Amended and Restated Investor Rights Agreement



 Exhibit 4.1 
 Execution Copy 
 AMENDED AND RESTATED INVESTOR
RIGHTS AGREEMENT 
 THIS AMENDED AND RESTATED INVESTOR RIGHTS AGREEMENT, dated as of December 7, 2009 (this
“Agreement”), by and among The Princeton Review, Inc., a Delaware corporation (the “Company”), the persons executing this Agreement as Purchasers (the “Purchasers”), and the
persons executing this Agreement as Common Stockholders (the “Stockholders”). 
 RECITALS

 WHEREAS, the Company and the other parties hereto wish to provide certain arrangements with respect to the registration
of shares of common stock, par value $0.01 per share, of the Company (the “Common Stock”) under the Securities Act (as defined below); 
 WHEREAS, the Stockholders are holders of shares of Common Stock; 
 WHEREAS, the
Company and some of the Purchasers have entered into the Series E Preferred Stock Purchase Agreement, dated as of December 7, 2009 (the “Purchase Agreement”), pursuant to which the Company is issuing and selling to such
Purchasers, and such Purchasers are purchasing from the Company, an aggregate of up to 94,000 shares of the Company’s Series E Non-Convertible Preferred Stock, par value $0.01 per share (the “Series E Preferred Stock”),
in exchange for cash and/or shares of the Company’s Series C Convertible Preferred Stock, par value $0.01 per share, held by some of the Purchasers; 
 WHEREAS, the Company and some of the Purchasers have entered into the Securities Purchase Agreement, dated as of December 7, 2009 (the “Financing Agreement”), pursuant to
which the Company is issuing to some of the Purchasers an aggregate of 4,275 shares of the Series E Preferred Stock; 
 WHEREAS,
upon the Series E Preferred Stock Conversion Approval (as defined below), the Series E Preferred Stock will become convertible into Series D Convertible Preferred Stock, par value $0.01 per share (the “Series D Preferred
Stock” and, together with the Series E Preferred Stock, collectively, the “New Preferred Stock”), and, upon issuance thereof, the Series D Preferred Stock will be convertible into Common Stock; 
 WHEREAS, it is a condition to the obligations of certain of the Purchasers under the Purchase Agreement that this Agreement be executed by
the parties hereto, and the parties are willing to execute this Agreement and to be bound by the provisions hereof; and 
 WHEREAS, the Company and some of the Purchasers are parties to an existing Investor Rights Agreement, dated as of July 23, 2007 (the “Prior Agreement”), and wish to amend and restate the Prior Agreement.








 AGREEMENT 
 NOW THEREFORE, for good and valuable consideration, the receipt and adequacy of which are hereby acknowledged by the parties, the parties
hereby agree that the Prior Agreement is hereby amended and restated in its entirety as follows: 
 1. Certain
Definitions. As used in this Agreement, the following terms shall have the following respective meanings: 
 “Commission” shall mean the Securities and Exchange Commission, or any other federal agency at the time administering the Securities Act. 
 “Conversion Shares” shall mean shares of Common Stock issued or issuable upon conversion of the Series D Preferred Stock. 
 “Equity Securities” shall mean any (i) Common Stock or preferred stock of the Company, (ii) any security
convertible, with or without consideration, into any Common Stock, preferred stock or other security (including debt securities convertible into capital stock of the Company and any option to purchase such a convertible security), (iii) any
security carrying any warrant or right to subscribe to or purchase any Common Stock, preferred stock or other security, or (iv) any such warrant or right. 
 “Exchange Act” shall mean the Securities Exchange Act of 1934, as amended, or any similar federal statute, and the rules and regulations of the Commission thereunder, all as the
same shall be in effect at the time. 
 “Fully Diluted Basis” shall mean, for the purposes of
determining the number of shares of Common Stock outstanding, a basis of calculation which takes into account (a) shares of Common Stock actually issued and outstanding at the time of such determination, and (b) that number of shares of
Common Stock that is then issuable upon conversion of all then outstanding shares of Series D Preferred Stock. 
 “Investors” shall mean the Stockholders and the Purchasers party to this Agreement. 
 “Preferred Shares” shall mean shares of Series E Preferred Stock issued to the Purchasers pursuant to the Purchase Agreement and the Financing Agreement and any and all shares of Series D Preferred Stock issued
to the Purchasers upon conversion of the Series E Preferred Stock into shares of Series D Preferred Stock pursuant to the Series E Certificate of Designation. 
 “Pro Rata Share” of any Purchaser shall mean the ratio of (i) the sum of, without duplication, (a) the number of shares of Common Stock beneficially owned by such
Purchaser plus (b) the number of shares of Common Stock issuable upon conversion of the Series D Preferred Stock beneficially owned by such Purchaser plus (c) the number of shares of Common

  

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Stock into which the Series E Preferred Stock beneficially owned by such Purchaser is then deemed to be convertible pursuant to the Series E Certificate of Designation, in each case, immediately
prior to the issuance of any Equity Securities, to (ii) the sum of (a) the total number of shares of Common Stock outstanding on a Fully Diluted Basis plus (b) the number of shares of Common Stock into which the Series E
Preferred Stock beneficially owned by all of the Purchasers is then deemed to be convertible pursuant to the Series E Certificate of Designation, in each case, immediately prior to the issuance of such Equity Securities. 
 “Purchaser Permitted Transferee” shall mean any affiliate of a Purchaser or any entity or investment vehicle,
including a partnership, in which a Purchaser and/or its affiliates has a majority economic interest or which is managed by a Purchaser or any of its affiliates. 
 “Registrable Common Stock” shall mean shares of Common Stock (other than Conversion Shares) held by Investors or Purchaser Permitted Transferees, excluding shares of Common Stock
which (a) have been registered under the Securities Act pursuant to an effective registration statement filed thereunder and disposed of in accordance with the registration statement covering them, or (b) have been publicly sold pursuant
to Rule 144 under the Securities Act; provided, however, that all shares of Common Stock held by any Investor shall cease to be Registrable Common Stock when such Investor is able to sell all shares of Common Stock held by such
Investor pursuant to Rule 144 under the Securities Act in a three-month period. 
 “Registrable Stock”
shall mean Registrable Common Stock and Restricted Stock. 
 “Registration Expenses” shall mean the
expenses so described in Section 5. 
 “Restricted Stock” shall mean the Conversion Shares,
excluding Conversion Shares which have been (a) registered under the Securities Act pursuant to an effective registration statement filed thereunder and disposed of in accordance with the registration statement covering them or
(b) publicly sold pursuant to Rule 144 under the Securities Act. 
 “Securities Act” shall
mean the Securities Act of 1933, as amended, or any similar federal statute, and the rules and regulations of the Commission thereunder, all as the same shall be in effect at the time. 
 “Selling Expenses” shall mean the expenses so described in Section 5. 
 “Series E Certificate of Designation” shall mean the Certificate of Designation setting forth the rights,
preferences and privileges of the Series E Preferred Stock, filed in accordance with the Purchase Agreement. 
 “Series E Preferred Stock Conversion Approval” shall have the meaning given to such term in the Series E Certificate of Designation. 
  

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 2. Demand Registration Rights. (a) At any time following the date hereof, the
holders of Restricted Stock constituting at least twelve and a half percent (12.5%) of the total shares of Restricted Stock then outstanding may request the Company to register under the Securities Act all or any portion of the shares of
Restricted Stock held by such requesting holder or holders for sale in the manner specified in such notice, provided that the aggregate offering price, as such amount is determined on the cover page of the registration statement, shall not be
less than $2,500,000. Such request shall specify the intended method of disposition thereof by such holder or holders, including whether (i) the registration requested is for an underwritten offering and (ii) the registration statement
covering such Restricted Stock shall be a “shelf” and provide for the sale by the holder or holders thereof of the Restricted Stock from time to time on a delayed or continuous basis under Rule 415 under the Securities Act. For purposes of
this Section 2 and Sections 5, 10(a) and 10(d) hereof, the term “Restricted Stock” shall be deemed to include the number of shares of Restricted Stock which have been issued to or would
be issuable to a holder of Preferred Shares upon conversion of all Preferred Shares held by such holder at such time (including assuming the conversion of Series E Preferred Stock into Series D Preferred Stock pursuant to the Series E Certificate of
Designation, in all cases without regard to the failure to obtain the Series E Preferred Stock Conversion Approval), provided, however, that the only securities which the Company shall be required to register pursuant hereto shall be
shares of Common Stock, and provided, further, however, that, in any underwritten public offering contemplated by this Section 2 or Section 3 hereof, the holders of Preferred Shares shall be entitled to
sell such Preferred Shares to the underwriters for conversion and sale of the shares of Common Stock issued upon conversion thereof. In the event that any registration pursuant to this Section 2 shall be, in whole or in part, an
underwritten public offering of Common Stock, the number of shares of Restricted Stock to be included in such an underwriting may be reduced (pro rata among the holders of Restricted Stock requesting registration pursuant to Section 2(a)
and Section 2(b) based upon the number of shares of Restricted Stock beneficially owned by such holders) if and to the extent that the managing underwriter shall be of the opinion that such inclusion would adversely affect the marketing
of the securities to be sold by the Company therein; provided, however, that such number of shares of Restricted Stock shall not be reduced if any shares are to be included in such underwriting for the account of any person other than
requesting holders of Restricted Stock. 
 (b) Following receipt of any notice under this Section 2, the Company
shall immediately notify all holders of Restricted Stock from whom notice has not been received and shall use its best efforts to register under the Securities Act, for public sale in accordance with the method of disposition specified in such
notice from requesting holders, the number of shares of Restricted Stock specified in such notice (and in all notices received by the Company from other holders within thirty (30) days after the giving of such notice by the Company). If such
method of disposition shall be an underwritten public offering, the holders of a majority of the shares of Restricted Stock to be sold in such offering may designate the managing underwriter of such offering, subject to the approval of the Company,
which approval shall not be unreasonably withheld or delayed. The Purchasers shall have an unlimited number of demand registrations pursuant to this Section 2, provided, however, that the Company shall not be obligated to
effect

  

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more than two (2) such registrations in any twelve (12) month period, provided, further, that such obligation shall be deemed satisfied only when a registration statement
covering all shares of Restricted Stock specified in notices received as aforesaid, for sale in accordance with the method of disposition specified by the requesting holders, shall have become effective and, if such method of disposition is a firm
commitment underwritten public offering, all such shares shall have been sold pursuant thereto. 
 (c) From and after the date
hereof, the Company shall use its commercially reasonable efforts to qualify under the provisions of the Securities Act, and thereafter, to continue to qualify at all times, for registration on Form S-3 or any successor thereto. Demand registrations
pursuant to this Section 2 shall be on Form S-3 or any similar short-form registration statement, if available. In the event the Company fails to qualify, the Company shall be required to effect demand registrations pursuant to this
Section 2 on Form S-1 or any successor thereto to the same extent as the Company would be required to effect demand registrations on Form S-3. 
 (d) The Company may postpone for a period of up to forty-five (45) days the filing of any registration requested pursuant to this Section 2 if the Board of Directors of the Company in
good faith determines that such registration would require the public disclosure of any plan, proposal or agreement by the Company with respect to any financing, acquisition, recapitalization, reorganization or other material transaction, the
disclosure of which would be materially adverse to the Company, and such determination is evidenced by a board vote included in the minutes of the meetings of the Company’s Board of Directors; provided, however, that the Company
may not exercise such right of postponement more frequently than one (1) time in any twelve (12) month period and shall not register any securities for its own account or that of any other stockholder during such forty-five (45) day
period (except with respect to registration statements on Forms S-4, S-8 or another form not available for registering the Restricted Stock for sale to the public). 
 (e) The Company shall be entitled to include in any registration statement referred to in this Section 2, for sale in accordance with the method of disposition specified by the requesting
holders, shares of Common Stock to be sold by the Company for its own account (to the extent that the inclusion of such shares by the Company shall not adversely affect the offering), and shall not be entitled to include shares held by any persons
other than the holders of Restricted Stock. 
 3. Piggyback Registration Rights. If the Company at any time (other than
pursuant to Section 2) proposes to register any of its securities under the Securities Act for sale to the public, whether for its own account or for the account of other security holders or both (except with respect to registration
statements on Forms S-4, S-8 or another form not available for registering the Registrable Stock for sale to the public), each such time it will give prompt written notice to all holders of outstanding Registrable Stock of its intention to do
so. Upon the written request of any such holder, received by the Company within thirty (30) days after the

  

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giving of any such notice by the Company, to register any of its Registrable Stock, the Company will use its best efforts to cause the Registrable Stock as to which registration shall have been
so requested to be included in the securities to be covered by the registration statement proposed to be filed by the Company, all to the extent required to permit the sale or other disposition by the holder of such Registrable Stock so registered.
In the event that any registration pursuant to this Section 3 shall be, in whole or in part, an underwritten public offering of Common Stock, the number of shares of Registrable Stock to be included in such an underwriting may be reduced
if and to the extent that the managing underwriter shall be of the opinion that such inclusion would adversely affect the marketing of the securities to be sold by the Company therein. In the event that the managing underwriter on behalf of all
underwriters limits the number of shares to be included in a registration pursuant to this Section 3, or shall otherwise require a limitation of the number of shares to be included in the registration, then the Company will include in
such registration: 
 (i) first, securities proposed by the Company to be sold for its own account; 
 (ii) second, shares of Restricted Stock requested to be included by holders pursuant to this Section 3; 
 (iii) third, shares of Registrable Common Stock requested to be included by holders pursuant to this Section 3; and

 (iv) fourth, securities requested to be included by any other holders, 
 provided, however, that such number of shares of Registrable Stock shall not be reduced if any shares are to be included in such underwriting
for the account of any person other than the Company or requesting holders of Registrable Stock; and provided, further, however, that in no event shall the Registrable Stock requested to be included by holders pursuant to this
Section 3 constitute less than thirty percent (30%) of all shares to be registered in such registration (in such event, the Company agrees to reduce the shares of Common Stock it proposes to register for its own account or the
account of holders initially requesting or demanding registration in order to assure that such Registrable Stock constitute at least thirty percent (30%) of the shares to be registered). The securities to be included in any such registration
pursuant to clause (ii) or (iii) of this Section 3 shall be allocated on a pro rata basis among the requesting holders based upon the number of shares of Restricted Stock or Registrable Common Stock, as the case
may be, held by such holders. Notwithstanding the foregoing provisions, the Company may withdraw any registration statement referred to in this Section 3 without thereby incurring any liability to the holders of Registrable Stock.

  

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 4. Registration Procedures. If and whenever the Company is required by the provisions
of Sections 2 or 3 to use its best efforts to effect the registration of any shares of Registrable Stock under the Securities Act, the Company will, as expeditiously as possible: 
 (a) prepare and promptly, and in any event within thirty (30) days after the request for registration has been delivered to the
company, file with the Commission a registration statement with respect to such securities and use its best efforts to cause such registration statement to become and remain effective for the period of the distribution contemplated thereby
(determined as hereinafter provided) or in the case of a registration requested to be a “shelf”, for as long as requested to the extent permitted by applicable law; 
 (b) prepare and file with the Commission such amendments and supplements to such registration statement and the prospectus used in
connection therewith as may be necessary to keep such registration statement effective for the period specified in Section 4(a) above and comply with the provisions of the Securities Act with respect to the disposition of all Registrable
Stock covered by such registration statement in accordance with the sellers’ intended method of disposition set forth in such registration statement for such period; 
 (c) furnish to each seller of Registrable Stock and to each underwriter such number of copies of the registration statement and the prospectus included therein (including each preliminary prospectus) as
such persons reasonably may request in order to facilitate the public sale or other disposition of the Registrable Stock covered by such registration statement; 
 (d) use its best efforts to register or qualify the Registrable Stock covered by such registration statement under the securities or “blue sky” laws of such jurisdictions as the sellers of
Registrable Stock or, in the case of an underwritten public offering, the managing underwriter reasonably shall request, provided, however, that the Company shall not for any such purpose be required to qualify generally to transact
business as a foreign corporation in any jurisdiction where it is not so qualified or to consent to general service of process in any such jurisdiction; 
 (e) use its best efforts to list the Registrable Stock covered by such registration statement with any securities exchange on which the Common Stock is then listed; 
 (f) provide a transfer agent and registrar for all such Registrable Stock not later than the effective date of such registration statement;

 (g) immediately notify each seller of Registrable Stock and each underwriter under such registration statement, at any time
when a prospectus relating thereto is required to be delivered under the Securities Act, of the happening of any event as a result of which the prospectus contained in such registration statement, as then in effect, includes an untrue statement of a
material fact or omits to state a material fact required to be stated therein or necessary to make the statements therein not misleading in light of the circumstances then existing, and at the request of any such seller prepare and furnish to such
seller a reasonable number of copies of a supplement to or an amendment of such prospectus as may be necessary so that, as thereafter delivered to the purchasers of such Registrable Stock, such prospectus shall not include an untrue statement of a
material fact or omit to state a material fact required to be stated therein or necessary to make the statements therein not misleading in the light of the circumstances then existing; 
  

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 (h) if the offering is underwritten and at the request of any seller of Registrable Stock,
use its best efforts to furnish on the date that Registrable Stock is delivered to the underwriters for sale pursuant to such registration: (i) an opinion, dated as of such date, of counsel representing the Company for the purposes of such
registration, addressed to the underwriters and to such seller, stating that such registration statement has become effective under the Securities Act and that (A) to the best knowledge of such counsel, no stop order suspending the
effectiveness thereof has been issued and no proceedings for that purpose have been instituted or are pending or contemplated under the Securities Act, (B) the registration statement, the related prospectus and each amendment or supplement
thereof comply as to form in all material respects with the requirements of the Securities Act (except that such counsel need not express any opinion as to financial statements contained therein) and (C) to such other effects as reasonably may
be requested by counsel for the underwriters or by such seller or its counsel, and (ii) a letter dated such date from the independent public accountants retained by the Company, addressed to the underwriters and to such seller, stating that
they are independent public accountants within the meaning of the Securities Act and that, in the opinion of such accountants, the financial statements of the Company included in the registration statement or the prospectus, or any amendment or
supplement thereof, comply as to form in all material respects with the applicable accounting requirements of the Securities Act, and such letter shall additionally cover such other financial matters (including information as to the period ending no
more than five (5) business days prior to the date of such letter) with respect to such registration as such underwriters or sellers reasonably may request; 
 (i) use its best efforts to cooperate with the sellers in the disposition of the Registrable Stock covered by such registration statement, including without limitation in the case of an underwritten
offering causing key executives of the Company and its subsidiaries to participate under the direction of the managing underwriter in a “road show” scheduled by such managing underwriter in such locations and of such duration as in the
judgment of such managing underwriter are appropriate for such underwritten offering; 
 (j) in connection with the preparation
and filing of each registration statement registering Registrable Stock under the Securities Act, and before filing any such registration statement or any other document in connection therewith, give the participating holders and their underwriters,
if any, and their respective counsel and accountants, the opportunity to participate in the preparation of such registration statement, each prospectus included therein or filed with the Commission, each amendment thereof or supplement thereto and
any related underwriting agreement or other document to be filed, and give each of the aforementioned persons such access to its books and records, including all financial and other records, pertinent corporate documents and properties of the
Company, and such opportunities to discuss the business of the Company with its officers, directors and employees and the independent public accountants who have certified its financial statements as shall be necessary, in the opinion of such
holders, underwriters, counsel or accountants, to conduct a reasonable investigation within the meaning of the Securities Act; and 
  

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 (k) otherwise use its best efforts to comply with the Securities Act, the Exchange Act and
any other applicable rules and regulations of the Commission, and make available to its securities holders, as soon as reasonably practicable, an earning statement covering the period of at least twelve (12) months after the effective date of
such registration statement, which earning statement shall satisfy Section 11(a) of the Securities Act and any applicable regulations thereunder, including Rule 158. 
 For purposes of Sections 4(a) and 4(b) and of Section 2(d), the period of distribution of Registrable Stock
in a firm commitment underwritten public offering shall be deemed to extend until each underwriter has completed the distribution of all securities purchased by it, and the period of distribution of Registrable Stock in any other registration shall
be deemed to extend until the earlier of the sale of all Registrable Stock covered thereby and one hundred twenty (120) days after the effective date thereof or in the case of a registration requested to be a “shelf”, for as long as
requested to the extent permitted by applicable law. 
 In connection with each registration hereunder, the sellers of
Registrable Stock will furnish to the Company in writing such information with respect to themselves and the proposed distribution by them as reasonably shall be necessary in order to assure compliance with federal and applicable state securities
laws. 
 In connection with each registration pursuant to Sections 2 or 3 covering an underwritten public
offering, the Company and each seller agree to enter into a written underwriting agreement with the managing underwriter selected in the manner herein provided in such form and containing such provisions as are customary in the securities business
for such an arrangement between such underwriter and companies of the Company’s size and investment stature; provided, however, that (i) the representations and warranties by, and the other agreements on the part of, the
Company to and for the benefit of the underwriters shall also be made to and for the benefit of such sellers of Registrable Stock, and (ii) no seller shall be required to make, and the Company shall use its best efforts to ensure that no
underwriter requires any seller to make, any representations and warranties, to or agreements with any underwriter in a registration effected pursuant to Sections 2 or 3 other than customary representations, warranties and agreements
relating to such seller’s title to Registrable Stock and authority to enter into the underwriting agreement. 
 5.
Expenses. All expenses incurred by the Company in complying with Sections 4 and 5, including, without limitation, all registration and filing fees, printing expenses, fees and disbursements of counsel and independent public
accountants for the Company, fees and expenses (including counsel fees) incurred in connection with complying with state securities or “blue sky” laws, fees of Financial Industry Regulatory Authority, Inc., transfer taxes, fees of transfer
agents and registrars, costs of insurance and fees and disbursements of one counsel for

  

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the sellers of Registrable Stock (which fees and disbursements of the one counsel to the sellers shall not exceed $50,000), but excluding any Selling Expenses, are called “Registration
Expenses.” All underwriting discounts and selling commissions applicable to the sale of Restricted Stock are called “Selling Expenses.” 
 The Company will pay all Registration Expenses in connection with each registration statement under Sections 2 or 3. All
Selling Expenses in connection with each registration statement under Sections 2 or 3 shall be borne by the participating sellers in proportion to the number of shares sold by each, or by such participating sellers as they may agree.

 6. Indemnification and Contribution. (a) In the event of a registration of any of the Registrable Stock under the
Securities Act pursuant to Sections 2 or 3, the Company will indemnify and hold harmless each seller of Registrable Stock thereunder, each underwriter of such Registrable Stock thereunder and each other person, if any, who controls or
is alleged to control such seller or underwriter within the meaning of the Securities Act, against any losses, claims, damages or liabilities, joint or several, to which such seller, underwriter or controlling person may become subject under the
Securities Act or otherwise, insofar as such losses, claims, damages or liabilities (or actions in respect thereof) arise out of or are based upon any untrue statement or alleged untrue statement of any material fact contained in any registration
statement under which such Registrable Stock were registered under the Securities Act pursuant to Sections 2 or 3, any preliminary prospectus or final prospectus contained therein, or any amendment or supplement thereof, or arise out
of or are based upon the omission or alleged omission to state therein a material fact required to be stated therein or necessary to make the statements therein (in the case of a prospectus, in the light of the circumstances under which they were
made) not misleading, or arises out of or are based upon any violation or alleged violation of any federal, state or other law, rule or regulation relating to any action or inaction in connection therewith, and will reimburse each such seller, each
such underwriter and each such controlling person for any legal or other expenses reasonably incurred by them in connection with investigating or defending any such loss, claim, damage, liability or action, provided, however, that the
Company will not be liable to any such indemnitee if and to the extent that any such loss, claim, damage or liability arises solely out of or is based solely upon an untrue statement or alleged untrue statement or omission or alleged omission so
made in conformity with information with respect to such indemnitee furnished by such indemnitee in writing specifically for use in such registration statement or prospectus. The indemnities of the Company contained in this Section 6
shall remain in full force and effect regardless of any investigation made by or on behalf of such indemnified person and shall survive any transfer of Registrable Stock. 
 (b) In the event of a registration of any of the Registrable Stock under the Securities Act pursuant to Sections 2 or 3, each
seller of such Registrable Stock thereunder, severally and not jointly, will indemnify and hold harmless the Company, each person, if any, who controls the Company within the meaning of the Securities Act, each officer of the Company who signs the
registration statement, each director of the Company, each underwriter and each person who

  

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controls any underwriter within the meaning of the Securities Act, against all losses, claims, damages or liabilities, joint or several, to which the Company or such officer, director,
underwriter or controlling person may become subject under the Securities Act or otherwise, insofar as such losses, claims, damages or liabilities (or actions in respect thereof) arise out of or are based upon any untrue statement or alleged untrue
statement of any material fact contained in the registration statement under which such Registrable Stock was registered under the Securities Act pursuant to Sections 2 or 3, any preliminary prospectus or final prospectus contained
therein, or any amendment or supplement thereof, or arise out of or are based upon the omission or alleged omission to state therein a material fact required to be stated therein or necessary to make the statements therein (in the case of a
prospectus, in the light of the circumstances under which they were made) not misleading, and will reimburse the Company and each such officer, director, underwriter and controlling person for any legal or other expenses reasonably incurred by them
in connection with investigating or defending any such loss, claim, damage, liability or action, provided, however, that such seller will be liable hereunder in any such case if and only to the extent that any such loss, claim, damage
or liability arises solely out of or is based solely upon an untrue statement or alleged untrue statement or omission or alleged omission made in reliance upon and in conformity with information pertaining to such seller, as such, furnished in
writing to the Company by such seller specifically for use in such registration statement or prospectus, and provided, further, however, that the liability of each seller hereunder shall be limited to the proportion of any such
loss, claim, damage, liability or expense which is equal to the proportion that the public offering price of the shares sold by such seller under such registration statement bears to the total public offering price of all securities sold thereunder,
but not in any event to exceed the net proceeds received by such seller from the sale of Registrable Stock covered by such registration statement (after deduction of all underwriters’ discounts and commissions and all other expenses paid by
such seller in connection with the registration in question). Such indemnity shall remain in full force and effect regardless of any investigation made by or on behalf of the Company or any such director, officer, underwriter or controlling person
and shall survive any transfer of Registrable Stock. 
 (c) Promptly after receipt by an indemnified party hereunder of notice
of the commencement of any action, such indemnified party shall, if a claim in respect thereof is to be made against the indemnifying party hereunder, notify the indemnifying party in writing thereof, but the omission so to notify the indemnifying
party shall not relieve it from any liability which it may have to such indemnified party other than under this Section 6 and shall only relieve it from any liability which it may have to such indemnified party under this
Section 6 if and to the extent the indemnifying party is prejudiced by such omission. In case any such action shall be brought against any indemnified party and it shall notify the indemnifying party of the commencement thereof, the
indemnifying party shall be entitled to participate in and, to the extent it shall wish, to assume and undertake the defense thereof with counsel satisfactory to such indemnified party, and, after notice from the indemnifying party to such
indemnified party of its election so to assume and undertake the defense thereof, the indemnifying party shall not be liable to such indemnified party under this Section 6 for any legal expenses subsequently incurred by such indemnified
party in connection with the defense thereof other than reasonable

  

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costs of investigation and of liaison with counsel so selected, provided, however, that, if the defendants in any such action include both the indemnified party and the indemnifying
party and the indemnified party shall have reasonably concluded that there may be reasonable defenses available to it which are different from or additional to those available to the indemnifying party or if the interests of the indemnified party
reasonably may be deemed to conflict with the interests of the indemnifying party, the indemnified party shall have the right to select a separate counsel and to assume such legal defenses and otherwise to participate in the defense of such action,
with the expenses and fees of such separate counsel and other expenses related to such participation to be reimbursed by the indemnifying party as incurred. No indemnifying party, in the defense of any such claim or litigation, shall, except with
the consent of each indemnified party, consent to entry of any judgment or enter into any settlement unless such judgment or settlement includes as an unconditional term thereof the giving by the claimant or plaintiff to such indemnified party of a
release from all liability in respect to such claim or litigation, includes only money damages (as opposed to equitable relief) and does not include any statement as to the fault or culpability of such indemnified party. 
 (d) In order to provide for just and equitable contribution to joint liability under the Securities Act in any case in which either
(i) any holder of Registrable Stock exercising rights under this Agreement, or any controlling person of any such holder, makes a claim for indemnification pursuant to this Section 6 but it is judicially determined (by the entry of
a final judgment or decree by a court of competent jurisdiction and the expiration of time to appeal or the denial of the last right of appeal) that such indemnification may not be enforced in such case notwithstanding the fact that this
Section 6 provides for indemnification in such case, or (ii) contribution under the Securities Act may be required on the part of any such selling holder or any such controlling person in circumstances for which indemnification is
provided under this Section 6; then, and in each such case, the Company and such holder will contribute to the aggregate losses, claims, damages or liabilities to which they may be subject (after contribution from others) in such
proportion so that such holder is responsible for the portion represented by the percentage that the aggregate public offering price of its Registrable Stock offered by the registration statement bears to the aggregate public offering price of all
securities offered by such registration statement, and the Company is responsible for the remaining portion; provided, however, that, in any such case, (A) no such holder will be required to contribute any amount in excess of the
net proceeds received by it from the sale of all such Restricted Stock offered by it pursuant to such registration statement (after deduction of all underwriters’ discounts and commissions and all other damages and expenses paid by such seller
in connection with the registration in question); and (B) no person or entity guilty of fraudulent misrepresentation (within the meaning of Section 11(f) of the Securities Act) will be entitled to contribution from any person or entity who
was not guilty of such fraudulent misrepresentation. 
 7. Changes in Common Stock or Preferred Stock. If, and as often
as, there is any change in the Common Stock, the Series D Preferred Stock or the Series E Preferred Stock by way of a stock split, stock dividend, combination or reclassification, or through a merger, consolidation, reorganization or
recapitalization, or by any other means, appropriate adjustment shall be made in the provisions hereof so that the rights and privileges granted hereby shall continue with respect to the Common Stock, the Series D Preferred Stock or the Series E
Preferred Stock as so changed. 
  

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 8. Rule 144 Reporting. With a view to making available the benefits of certain rules
and regulations of the Commission which may at any time permit the sale of the Restricted Stock to the public without registration, the Company agrees to: 
 (a) make and keep public information available, as those terms are understood and defined in Rule 144 under the Securities Act; 
 (b) use its best efforts to file with the Commission in a timely manner all reports and other documents required of the Company under the
Securities Act and the Exchange Act; and 
 (c) furnish to each holder of Restricted Stock forthwith upon request a written
statement by the Company as to its compliance with the reporting requirements of such Rule 144 and of the Securities Act and the Exchange Act, a copy of the most recent annual or quarterly report of the Company, and such other reports and
documents so filed by the Company as such holder may reasonably request in availing itself of any rule or regulation of the Commission allowing such holder to sell any Restricted Stock without registration. 
 9. Purchase Rights. The Company agrees as follows: 
 (a) Subsequent Offerings. Each Purchaser shall have a right of first refusal (the “Purchase Rights”) to purchase its Pro Rata Share of all Equity Securities other than the
Equity Securities excluded by Section 9(e) hereof. 
 (b) Exercise of Rights. 
 (i) If the Company proposes to issue any Equity Securities, it shall give each Purchaser written notice of its intention, describing the
Equity Securities, the price and the terms and conditions upon which the Company proposes to issue the same. Each Purchaser shall have thirty (30) days from the giving of such notice to agree to purchase its Pro Rata Share of the Equity
Securities for the price and upon the terms and conditions specified in the notice by giving written notice to the Company and stating therein the quantity of such Equity Securities to be purchased. 
 (ii) If not all of the Purchasers elect to purchase their Pro Rata Share of the Equity Securities, then the Company shall promptly notify in
writing the Purchasers who have elected to purchase their full Pro Rata Share of such Equity Securities and shall offer such Purchasers (the “Purchasing Investors”) the right to acquire such unsubscribed shares. The
Purchasing Investors shall have fifteen (15) days after receipt of such notice to notify the Company of their election to purchase all or a portion thereof of the unsubscribed shares. If the Purchasing Investors have, in the aggregate elected
to purchase more than the number of

  

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unsubscribed shares being offered in such notice, then the unsubscribed shares shall be allocated according to each Purchasing Investor’s Pro Rata Share up to the number of unsubscribed
shares set forth in the notice to the Purchasing Investors, provided that for purposes of this Section 9(b)(ii), the numerator in clause (a) of the defined term “Pro Rata Share” shall be the sum
of, without duplication, (A) the number of shares of Common Stock beneficially owned by such Purchasing Investor plus (B) the number of shares of Common Stock issuable upon conversion of the Series D Preferred Stock beneficially
owned by such Purchasing Investor plus (C) the number of shares of Common Stock into which the Series E Preferred Stock beneficially owned by such Purchasing Investor is then deemed to be convertible pursuant to the Series E Certificate
of Designation, in each case, immediately prior to the proposed issuance, and the denominator in clause (b) of the defined term “Pro Rata Share” shall be the sum of, without duplication, (A) the total number of
shares of Common Stock beneficially owned by all of the Purchasing Investors plus (B) the number of shares of Common Stock issuable upon conversion of the Series D Preferred Stock beneficially owned by all of the Purchasing Investors
plus (C) the number of shares of Common Stock into which the Series E Preferred Stock beneficially owned by all of the Purchasing Investors is then deemed to be convertible pursuant to the Series E Certificate of Designation, in each
case, immediately prior to the proposed issuance. The Purchasing Investors shall then effect the purchase of the Equity Securities at the closing of the issuance of Equity Securities described in the notice delivered by the Company pursuant to
Section 9(b)(i). On the date of such closing, the Company shall deliver to the Purchasing Investors the certificates representing the Equity Securities to be purchased by the Purchasing Investors, each certificate to be properly endorsed
for transfer, and at such time, the Purchasing Investors shall pay the purchase price for the Equity Securities. 
 (c)
Issuance of Equity Securities to Other Persons. If the Purchasers fail to exercise in full their Purchase Rights, the Company shall have sixty (60) days thereafter to sell the Equity Securities in respect of which the Purchasers’
rights were not exercised, at a price and upon general terms and conditions no more favorable to the purchasers thereof than specified in the Company’s notice to the Purchasers pursuant to Section 9(b)(i) hereof. If the Company has
not sold such Equity Securities within such sixty (60) days, the Company shall not thereafter issue or sell any Equity Securities, without first again complying with this Section 9. 
 (d) Transfer of Purchase Rights. The Purchase Rights of each Purchaser under this Section 9 may be transferred to any
Purchaser Permitted Transferee; provided, that any such Purchaser Permitted Transferee shall furnish the Company a written agreement, satisfactory to the Company, to be bound by and comply with all provisions of this Agreement as if such
Purchaser Permitted Transferee were a Purchaser. 
 (e) Excluded Securities. The Purchase Rights established by this
Section 9 shall have no application to any of the following Equity Securities (collectively, the “Excluded Securities”): 
 (i) any Series D Preferred Stock issued upon conversion of the Series E Preferred Stock and any Common Stock issued upon conversion of the Series D Preferred Stock; 
  

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 (ii) shares of Common Stock (and/or options, warrants or other Common Stock purchase rights
issued pursuant to such options, warrants or other rights), as appropriately adjusted for stock dividends, stock splits, combinations, recapitalizations or other similar events affecting the Common Stock, issued to employees, officers or directors
of, or consultants or advisors to the Company or any subsidiary, pursuant to stock purchase or stock option plans or other equity compensation arrangements that are approved by the Board of Directors of the Company; 
 (iii) any Common Stock issued upon exercise of options, warrants or convertible securities outstanding as of the date of this Agreement;

 (iv) any Common Stock issued as consideration in connection with or relating to any permitted acquisitions, mergers or
strategic partnership transactions (other than transactions entered into primarily for equity financing purposes) that have been approved by the Board of Directors of the Company; 
 (v) any Series E Preferred Stock issued pursuant to the Purchase Agreement or the Financing Agreement; or 
 (vi) any Equity Securities designated as Excluded Securities by holders of a majority of the Series D Preferred Stock and Series E Preferred
Stock then outstanding; provided, however, that no holder of Series D Preferred Stock and Series E Preferred Stock, or any of its affiliates, may purchase any such Equity Securities designated as Excluded Securities unless all holders
of Series D Preferred Stock and Series E Preferred Stock are able to participate based on their relative Pro Rata Share. 
 10.
Miscellaneous. 
 (a) Successors and Assigns. All covenants and agreements contained in this Agreement by or on
behalf of any of the parties hereto shall bind and inure to the benefit of the respective successors and assigns of the parties hereto (including without limitation transferees of any Preferred Shares or Restricted Stock, but not transferees of any
Registrable Common Stock), whether so expressed or not, provided, however, that the rights conferred herein on the holders of Preferred Shares or Restricted Stock to require the registration of shares of Restricted Stock or the rights
under Section 9 above shall only inure to the benefit of a transferee of Preferred Shares or Restricted Stock if (i) there are transferred to such transferee shares representing at least five percent (5%) of the outstanding
shares of Restricted Stock (assuming the conversion (including assuming the conversion of Series E Preferred Stock into Series D Preferred Stock pursuant to the Series E Certificate of Designation, in all cases without regard to the failure to
obtain the Series E Preferred Stock Conversion Approval) of all Preferred Shares

  

 - 15 - 








 
into Restricted Stock) or (ii) such transferee is a Purchaser Permitted Transferee or a partner, shareholder or affiliate of a party hereto. Transfer of registration rights to a Purchaser
Permitted Transferee or to a partner, member or shareholder of any Purchaser will be without restriction as to minimum shareholding. Any transferee to whom rights under this Agreement are transferred shall (i) as a condition to such transfer,
deliver to the Company a written instrument by which such transferee agrees to be bound by the obligations imposed upon holders under this Agreement to the same extent as if such transferee were a holder under this Agreement and (ii) be deemed
to be a holder hereunder. 
 (b) Notices. All notices, requests, consents and other communications hereunder shall be in
writing and shall be delivered in person, mailed by certified or registered mail, return receipt requested, or sent by telecopier or telex, addressed as follows: 
 (i) if to the Company or any Purchaser, at the address of such party set forth in the Purchase Agreement or the Financing Agreement; 
 (ii) if to any Stockholder, at the address of such party set forth on the signature page to this Agreement; 
 (iii) if to any subsequent holder of Preferred Shares or Restricted Stock, to it at such address as may have been furnished to the Company
in writing by such holder; 
 or, in any case, at such other address or addresses as shall have been furnished in writing to the Company (in the
case of a holder of Preferred Shares, Restricted Stock or Registrable Common Stock) or to the holders of Preferred Shares, Restricted Stock or Registrable Common Stock (in the case of the Company) in accordance with the provisions of this paragraph.

 (c) Governing Law. This Agreement shall be governed by and construed in accordance with the laws of the State of New
York, without regard to its conflict of law principles. 
 (d) Amendments, Waivers and Consents. This Agreement may not
be amended or modified, and no provision hereof may be waived, without the written consent of the Company and the holders of shares representing at least eighty-five percent (85%) of the outstanding shares of Restricted Stock (assuming the
conversion (including assuming the conversion of Series E Preferred Stock into Series D Preferred Stock pursuant to the Series E Certificate of Designation, in all cases without regard to the failure to obtain the Series E Preferred Stock Conversion
Approval) of all Preferred Shares into Restricted Stock); provided, however, that, without a holder’s consent, any such amendment or waiver shall not treat such holder differently from any other holder. The Company shall deliver
copies of such consent to any holders who did not execute the same. Neither this Agreement, nor any provision hereof, may be changed, waived, discharged or terminated orally or by course of dealing, but only by an instrument in writing. 

 

 - 16 - 








 (e) No Waivers. No failure or delay by any party in exercising any right, power or
privilege hereunder shall operate as a waiver thereof nor shall any single or partial exercise thereof preclude any other or further exercise thereof or the exercise of any other right, power or privilege. The rights and remedies herein provided
shall be cumulative and not exclusive of any rights or remedies provided by law. 
 (f) Headings. The headings of the
Sections and paragraphs of this Agreement have been inserted for convenience of reference only and do not constitute a part of this Agreement. 
 (g) Counterparts. This Agreement may be executed in two or more counterparts, each of which shall be deemed an original, but all of which together shall constitute one and the same instrument. Any
person who, after the date hereof, acquires shares of Preferred Stock shall become a party to this Agreement as a “Purchaser” and a holder of “Restricted Stock” for all purposes hereunder, all upon execution by such person and
the Company of a counterpart of this Agreement. 
 (h) Termination of Registration Rights. The obligations of the Company
to register shares of Restricted Stock under Sections 2 or 3 shall terminate as to each holder of Restricted Stock on the date such holder of Restricted Stock (or Preferred Shares which are convertible into shares of Restricted Stock)
may immediately sell or distribute all of the shares of Restricted Stock (including shares of Restricted Stock issuable upon conversion of such holder’s Preferred Shares) held by such holder pursuant to Rule 144(b)(1)(i) under the Securities
Act and such holder owns less than one percent (1%) of the Company’s outstanding Common Stock (on an as-converted basis). 
 (i) Additional Registration Rights. The Company shall not grant any additional registration rights after the date hereof without the consent of the Purchasers holding shares representing at least
seventy-five percent (75%) of the Restricted Stock (assuming the conversion (including assuming the conversion of Series E Preferred Stock into Series D Preferred Stock pursuant to the Series E Certificate of Designation, in all cases without
regard to the failure to obtain the Series E Preferred Stock Conversion Approval) of all Preferred Shares into Restricted Stock) unless such registrations rights are subordinate in all respects to the Purchasers’ rights contained herein.

 (j) Company Registration. In the event that the registration requirements under the Securities Act are amended or
eliminated to accommodate a “Company registration” or similar approach, this Agreement shall be deemed amended to the extent necessary to reflect such changes and the intent of the parties hereto with respect to the benefits and
obligations of the parties, and in such connection, the Company shall use its reasonable efforts to provide holders of Restricted Stock equivalent benefits to those provided under this Agreement. 
  

 - 17 - 








 (k) Cumulative Remedies. None of the rights, powers or remedies conferred upon the
Purchasers on the one hand or the Company on the other hand shall be mutually exclusive, and each such right, power or remedy shall be cumulative and in addition to every other right, power or remedy, whether conferred by this Agreement or now or
hereafter available at law, in equity, by statute or otherwise. In addition to being entitled to exercise all rights provided herein or granted by law, including recovery of damages, each of the Purchasers and the Company will be entitled to
specific performance under this Agreement. The parties agree that monetary damages may not be adequate compensation for any loss incurred by reason of any breach of obligations contained in this Agreement and hereby agrees to waive and not to assert
in any action for specific performance of any such obligation the defense that a remedy at law would be adequate. 
 (l)
Jurisdiction. Any suit, action or proceeding seeking to enforce any provision of, or based on any matter arising out of or in connection with, this Agreement or the transactions contemplated hereby shall be brought in any federal or state
court located in the State of New York, and each of the parties hereby consents to the jurisdiction of such courts (and of the appropriate appellate courts therefrom) in any such suit, action or proceeding and irrevocably waives, to the fullest
extent permitted by law, any objection which it may now or hereafter have to the laying of the venue of any such suit, action or proceeding in any such court or that any such suit, action or proceeding which is brought in any such court has been
brought in an inconvenient forum. Process in any such suit, action or proceeding may be served on any party anywhere in the world, whether within or without the jurisdiction of any such court. Without limiting the foregoing, each party agrees that
service of process on such party as provided in this Section 10(l) shall be deemed effective service of process on such party. 
 (m) Waiver of Jury Trial. TO THE EXTENT NOT PROHIBITED BY APPLICABLE LAW WHICH CANNOT BE WAIVED, THE INVESTORS AND THE COMPANY HEREBY WAIVE, AND COVENANT THAT NEITHER THE COMPANY NOR THE INVESTORS
WILL ASSERT, ANY RIGHT TO TRIAL BY JURY ON ANY ISSUE IN ANY PROCEEDING, WHETHER AS PLAINTIFF, DEFENDANT OR OTHERWISE, IN RESPECT OF ANY ISSUE, CLAIM, DEMAND, ACTION OR CAUSE OF ACTION ARISING OUT OF OR BASED UPON THIS AGREEMENT, ANY OTHER AGREEMENT
OR THE SUBJECT MATTER HEREOF OR THEREOF OR IN ANY WAY CONNECTED WITH, RELATED OR INCIDENTAL TO THE DEALINGS OF THE INVESTORS AND THE COMPANY HEREUNDER OR THEREUNDER, IN EACH CASE WHETHER NOW EXISTING OR HEREAFTER ARISING AND WHETHER IN TORT OR
CONTRACT OR OTHERWISE. The Company acknowledges that it has been informed by the Purchasers and Stockholders that the provisions of this Section 10(m) constitute a material inducement upon which the Purchasers are relying and will rely
in entering into this Agreement. Any Purchaser, Stockholder or the Company may file an original counterpart or a copy of this Section 10(m) with any court as written evidence of the consent of the Purchasers, Stockholders and the Company
to the waiver of the right to trial by jury. 
 (n) Severability. If any provision of this Agreement shall be held to be
illegal, invalid or unenforceable, such illegality, invalidity or unenforceability shall attach only to such provision and shall not in any manner affect or render illegal, invalid or unenforceable any other

  

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provision of this Agreement, and this Agreement shall be carried out as if any such illegal, invalid or unenforceable provision were not contained herein. 
 [Remainder of Page Intentionally Left Blank] 
  

 - 19 - 








 IN WITNESS WHEREOF, the parties hereto have caused this Amended and Restated Investor Rights
Agreement to be duly executed as of the day and year first above written. 
  

			
	THE COMPANY:
	
	THE PRINCETON REVIEW, INC.
		
	By:	 	 /s/ Stephen Richards

	Name:	 	Stephen Richards
	Title:	 	Chief Operating Officer and Chief Financial Officer


 [Signature page to Amended and Restated Investor Rights Agreement] 








			
	THE PURCHASERS:
	
	BAIN CAPITAL VENTURE FUND 2007, L.P.
		
	By:	 	 Bain Capital Venture Partners, L.P.,
 its general partner

	By:	 	 Bain Capital Investors, LLC,
 its general partner

		
	By:	 	 /s/ Jeffrey Crisan

	Name:	 	Jeffrey Crisan
	Title:	 	Managing Director
	
	BCVI-TPR INTEGRAL L.P.
		
	By:	 	Bain Capital Venture Investors, LLC
		
	By:	 	 /s/ Jeffrey Crisan

	Name:	 	Jeffrey Crisan
	Title:	 	Managing Director
	
	BCIP VENTURE ASSOCIATES
		
	By:	 	 Bain Capital Investors, LLC,
 its managing partner

	By:	 	 Bain Capital Venture Investors, LLC,
 its attorney-in-fact

		
	By:	 	 /s/ Jeffrey Crisan

	Name:	 	Jeffrey Crisan
	Title:	 	Managing Director
	
	BCIP VENTURE ASSOCIATES-B
		
	By:	 	 Bain Capital Investors, LLC,
 its managing partner

	By:	 	 Bain Capital Venture Investors, LLC,
 its attorney-in-fact

		
	By:	 	 /s/ Jeffrey Crisan

	Name:	 	Jeffrey Crisan
	Title:	 	Managing Director


 [Signature page to Amended and Restated Investor Rights Agreement] 








			
	THE PURCHASERS:
	
	RGIP, LLC
		
	By:	 	 /s/ Ann L. Milner

	Name:	 	Ann L. Milner
	Title:	 	Managing Member


 [Signature page to Amended and Restated Investor Rights Agreement] 








			
	THE PURCHASERS:
	
	PRIDES CAPITAL FUND I LP
		
	By:	 	 Prides Capital Partners, L.L.C.,
 its general partner

		
	By:	 	 /s/ Kevin A. Richardson II

	Name:	 	Kevin A. Richardson II
	Title:	 	Managing Member


 [Signature page to Amended and Restated Investor Rights Agreement] 








			
	THE PURCHASERS:
	
	FALCON STRATEGIC PARTNERS III, LP
		
	By:	 	 Falcon Strategic Investments III, LP,
 its general partner

	By:	 	 Falcon Strategic Investments GP III, LLC,
 its general partner

		
	By:	 	 /s/ John S. Schnabel

	Name:	 	John S. Schnabel
	Title:	 	Director
	
	FALCON MEZZANINE PARTNERS II, LP
		
	By:	 	 Falcon Mezzanine Investments II, LLC,
 its general partner

		
	By:	 	 /s/ John S. Schnabel

	Name:	 	John S. Schnabel
	Title:	 	Vice President
	
	FMP II CO-INVESTMENT, LLC
		
	By:	 	 /s/ John S. Schnabel

	Name:	 	John S. Schnabel
	Title:	 	Vice President


 [Signature page to Amended and Restated Investor Rights Agreement] 








			
	THE PURCHASERS:
	
	SANKATY CREDIT OPPORTUNITIES IV, L.P.
		
	By:	 	 /s/ Michael Ewald

	Name:	 	Michael Ewald
	Title:	 	Managing Director


 [Signature page to Amended and Restated Investor Rights Agreement] 








			
	THE STOCKHOLDERS
		
	By:	 	 /s/ Michael J. Perik

	Name:	 	Michael J. Perik


 [Signature page to Amended and Restated Investor Rights Agreement]