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THIRD AMENDED AND RESTATED VOTING AGREEMENT

Voting Agreement

THIRD AMENDED AND RESTATED VOTING AGREEMENT | Document Parties: ACCESS TECHNOLOGY CAPITAL, LLC | Advantage Capital New York GP-I, LLC | Advantage Capital New York GP-II, LLC | CRYSTAL INTERNET VENTURE | Crystal Venture II, Ltd | INTEL CAPITAL CORPORATION | Intel Corporation | LAND DEVELOPMENT CORPORATION | MITSUI INCUBASE CORPORATION | North Atlantic Investors III, LLC | North Atlantic Investors SBIC IV, LLC | NORTH ATLANTIC VENTURE | Rand Capital Management, LLC | Synacor, Inc You are currently viewing:
This Voting Agreement involves

ACCESS TECHNOLOGY CAPITAL, LLC | Advantage Capital New York GP-I, LLC | Advantage Capital New York GP-II, LLC | CRYSTAL INTERNET VENTURE | Crystal Venture II, Ltd | INTEL CAPITAL CORPORATION | Intel Corporation | LAND DEVELOPMENT CORPORATION | MITSUI INCUBASE CORPORATION | North Atlantic Investors III, LLC | North Atlantic Investors SBIC IV, LLC | NORTH ATLANTIC VENTURE | Rand Capital Management, LLC | Synacor, Inc

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Title: THIRD AMENDED AND RESTATED VOTING AGREEMENT
Date: 8/2/2007

THIRD AMENDED AND RESTATED VOTING AGREEMENT, Parties: access technology capital  llc , advantage capital new york gp-i  llc , advantage capital new york gp-ii  llc , crystal internet venture , crystal venture ii  ltd , intel capital corporation , intel corporation , land development corporation , mitsui incubase corporation , north atlantic investors iii  llc , north atlantic investors sbic iv  llc , north atlantic venture , rand capital management  llc , synacor  inc
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EXHIBIT 4.5
THIRD AMENDED AND RESTATED VOTING AGREEMENT
          THIS THIRD AMENDED AND RESTATED VOTING AGREEMENT (the “ Agreement ”) is made and entered into as of October 19, 2006, by and among Synacor, Inc., a Delaware corporation (the “ Company ”), the holders of the Company’s Series C Preferred Stock (sometimes referred to herein as the “ Series C Preferred Stock ”) listed on the Schedule of Series C Investors attached as Schedule A hereto (the “ Series C Investors ”), the holders of the Company’s Series B Preferred Stock (sometimes referred to herein as the “ Series B Preferred Stock ”) listed on the Schedule of Series B Investors attached as Schedule B hereto (the “ Series B Investors ”), the holders of the Company’s Series A-1 Preferred Stock (sometimes referred to herein as the “ Series A-1 Preferred Stock ”) listed on the Schedule of Series A-1 Investors attached as Schedule C hereto (the “ Series A-1 Investors ”), the holders of the Company’s Series A Preferred Stock (sometimes referred to herein as the “ Series A Preferred Stock ” and, together with the Series C Preferred Stock, Series B Preferred Stock and Series A-1 Preferred Stock, the “ Preferred Stock ”) listed on the Schedule of Series A Investors attached as Schedule D hereto (the “ Series A Investors ” and, together with the Series C Investors, Series B Investors and Series A-1 Investors, the “ Investors ”), the lenders of the Company (the “ Lenders ”) listed on the Schedule of Lenders attached as Schedule E hereto and the holders of Common Stock of the Company (the “ Common Stock ”) or warrants to purchase Common Stock of the Company (the “ Common Holders ”) listed on the Schedule of Common Holders attached as Schedule F hereto. The Company, the Lenders, the Common Holders and the Investors are individually each referred to herein as a “ Party ” and are collectively referred to herein as the “ Parties .” The Company’s Board of Directors is referred to herein as the “ Board .”
WITNESSETH :
          WHEREAS, the Company and the Series C Investors have entered into that certain Series C Preferred Stock Purchase Agreement of even date herewith (the “ Purchase Agreement ”), which provides for, among other things, the purchase by the Series C Investors of shares of Series C Preferred Stock;
          WHEREAS, the execution and delivery of this Agreement is a condition to the closing of the transactions contemplated by the Purchase Agreement;
          WHEREAS, the Company’s Fourth Amended and Restated Certificate of Incorporation, as may be amended from time to time (the “ Certificate of Incorporation ”), provides that (a) holders of shares of Common Stock, voting together as a single class, shall elect one (1) member of the Board (the “ Common Director ”), (b) holders of shares of Series A Preferred Stock, voting together as a single class, shall elect two (2) members of the Board (the “ Series A Directors ”), (c) the holders of shares of Series B Preferred Stock, voting together as a single class, shall elect one (1) member of the Board (the “ Series B Director ”), (d) the holders of shares of Series C Preferred Stock, voting together as a single class, shall elect one (1) member of the Board (the “ Series C Director ” and, together with the Series A Directors and Series B Director, the “ Preferred Directors ”) and (e) the holders of shares of Common Stock and the

 


 
holders of shares of Preferred Stock, voting together as a single class on an as-converted basis, shall be entitled to elect any remaining members of the Board;
          WHEREAS, the Company, certain of the Investors, the Common Holders and the Lenders are parties to that certain Second Amended and Restated Voting Agreement dated as of October 1, 2004 (the “ Prior Agreement ”);
          WHEREAS, Section 17 of the Prior Agreement provides that generally the Prior Agreement may be amended with the written consent of the holders of two thirds of the then outstanding Preferred Stock (as defined therein);
          WHEREAS, the parties to the Prior Agreement necessary to amend the Prior Agreement have resolved to do so, and such parties hereby agree that this Agreement shall amend and restate the Prior Agreement in its entirety and to accept the rights created pursuant hereto in lieu of the rights created under the Prior Agreement; and
          WHEREAS, to induce the Series C Investors to enter into the Purchase Agreement and purchase shares of Series C Preferred Stock thereunder, the Company and the other Parties hereto desire to enter into this Agreement with such Series C Investors;
          NOW, THEREFORE, in consideration of the foregoing premises and certain other good and valuable consideration, the receipt and sufficiency of which are hereby acknowledged, the Parties agree as follows:
          1. Agreement to Vote . Each Investor, as a holder of Preferred Stock, hereby agrees on behalf of itself and any transferee or assignee of any such shares of the Preferred Stock, to hold all of the shares of Preferred Stock registered in its name and any other voting securities of the Company subsequently acquired by such Investor (and any securities of the Company issued with respect to, upon conversion of, or in exchange or substitution for such securities) (hereinafter collectively referred to as the “ Investor Shares ”) subject to, and to vote the Investor Shares at a regular or special meeting of stockholders (or by written consent) in accordance with, the provisions of this Agreement. Each Common Holder, as a holder of Common Stock of the Company, hereby agrees on behalf of itself and any transferee or assignee of any such shares of Common Stock, to hold all of such shares of Common Stock and any other securities of the Company acquired by such Common Holder in the future (and any securities of the Company issued with respect to, upon conversion of, or in exchange or substitution for such securities) (the “ Common Shares ”) subject to, and to vote the Common Shares at a regular or special meeting of stockholders (or by written consent) in accordance with, the provisions of this Agreement.
          2. Board Size . The holders of Investor Shares and Common Shares shall vote at a regular or special meeting of stockholders (or by written consent) such shares that they own (or as to which they have voting power) to ensure that the size of the Board shall be set and remain at seven (7) directors; provided , however , that such Board size may be subsequently

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increased or decreased upon the approval of a majority of the Board and that such majority must include all of the Preferred Directors.
          3. Election of Directors .
               (a) In any election of directors of the Company to elect the Common Director, the Parties holding shares of Common Stock shall each vote at any regular or special meeting of stockholders (or by written consent) such number of shares of Common Stock then owned by them (or as to which they then have voting power) as may be necessary to elect one (1) director nominated by the holders of a majority of the then outstanding shares of Common Stock, who shall be the Company’s then current chief executive officer.
               (b) In any election of directors of the Company to elect the Series A Directors, the Parties holding shares of Series A Preferred Stock shall each vote at any regular or special meeting of stockholders (or by written consent) such number of shares of Series A Preferred Stock then owned by them (or as to which they then have voting power) as may be necessary to elect (i) one (1) director nominated by Crystal Internet Venture Fund II (BVI), L.P. and Crystal Internet Venture Fund II (BVI), Crystal Vision, L.P. (collectively, “ Crystal ”), voting together, (the “ Crystal Nominee ”) and (ii) one (1) director nominated by Pacven Walden Ventures IV, L.P. (“ Walden ”) (the “ Walden Nominee ”) for so long as any shares of Series A Preferred Stock remain outstanding. If the foregoing condition has not been met, one or more replacement directors shall be appointed by the majority consent of the remaining directors.
               (c) In any election of directors of the Company to elect the Series B Director, the Parties holding shares of Series B Preferred Stock shall each vote at any regular or special meeting of stockholders (or by written consent) such number of shares of Series B Preferred Stock then owned by them (or as to which they then have voting power) as may be necessary to elect one (1) director nominated by Advantage Capital New York Partners I, L.P. and Advantage Capital New York Partners II, L.P. (collectively, “ Advantage ”) (the “ Advantage Nominee ”) for so long as any shares of Series B Preferred Stock remain outstanding. If the foregoing condition has not been met, one or more replacement directors shall be appointed by the majority consent of the remaining directors.
               (d) In any election of directors of the Company to elect the Series C Director, the Parties holding shares of Series C Preferred Stock shall each vote at any regular or special meeting of stockholders (or by written consent) such number of Shares of Series C Preferred Stock then owned by them (or as to which they then have voting power) as may be necessary to elect one (1) director nominated by North Atlantic Venture Fund III and North Atlantic SBIC IV, L.P. (collectively, “ North Atlantic ”), voting together, (the “ North Atlantic Nominee ”) for so long as (x) any shares of the Series C Preferred Stock remain outstanding and (y) North Atlantic and its Affiliates are the record holder, in aggregate, of at least 20% of the outstanding Series C Preferred Stock. If the foregoing condition has not been met, one or more replacement directors shall be appointed by the majority consent of the remaining directors. For purposes of this Agreement, the terms “ Affiliate ” and “ Affiliated ” shall have the meanings set forth in the Purchase Agreement.

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               (e) In any election of any remaining members of the Board, the Investors and the Common Holders shall each vote at any regular or special meeting of stockholders (or by written consent) such number of voting securities of the Company then owned by them (or as to which they then have voting power) as may be necessary to elect directors nominated by the Common Director and approved by a majority of the Preferred Directors (the “ Industry Directors ”).
          4. Observer Rights . For so long as George Chamoun is an employee of the Company, Mr. Chamoun shall be entitled to attend each meeting of the Board in a nonvoting, observer capacity. For so long as they hold shares of Common Stock or Preferred Stock, each of Buffalo and Erie County Industrial Land Development Corporation (“ BECILDC ”), Rand Capital SBIC, L.P. (“ Rand ”), Access Technology Capital, LLC (“ Access ”) and Mitsui Incubase Corporation (“ Mitsui ”) shall be entitled to designate one (1) representative (the “ BECILDC Observer ”, the “ Rand Observer ”, the “ Access Observer ” and the “ Mitsui Observer ”, respectively, and together with Mr. Chamoun, the “ Observers ”) to attend each meeting of the Board in a nonvoting, observer capacity. The Company shall send to the Observers the notice of the time and place of such meeting in the same manner and at the same time as it shall send such notice to the Board. The Company shall also provide the Observers with copies of all reports, minutes and consents at the time and in the manner as they are provided to the Board and the Observers shall have access to the same information as members of the Board, provided that the Observers shall hold in confidence and trust all information provided to, or obtained by, him or her pursuant to this Section 4; and provided further , that the Company reserves the right to withhold any information and to exclude any or all of the Observers from any meeting or portion thereof if (i) access to such information or attendance at such meeting (A) could adversely affect the attorney-client privilege between the Company and its counsel or (B) would result in disclosure of trade secrets to any of the Observers or (ii) any of the Observers is a direct competitor to the Company.
          5. Removal . Any director of the Company may be removed from the board in the manner allowed by law and the Certificate of Incorporation, as amended, and the Company’s Bylaws, but with respect to a director designated pursuant to subsections 3(a), 3(b), 3(c) or 3(d) above, only upon the vote or written consent of the stockholders or directors, as applicable, entitled to nominate such director.
          6. Majority Electing . In the event that (a)(i) an acquisition of the Company by another entity by means of any transaction or series of related transactions (including, without limitation, any reorganization, merger or consolidation) that would result in the transfer of fifty percent (50%) or more of the outstanding voting power of the Company or in which the stockholders of the Company immediately prior to such transaction would own, as a result of such transaction, less than a majority of the voting securities, in the same relative proportions, of the successor or surviving corporation immediately thereafter; or (ii) a sale of all or substantially all of the assets of this corporation (such events described in subsections (i) and (ii) are referred to herein as a “ Sale of the Company ”) is approved by a majority of the Board and the holders of at least sixty percent (60%) of the outstanding shares of Preferred Stock (voting together as a single class on an as-converted basis) and (b) the net proceeds of such Sale of the Company are

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to be distributed to stockholders of the Company in accordance with the Certificate of Incorporation, as amended, then each Investor, Common Holder and Lender hereby agrees with respect to all options, warrants or securities of the Company, which it owns or with respect to which it otherwise exercises voting or dispositive authority; provided , however , that (i) the requirements of this Section 6 shall not apply to any securities of the Company owned by Intel Capital Corporation (“ Intel Capital ”) or its Affiliates (including all securities over which Intel Capital otherwise exercises voting or dispositive authority) and (ii) the requirements of this Section 6 shall apply to any transferee of Shares (defined below) that is not a partner or Affiliate of Intel Capital:
               (a) in the event such transaction is to be brought to a vote at a stockholder meeting, after receiving proper notice of any meeting of stockholders of the Company to vote on the approval of a Sale of the Company, to be present, in person or by proxy, as a holder of shares of voting securities, at all such meetings and be counted for the purposes of determining the presence of a quorum at such meetings;
               (b) to vote (in person, by proxy or by action by written consent, as applicable) all shares of the capital stock of the Company as to which it has beneficial ownership in favor of such Sale of the Company and in opposition of any and all other proposals that

 
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