed in January 2017 and in respect of which we have received agreed fees. Guggenheim Securities may seek to provide Tribune, Sinclair and their respective affiliates with certain financial advisory and investment banking services unrelated to the Merger in the future, for which services Guggenheim Securities would expect to receive compensation.

        Guggenheim Securities and its affiliates and related entities engage in a wide range of financial services activities for our and their own accounts and the accounts of our and their customers, including: asset, investment and wealth management; insurance services; investment banking, corporate finance, mergers and acquisitions and restructuring; merchant banking; fixed income and equity sales, trading and research; and derivatives, foreign exchange and futures. In the ordinary course of these activities, Guggenheim Securities or its affiliates and related entities may (i) provide such financial services to Tribune, Sinclair, other participants in the Merger or their respective affiliates, subsidiaries, investment funds and portfolio companies, for which services Guggenheim Securities or any of its affiliates and related entities has received, and may receive, compensation and (ii) directly or indirectly, hold long or short positions, trade and otherwise conduct such activities in or with respect to certain bank debt, debt or equity securities and derivative products of or relating to Tribune, Sinclair, other participants in the Merger or their respective affiliates, subsidiaries, investment funds and portfolio companies. Furthermore, Guggenheim Securities or its affiliates and related entities and our or their respective directors, officers, employees, consultants and agents may have investments in Tribune, Sinclair, other participants in the Merger or their respective affiliates, subsidiaries, investment funds and portfolio companies.

        Consistent with applicable legal and regulatory guidelines, Guggenheim Securities has adopted certain policies and procedures to establish and maintain the independence of its research departments and personnel. As a result, Guggenheim Securities' research analysts may hold views, make statements or investment recommendations and publish research reports with respect to Tribune, Sinclair, other participants in the Merger or their respective affiliates, subsidiaries, investment funds and portfolio companies and the Merger that differ from the views of Guggenheim Securities' investment banking personnel.

        Our opinion has been provided to Tribune's Board of Directors (in its capacity as such) for its information and assistance in connection with its evaluation of the Merger Consideration. Our opinion may not be disclosed publicly, made available to third parties or reproduced, disseminated, quoted from or referred to at any time, in whole or in part, without our prior written consent; provided, however, that this letter may be included in its entirety in any proxy statement/prospectus to be distributed to the holders of Tribune Stock in connection with the Merger.

        Our opinion and any materials provided in connection therewith do not constitute a recommendation to Tribune's Board of Directors with respect to the Merger, nor does our opinion constitute advice or a recommendation to any holder of Tribune Stock as to how to vote or act in connection with the Merger or otherwise. Our opinion does not address Tribune's underlying business or financial decision to pursue the Merger, the relative merits of the Merger as compared to any alternative business or financial strategies that might exist for Tribune, the financing of the Merger or the effects of any other transaction in which Tribune might engage. Our opinion addresses only the fairness, from a financial point of view and as of the date hereof, of the Merger Consideration to the holders of Tribune Stock (excluding Sinclair and its affiliates) to the extent expressly specified herein. We do not express any view or opinion as to (i) any other term, aspect or implication of (a) the Merger or the Agreement (including, without limitation, the form or structure of the Merger) or (b) any stockholder voting agreement, other agreement, transaction document or instrument contemplated by the Agreement or to be entered into or amended in connection with the Merger, (ii) any term, aspect or implication of Sinclair's debt commitment letters or (iii) the fairness, financial or otherwise, of the

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Merger to, or of any consideration to be paid to or received by, the holders of any class of securities (other than as expressly specified herein), creditors or other constituencies of Tribune or Sinclair. Our opinion (i) does not address the individual circumstances of specific holders of Tribune's securities (including stock options and warrants) with respect to rights or aspects which may distinguish such holders or Tribune's securities (including stock options and warrants) held by such holders, (ii) does not address, take into consideration or give effect to any rights, preferences, restrictions or limitations or other attributes of any such securities (including stock options and warrants) or (iii) does not in any way address proportionate allocation or relative fairness. Furthermore, we do not express any view or opinion as to the fairness, financial or otherwise, of the amount or nature of any compensation payable to or to be received by any of Tribune's or Sinclair's directors, officers or employees, or any class of such persons, in connection with the Merger relative to the Merger Consideration or otherwise.

        Our opinion has been authorized for issuance by the Fairness Opinion and Valuation Committee of Guggenheim Securities. Our opinion is subject to the assumptions, limitations, qualifications and other conditions contained herein and is necessarily based on economic, capital markets and other conditions, and the information made available to us, as of the date hereof. We assume no responsibility for updating or revising our opinion based on facts, circumstances or events occurring after the date hereof.

        Based on and subject to the foregoing, it is our opinion that, as of the date hereof, the Merger Consideration is fair, from a financial point of view, to the holders of Tribune Stock (excluding Sinclair and its affiliates).

Very truly yours,    

/s/ GUGGENHEIM SECURITIES, LLC


 

 

GUGGENHEIM SECURITIES, LLC

 

 

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ANNEX E

GENERAL CORPORATION LAW OF THE STATE OF DELAWARE

§ 262. Appraisal rights

        (a)   Any stockholder of a corporation of this State who holds shares of stock on the date of the making of a demand pursuant to subsection (d) of this section with respect to such shares, who continuously holds such shares through the effective date of the merger or consolidation, who has otherwise complied with subsection (d) of this section and who has neither voted in favor of the merger or consolidation nor consented thereto in writing pursuant to § 228 of this title shall be entitled to an appraisal by the Court of Chancery of the fair value of the stockholder's shares of stock under the circumstances described in subsections (b) and (c) of this section. As used in this section, the word "stockholder" means a holder of record of stock in a corporation; the words "stock" and "share" mean and include what is ordinarily meant by those words; and the words "depository receipt" mean a receipt or other instrument issued by a depository representing an interest in 1 or more shares, or fractions thereof, solely of stock of a corporation, which stock is deposited with the depository.

        (b)   Appraisal rights shall be available for the shares of any class or series of stock of a constituent corporation in a merger or consolidation to be effected pursuant to § 251 (other than a merger effected pursuant to § 251(g) of this title and, subject to paragraph (b)(3) of this section, § 251(h) of this title), § 252, § 254, § 255, § 256, § 257, § 258, § 263 or § 264 of this title:

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        (c)   Any corporation may provide in its certificate of incorporation that appraisal rights under this section shall be available for the shares of any class or series of its stock as a result of an amendment to its certificate of incorporation, any merger or consolidation in which the corporation is a constituent corporation or the sale of all or substantially all of the assets of the corporation. If the certificate of incorporation contains such a provision, the provisions of this section, including those set forth in subsections (d), (e), and (g) of this section, shall apply as nearly as is practicable.

        (d)   Appraisal rights shall be perfected as follows:

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        (e)   Within 120 days after the effective date of the merger or consolidation, the surviving or resulting corporation or any stockholder who has complied with subsections (a) and (d) of this section hereof and who is otherwise entitled to appraisal rights, may commence an appraisal proceeding by filing a petition in the Court of Chancery demanding a determination of the value of the stock of all such stockholders. Notwithstanding the foregoing, at any time within 60 days after the effective date of the merger or consolidation, any stockholder who has not commenced an appraisal proceeding or joined that proceeding as a named party shall have the right to withdraw such stockholder's demand for appraisal and to accept the terms offered upon the merger or consolidation. Within 120 days after the effective date of the merger or consolidation, any stockholder who has complied with the requirements of subsections (a) and (d) of this section hereof, upon written request, shall be entitled to receive from the corporation surviving the merger or resulting from the consolidation a statement setting forth the aggregate number of shares not voted in favor of the merger or consolidation and with respect to which demands for appraisal have been received and the aggregate number of holders of such shares. Such written statement shall be mailed to the stockholder within 10 days after such stockholder's written request for such a statement is received by the surviving or resulting corporation or within 10 days after expiration of the period for delivery of demands for appraisal under subsection (d) of this section hereof, whichever is later. Notwithstanding subsection (a) of this section, a person who is the beneficial owner of shares of such stock held either in a voting trust or by a nominee on behalf of such person may, in such person's own name, file a petition or request from the corporation the statement described in this subsection.

        (f)    Upon the filing of any such petition by a stockholder, service of a copy thereof shall be made upon the surviving or resulting corporation, which shall within 20 days after such service file in the office of the Register in Chancery in which the petition was filed a duly verified list containing the names and addresses of all stockholders who have demanded payment for their shares and with whom agreements as to the value of their shares have not been reached by the surviving or resulting corporation. If the petition shall be filed by the surviving or resulting corporation, the petition shall be accompanied by such a duly verified list. The Register in Chancery, if so ordered by the Court, shall give notice of the time and place fixed for the hearing of such petition by registered or certified mail to the surviving or resulting corporation and to the stockholders shown on the list at the addresses therein

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stated. Such notice shall also be given by 1 or more publications at least 1 week before the day of the hearing, in a newspaper of general circulation published in the City of Wilmington, Delaware or such publication as the Court deems advisable. The forms of the notices by mail and by publication shall be approved by the Court, and the costs thereof shall be borne by the surviving or resulting corporation.

        (g)   At the hearing on such petition, the Court shall determine the stockholders who have complied with this section and who have become entitled to appraisal rights. The Court may require the stockholders who have demanded an appraisal for their shares and who hold stock represented by certificates to submit their certificates of stock to the Register in Chancery for notation thereon of the pendency of the appraisal proceedings; and if any stockholder fails to comply with such direction, the Court may dismiss the proceedings as to such stockholder. If immediately before the merger or consolidation the shares of the class or series of stock of the constituent corporation as to which appraisal rights are available were listed on a national securities exchange, the Court shall dismiss the proceedings as to all holders of such shares who are otherwise entitled to appraisal rights unless (1) the total number of shares entitled to appraisal exceeds 1% of the outstanding shares of the class or series eligible for appraisal, (2) the value of the consideration provided in the merger or consolidation for such total number of shares exceeds $1 million, or (3) the merger was approved pursuant to § 253 or § 267 of this title.

        (h)   After the Court determines the stockholders entitled to an appraisal, the appraisal proceeding shall be conducted in accordance with the rules of the Court of Chancery, including any rules specifically governing appraisal proceedings. Through such proceeding the Court shall determine the fair value of the shares exclusive of any element of value arising from the accomplishment or expectation of the merger or consolidation, together with interest, if any, to be paid upon the amount determined to be the fair value. In determining such fair value, the Court shall take into account all relevant factors. Unless the Court in its discretion determines otherwise for good cause shown, and except as provided in this subsection, interest from the effective date of the merger through the date of payment of the judgment shall be compounded quarterly and shall accrue at 5% over the Federal Reserve discount rate (including any surcharge) as established from time to time during the period between the effective date of the merger and the date of payment of the judgment. At any time before the entry of judgment in the proceedings, the surviving corporation may pay to each stockholder entitled to appraisal an amount in cash, in which case interest shall accrue thereafter as provided herein only upon the sum of (1) the difference, if any, between the amount so paid and the fair value of the shares as determined by the Court, and (2) interest theretofore accrued, unless paid at that time. Upon application by the surviving or resulting corporation or by any stockholder entitled to participate in the appraisal proceeding, the Court may, in its discretion, proceed to trial upon the appraisal prior to the final determination of the stockholders entitled to an appraisal. Any stockholder whose name appears on the list filed by the surviving or resulting corporation pursuant to subsection (f) of this section and who has submitted such stockholder's certificates of stock to the Register in Chancery, if such is required, may participate fully in all proceedings until it is finally determined that such stockholder is not entitled to appraisal rights under this section.

        (i)    The Court shall direct the payment of the fair value of the shares, together with interest, if any, by the surviving or resulting corporation to the stockholders entitled thereto. Payment shall be so made to each such stockholder, in the case of holders of uncertificated stock forthwith, and the case of holders of shares represented by certificates upon the surrender to the corporation of the certificates representing such stock. The Court's decree may be enforced as other decrees in the Court of Chancery may be enforced, whether such surviving or resulting corporation be a corporation of this State or of any state.

        (j)    The costs of the proceeding may be determined by the Court and taxed upon the parties as the Court deems equitable in the circumstances. Upon application of a stockholder, the Court may order all or a portion of the expenses incurred by any stockholder in connection with the appraisal

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proceeding, including, without limitation, reasonable attorney's fees and the fees and expenses of experts, to be charged pro rata against the value of all the shares entitled to an appraisal.

        (k)   From and after the effective date of the merger or consolidation, no stockholder who has demanded appraisal rights as provided in subsection (d) of this section shall be entitled to vote such stock for any purpose or to receive payment of dividends or other distributions on the stock (except dividends or other distributions payable to stockholders of record at a date which is prior to the effective date of the merger or consolidation); provided, however, that if no petition for an appraisal shall be filed within the time provided in subsection (e) of this section, or if such stockholder shall deliver to the surviving or resulting corporation a written withdrawal of such stockholder's demand for an appraisal and an acceptance of the merger or consolidation, either within 60 days after the effective date of the merger or consolidation as provided in subsection (e) of this section or thereafter with the written approval of the corporation, then the right of such stockholder to an appraisal shall cease. Notwithstanding the foregoing, no appraisal proceeding in the Court of Chancery shall be dismissed as to any stockholder without the approval of the Court, and such approval may be conditioned upon such terms as the Court deems just; provided, however that this provision shall not affect the right of any stockholder who has not commenced an appraisal proceeding or joined that proceeding as a named party to withdraw such stockholder's demand for appraisal and to accept the terms offered upon the merger or consolidation within 60 days after the effective date of the merger or consolidation, as set forth in subsection (e) of this section.

        (l)    The shares of the surviving or resulting corporation to which the shares of such objecting stockholders would have been converted had they assented to the merger or consolidation shall have the status of authorized and unissued shares of the surviving or resulting corporation.

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PART II

INFORMATION NOT REQUIRED IN PROSPECTUS

Item 20.    Indemnification of Officers and Directors of Sinclair.

        Sinclair's articles of incorporation and bylaws require it to indemnify its directors and officers to the fullest extent permitted by Maryland law. Under current Maryland law, Sinclair will indemnify (i) any director or officer who has been successful, on the merits or otherwise, in the defense of a proceeding to which he was made a party by reason of his service in that capacity, against reasonable expense incurred by him in connection with the proceeding and (ii) any present or former director or officer against any claim or liability unless it is established that (a) his act or omission was material to the matter giving rise to the proceeding and was committed in bad faith or was the result of active and deliberate dishonesty; (b) he actually received an improper personal benefit in money, property or services; or (c) in the case of a criminal proceeding, he had reasonable cause to believe that his act or omission was unlawful. In addition, Sinclair's articles of incorporation and bylaws require it to pay or reimburse, in advance of the final disposition of a proceeding, expenses incurred by a director or officer to the fullest extent provided by Maryland law. Current Maryland law provides that Sinclair shall have received, before providing any such payment or reimbursement, (i) a written affirmation by the director or officer of his good faith belief that he has met the standard of conduct necessary for indemnification by Sinclair as authorized by Maryland law and Sinclair's bylaws and (ii) a written undertaking by or on his behalf to repay the amount paid or reimbursed by Sinclair if it shall ultimately be determined that the standard of conduct was not met. Sinclair's articles of incorporation and bylaws also permit Sinclair's board to provide indemnification, payment or reimbursement of expenses to any of its employees or agents in such capacity. Sinclair's articles of incorporation also provide that no amendment thereto may limit or eliminate this limitation of liability with respect to events occurring prior to the effective date of such amendment.

        Sinclair's bylaws also provide that each director shall perform his duties in good faith and with such care as an ordinarily prudent person in like position would use under similar circumstances. In performing his duties, each director shall be entitled to rely on information, opinions, reports or statements, including financial statements and other financial data, in each case prepared or presented by: (a) one or more officers or employees of Sinclair's whom the director reasonably believes to be reliable and competent in the matters presented; (b) counsel, certified public accountants or other persons as to matters which the director reasonably believes to be within such person's professional or expert competence; or (c) a committee of Sinclair's board that has been duly designated upon which such director does not serve as to matters within its designated authority, which committee such director reasonably believes to merit confidence. Sinclair's bylaws provide that a director shall not be considered to be acting in good faith if he has knowledge concerning the matter in question that would cause such reliance described above to be unwarranted. A director who performs his duties in compliance with the foregoing shall have no liability by reason of being or having been a director of Sinclair.

Item 21.    Exhibits and Financial Statements.

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Item 22.    Undertakings.

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SIGNATURES

        Pursuant to the requirements of the Securities Act of 1933, Sinclair Broadcast Group, Inc. has duly caused this Registration Statement on Form S-4 to be signed on its behalf by the undersigned, thereunto duly authorized, in the City of Hunt Valley, State of Maryland on June 30, 2017.

  SINCLAIR BROADCAST GROUP, INC.

 

By:

 

/s/ CHRISTOPHER S. RIPLEY


      Name:   Christopher S. Ripley

      Title:   President


POWER OF ATTORNEY

        KNOW ALL MEN BY THESE PRESENTS, that each person whose signature appears below constitutes and appoints Christopher S. Ripley, Lucy A. Rutishauser and David R. Bochenek, and each of them, his true and lawful attorneys-in-fact and agents, with full power of substitution and resubstitution, for him and in his name, place and stead, in any and all capacities, to sign any or all amendments (including post-effective amendments) to this registration statement (and any registration statement filed pursuant to Rule 462(b) under the Securities Act of 1933, as amended, for the offering which this Registration Statement relates), and to file the same, with all exhibits thereto, and other documents in connection therewith, with the Securities and Exchange Commission, granting unto said attorneys-in-fact and agents, and each of them, full power and authority to do and perform each and every act and thing requisite and necessary to be done in and about the premises, as fully to all intents and purposes as he might or could do in person, hereby ratifying and confirming all that said attorneys-in-fact and agents or any of them, or their or his substitute or substitutes, may lawfully do or cause to be done by virtue hereof.

        Pursuant to the requirement of the Securities Act of 1933, as amended, this Registration Statement has been signed by the following persons in the capacities and on the dates indicated.

Signatures
 
Capacity
 
Dates

 

 

 

 

 
/s/ DAVID D. SMITH

David D. Smith
  Executive Chairman, Chairman of the Board of Directors   June 30, 2017

/s/ FREDERICK G. SMITH

Frederick G. Smith

 

Vice President, Director

 

June 30, 2017

/s/ J. DUNCAN SMITH

J. Duncan Smith

 

Vice President and Secretary, Director

 

June 30, 2017

/s/ CHRISTOPHER S. RIPLEY

Christopher S. Ripley

 

President

 

June 30, 2017

/s/ LUCY A. RUTISHAUSER

Lucy A. Rutishauser

 

Senior Vice President, Chief Financial Officer, Treasurer

 

June 30, 2017

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Signatures
 
Capacity
 
Dates

 

 

 

 

 
/s/ DAVID R. BOCHENEK

David R. Bochenek
  Senior Vice President, Chief Accounting Officer   June 30, 2017

/s/ ROBERT E. SMITH

Robert E. Smith

 

Director

 

June 30, 2017

/s/ HOWARD E. FRIEDMAN

Howard E. Friedman

 

Director

 

June 30, 2017

/s/ DANIEL C. KEITH

Daniel C. Keith

 

Director

 

June 30, 2017

/s/ MARTIN R. LEADER

Martin R. Leader

 

Director

 

June 30, 2017

/s/ LAWRENCE E. MCCANNA

Lawrence E. McCanna

 

Director

 

June 30, 2017

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EXHIBIT INDEX

Exhibit   Description
  2.1   Agreement and Plan of Merger, dated as of May 8, 2017, by and among Tribune Media Company and Sinclair Broadcast Group, Inc. (included as Annex A to the joint proxy statement/prospectus included in this registration statement).
        
  3.1   Form of Amended and Restated Certificate of Incorporation of Tribune Media Company to be in effect as of the completion of the transaction (included as Exhibit B to Annex A to the joint proxy statement/prospectus included in this registration statement).
        
  4.1   Specimen Certificate of Class A Common Stock, par value $0.01 per share, of the Registrant (Incorporated by reference from Sinclair Broadcast Group, Inc.'s Registration Statement on Form S-1, No. 333-90682).
        
  5.1 * Opinion of Pillsbury Winthrop Shaw Pittman LLP as to the validity of the securities being registered.
        
  10.1 * Joinder Agreement, dated as of May 8, 2017, by Samson Merger Sub Inc.
        
  10.2   Trolley Voting and Support Agreement, dated as of May 8, 2017, by and among Sinclair Broadcast Group, Inc., OCM FIE LLC and Oaktree Tribune, L.P. (included as Annex B to the joint proxy statement/prospectus included in this registration statement).
        
  21.1   Subsidiaries of Sinclair Broadcast Group, Inc. (incorporated by reference to Exhibit 21 to the Annual Report on Form 10-K filed by Sinclair Broadcast Group, Inc. on February 28, 2017).
        
  23.1 * Consent of Pillsbury Winthrop Shaw Pittman LLP (included in Exhibit 5.1 hereto).
        
  23.2 * Consent of PricewaterhouseCoopers LLP, Independent Registered Public Accounting Firm of Sinclair Broadcast Group, Inc.
        
  23.3 * Consent of PricewaterhouseCoopers LLP, Independent Registered Public Accounting Firm of Tribune Media Company.
        
  23.4 * Consent of Deloitte & Touche LLP, Independent Registered Public Accounting Firm of Television Food Network, G.P.
        
  24.1 * Power of Attorney (included on the signature page to this registration statement).
        
  99.1 Form of Proxy Card to be used by holders of shares of Class A common stock of Tribune Media Company.
        
  99.2 Form of Proxy Card to be used by holders of shares of Class B common stock of Tribune Media Company.
        
  99.3 * Consent of Moelis & Company LLC.
        
  99.4 * Consent of Guggenheim Securities, LLC.

*
Filed herewith

To be filed by amendment