Document:

EX-4.05

 Exhibit 4.05 

 
 

 
 THIS WARRANT AND THE SECURITIES ISSUABLE UPON EXERCISE HEREUNDER HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF
1933 AS AMENDED (the “1933 ACT”), OR ANY STATE SECURITIES LAWS. THEY MAY NOT BE SOLD, OFFERED FOR SALE, PLEDGED, OR HYPOTHECATED IN THE ABSENCE OF AN EFFECTIVE REGISTRATION STATEMENT RELATED THERETO OR AN OPINION OF COUNSEL REASONABLY
SATISFACTORY TO YOU THAT SUCH REGISTRATION IS NOT REQUIRED UNDER THE 1933 ACT, OR ANY APPLICABLE STATE SECURITIES LAWS. 

PLAIN ENGLISH WARRANT AGREEMENT 
 This is a PLAIN ENGLISH WARRANT AGREEMENT dated April 24, 2009 by and between CHEGG, INC., a Delaware corporation, and TRIPLEPOINT CAPITAL LLC, a Delaware limited liability company.

 The words “We”, “Us”, or “Our” refer to the warrant holder, which is TRIPLEPOINT CAPITAL LLC. The words
“You” or “Your” refers to the issuer, which is CHEGG, INC., and not to any individual. The words “The Parties” refers to both TRIPLEPOINT CAPITAL LLC and CHEGG, INC. This Plain English Warrant Agreement may be referred
to as the “Warrant Agreement”. 
 The Parties have entered into a Plain English Revolving Loan and Security Agreement dated as of
April 24, 2009, the “Loan Agreement”. 
 In consideration of such Loan Agreement, the Parties agree to the following mutual
agreements and conditions set forth below: 
  

					
	WARRANT INFORMATION
	 	 	 
	
Effective Date
	 	 Warrant Number
	 	 Loan Facility
Number

	April 24, 2009	 	0592-W-01	 	0592-RV-01

							
	
Warrant Coverage
	 	 Number of Shares
	 	 Price Per Share
	 	 Type of
Stock

	$135,000 (6.75% of $2,000,000) shall be
earned upon the Closing Date (as defined in the Loan Agreement); up to an additional $202,500 (6.75% of $3,000,000) shall be earned based upon cumulative Advances under the Loan Agreement which exceed $2,000,000	 	 115,793 upon the Closing Date; up to an
additional 173,690 based upon cumulative Advances under the Loan Agreement which exceed $2,000,000
  

(*Subject to adjustment per the terms of this Warrant Agreement)
	 	 $1.1658706

 
  
  

 
  

(*Subject to adjustment per the terms of this Warrant Agreement)
	 	 Series C-2 Preferred
Stock
  
  
  

 
  

(*Subject to adjustment per the terms of this Warrant Agreement)

  

					
	OUR CONTACT
INFORMATION
	 	 	 
	
Name
	 	 Address For Notices
	 	 Contact
Person

	TriplePoint Capital LLC	 	 2755 Sand Hill Road, Ste.
150
 Menlo Park, CA 94025
 Tel: (650) 854-2090
 Fax: (650) 854-1850
	 	 Sajal
Srivastava, COO
 Tel: (650) 233-2102
 Fax: (650) 854-1850
 email: legal@triplepointcapital.com

	 
	YOUR
 CONTACT INFORMATION
	 	 	 
	
Customer Name
	 	 Address For Notices
	 	 Contact
Person

	Chegg, Inc.	 	 4655 Old Ironsides Dr., Suite
350
 Santa Clara, CA 95054
	 	 Omer Regev,
CFO
 Tel: (408) 727-6486
 Fax: (501) 423-7297
 email: omer@chegg.com

  

	1.	WHAT YOU AGREE TO GRANT US 

 You grant to
Us and We are entitled, upon the terms and subject to the conditions set forth in this Warrant Agreement, to purchase from You, at a price per share equal to the Exercise Price, that number of fully paid and non-assessable shares of Your Warrant
Stock equal to One Hundred Thirty Five Thousand and No/100 Dollars ($135,000), divided by the Exercise Price. 
 In addition, immediately upon
cumulative Advances made by Us to You under the Loan Agreement in excess of Two Million and No/100 Dollars ($2,000,000), You grant to Us and We are entitled, upon the terms and subject to the conditions set forth in this Warrant Agreement, to
purchase from You, at a price per share equal to the Exercise Price, an additional number of fully paid and non-assessable shares of Your Warrant Stock equal to six and three quarters percent (6.75%) of any amounts advanced under the Loan
Agreement in excess of Two Million and No/100 Dollars ($2,000,000), divided by the Exercise Price. For purposes of the above calculation, the Warrant Coverage shall be based upon the sum of cumulative Advances without consideration to any prepayment
made by You during the Loan Term (as defined in the Loan Agreement). 
 For the avoidance of doubt, the maximum amount of Warrant Coverage which
may be earned under this Warrant Agreement is $337,500. 
 The number of shares of Warrant Stock and the Exercise Price of such Warrant Stock
are subject to adjustment as provided in Section 4 hereof. 
 For purposes of this Warrant Agreement, the following capitalized terms have
the meanings given below: 
 “Exercise Price” means the lower of (a) 1.1658706 and (b) the lowest per share
price for which Your preferred stock is sold in the Next Round. 
 “Next Round” means the next bona fide round of
equity financing in which You issue and sell shares of your preferred stock (anticipated to be Your Series D Preferred Stock) for aggregate gross cash proceeds of at least $1,000,000 (excluding any amounts received upon conversion or cancellation of
indebtedness) subsequent to the Effective Date. 
 “Warrant Stock” means (a) the class and series of Your
preferred stock issued in the Next Round, if the lowest per share price for which such preferred stock is sold in the Next Round is less than 1.1658706, or (b) in all other cases, Your Series C-2 Preferred Stock. For avoidance of doubt, if this
Warrant Agreement is exercised prior to the Next Round then this Warrant Agreement shall be exercisable for Your Series C-2 Preferred Stock. 

The Parties agree that this Warrant Agreement to purchase the Warrant Stock has a fair market value equal to $100 and that $100 of the issue price of the
investment will be allocable to the Warrant Agreement and the balance shall be allocable to the Loan Agreement for income tax purposes and the original issue discount on the Loan Agreement shall be considered to be zero. 

 

	2.	WHEN ARE WE ENTITLED TO PURCHASE YOUR WARRANT STOCK. 

 The term of this Warrant Agreement and our right to purchase Warrant Stock will begin the Effective Date, and shall be available for the greater of (i) 7 years from the Effective Date or (ii) 5
years from the effective date of Your initial public offering. 
 Notwithstanding the foregoing, Our right to purchase the Warrant Stock shall
be automatically and fully exercised via the net issuance method described below (without surrender of the Warrant Agreement) upon the occurrence of a Merger Event, as defined below, with a Person that is not one of Your affiliates, in which Your
common stock is exchanged for one or more of (i) cash or (ii) if Your are acquired by a publicly traded acquirer and the total per share consideration of the publicly traded Warrant stock (or other publicly traded securities issuable upon
exercise of this Warrant) is equal to or greater than three (3) times the aggregate Exercise Price (as adjusted). No less than ten (10) 

  
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business days prior to any Merger Event, You shall provide Us with written notice of the proposed Merger Event together with a copy of the executed merger agreement, or other definitive
documentation (and all schedules and exhibits thereto) and information concerning Your expected capitalization immediately prior to the Merger Event. Upon consummation of the Merger Event, You shall promptly provide Us with (a) a copy of any
modifications or amendments to the executed merger agreement, (b) any other documents in connection therewith, (c) updated information, if any, concerning Your capitalization immediately prior to the Merger Event, and, (d) upon
request, by Us any other information reasonably necessary to an informed evaluation of Our rights under this Agreement. In such Merger Event, if the consideration to be received by Us does not consist of cash or publicly traded stock that is traded
on a recognized public exchange or the publicly traded stock is less than three (3) times the aggregate Exercise Price and We have not elected to exercise Our rights under this Warrant Agreement, then You may, at Your sole discretion, pay Us a
sum equal to three (3) times the Exercise Price for each share exercisable under this Warrant Agreement in exchange for the cancellation of this Warrant Agreement upon the consummation of the Merger Event 

 

	3.	HOW WE MAY PURCHASE YOUR WARRANT STOCK. 

We may exercise Our purchase rights, in whole or in part, at any time, or from time to time, prior to the expiration of the term of this Warrant
Agreement, by giving You a completed and executed Notice of Exercise in the form attached as Exhibit I. Promptly upon receipt of the Notice of Exercise and in any event no later than twenty-one (21) days after you have received
Our Notice of Exercise and payment of the aggregate Exercise Price for the shares purchased, You will issue to Us a certificate for the number of shares of Warrant Stock that We have purchased and You will execute the Acknowledgment of
Exercise in the form attached hereto as Exhibit II indicating the number of shares which will be available to Us for future purchases, if any. 
 We may pay for the Warrant Stock by either (i) cash or check, or (ii) by the net issuance method as determined below. If We elect the Net Issuance method, You will issue Warrant Stock using the
following formula: 
  

					
	X =	 	 Y(A-B)
	  	
		 	A	  	

  

					
	Where:	 	X =	  	 the number of shares of Warrant Stock to be issued to Us.

		 	Y =	  	 the number of shares of Warrant Stock We request to be exercised under this Warrant Agreement.

		 	A =	  	 the fair market value of one share of Warrant Stock.

		 	B =	  	 the Exercise Price.

 For purposes of the above calculation, current fair market value of Warrant Stock shall mean with respect to each share
of Warrant Stock: 
 If the exercise is in connection with the initial public offering of Your Common Stock, and if Your registration
statement relating to such public offering has been declared effective by the SEC, then the fair market value per share shall be the product of (x) the initial “Price to Public” specified in the final prospectus of the offering and
(y) the number of shares of Common Stock into which each share of Warrant Stock is convertible at the time of such exercise; 
 If this
Warrant Agreement is exercised after, and not in connection with Your initial public offering, and: 
  

	•	 	 if traded on a securities exchange, the fair market value shall be the product of (x) the average of the closing prices over a five (5) day
period ending three (3) days before the day the current fair market value of the securities is being determined and (y) the number of shares of Common Stock into which each share of Warrant Stock is convertible at the time of such
exercise; or 

  

	•	 	 if actively traded over-the-counter, the fair market value shall be the product of (x) the average of the closing bid and asked prices quoted on
the NASDAQ system (or similar system) over the five (5) day period ending three (3) days before the day the current fair market value of the securities is being determined and (y) the

  
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number of shares of Common Stock into which each share of Warrant Stock is convertible at the time of such exercise. 

 If this Warrant Agreement is exercised prior to or after Your initial public offering, and: 
  

	•	 	 Your Common Stock is not listed on any securities exchange or quoted in the NASDAQ System or the over-the-counter market, the current fair market value
of Warrant Stock shall be the product of (x) the fair market value of a share of Your Common Stock (the highest price per share which You could obtain from a willing buyer (not a current employee or director) for shares of Common Stock sold,
from authorized but unissued shares), as determined in good faith by Your Board of Directors and (y) the number of shares of Common Stock into which each share of Warrant Stock is convertible at the time of such exercise, unless You shall
become subject to a merger, acquisition or other consolidation pursuant to which You are not the surviving party, in which case the fair market value of Warrant Stock shall be deemed to be the value received by the holders of Your Warrant Stock on a
common equivalent basis pursuant to such merger or acquisition or other consolidation. 

 During the term of this Warrant
Agreement, You will at all times from and after the Effective Date have authorized and reserved a sufficient number of shares of (a) Warrant Stock to provide for the exercise of our rights to purchase Warrant Stock, and (b) Common Stock to
provide for the conversion of the Warrant Stock. 
 If We elect to exercise part of the Warrant Agreement, You will promptly issue to Us an
amended Warrant Agreement stating the remaining number of shares that are available. All other terms and conditions of that amended Warrant Agreement shall be identical to those contained in this Warrant Agreement. 

If at the end of the term of this Warrant Agreement (as set forth in the first paragraph of Section 2), the fair market value of one share of
Warrant Stock (or other security issuable upon the exercise hereof) as determined in accordance herewith is greater than the Exercise Price in effect on such date, then this Warrant Agreement shall automatically be deemed on and as of such date to
be converted pursuant hereto as to all shares of Warrant Stock (or such other securities) for which it shall not previously have been exercised or converted, and You shall promptly deliver a certificate representing the shares of Warrant Stock (or
such other securities) issued upon such conversion to Us. 
  

	4.	WHEN WILL THE NUMBER OF SHARES AND EXERCISE PRICE CHANGE. 

  

	•	 	 If You are Acquired. If at any time (i) there is a reorganization of Your stock (other than a reclassification, exchange or subdivision of
Your stock otherwise provided for in this Warrant Agreement); (ii) You merge or consolidate with or into another entity, whether or not You are the surviving entity; or (iii) You sell or convey, or grant an exclusive license with respect
to, all or substantially all of Your assets to any other person; or (iv) there occurs any transaction or series of related transactions that result in the transfer of fifty percent (50%) or more of the outstanding voting power of the
capital stock of You (each of the foregoing events are referred to as a “Merger Event”), then, as a part of such Merger Event, lawful provision shall be made so that We shall thereafter be entitled to receive, upon exercise of Our rights
under this Warrant Agreement, the number of shares of preferred stock or other securities of the successor or surviving person resulting from such Merger Event, equal in value to that which would have been issuable if We had exercised Our rights
under this Warrant Agreement immediately prior to the Merger Event. In any such case, appropriate adjustment (as determined in good faith by Your Board of Directors) shall be made in the application of the provisions of this Warrant Agreement with
respect to Our rights and interest after the Merger Event so that the provisions of this Warrant Agreement (including adjustments of the Exercise Price and number of shares of Warrant Stock purchasable) shall be applicable to the greatest extent
possible. 

  

	•	 	 If You Reclassify Your Stock. If at any time You combine, reclassify, exchange or subdivide Your securities or otherwise, change any of the
securities as to which purchase rights under this Warrant Agreement exist into the same or a different number of securities of any other class or classes (including, without limitation, as a result of the automatic conversion of the Series C
Preferred Stock into Common Stock in accordance with Your certificate of incorporation), this Warrant Agreement will thereafter represent the right to acquire such number 

  
 4 

	 	 
and kind of securities as would have been issuable as the result of such change with respect to the securities which were subject to the purchase rights under this Warrant Agreement immediately
prior to such combination, reclassification, exchange, subdivision or other change. 

  

	•	 	 If You Subdivide or Combine Your Shares. If at any time You combine or subdivide Your Series C-2 Preferred Stock, the Exercise Price will be
proportionately decreased in the case of a subdivision, or proportionately increased in the case of a combination. 

  

	•	 	 If You Pay Stock Dividends. If at any time You pay a dividend payable in, or make any other distribution (except any distribution specifically
provided for in the above paragraphs) of Your Series C Preferred Stock, You will make sure that We will get that benefit of that stock dividend or distribution when we exercise this Warrant as if we had exercised the Warrant when the distribution of
Your Series C Preferred Stock was originally made. 

  

	•	 	 If You Change the Antidilution Rights of the Warrant Stock or Issue New Preferred or Convertible Stock. All antidilution rights applicable to
the Warrant Stock purchasable under this Warrant Agreement are as set forth in Your Certificate of Incorporation, as amended through the Effective Date. You will use commercially reasonable efforts to promptly provide Us with any restatement,
amendment, modification of or waiver of any right under Your Certificate of Incorporation provided, that if with commercially reasonable efforts You cannot promptly provide Us with such documents, You shall provide them within ten (10) days of
Our request. You will also use commercially reasonable efforts to provide Us with copies of any notices that You send to holders of the Warrant Stock with respect to any issuance of Your stock or other equity security to occur after the Effective
Date (other than issuances of stock or equity securities pursuant to customary employee stock plans) , provided, that if with commercially reasonable efforts You cannot promptly provide Us with such notices, You shall provide them within ten
(10) days of Our request. Notwithstanding any term or condition contained in this Warrant Agreement, the Loan Agreement to the contrary, Your failure to comply with this paragraph shall not constitute an Event of Default unless You have not
provided the information requested within ten (10) days of such request. 

  

	5.	WE CAN TRANSFER THIS PLAIN ENGLISH WARRANT AGREEMENT. 

 Subject to the terms and conditions contained in Section 7, We (or any successor transferee) may transfer in whole or in part this Warrant Agreement and all its rights. You will record the transfer
on Your books when You receive Our Notice of Transfer in the form attached hereto as Exhibit III, and Our payment of all transfer taxes and other governmental charges involved in such transfer. 

 

	6.	REPRESENTATIONS, WARRANTIES, AND COVENANTS FROM YOU. 

  

	•	 	 Reservation of Warrant Stock. The Warrant Stock issuable upon exercise of Our rights under this Warrant Agreement will be duly and validly
reserved and when issued in accordance with the provisions of this Warrant Agreement will be validly issued, fully paid and non-assessable, and will be free of any taxes, liens, charges or encumbrances of any nature whatsoever (other than any liens,
charges and encumbrances created by Us or by this Warrant Agreement); provided, however, that the Warrant Stock issuable pursuant to this Warrant Agreement may be subject to restrictions on transfer under state and/or Federal securities laws. Upon
Our exercise, You will issue to Us certificates for shares of Warrant Stock without charging Us any tax, or other cost incurred by You in connection with such exercise and the related issuance of shares of Warrant Stock. You will not be required to
pay any tax, which may be payable in respect of any transfer involved and the issuance and delivery of any certificate in a name other than TriplePoint Capital LLC. 

 

	•	 	 Due Authority. Your execution and delivery of this Warrant Agreement and the performance of Your obligations hereunder, including the issuance
to Us of the right to acquire the shares of Warrant Stock, have been duly authorized by all necessary corporate action on Your part and this Warrant Agreement is not inconsistent with Your Certificate of Incorporation or Bylaws, does not contravene
any law or governmental rule, regulation or order applicable to it, do not and will not contravene any provision of, or constitute a default under, any indenture, mortgage, contract or other instrument to which You are a party or by which You are

  
 5 

	 	 
bound, and this Warrant Agreement constitutes a legal, valid and binding agreement, enforceable in accordance with its respective terms, subject to laws of general application relating to
bankruptcy, insolvency and the relief of debtors and the rules of law or principles at equity governing specific performance, injunctive relief and other equitable remedies. 

 

	•	 	 Consents and Approvals. No consent or approval of, giving of notice to, registration with, or taking of any other action in respect of any
state, Federal or other governmental authority or agency is required with respect to execution, delivery and Your performance of Your obligations under this Warrant Agreement, except for the filing of any required notices pursuant to Federal and
state securities laws, which filings will be effective by the times required thereby. 

  

	•	 	 Issued Securities. All of Your issued and outstanding shares of Common Stock, Warrant Stock or any other securities have been duly authorized
and validly issued and are fully paid and nonassessable. All outstanding shares of Common Stock and Warrant Stock were issued in full compliance with all Federal and state securities laws. In addition as of the Effective Date:

 Your authorized capital consists of (A) 32,000,000 shares of Common Stock, of which 10,449,795 shares of Common Stock
are issued and outstanding, and (B) 44,401,072 shares of preferred stock, of which 43,542,403 shares are issued and outstanding. 
 You
have reserved 9,178,694 shares of Common Stock for issuance under Your Stock Incentive Plan, under which 4,636,602 options have been granted. Except as otherwise provided in this Warrant Agreement and as noted above, there are no other options,
warrants, conversion privileges or other rights presently outstanding to purchase or otherwise acquire any authorized but unissued shares of Your capital stock or other of Your securities. 
 Except as set forth in Your Investor’s Rights Agreement, a true, correct and complete copy of which has been delivered to Us prior to the issuance of this Warrant, Your stockholders do not have
preemptive rights to purchase new issuances of Your capital stock. 
  

	•	 	 Other Commitments to Register Securities. Except as set forth in this Warrant Agreement and the Investors’ Rights’ Agreement, You are
not, pursuant to the terms of any other agreement currently in existence, under any obligation to register under the 1933 Act any of Your presently outstanding securities or any of Your securities which may hereafter be issued.

  

	•	 	 Exempt Transaction. Subject to the accuracy of Our representations in Section 7 hereof, the issuance of the Warrant Stock upon exercise of
this Warrant Agreement will constitute a transaction exempt from (i) the registration requirements of Section 5 of the 1933 Act, in reliance upon Section 4(2) thereof, and (ii) the qualification requirements of the applicable
state securities laws. 

  

	•	 	 Compliance with Rule 144. We may sell the Warrant Stock issuable hereunder in compliance with Rule 144 promulgated by the Securities and
Exchange Commission. Within ten (10) days of Our request, You agree to furnish Us, a written statement confirming Your compliance with the filing requirements of the Securities and Exchange Commission as set forth in such Rule 44, as may be
amended. 

  

	•	 	 No Impairment. You agree not to, by amendment of Your Certificate of Incorporation or through a reorganization, transfer of assets,
consolidation, merger, dissolution, issue or sale of securities or any other voluntary action, avoid or seek to avoid the observance or performance of any of the terms to be observed or performed under this Warrant by You, but shall at all times in
good faith assist in carrying out of all the provisions of this Warrant and in taking all such action as may be necessary or appropriate to protect Our rights under this Warrant against impairment. Notwithstanding the foregoing, You shall not be
deemed to have impaired Our rights with any amendment of Your Certificate of Incorporation or through a reorganization, transfer of assets, consolidation, merger, dissolution, issue or sale of securities or any other voluntary action, if such
amendment or transaction affects the rights, privileges, preferences of the securities then issuable upon exercise of this Warrant (the “Shares”) in a manner that is not different from the effect on the outstanding securities of You that
are of the same series and class as the Shares. 

  
 6 

	7.	OUR REPRESENTATIONS AND COVENANTS TO YOU. 

  

	•	 	 Investment Purpose. The right to acquire Warrant Stock or the Warrant Stock issuable upon exercise of Our rights contained herein and the Common
Stock issuable upon conversion will be acquired for investment purposes and not with a view to the sale or distribution of any part thereof, and We have no present intention of selling or engaging in any public distribution of the same in violation
of the 1933 Act. 

  

	•	 	 Private Issue. We understand (i) that this Warrant Agreement, the Warrant Stock issuable upon exercise of this Warrant Agreement and the
Common Stock issuable upon conversion of the Warrant Stock are not registered under the 1933 Act or qualified under applicable state securities laws on the ground that the issuance contemplated by this Warrant Agreement will be exempt from the
registration and qualifications requirements thereof, and (ii) that Your reliance on such exemption is predicated on the representations set forth in this Section 7. 

 

	•	 	 Disposition of Our Rights. In no event will We make a disposition of any of Our rights to acquire Warrant Stock or Warrant Stock issuable upon
exercise of such rights or the Common Stock issuable upon conversion of the Warrant Stock unless and until (i) We shall have notified You in writing of the proposed disposition, and (ii) the transferee agrees to be bound in writing to the
applicable terms and conditions of this Warrant Agreement, and (iii) if You request, We shall have furnished You with an opinion of counsel satisfactory to You and Your counsel to the effect that (A) appropriate action necessary for
compliance with the 1933 Act has been taken, or (B) an exemption from the registration requirements of the 1933 Act is available. Notwithstanding the foregoing, the restrictions imposed upon the transferability of any of Our rights to acquire
Warrant Stock or Warrant Stock issuable on the exercise of such rights or the Common Stock issuable upon conversion of the Warrant Stock do not apply to transfers from the beneficial owner of any of the aforementioned securities to its nominee or
from such nominee to its beneficial owner, and shall terminate as to any particular share of Warrant Stock when (1) such security shall have been effectively registered under the 1933 Act and sold by the holder thereof in accordance with such
registration or (2) such security shall have been sold without registration in compliance with Rule 144 under the 1933 Act, or (3) a letter shall have been issued to You at Our request by the staff of the Securities and Exchange Commission
or a ruling shall have been issued to the You at Our request by such Commission stating that no action shall be recommended by such staff or taken by such Commission, as the case may be, if such security is transferred without registration under the
1933 Act in accordance with the conditions set forth in such letter or ruling and such letter or ruling specifies that no subsequent restrictions on transfer are required. Whenever the restrictions imposed hereunder shall terminate, as hereinabove
provided, the holder of a share of Warrant Stock then outstanding as to which such restrictions have terminated shall be entitled to receive from You, without expense to such holder, one or more new certificates for the Warrant or for such shares of
Warrant Stock not bearing any restrictive legend referring to 1933 Act registration or exemption. 

  

	•	 	 Financial Risk. We have such knowledge and experience in financial and business matters and knowledge of Your business affairs and financial
condition as to be capable of evaluating the merits and risks of Our investment, and have the ability to bear the economic risks of Our investment. 

  

	•	 	 Risk of No Registration. We understand that if You do not register with the Securities and Exchange Commission pursuant to Section 12 of
the 1934 Act (the “1934 Act”), or file reports pursuant to Section 15(d), of the 1934 Act, or if a registration statement covering the securities under the 1933 Act is not in effect when We desire to sell (i) the rights to
purchase Warrant Stock pursuant to this Warrant Agreement, or (ii) the Warrant Stock issuable upon exercise of the right to purchase, or (iii) the Common Stock issuable upon conversion of the Warrant Stock, We may be required to hold such
securities for an indefinite period. We also understand that any sale of Our right to purchase Warrant Stock or Warrant Stock or Common Stock issuable upon conversion of the Warrant Stock, which might be made by it in reliance upon Rule 144 under
the 1933 Act may be made only in accordance with the terms and conditions of that Rule. 

  

	•	 	 Accredited Investor. We are an “accredited investor” within the meaning of the Securities and Exchange Rule 501 of Regulation D of the
1933 Act, as presently in effect. 

  
 7 

	8.	NOTICES YOU AGREE TO PROVIDE US. 

 You
agree to give Us at least twenty (20) days prior written notice (or such shorter period of prior notice as You shall provide to the other holders of your Series C Preferred Stock or Common Stock consistent with Your Certificate of
Incorporation) of the following events: 
  

	•	 	 If You Pay a Dividend or distribution declaration upon your stock. 

 

	•	 	 If You offer for subscription pro-rata to the existing shareholders additional stock or other rights. 

 

	•	 	 If You consummate or sign definitive documents providing for a Merger Event. 

 

	•	 	 If You have an IPO. 

  

	•	 	 If You dissolve or liquidate. 

 All notices in this Section must set forth details of the event, how the event adjusts either Our number of shares or Our Exercise Price and the method used for such adjustment. 

Timely Notice. Your failure to timely provide such notice required above shall entitle Us to retain the benefit of the applicable notice period
notwithstanding anything to the contrary contained in any insufficient notice received by Us. 
  

	9.	DOCUMENTS YOU WILL PROVIDE US. 

Upon signing this Agreement You will provide Us with: 
  

	•	 	 Executed originals of this Agreement, and all other documents and instruments that We may reasonably require 

 

	•	 	 Secretary’s certificate of incumbency and authority 

 

	•	 	 Certified copy of resolutions of Your board of directors approving this Agreement 

 

	•	 	 Certified copy of Certificate of Incorporation and By-Laws as amended through the Effective Date 

 

	•	 	 Current Investor’s Rights Agreement 

 So long as this Warrant Agreement is in effect, You shall provide Us with the following: 
  

	•	 	 Within fifteen (15) Business Days after the closing of any equity financing, or extension of an existing round of equity financing, occurring
after the Effective Date, in which You issue preferred stock or other securities You will provide Us with copies of the fully executed equity financing documents, including without limitation the related stock purchase agreement, investors rights
agreement, voting agreement, amended or restated certificates of incorporation, current capitalization table and other related documents. Notwithstanding any term or condition contained in this Warrant Agreement, the Loan Agreement to the contrary,
Your failure to comply with this paragraph shall not constitute an Event of Default unless You have not provided the information requested within ten (10) days of Our request 

 

	•	 	 Promptly upon Our request, after its completion, You shall provide Us with any 409A Valuation Reports or other similar reports prepared for You.

  

	•	 	 You shall submit to Us any other documents and other information that We may reasonably request from time to time and are necessary to implement the
provisions and purposes of this Warrant Agreement. 

  
 8 

	10.	REGISTRATION RIGHTS UNDER THE 1933 ACT. 

Pursuant to that certain First Amendment to the Amended and Restated Investors’ Rights Agreement (the “Amendment”), the shares of Your
Common Stock into which the Warrant Stock is convertible shall have registration rights as set forth in the Amended and Restated Investors’ Rights Agreement, dated as of December 9, 2008 (the “Investors’ Rights Agreement”).
The provisions set forth in Your Investors’ Rights Agreement relating to such registration rights in effect as of the date of this Warrant Agreement may not be amended, modified or waived without Our prior written consent unless such amendment,
modification or waiver affects the rights associated with the shares of common stock into which the Warrant Stock is convertible in the same manner as such amendment, modification, or waiver affects the rights associated with all other shares of the
same series and class of stock as the Warrant Stock. We understand and agree that the shares of Warrant Stock (and the shares of Your Common Stock into which the Warrant Stock is convertible) shall be subject to Section 1.15 of the Investors
Rights Agreement and that by execution of the Amendment, We hereby agree to be bound by the terms thereof. 
  

	11.	OTHER LEGAL PROVISIONS THE PARTIES WILL ABIDE BY. 

 Effective Date. This Warrant Agreement shall be construed and shall be given effect in all respects as if it had been executed and delivered by the Parties on the date hereof. This Warrant
Agreement shall be binding upon any of the successors or assigns of the Parties. 
 Attorney’s Fees. In any litigation, arbitration
or court proceeding between the Parties relating to this Warrant Agreement, the prevailing party shall be entitled to attorneys’ fees and expenses and all costs of proceedings incurred in enforcing this Warrant Agreement. 

Governing Law. This Warrant Agreement shall be governed by and construed for all purposes under and in accordance with the laws of the State of
California without giving effect to that body of law pertaining to conflicts of laws. 
 Consent to Jurisdiction and Venue. All judicial
proceedings arising in or under or related to this Warrant Agreement may be brought in any state or federal court of competent jurisdiction located in the State of California. By execution and delivery of this agreement, each party hereto generally
and unconditionally: (a) consents to personal jurisdiction in San Mateo County, State of California; (b) waives any objection as to jurisdiction or venue in San Mateo County, State of California; (c) agrees not to assert any defense
based on lack of jurisdiction or venue in the aforesaid courts; and (d) irrevocably agrees to be bound by any judgment rendered thereby in connection with this Plain English Warrant Agreement. Service of process on any party hereto in any
action arising out of or relating to this agreement shall be effective if given in accordance with the requirements for notice set forth in this Section, and shall be deemed effective and received as set forth therein. Nothing herein shall affect
the right to serve process in any other manner permitted by law or shall limit the right of either party to bring proceedings in the courts of any other jurisdiction. 
 Mutual Waiver of Jury Trial; Judicial Reference. Because disputes arising in connection with complex financial transactions are most quickly and economically resolved by an experienced and expert
person and The Parties wish applicable state and federal laws to apply (rather than arbitration rules), The Parties desire that their disputes be resolved by a judge applying such applicable laws. EACH OF THE PARTIES SPECIFICALLY WAIVES ANY RIGHT
THEY MAY HAVE TO TRIAL BY JURY OF ANY CAUSE OF ACTION, CLAIM, CROSS-CLAIM, COUNTERCLAIM, THIRD PARTY CLAIM OR ANY OTHER CLAIM (COLLECTIVELY, “CLAIMS”) ASSERTED BY YOU AGAINST US OR OUR ASSIGNEE OR BY US OR OUR ASSIGNEE AGAINST YOU.
IN THE EVENT THAT THE FOREGOING JURY TRIAL WAIVER IS NOT ENFORCEABLE, ALL CLAIMS, INCLUDING ANY AND ALL QUESTIONS OF LAW OR FACT RELATING THERETO, SHALL, AT THE WRITTEN REQUEST OF ANY PARTY, BE DETERMINED BY JUDICIAL REFERENCE PURSUANT TO THE
CALIFORNIA CODE OF CIVIL PROCEDURE (“REFERENCE”). THE PARTIES SHALL SELECT A SINGLE NEUTRAL REFEREE, WHO SHALL BE A RETIRED STATE OR FEDERAL JUDGE. IN THE EVENT THAT THE PARTIES CANNOT AGREE UPON A REFEREE, THE REFEREE SHALL BE APPOINTED
BY THE COURT. THE REFEREE SHALL REPORT A STATEMENT OF DECISION TO THE COURT. NOTHING IN THIS SECTION SHALL LIMIT THE RIGHT OF ANY PARTY AT ANY TIME TO EXERCISE LAWFUL SELF-HELP REMEDIES, FORECLOSE AGAINST COLLATERAL OR OBTAIN

  
 9 

 
PROVISIONAL REMEDIES. THE PARTIES SHALL BEAR THE FEES AND EXPENSES OF THE REFEREE EQUALLY UNLESS THE REFEREE ORDERS OTHERWISE. THE REFEREE SHALL ALSO DETERMINE ALL ISSUES RELATING TO THE
APPLICABILITY, INTERPRETATION, AND ENFORCEABILITY OF THIS SECTION. THE PARTIES ACKNOWLEDGE THAT THE CLAIMS WILL NOT BE ADJUDICATED BY A JURY. This waiver extends to all such Claims, including Claims that involve Persons other than You and Us; Claims
that arise out of or are in any way connected to the relationship between You and Us; and any Claims for damages, breach of contract, specific performance, or any equitable or legal relief of any kind, arising out of this Warrant Agreement.

 Counterparts. This Warrant 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. 
 Notices. Any notice required or permitted under this Warrant Agreement
shall be given in writing and shall be deemed effectively given upon the earlier of (1) actual receipt or 3 days after mailing if mailed postage prepaid by regular or airmail to Us or You or (2) one day after it is sent by overnight mail
via nationally recognized courier or (3) on the same day as sent via confirmed facsimile transmission, provided that the original is sent by personal delivery or mail by the sending party. 

Remedies. In the event of any default hereunder, the non-defaulting party may proceed to protect and enforce its rights either by suit in equity
and/or by action at law, including but not limited to an action for damages as a result of any such default, and/or an action for specific performance for any default where such party will not have an adequate remedy at law and where damages will
not be readily ascertainable. Each party expressly acknowledges and agrees that there is no adequate remedy at law for any breach of this Warrant Agreement and that in the event of any breach of this Agreement, the injured party shall be entitled to
specific performance of any or all provisions hereof or an injunction prohibiting the other party from continuing to commit any such breach of this Agreement. 
 Survival. The representations, warranties, covenants, and conditions of the Parties contained herein or made pursuant to this Warrant Agreement shall survive the execution and delivery of this
Warrant Agreement. 
 Severability. In the event any one or more of the provisions of this Warrant Agreement shall for any reason be held
invalid, illegal or unenforceable, the remaining provisions of this Warrant Agreement shall be unimpaired, and the invalid, illegal or unenforceable provision shall be replaced by a mutually acceptable valid, legal and enforceable provision, which
comes closest to the intention of the parties underlying the invalid, illegal or unenforceable provision. 
 Entire Agreement. This
Warrant Agreement constitutes the entire agreement between the Parties pertaining to the subject matter contained in it and supersedes all prior and contemporaneous agreements, representations and undertakings of the Parties, whether oral or
written, with respect to such subject matter. 
 Amendments. Any provision of this Warrant Agreement may only be amended by a written
instrument signed by the Parties. 
 Lost Warrants or Stock Certificates. You covenant to Us that, upon receipt of evidence reasonably
satisfactory to Us of the loss, theft, destruction or mutilation of this Warrant Agreement or any stock certificate and, in the case of any such loss, theft or destruction, upon receipt of an indemnity reasonably satisfactory to You, or in the case
of any such mutilation upon surrender and cancellation of such Warrant Agreement or stock certificate, You will make and deliver a new Warrant Agreement or stock certificate, of like tenor, in lieu of the lost, stolen, destroyed or mutilated Warrant
Agreement or stock certificate. 
 Rights as Stockholders. We shall not, as a party to this Warrant Agreement, be entitled to vote or
receive dividends or be deemed the holder of Series C-2 Preferred Stock or any of Your other securities which may at any time be issuable upon the exercise hereof for any purpose, nor shall anything contained herein be construed to confer upon Us
any of the rights of one of Your stockholders or any right to vote for the election of directors or upon any matter submitted to stockholders at any meeting thereof, or to receive dividends or subscription rights or otherwise

  
 10 

 
until this Warrant Agreement is exercised and the shares purchasable upon the exercise hereof shall have become deliverable, as provided herein. 

Facsimile Signatures. This Warrant Agreement may be executed and delivered by facsimile and upon such delivery the facsimile signature will be
deemed to have the same effect as if the original signature had been delivered to the other party. 
 (Signature Page to
Follow) 

  
 11 

 IN WITNESS WHEREOF, each of the Parties have caused this Warrant Agreement to be executed by its
officers who arc duly authorized as of the Effective Date. 
  

			
	You:	 	CHEGG, INC.
		
	Signature:	 	 /s/ Osman Rashid

		
	Print Name:	 	 Osman Rashid

		
	Title:	 	 CEO

		
	Us:	 	TRIPLEPOINT CAPITAL LLC
		
	Signature:	 	 /s/ Sajal Srivastava

		
	Print Name:	 	 Sajal Srivastava

		
	Title:	 	 Chief Operating Officer

 [SIGNATURE PAGE TO WARRANT AGREEMENT 0592-W-01] 

  
 12 

 EXHIBIT I 
 NOTICE OF EXERCISE 
  

	To:	[                    ] 

 

	1.	We hereby elect to purchase [                    ] shares of
the Series [        ] Preferred Stock of [            ], pursuant to the terms of the Plain English Warrant Agreement dated the
[            ] day of [                    ],[200  ] (the
“Plain English Warrant Agreement”) between You and Us, We hereby tender here payment of the purchase price for such shares in full, together with all applicable transfer taxes, if any. 

 

	2.	Method of Exercise (Please initial the applicable blank) 

  

	 	a.	             The undersigned elects to exercise the Plain English Warrant Agreement by means of a
cash payment, and gives You full payment for the purchase price of the shares being purchased, together with all applicable transfer taxes, if any. 

  

	 	b.	             The undersigned elects to exercise the Plain English Warrant Agreement by means of the
Net Issuance Exercise method of Section 3 of the Plain English Warrant Agreement. 

  

	3.	In exercising Our rights to purchase the Series [        ] Preferred Stock of
[            ], We hereby confirm and acknowledge the investment representations, warranties and covenants made in Section 7 of the Plain English Warrant Agreement.

 Please issue a certificate or certificates representing these purchased shares of Series
[        ] Preferred Stock in Our name or in such other name as is specified below. 
  

			
	  

	(Name)
	
	  

	(Address)
		
	US:	 	TRIPLEPOINT CAPITAL LLC
		
	By:	 	  

		
	Title:	 	  

		
	Date:	 	  

  
 13 

 EXHIBIT II 
 ACKNOWLEDGMENT OF EXERCISE 

[                    ], hereby acknowledges
receipt of the “Notice of Exercise” from TRIPLEPOINT CAPITAL LLC, to purchase [            ] shares of the Series [        ]
Preferred Stock of [            ], pursuant to the terms of the Plain English Warrant Agreement, and further acknowledges that
[            ] shares remain subject to purchase under the terms of the Plain English Warrant Agreement. 

 

					
	 YOU:
	 	  

			
		 	By:	 	  

			
		 	Title:	 	  

			
		 	Date:	 	  

  
 14 

 EXHIBIT III 
 TRANSFER NOTICE 
 FOR VALUE RECEIVED, the foregoing Plain English Warrant Agreement
and all rights evidenced thereby are hereby transferred and assigned to 
  

					
	  
	 		 	
	(Please Print)	 		 	

  

					
	 Whose address is
	 	  
	 	
		
	  
	 	

  

							
	Dated:	 	  
	 		 	
				
	Holder’s Signature:	 	  
	 		 	
				
	Holder’s Address:	 	  
	 		 	
				
	Transferee’s Signature:	 	  
	 		 	
				
	Transferee’s Address:	 	  
	 		 	
				
	Signature Guaranteed:	 	  
	 		 	

 NOTE: The signature to this Transfer Notice must correspond with the name as it appears on the face of the Plain
English Warrant Agreement, without alteration or enlargement or any change whatever. Officers of corporations and those acting in a fiduciary or other representative capacity should file proper evidence of authority to assign the foregoing Plain
English Warrant Agreement. 

  
 15 

 

 
 PLAIN ENGLISH INTELLECTUAL PROPERTY SECURITY AGREEMENT 

This is a Plain English Intellectual Property Security Agreement dated April 24, 2009 by and between TriplePoint Capital LLC, a Delaware
company and Chegg, Inc., a Delaware corporation. 
 The words “We”, “Us”, or “Our”, refer to the grantee, which is
TriplePoint Capital LLC. The words “You” or “Your” refers to the grantor, which is Chegg, Inc. and not any individual. The words “the Parties” refers to both TriplePoint Capital LLC and Chegg, Inc. 

The Parties have entered into a Plain English Revolving Loan and Security Agreement dated April 24, 2009 (together with amendments, supplements,
extensions and exhibits, collectively the “Loan Agreement”). Pursuant to the Loan Agreement, You have granted to Us a lien on and a security interest in all the present and future rights, title, and interest that You may now have or
hereafter acquire in all Patents, Trademarks, Copyrights, and applications for Patents, Trademarks and Copyrights. 
 In consideration for the
mutual covenants and agreements contained in the Loan Agreement and this Agreement, and for other good and valuable consideration, the receipt and sufficiency of which are acknowledged, the Parties agree as follows: 

 

	1.	GRANT OF SECURITY INTEREST OF PATENTS 

You grant to Us a lien upon and continuing security interest in all of Your right, title, and interest in, to and under all of the following (all of the
following items of property collectively will be referred to as the “Intellectual Property Collateral”), whether now existing or hereafter arising or acquired: 

 

	 	•	 	 all Patents, Patent Licenses, and Patent applications, including specifically those listed on the attached Schedule A, together with any
reissues, divisions, continuations, renewals, extensions and continuations thereof; 

  

	 	•	 	 all Trademarks, Trademark Licenses, and trademark applications, including specifically those listed on the attached Schedule B together with any
renewals thereof; 

  

	 	•	 	 all Copyrights, Copyright Licenses, and applications for Copyrights, including specifically those listed on the attached Schedule C;

  

	 	•	 	 the right to sue for past, present and future infringements of the foregoing and all rights corresponding thereto throughout the world and all
re-issues, divisions continuations, renewals, extensions and continuations-in-part thereof; and 

  

	 	•	 	 all Proceeds. 

 You
represent and warrant to Us that Schedules A, B, and C attached hereto set forth any and all intellectual property rights in connection to which You have registered or filed an application with either the United States Patent and Trademark Office or
the United States Copyright Office, as applicable. 
  

	2.	LOAN AGREEMENT 

 This security interest is
granted to secure the Secured Obligations, under the Loan Agreement. All the capitalized terms used but not otherwise defined are used in this Agreement with the same meaning as defined in the Loan Agreement. 

	3.	OUR RIGHT TO SUE 

 From and after an Event
of Default, subject to the terms of the Loan Agreement, We shall have the right, but shall in no way be obligated, to bring suit in Our own name to enforce Your rights in the Intellectual Property Collateral. If We commence any such suit, You shall,
at the Our request, do all lawful acts and execute and deliver all proper documents or information that may be necessary or desirable to aid Us in such enforcement. You shall promptly, upon demand, reimburse and indemnify Us for all of Our costs and
expenses, including reasonable attorney’s fees, related to Our exercise of the above mentioned rights. 
  

	4.	FURTHER ASSURANCES 

 You will from time to
time execute, deliver and file, alone or with Us, any security agreements, or other documents to perfect and give priority to Our lien on the Intellectual Property Collateral. You will from time to time obtain any instruments or documents as We may
request, and take all further action that may be reasonably necessary or desirable, or that We may reasonably request, to carry out more effectively the provisions and purposes of this Agreement or any other related agreements or to confirm,
perfect, preserve and protect the liens granted to Us. 
  

	5.	MODIFICATION 

 This Agreement can only be
altered, amended or modified in a writing signed by the Parties. Notwithstanding the foregoing however, You hereby irrevocably appoints Us (and any of Our designated officers, agents or employees) as Your true and lawful attorney to modify, in Our
sole discretion, this Agreement without first obtaining Your approval of or signature to such modification by amending Schedules A, B, and C to this Agreement, as appropriate, to include reference to any right, title or interest in any Intellectual
Property Collateral acquired by You before or after the execution hereof or to delete any reference to any right, title or interest in any Intellectual Property Collateral in which You no longer have or claim to have any right, title or interest.
The appointment of Us as Your attorney in fact, and each and every one of Our rights and powers, being coupled with an interest, is irrevocable until all of the Secured Obligations have been fully repaid and performed and Our obligation to provide
credit extensions to You is terminated. 
  

	6.	BINDING EFFECT; REMEDIES NOT EXCLUSIVE 

This Agreement shall be binding upon You and Your respective successors and assigns, and shall inure to the benefit of Us, and Our nominees and assigns.

 Our rights and remedies with respect to the security interest granted hereby are in addition to those set forth in the Loan Agreement and the
other Loan Documents, and those which are now or hereafter available to Us as a matter of law or equity. Each of Our rights, powers and remedies provided for herein or in the Loan Agreement or any of the Loan Documents, or now or hereafter existing
at law or in equity shall be cumulative and concurrent and shall be in addition to every right, power or remedy provided for herein and the exercise by Us of any one or more of the rights, powers or remedies provided for in this Intellectual
Property Security Agreement, the Loan Agreement or any of the other Loan Documents, or now or hereafter existing at law or in equity, shall not preclude the simultaneous or later exercise by any person, including Us, of any or all other rights,
powers or remedies. 
  

	7.	GOVERNING LAW; COUNTERPARTS 

 This
Agreement shall be deemed made and accepted in and shall be governed by and construed in accordance with the laws of the State of California, and (where applicable) the laws of the United States of America. 

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 the same
instrument. 
 (Signature Page to Follow) 

  
 2 

 IN WITNESS WHEREOF, You have duly executed this Agreement as of the date first set forth above.

  

			
	You:	 	CHEGG, INC.
		
	Signature:	 	 /s/ Osman Rashid

		
	Print Name:	 	 Osman Rashid

		
	Title:	 	 CEO

 [SIGNATURE PACE TO PLAIN ENGLISH INTELLECTUAL PROPERTY SECURITY AGREEMENT] 

  
 3 

 SCHEDULE A 
 To Plain English Intellectual Property Security Agreement 
 Between Chegg,
Inc. As You (Grantor) 
 and Triplepoint Capital LLC, as Us (Grantee) 

PATENTS AND PATENT APPLICATIONS 
 PATENTS 
  

					
	Patent Name	 	Status and Date Issued	 	Patent Number
			
	 n/a
	 		 	

 PATENT APPLICATIONS 

 

					
	Patent Name	 	Status & Date Filed	 	Application Number
			
	 n/a
	 		 	

  
 4 

 SCHEDULE B 
 To Plain English Intellectual Property Security Agreement Between Chegg, Inc., as You (Grantor) and TriplePoint Capital LLC, as Us (Grantee) 

TRADEMARKS AND TRADEMARK APPLICATIONS 
 TRADEMARKS 
  

							
	Name	  	Date Filed or
Issued	  	Serial Number	  	Status
	 #1 IN TEXTBOOK RENTALS
	  	06-10-2008	  	3,447,212	  	Declaration of Continued Use due by 06-10-2014.
	 CHEGG
	  	01-02-2007	  	3,191,844	  	Declaration of Continued Use due by 01-02-2013.

 TRADEMARK APPLICATIONS 

 

							
	Name	  	Date Filed	  	Serial Number	  	Status
	 DON’T BUY TEXTBOOKS
	  	03-06-2008	  	77/415,587	  	Published 07-22-2008
	 DON’T BUY TEXTBOOKS LOGO DESIGN
	  	03-19-2008	  	77/426,745	  	Published 07-22-2008

  
 5 

 SCHEDULE C 
 TO INTELLECTUAL PROPERTY SECURITY AGREEMENT 
 Between Chegg, Inc. as You
(Grantor) 
 And Triplepoint Capital LLC, as Us (Grantee) 

COPYRIGHT REGISTRATIONS 
  

							
	Registration Number	  	Title	  	Registration Date	  	V&A No.
				
	 n/a
	  		  		  	

 APPLICATIONS FOR COPYRIGHT REGISTRATIONS 

 

					
	Title	  	Date Filed	  	V&A No.
			
	 n/a
	  		  	

  
 6EX-10.02

 Exhibit 10.02 

 
  
 CHEGG, INC. 
 AMENDED
AND RESTATED 
 2005 STOCK INCENTIVE PLAN

 Adopted by the Board on August 22, 2005 

Approved by the Stockholders on August 22, 2005 
 Amended on December 1, 2009 
 Amended on March 16, 2010

 Amended and Restated on February 9, 2011 

Amended on May 4, 2011 
 Amended on September 10, 2011 
 Amended and Restated on
March 14, 2012 
 Amended on November 7, 2012 

 
  

 TABLE OF CONTENTS 

 

							
	 	  	 	  	Page(s)	 
		
	 SECTION 1.           PURPOSE
	  	 	1	  
		
	 SECTION 2.           DEFINITIONS
	  	 	1	  
			
	 2.1
	  	 “Award”
	  	 	1	  
	 2.2
	  	 “Award Agreement”
	  	 	1	  
	 2.3
	  	 “Board”
	  	 	1	  
	 2.4
	  	 “Change in Control”
	  	 	1	  
	 2.5
	  	 “Code”
	  	 	2	  
	 2.6
	  	 “Committee”
	  	 	2	  
	 2.7
	  	 “Company”
	  	 	2	  
	 2.8
	  	 “Consultant”
	  	 	2	  
	 2.9
	  	 “Disability”
	  	 	2	  
	 2.10
	  	 “Employee”
	  	 	2	  
	 2.11
	  	 “Exchange Act”
	  	 	2	  
	 2.12
	  	 “Exercise Price”
	  	 	3	  
	 2.13
	  	 “Fair Market Value”
	  	 	3	  
	 2.14
	  	 “ISO”
	  	 	3	  
	 2.15
	  	 “NSO”
	  	 	3	  
	 2.16
	  	 “Option”
	  	 	3	  
	 2.17
	  	 “Optionee”
	  	 	3	  
	 2.18
	  	 “Outside Director”
	  	 	3	  
	 2.19
	  	 “Parent”
	  	 	3	  
	 2.20
	  	 “Participant”
	  	 	3	  
	 2.21
	  	 “Plan” shall
	  	 	3	  
	 2.22
	  	 “Purchase Price”
	  	 	3	  
	 2.23
	  	 “Purchaser”
	  	 	3	  
	 2.24
	  	 “Restricted Share Agreement”
	  	 	3	  
	 2.25
	  	 “Restricted Stock Unit” or “RSU”
	  	 	3	  
	 2.26
	  	 “Restricted Stock Unit Agreement”
	  	 	4	  
	 2.27
	  	 “Securities Act”
	  	 	4	  
	 2.28
	  	 “Service”
	  	 	4	  
	 2.29
	  	 “Share”
	  	 	4	  
	 2.30
	  	 “Stock”
	  	 	4	  
	 2.31
	  	 “Stock Option Agreement”
	  	 	4	  
	 2.32
	  	 “Subsidiary”
	  	 	4	  
	 2.33
	  	 “Ten-Percent Stockholder”
	  	 	4	  
		
	 SECTION 3.           ADMINISTRATION
	  	 	4	  
			
	 3.1
	  	 General Rule
	  	 	4	  
	 3.2
	  	 Board Authority and Responsibility
	  	 	5	  
		
	 SECTION 4.           ELIGIBILITY
	  	 	5	  

  
 -i-

 TABLE OF CONTENTS 

(continued) 
  

							
	 	  	 	  	Page(s)	 
			
	 4.1
	  	 General Rule
	  	 	5	  
		
	 SECTION 5.           STOCK SUBJECT TO
PLAN
	  	 	5	  
			
	 5.1
	  	 Share Limit
	  	 	5	  
	 5.2
	  	 Additional Shares
	  	 	5	  
		
	 SECTION 6.           RESTRICTED SHARES
	  	 	5	  
			
	 6.1
	  	 Restricted Share Agreement
	  	 	5	  
	 6.2
	  	 Duration of Offers and Nontransferability of Purchase Rights
	  	 	5	  
	 6.3
	  	 Purchase Price
	  	 	6	  
	 6.4
	  	 Repurchase Rights and Transfer Restrictions
	  	 	6	  
		
	 SECTION 7.           STOCK OPTIONS
	  	 	6	  
			
	 7.1
	  	 Stock Option Agreement
	  	 	6	  
	 7.2
	  	 Number of Shares; Kind of Option
	  	 	6	  
	 7.3
	  	 Exercise Price
	  	 	6	  
	 7.4
	  	 Term
	  	 	6	  
	 7.5
	  	 Exercisability
	  	 	6	  
	 7.6
	  	 Repurchase Rights and Transfer Restrictions
	  	 	7	  
	 7.7
	  	 Transferability of Options
	  	 	7	  
	 7.8
	  	 Exercise of Options on Termination of Service
	  	 	7	  
	 7.9
	  	 No Rights as a Stockholder
	  	 	8	  
	 7.10
	  	 Modification, Extension and Renewal of Options
	  	 	8	  
		
	 SECTION 8.           RESTRICTED STOCK
UNITS
	  	 	9	  
			
	 8.1
	  	 Awards of Restricted Stock Units
	  	 	9	  
	 8.2
	  	 Purchase Price
	  	 	9	  
	 8.3
	  	 Form and Timing of Settlement
	  	 	9	  
	 8.4
	  	 Nontransferability of Rights
	  	 	10	  
		
	 SECTION 9.           PAYMENT FOR SHARES
	  	 	10	  
			
	 9.1
	  	 General
	  	 	10	  
	 9.2
	  	 Surrender of Stock
	  	 	10	  
	 9.3
	  	 Services Rendered
	  	 	10	  
	 9.4
	  	 Promissory Notes
	  	 	10	  
	 9.5
	  	 Exercise/Sale
	  	 	10	  
	 9.6
	  	 Exercise/Pledge
	  	 	10	  
	 9.7
	  	 Other Forms of Payment
	  	 	11	  

  
 -ii-

 TABLE OF CONTENTS 

(continued) 
  

							
	 	  	 	  	Page(s)	 
		
	 SECTION 10.        ADJUSTMENT OF SHARES
	  	 	11	  
			
	 10.1
	  	 General
	  	 	11	  
	 10.2
	  	 Dissolution or Liquidation
	  	 	11	  
	 10.3
	  	 Mergers and Consolidations
	  	 	11	  
	 10.4
	  	 Reservation of Rights
	  	 	11	  
		
	 SECTION 11.        REPURCHASE RIGHTS
	  	 	11	  
			
	 11.1
	  	 Company’s Right To Repurchase Shares
	  	 	11	  
		
	 SECTION 12.        WITHHOLDING TAXES
	  	 	12	  
			
	 12.1
	  	 General
	  	 	12	  
	 12.2
	  	 Share Withholding
	  	 	12	  
	 12.3
	  	 Cashless Exercise/Pledge
	  	 	12	  
	 12.4
	  	 Other Forms of Payment
	  	 	12	  
		
	 SECTION 13.        SECURITIES LAW REQUIREMENTS
	  	 	13	  
			
	 13.1
	  	 General
	  	 	13	  
	 13.2
	  	 Voting and Dividend Rights
	  	 	13	  
	 13.3
	  	 Financial Reports
	  	 	13	  
		
	 SECTION 14.        NO RETENTION RIGHTS
	  	 	13	  
		
	 SECTION 15.        DURATION AND AMENDMENTS
	  	 	13	  
			
	 15.1
	  	 Term of the Plan
	  	 	13	  
	 15.2
	  	 Right to Amend or Terminate the Plan
	  	 	13	  
	 15.3
	  	 Effect of Amendment or Termination
	  	 	14	  
		
	 SECTION 16.        EXECUTION
	  	 	14	  

  
 -iii-

 Chegg, Inc. 
 AMENDED AND RESTATED 
 2005 STOCK INCENTIVE PLAN 

(As Amended on November 7, 2012) 
 SECTION 1. PURPOSE. 
 The Plan was adopted by the Board of Directors
effective August 22, 2005, and amended on November 7, 2012. The purpose of the Plan is to offer selected service providers the opportunity to acquire equity in the Company through the grant of Awards covering Shares. 

The grant of Awards under the Plan is intended to be exempt from the securities qualification requirements of the California Corporations
Code by satisfying the exemption under section 25102(o) of the California Corporations Code. However, the grant of Awards may be made in reliance upon other state securities law exemptions. To the extent that such other exemptions are relied upon,
the terms of this Plan which are included only to comply with section 25102(o) shall be disregarded to the extent provided in the Award Agreement. 
 SECTION 2. DEFINITIONS. 
  

	2.1	“Award” means an award pursuant to the terms and conditions of this Plan, including any Option, Restricted Stock Unit or Restricted Share.

  

	2.2	“Award Agreement” means with respect to each Award, the signed written agreement between the Company and the Participant setting forth the terms,
conditions and restrictions of the Award as approved by the Committee, including Restricted Share Agreements, Restricted Stock Unit Agreements, and Stock Option Agreements. 

 

	2.3	“Board” shall mean the Board of Directors of the Company, as constituted from time to time. 

 

	2.4	“Change in Control” shall mean the occurrence of any of the following events: 

 

	 	(a)	The consummation of a merger or consolidation of the Company with or into another entity or any other corporate reorganization, if persons who were not stockholders of
the Company immediately prior to such merger, consolidation or other reorganization own immediately after such merger, consolidation or other reorganization fifty percent (50%) or more of the voting power of the outstanding securities of each
of (A) the continuing or surviving entity and (B) any direct or indirect parent corporation of such continuing or surviving entity; 

  

	 	(b)	The consummation of the sale, transfer or other disposition of all or substantially all of the Company’s assets or the stockholders of the Company approve a plan
of complete liquidation of the Company; or 

	 	(c)	Any “person” (as defined below) who, by the acquisition or aggregation of securities, is or becomes the “beneficial owner” (as defined in Rule 13d-3
under the Exchange Act), directly or indirectly, of securities of the Company representing fifty percent (50%) or more of the combined voting power of the Company’s then outstanding securities ordinarily (and apart from rights accruing
under special circumstances) having the right to vote at elections of directors (the “Base Capital Stock”); except that any change in the relative beneficial ownership of the Company’s securities by any person resulting solely from a
reduction in the aggregate number of outstanding shares of Base Capital Stock, and any decrease thereafter in such person’s ownership of securities, shall be disregarded until such person increases in any manner, directly or indirectly, such
person’s beneficial ownership of any securities of the Company. 

 For purposes of Section 2.2(c), the term
“person” shall have the same meaning as when used in sections 13(d) and 14(d) of the Exchange Act but shall exclude (1) a trustee or other fiduciary holding securities under an employee benefit plan maintained by the Company or a
Parent or Subsidiary and (2) a corporation owned directly or indirectly by the stockholders of the Company in substantially the same proportions as their ownership of the Stock. 
 Notwithstanding the foregoing, the term “Change in Control” shall not include a transaction the sole purpose of which is (a) to change the state of the Company’s incorporation,
(b) to form a holding company that will be owned in substantially the same proportions by the persons who held the Company’s securities immediately before such transaction; or (c) to make an initial public offering of the
Company’s Stock. 
  

	2.5	“Code” shall mean the Internal Revenue Code of 1986, as amended. 

 

	2.6	“Committee” shall mean the committee designated by the Board, which is authorized to administer the Plan, as described in Section 3 hereof.

  

	2.7	“Company” shall mean Chegg, Inc., a Delaware corporation. 

 

	2.8	“Consultant” shall mean a consultant or advisor who is not an Employee or Outside Director and who performs bona fide services for the Company, a
Parent or Subsidiary. 

  

	2.9	“Disability” shall mean a condition that renders an individual unable to engage in substantial gainful activity by reason of any medically determinable
physical or mental impairment. 

  

	2.10	“Employee” shall mean any individual who is a common-law employee of the Company, a Parent or a Subsidiary and who is an “employee” within
the meaning of section 3401(c) of the Code and regulations issued thereunder. 

  

	2.11	“Exchange Act” shall mean the U.S. Securities and Exchange Act of 1934, as amended. 

 

	2.12	“Exercise Agreement” shall mean a written stock option exercise agreement in a form approved by the Board (which need not be the same for each
Participant). 

  
 2 

	2.13	“Exercise Price” shall mean the amount for which one Share may be purchased upon the exercise of an Option, as specified in a Stock Option Agreement.

  

	2.14	“Fair Market Value” means, with respect to a Share, the market price of one Share of Stock, determined by the Board in good faith. Such determination
shall be conclusive and binding on all persons. 

  

	2.15	“ISO” shall mean an incentive stock option described in section 422(b) of the Code. 

 

	2.16	“NSO” shall mean a stock option that is not an ISO. 

  

	2.17	“Option” shall mean an ISO or NSO granted under the Plan and entitling the holder to purchase Shares. 

 

	2.18	“Optionee” shall mean a holder of an Option. 

  

	2.19	“Outside Director” shall mean a member of the Board of the Company, a Parent or a Subsidiary who is not an Employee. 

 

	2.20	“Parent” shall mean any corporation (other than the Company) in an unbroken chain of corporations ending with the Company, if each of the corporations
other than the Company owns stock possessing fifty percent (50%) or more of the total combined voting power of all classes of stock in one of the other corporations in such chain. A corporation that attains the status of a Parent on a date
after the adoption of the Plan shall be considered a Parent commencing as of such date. 

  

	2.21	“Participant” means a person who receives an Award under this Plan. 

 

	2.22	“Plan” shall mean the Chegg, Inc. 2005 Stock Incentive Plan, as may be amended from time to time. 

 

	2.23	“Purchase Price” shall mean the consideration for which one Share may be acquired under the Plan pursuant to a Restricted Share Agreement.

  

	2.24	“Purchaser” shall mean a person to whom the Board has offered the right to acquire Shares under the Plan pursuant to a Restricted Share Agreement.

  

	2.25	“Required Information” shall mean for Section 7.14, the information described in Rules 701(e)(3), (4) and (5) under the Securities Act,
with the financial statements being not more than 180 days old. 

  

	2.26	“Restricted Share Agreement” shall mean the agreement between the Company and a Purchaser who acquires Shares under the Plan that contains the terms,
conditions and restrictions pertaining to the acquisition of such Shares. 

  

	2.27	“Restricted Stock Unit” or “RSU” is an Award covering a number of Shares that may be settled in cash, or by issuance of Shares.

  
 3 

	2.28	“Restricted Stock Unit Agreement” shall mean the agreement between the Company and a Participant who is awarded RSUs under the Plan that contains the
terms, conditions and restrictions pertaining to such Award. 

  

	2.29	“Securities Act” shall mean the U.S. Securities Act of 1933, as amended. 

 

	2.30	“Service” shall mean service as an Employee, a Consultant or an Outside Director. Service shall be deemed to continue during a bona fide leave of
absence approved by the Company in writing if and to the extent that continued crediting of Service for purposes of the Plan is expressly required by the terms of such leave or by applicable law, as determined by the Company. However, for purposes
of determining whether an Option is entitled to ISO status, and to the extent required under the Code, an Employee’s Service will be treated as terminating ninety (90) days after such Employee went on leave, unless such Employee’s
right to return to active work is guaranteed by law or by a contract or such Employee immediately returns to active work. 

  

	2.31	“Share” shall mean one share of Stock, as adjusted in accordance with Section 10 (if applicable). 

 

	2.32	“Stock” shall mean the common stock of the Company. 

  

	2.33	“Stock Option Agreement” shall mean the agreement between the Company and an Optionee which contains the terms, conditions and restrictions pertaining
to the Optionee’s Option. 

  

	2.34	“Subsidiary” means any corporation (other than the Company) in an unbroken chain of corporations beginning with the Company, if each of the
corporations other than the last corporation in the unbroken chain owns stock possessing fifty percent (50%) or more of the total combined voting power of all classes of stock in one of the other corporations in such chain. A corporation that
attains the status of a Subsidiary on a date after the adoption of the Plan shall be considered a Subsidiary commencing as of such date. 

  

	2.35	“Ten-Percent Stockholder” means an individual who owns more than ten percent (10%) of the total combined voting power of all classes of
outstanding stock of the Company, its Parent or any of its Subsidiaries. In determining stock ownership for purposes of this Section 2.33, the attribution rules of section 424(d) of the Code shall be applied. 

SECTION 3. ADMINISTRATION. 
  

	3.1	General Rule. The Plan shall be administered by the Board. However, the Board may delegate any or all administrative functions under the Plan otherwise
exercisable by the Board to one or more Committees. Each Committee shall consist of at least one member of the Board who has been appointed by the Board. Each Committee shall have the authority and be responsible for such functions as the Board has
assigned to it. If a Committee has been appointed, any reference to the Board in the Plan shall be construed as a reference to the Committee to whom the Board has assigned a particular function. 

  
 4 

	3.2	Board Authority and Responsibility. Subject to the provisions of the Plan, the Board shall have full authority and discretion to take any actions it deems
necessary or advisable for the administration of the Plan. All decisions, interpretations and any other actions of the Board with respect to the Plan shall be final and binding on all persons deriving rights under the Plan. 

SECTION 4. ELIGIBILITY. 
  

	4.1	General Rule. Employees, Consultants and Outside Directors shall be eligible for the grant of Awards, but only Employees shall be eligible for the grant of ISOs.

 SECTION 5. STOCK SUBJECT TO PLAN. 
  

	5.1	Share Limit. Subject to Sections 5.2 and 10, the aggregate number of Shares which may be issued under the Plan shall not exceed 26,276,805 Shares. The number of
Shares which are subject to Awards outstanding at any time shall not exceed the number of Shares which then remain available for issuance under the Plan. The Company, during the term of the Plan, shall at all times reserve and keep available
sufficient Shares to satisfy the requirements of the Plan. Shares offered under the Plan may be authorized but unissued Shares or treasury Shares. In no event shall the total number of Shares issued (counting each reissuance of a Share that was
previously issued and then forfeited or repurchased by the Company as a separate issuance) under the Plan upon exercise of ISOs exceed 160,000,000 Shares (adjusted in proportion to any adjustments under Section 10.1 hereof) over the term of the
Plan. 

  

	5.2	Additional Shares. In the event that any outstanding Award expires or is canceled for any reason, the Shares allocable to the unexercised or unsettled, as
applicable, portion of such Option or other Award shall remain available for issuance pursuant to the Plan. If a Share previously issued under the Plan is reacquired by the Company pursuant to a forfeiture provision, right of repurchase or right of
first refusal, then such Share shall again become available for issuance under the Plan. 

 SECTION 6. RESTRICTED SHARES.

  

	6.1	Restricted Share Agreement. Each award or sale of Shares under the Plan (other than upon exercise of an Option or settlement of an RSU) shall be evidenced by a
Restricted Share Agreement between the Purchaser and the Company. Such award or sale shall be subject to all applicable terms and conditions of the Plan and may be subject to any other terms and conditions imposed by the Board, as set forth in the
Restricted Share Agreement, that are not inconsistent with the Plan. The provisions of the various Restricted Share Agreements entered into under the Plan need not be identical. 

 

	6.2	 Duration of Offers and Nontransferability of Purchase Rights. Any right to acquire Shares (other than an Option or RSU) shall automatically
expire if not exercised by the Purchaser within thirty (30) days after the Company communicates the grant of such right 

  
 5 

	 	
to the Purchaser. Such right shall be nontransferable and shall be exercisable only by the Purchaser to whom the right was granted. 

 

	6.3	Purchase Price. The Board shall determine the amount of the Purchase Price in its sole discretion. The Purchase Price shall be payable in a form described in
Section 9, if applicable. 

  

	6.4	Repurchase Rights and Transfer Restrictions. Each award or sale of Shares shall be subject to such forfeiture conditions, rights of repurchase, rights of first
refusal and other transfer restrictions as the Board may determine, subject to the requirements of Section 11. Such restrictions shall be set forth in the applicable Restricted Share Agreement and shall apply in addition to any restrictions
otherwise applicable to holders of Shares generally. 

 SECTION 7. STOCK OPTIONS. 

 

	7.1	Stock Option Agreement. Each grant of an Option under the Plan shall be evidenced by a Stock Option Agreement between the Optionee and the Company. The Option
shall be subject to all applicable terms and conditions of the Plan and may be subject to any other terms and conditions imposed by the Board, as set forth in the Stock Option Agreement, which are not inconsistent with the Plan. The provisions of
the various Stock Option Agreements entered into under the Plan need not be identical. 

  

	7.2	Number of Shares; Kind of Option. Each Stock Option Agreement shall specify the number of Shares that are subject to the Option and shall provide for the
adjustment of such number in accordance with Section 10. The Stock Option Agreement shall also specify whether the Option is intended to be an ISO or an NSO. 

 

	7.3	Exercise Price. Each Stock Option Agreement shall set forth the Exercise Price, which shall be payable in a form described in Section 9. Subject to the
following requirements, the Exercise Price under any Option shall be determined by the Board in its sole discretion: the Exercise Price per Share of an ISO shall not be less than one hundred percent (100%) of the Fair Market Value of a Share on
the date of grant; provided, however, that the Exercise Price per Share of an ISO granted to a Ten-Percent Stockholder shall not be less than one hundred ten percent (110%) of the Fair Market Value of a Share on the date of grant.

  

	7.4	Term. Each Stock Option Agreement shall specify the term of the Option. The term of an Option shall in no event exceed ten (10) years from the date of
grant. The term of an ISO granted to a Ten-Percent Stockholder shall not exceed five (5) years from the date of grant. Subject to the foregoing, the Board in its sole discretion shall determine when an Option shall expire.

  

	7.5	 Exercisability. Each Stock Option Agreement shall specify the date when all or any installment of the Option is to become exercisable; provided,
however, that no Option shall be exercisable unless the Optionee has delivered to the Company an executed copy of the Stock Option Agreement. Subject to the following restrictions, the Board in its sole discretion shall determine when all or any
installment of an Option is to become 

  
 6 

	 	
exercisable and may, in its discretion, provide for accelerated exercisability in the event of a Change in Control or other events: 

 

	 	(a)	Options Granted to Outside Directors, Consultants or Officers. An Option granted to an Optionee who is a Consultant or an officer or director of the Company, a
Parent or a Subsidiary shall be exercisable at any time or during any period established by the Board, subject to reasonable conditions such as continued Service. 

 

	 	(b)	Early Exercise. A Stock Option Agreement may permit the Optionee to exercise the Option as to Shares that are subject to a right of repurchase by the Company in
accordance with the requirements of Section 11.1. 

  

	7.6	Repurchase Rights and Transfer Restrictions. Shares purchased on exercise of Options shall be subject to such forfeiture conditions, rights of repurchase, rights
of first refusal and other transfer restrictions as the Board may determine, subject to the requirements of Section 11. Such restrictions shall be set forth in the applicable Stock Option Agreement and shall apply in addition to any
restrictions otherwise applicable to holders of Shares generally. 

  

	7.7	Transferability of Options. During an Optionee’s lifetime, his or her Options shall be exercisable only by the Optionee or by the Optionee’s guardian
or legal representatives, and shall not be transferable other than by beneficiary designation, will or the laws of descent and distribution. Notwithstanding the foregoing, however, to the extent permitted by the Board in its sole discretion, an NSO
may be transferred by the Optionee to one or more family members or a trust established for the benefit of the Optionee and/or one or more family members to the extent permitted by section 260.140.41(d) of Title 10 of the California Code of
Regulations and Rule 701 of the Securities Act. For the avoidance of doubt, the prohibition against assignment and transfer applies to an Option and, prior to exercise, the Shares to be issued on exercise of an Option, and pursuant to the foregoing
sentence shall be understood to include, without limitation, a prohibition against any pledge, hypothecation, or other transfer, including any short position, any “put equivalent position” or any “call equivalent position” (in
each case, as defined in Rule 16a-1 promulgated under the Exchange Act). 

  

	7.8	 Exercise of Options on Termination of Service. Each Option shall set forth the extent to which the Optionee shall have the right to exercise the
Option following termination of the Optionee’s Service. Each Stock Option Agreement shall provide the Optionee with the right to exercise the Option following the Optionee’s termination of Service during the Option term, to the extent the
Option was exercisable for vested Shares upon termination of Service, for at least thirty (30) days (with any exercise period beyond three (3) months after the Termination Date deemed to be an NSO) if termination of Service is due to any
reason other than cause, death or Disability, and for at least six (6) months after termination of Service if due to death or Disability (with any exercise period beyond twelve (12) months after the Termination Date deemed to be an NSO).
Notwithstanding the foregoing, in no event may any Option be exercisable later than the expiration of the Option term. If the Optionee’s Service is terminated for cause, the Stock Option

  
 7 

	 	
Agreement may provide that the Optionee’s right to exercise the Option terminates immediately on the effective date of the Optionee’s termination. To the extent the Option was not
exercisable for vested Shares upon termination of Service, the Option shall terminate when the Optionee’s Service terminates. Subject to the foregoing, such provisions shall be determined in the sole discretion of the Board, need not be uniform
among all Options issued pursuant to the Plan, and may reflect distinctions based on the reasons for termination of Service. 

  

	7.9	No Rights as a Stockholder. An Optionee, or a transferee of an Optionee, shall have no rights as a stockholder with respect to any Shares covered by the Option
until such person becomes entitled to receive such Shares by filing a notice of exercise and paying the Exercise Price pursuant to the terms of the Option. No adjustments shall be made, except as provided in Section 10.

  

	7.10	Modification, Extension and Renewal of Options. Within the limitations of the Plan, the Board may modify, extend or renew outstanding Options or may accept the
cancellation of outstanding Options (to the extent not previously exercised), whether or not granted hereunder, in return for the grant of new Options for the same or a different number of Shares and at the same or a different Exercise Price. The
foregoing notwithstanding, no modification of an Option shall, without the consent of the Optionee, impair his or her rights or increase the Optionee’s obligations under such Option. Any outstanding ISO that is modified, extended, renewed or
otherwise altered will be treated in accordance with Section 424(h) of the Code. Subject to Section 7.13 hereof, the Committee may reduce the Exercise Price of outstanding Options without the consent of the Optionees by a written notice to
them; provided, however, that the Exercise Price may not be reduced below the minimum Exercise Price that would be permitted under Section 7.3 hereof for Options granted on the date the action is taken to reduce the
Exercise Price; provided, further, that the Exercise Price will not be reduced below the par value of the Shares, if any. 

  

	7.11	Method of Exercise. Options may be exercised only by delivery to the Company of an Exercise Agreement. The Exercise Agreement will state (a) the number of
Shares being purchased, (b) the restrictions imposed on the Shares purchased under such Exercise Agreement, if any, and (c) such representations and agreements regarding Optionee’s investment intent and access to information and other
matters, if any, as may be required or desirable by the Company to comply with applicable securities laws. Each Optionee’s Exercise Agreement may be modified by (i) agreement of Optionee and the Company or (ii) substitution by the
Company, upon becoming a public company, in order to add the payment terms set forth in Section 9 that apply to a public company and such other terms as shall be necessary or advisable in order to exercise a public company option. Upon exercise
of an Option, Optionee shall execute and deliver to the Company the Exercise Agreement then in effect, together with payment in full of the Exercise Price for the number of Shares being purchased and payment of any applicable taxes.

  

	7.12	 Limitations on ISOs. The aggregate Fair Market Value (determined as of the date of grant) of Shares with respect to which ISOs are exercisable
for the first time by an Optionee during any calendar year (under this Plan or under any other incentive stock 

  
 8 

	 	
option plan of the Company or any Parent or Subsidiary of the Company) will not exceed One Hundred Thousand Dollars ($100,000). If the Fair Market Value of Shares on the date of grant with
respect to which ISOs are exercisable for the first time by an Optionee during any calendar year exceeds One Hundred Thousand Dollars ($100,000), then the Options for the first One Hundred Thousand Dollars ($100,000) worth of Shares to become
exercisable in such calendar year will be ISOs and the Options for the amount in excess of One Hundred Thousand Dollars ($100,000) that become exercisable in that calendar year will be NSOs. In the event that the Code or the regulations promulgated
thereunder are amended after the date this Plan becomes effective to provide for a different limit on the Fair Market Value of Shares permitted to be subject to ISOs, then such different limit will be automatically incorporated herein and will apply
to any Options granted after the effective date of such amendment. 

  

	7.13	No Disqualification. Notwithstanding any other provision in this Plan, no term of this Plan relating to ISOs will be interpreted, amended or altered, nor will
any discretion or authority granted under this Plan be exercised, so as to disqualify this Plan under Section 422 of the Code or, without the consent of the Optionee, to disqualify any Optionee’s ISO under Section 422 of the Code.

  

	7.14	Information to Optionees. If the Company is relying on the exemption from registration under Section 12(g) of the Exchange Act pursuant to Rule 12h-1(f)(1)
promulgated under the Exchange Act, then the Company shall provide the Required Information in the manner required by Rule 12h-1(f)(1) to all optionees every six months until the Company becomes subject to the reporting requirements of
Section 13 or 15(d) of the Exchange Act or is no longer relying on the exemption pursuant to Rule 12h-1(f)(1); provided, that, prior to receiving access to the Required Information the Optionee must agree to keep the Required Information
confidential pursuant to a written agreement in the form provided by the Company. 

 SECTION 8. RESTRICTED STOCK UNITS.

  

	8.1	Awards of Restricted Stock Units. Each grant of an RSU under the Plan shall be evidenced by a Restricted Stock Unit Agreement between the Participant and the
Company. The RSU shall be subject to all applicable terms and conditions of the Plan and may be subject to any other terms and conditions imposed by the Board, as set forth in the Restricted Stock Unit Agreement, which are not inconsistent with the
Plan. The provisions of the various Restricted Stock Unit Agreements entered into under the Plan need not be identical. 

  

	8.2	Purchase Price. No Purchase Price shall apply to an RSU settled in Shares other than the payment of the aggregate par value of all Shares issuable upon such
settlement, if so required. 

  

	8.3	 Form and Timing of Settlement. To the extent permissible under applicable law, the Committee may permit a Participant to defer payment under a
RSU to a date or dates after the RSU is earned, provided that the terms of the RSU and any deferral satisfy the requirements of Section 409A of the Code (or any successor) and any regulations or

  
 9 

	 	
rulings promulgated thereunder. Payment may be made in the form of cash or whole Shares or a combination thereof, all as the Committee determines. 

 

	8.4	Nontransferability of Rights. The RSU shall be nontransferable and shall be settled only by the Participant to whom the right was granted.

 SECTION 9. PAYMENT FOR SHARES. 
  

	9.1	General. The entire Purchase Price or Exercise Price of Shares issued under the Plan shall be payable in cash, cash equivalents or one of the other forms
provided in this Section 9. 

  

	9.2	Surrender of Stock. To the extent permitted by the Board in its sole discretion, payment may be made in whole or in part by surrendering, or attesting to
ownership of, Shares which have already been owned by the Optionee; provided, however, that payment may not be made in such form if such action would cause the Company to recognize any (or additional) compensation expense with respect to the Option
for financial reporting purposes. Such Shares shall be surrendered to the Company in good form for transfer and shall be valued at their Fair Market Value on the date of Option exercise. 

 

	9.3	Services Rendered. As determined by the Board in its discretion, Shares may be awarded under the Plan in consideration of past services rendered to the Company,
a Parent or Subsidiary. 

  

	9.4	Promissory Notes. To the extent permitted by the Board in its sole discretion, payment may be made in whole or in part with a full-recourse promissory note
executed by the Participant. The interest rate payable under the promissory note shall not be less than the minimum rate required to avoid the imputation of income for U.S. federal income tax purposes. Shares shall be pledged as security for payment
of the principal amount of the promissory note, and interest thereon; provided that if the Participant is a Consultant, such note must be collateralized with such additional security to the extent required by applicable laws. In no event shall the
stock certificate(s) representing such Shares be released to the Participant until such note is paid in full. Subject to the foregoing, the Board shall determine the term, interest rate and other provisions of the note. 

 

	9.5	Exercise/Sale. To the extent permitted by the Board in its sole discretion, and if a public market for the Shares exists, payment may be made in whole or in part
by delivery (on a form prescribed by the Company) of an irrevocable direction to a securities broker approved by the Company to sell Shares and to deliver all or part of the sale proceeds to the Company in payment of all or part of the Exercise
Price and any withholding taxes. 

  

	9.6	Exercise/Pledge. To the extent permitted by the Board in its sole discretion, and if a public market for the Shares exists, payment may be made in whole or in
part by delivery (on a form prescribed by the Company) of an irrevocable direction to a securities broker or lender approved by the Company to pledge Shares, as security for a loan, and to deliver all or part of the loan proceeds to the Company in
payment of all or part of the Exercise Price and any withholding taxes. 

  
 10 

	9.7	Other Forms of Payment. To the extent permitted by the Board in its sole discretion, payment may be made in any other form that is consistent with applicable
laws, regulations and rules. 

 SECTION 10. ADJUSTMENT OF SHARES. 

 

	10.1	General. In the event of a subdivision of the outstanding Stock, a declaration of a dividend payable in Shares, a declaration of an extraordinary dividend
payable in a form other than Shares in an amount that has a material effect on the Fair Market Value of the Stock, a combination or consolidation of the outstanding Stock into a lesser number of Shares, a recapitalization, a spin-off, a
reclassification, or a similar occurrence, the Board shall make appropriate adjustments to one or more of the following: (i) the number of Shares available for future awards under Section 5; (ii) the number of Shares covered by each
outstanding Award; (iii) the Exercise Price under each outstanding Option; or (iv) the price of Shares subject to the Company’s right of repurchase. 

 

	10.2	Dissolution or Liquidation. To the extent not previously exercised or settled, Awards shall terminate immediately prior to the dissolution or liquidation of the
Company. 

  

	10.3	Mergers and Consolidations. In the event that the Company is a party to a merger or other consolidation, or in the event of a transaction providing for the sale
of all or substantially all of the Company’s stock or assets, outstanding Awards shall be subject to the agreement of merger, consolidation or sale. Such agreement may provide for one or more of the following: (i) the continuation of the
outstanding Awards by the Company, if the Company is a surviving corporation; (ii) the assumption of the Plan and outstanding Awards by the surviving corporation or its parent; (iii) the substitution by the surviving corporation or its
parent of awards with substantially the same terms for such outstanding Awards; (iv) immediate exercisability of such outstanding Awards followed by the cancellation of such Awards; or (v) settlement of the full value of the outstanding
Awards (whether or not then exercisable) in cash or cash equivalents followed by the cancellation of such Awards; in each case without the Participant’s consent. 

 

	10.4	Reservation of Rights. Except as provided in this Section 10, a Participant shall have no rights by reason of any subdivision or consolidation of shares of
stock of any class, the payment of any dividend or any other increase or decrease in the number of shares of stock of any class. Any issuance by the Company of shares of stock of any class, or securities convertible into shares of stock of any
class, shall not affect, and no adjustment by reason thereof shall be made with respect to, the number or Exercise Price of Shares subject to an Award. The grant of an Award pursuant to the Plan shall not affect in any way the right or power of the
Company to make adjustments, reclassifications, reorganizations or changes of its capital or business structure, to merge or consolidate or to dissolve, liquidate, sell or transfer all or any part of its business or assets. 

SECTION 11. REPURCHASE RIGHTS. 
  

	11.1	 Company’s Right To Repurchase Shares. The Company shall have the right to repurchase Shares that have been acquired through an award or
sale of Shares or exercise 

  
 11 

	 	
of an Option upon termination of the Participant’s Service if provided in the applicable Award Agreement. Subject to the following restrictions, the Board in its sole discretion shall
determine when the right to repurchase shall lapse as to all or any portion of the Shares, and may, in its discretion, provide for accelerated vesting in the event of a Change in Control or other events. The following restrictions shall apply in the
case of a Participant who is not a Consultant or an officer or director of the Company, a Parent or Subsidiary: 

  

	 	(a)	Repurchase Price. If the Company retains a right to repurchase the Shares at not less than the Fair Market Value of the Shares on the date that the
Purchaser’s Service terminates, then such repurchase right shall terminate when the Company’s Stock becomes publicly traded. 

  

	 	(b)	Exercise of Repurchase Right. The Company’s right of repurchase under this Section 11.1 may be exercised only within ninety (90) days of the date
on which the Participant’s Service terminates or, if the Participant acquired the Shares upon exercise of an Option, or settlement of an RSU, after the date of termination, within ninety (90) days from the date of exercise or settlement.

  

	 	(c)	Payment of Repurchase Price. The Company shall pay the repurchase price in cash, cash equivalents or for cancellation of indebtedness incurred in purchasing the
Shares. 

 SECTION 12. WITHHOLDING TAXES. 
  

	12.1	General. A Participant or his or her successor shall pay, or make arrangements satisfactory to the Board for the satisfaction of, any federal, state, local or
foreign withholding tax obligations that may arise in connection with the Plan. The Company shall not be required to issue any Shares or make any cash payment under the Plan until such obligations are satisfied. 

 

	12.2	Share Withholding. The Board may permit a Participant to satisfy all or part of his or her withholding or income tax obligations by having the Company withhold
all or a portion of any Shares that otherwise would be issued to him or her or by surrendering all or a portion of any Shares that he or she previously acquired; provided, however, that in no event may a Participant surrender Shares in excess of the
legally required withholding amount. Such Shares shall be valued at their Fair Market Value on the date when taxes otherwise would be withheld in cash. Any payment of taxes by assigning Shares to the Company may be subject to restrictions, including
any restrictions required by rules of any federal or state regulatory body or other authority. 

  

	12.3	Cashless Exercise/Pledge. The Board may provide that if Company Shares are publicly traded at the time of exercise, arrangements may be made to meet the
Participant’s withholding obligation by cashless exercise or pledge. 

  

	12.4	Other Forms of Payment. The Board may permit such other means of tax withholding as it deems appropriate. 

  
 12 

 SECTION 13. SECURITIES LAW REQUIREMENTS. 

 

	13.1	General. Shares shall not be issued under the Plan unless the issuance and delivery of such Shares complies with (or is exempt from) all applicable requirements
of law, including (without limitation) the Securities Act, the rules and regulations promulgated thereunder, state securities laws and regulations, and the regulations of any stock exchange or other securities market on which the Company’s
securities may then be listed. 

  

	13.2	Voting and Dividend Rights. The holders of Shares acquired under the Plan shall have the same voting, dividend and other rights as the Company’s other
stockholders. An Award Agreement, however, may require that the holders of Shares invest any cash dividends received in additional Shares. Such additional Shares shall be subject to the same conditions and restrictions as the award with respect to
which the dividends were paid. 

  

	13.3	Financial Reports. At least annually, the Company shall furnish its financial statements, including a balance sheet regarding the Company’s financial
condition and results of operations, to Participants and stockholders who have received Shares under the Plan, unless such persons are key employees whose duties at the Company assure them access to equivalent information. Financial statements need
not be audited. 

 SECTION 14. NO RETENTION RIGHTS. 

No provision of the Plan, or any right or Award granted under the Plan, shall be construed to give any Participant any right to become an
Employee, to be treated as an Employee, or to continue in Service for any period of time, or restrict in any way the rights of the Company (or Parent or subsidiary to whom the Participant provides Service), which rights are expressly reserved, to
terminate the Service of such person at any time and for any reason, with or without cause, without thereby incurring any liability to him or her. 
 SECTION 15. DURATION AND AMENDMENTS. 
  

	15.1	Term of the Plan. The Plan, as set forth herein, shall become effective on the date of its adoption by the Board, subject to the approval of the Company’s
stockholders. In the event that the stockholders fail to approve the Plan within twelve (12) months after its adoption by the Board, any grants, exercises or sales that have already occurred under the Plan shall be rescinded, and no additional
grants, exercises or sales shall be made under the Plan after such date. The Plan shall terminate automatically ten (10) years after its adoption by the Board. The Plan may be terminated on any earlier date pursuant to Section 15.2 below.

  

	15.2	 Right to Amend or Terminate the Plan. The Board may amend, suspend, or terminate the Plan at any time and for any reason. An amendment of the
Plan shall not be subject to the approval of the Company’s stockholders unless it (i) increases the number of Shares available for issuance under the Plan (except as provided in Section 10) or (ii) materially changes the class of
persons who are eligible for the grant of Options or the award or sale of Shares. At least two-thirds (2/3) of the Company’s Shares entitled to vote must 

  
 13 

	 	
affirmatively approve an increase in the number of Shares available for issuance if the total number of Shares that may be issued upon the exercise or settlement of all outstanding Awards and the
total number of Shares provided under any stock bonus or similar plan of the Company exceed thirty percent (30%) of all outstanding Shares of the Company. 

 

	15.3	Effect of Amendment or Termination. No Shares shall be issued or sold under the Plan after the termination thereof, except upon exercise or settlement of an
Award granted prior to such termination. The termination of the Plan, or any amendment thereof, shall not adversely affect any Shares previously issued or any Award previously granted under the Plan without the holder’s consent.

 SECTION 16. EXECUTION. 
 To record the adoption of the Plan by the Board on August 22, 2005, effective on such date, the Company has caused its authorized officer to execute the same. 

 

			
	Chegg, Inc.
		
	By	 	 /s/ Mohammad Osman Rashid

		
	Its	 	 Chief Executive Officer

  
 14 

 No Early Exercise 
 THE SECURITIES REPRESENTED HEREBY HAVE NOT BEEN REGISTERED OR QUALIFIED UNDER THE U.S. SECURITIES ACT OF 1933 OR THE SECURITIES LAWS OF ANY STATE OR FOREIGN JURISDICTION, AND MAY BE OFFERED AND SOLD
ONLY IF REGISTERED AND QUALIFIED PURSUANT TO THE RELEVANT PROVISIONS OF U.S. FEDERAL AND STATE OR APPLICABLE FOREIGN SECURITIES LAWS OR IF THE COMPANY IS PROVIDED AN OPINION OF COUNSEL SATISFACTORY TO THE COMPANY THAT REGISTRATION AND QUALIFICATION
UNDER U.S. FEDERAL AND STATE OR APPLICABLE FOREIGN SECURITIES LAWS IS NOT REQUIRED. 
 CHEGG, INC. 

2005 STOCK INCENTIVE PLAN 
 NOTICE OF STOCK OPTION GRANT 
 Chegg, Inc. (the “Company”) hereby
grants you the following Option to purchase shares of its common stock (“Shares”). The terms and conditions of this Option are set forth in the Stock Option Agreement and the Chegg, Inc. 2005 Stock Incentive Plan (the “Plan”),
both of which are attached to and made a part of this document. 
  

					
	Date of Grant:	  	  
	  	
			
	Name of Optionee:	  	  
	  	
			
	Number of Option Shares:	  	  
	  	
		
	Exercise Price per Share:	  	$         (The Exercise Price per Share of an Option shall not be less than one hundred percent (100%) of the Fair Market Value
of a Share on the date of grant. If Optionee is a Ten-Percent Shareholder, the Exercise Price per Share of an ISO must be at least one hundred ten percent (110%) of Fair Market Value.)
			
	Vesting Start Date:	  	            , 20    	  	
			
	Type of Option:	  	ISO	  	
		
	Vesting Schedule:	  	Subject to the terms and conditions set forth in Section 2 of the Stock Option Agreement, the Option vests with respect to the first 25% of the Shares when the
Optionee completes 12 months of continuous Service after the Vesting Start Date, and with respect to an additional 1/48th of the Shares when the Optionee completes each full month of continuous Service thereafter.

 By signing this document, you acknowledge receipt of a copy of the Plan, and agree that
(a) you have carefully read, fully understand and agree to all of the terms and conditions described in the attached Stock Option Agreement, the Plan document and “Notice of Exercise and Common Stock Purchase Agreement” (the
“Exercise Notice”); (b) you hereby make the purchaser’s investment representations contained in the Exercise Notice with respect to the grant of this Option; (c) you understand and agree that the Stock Option Agreement,
including its cover sheet and attachments, constitutes the entire understanding between you and the Company regarding this Option, and that any prior agreements, commitments or negotiations concerning this Option are replaced and superseded; and
(d) you have been given an opportunity to consult your own legal and tax counsel with respect to all matters relating to this Option prior to signing this cover sheet and that you have either consulted such counsel or voluntarily declined to
consult such counsel. 
  

							
		 		 	CHEGG, INC.
				
	  
	 		 	By:	 	  

				
		 		 	Its:	 	  

  

CHEGG, INC. 
 NOTICE OF STOCK OPTION GRANT 
 - 2 - 

 CHEGG, INC. 
 2005 STOCK INCENTIVE PLAN 
 STOCK OPTION AGREEMENT 

SECTION 1. KIND OF OPTION. 
 This Option is intended to be either an incentive stock option intended to meet the requirements of section 422 of the Internal Revenue Code (an “ISO”) or a
non-statutory option (an “NSO”), which is not intended to meet the requirements of an ISO, as indicated in the Notice of Stock Option Grant. Even if this Option is designated as an ISO, it shall be
deemed to be an NSO to the extent required by the $100,000 annual limitation under Section 422(d) of the Code. 
 SECTION 2.
VESTING. 
 Subject to the terms and conditions of the Plan and this Stock Option Agreement (the
“Agreement”), your Option will be exercisable with respect to the Shares that have become vested in accordance with the schedule set forth in the Notice of Stock Option Grant. If your Option is granted in consideration of your Service as
an Employee or a Consultant, after your Service as an Employee or a Consultant terminates for any reason, vesting of your Shares subject to such Option immediately stops and such Option expires immediately as to the number of Shares that are not
vested as of the date your Service as an Employee or a Consultant terminates. If your Option is granted in consideration of your Service as an Outside Director, after your Service as an Outside Director terminates for any reason, vesting of your
Shares subject to such Option immediately stops and such Option expires immediately as to the number of Shares that are not vested as of the date your Service as an Outside Director terminates. 

SECTION 3. TERM. 
 Your Option will expire in any event at the close of business at Company headquarters on ten (10) years after the Date of Grant; provided, however, that if your Option is an ISO it will expire five
(5) years after the Date of Grant if you are a Ten-Percent Shareholder of the Company (the “Expiration Date”). Also, your Option will expire earlier if your Service terminates, as described
below. 
 SECTION 4. REGULAR TERMINATION. 

 

	 	(a)	If your Service terminates for any reason except death or Disability, the vested portion of your Option will expire at the close of business at Company headquarters on
the date three (3) months after your termination of Service. During that three (3) month period, you may exercise the portion of your Option that was vested on your termination date. Notwithstanding the foregoing, the Option may not be
exercised after the Expiration Date determined under Section 3 above. 

  

CHEGG, INC. 
 STOCK OPTION AGREEMENT 
 - 1 -

	 	(b)	If your Option is an ISO and you exercise it more than three months after termination of your Service as an Employee for any reason other than death or Disability
expected to result in death or to last for a continuous period of at least twelve (12) months, your Option will cease to be eligible for ISO tax treatment. 

 

	 	(c)	Your Option will cease to be eligible for ISO tax treatment if you exercise it more than three months after the 90th day of a bona fide leave of absence approved by the
Company, unless you return to employment immediately upon termination of such leave or your right to reemployment after your leave was guaranteed by statute or contract. 

 SECTION 5. DEATH. 
 If you die while in Service with the
Company, the vested portion of your Option will expire at the close of business at Company headquarters on the date twelve (12) months after the date of your death. During that twelve (12) month period, your estate, legatees or heirs may
exercise that portion of your Option that was vested on the date of your death. Notwithstanding the foregoing, the Option may not be exercised after the Expiration Date determined under Section 3 above. 

SECTION 6. DISABILITY. 
  

	 	(a)	If your Service terminates because of a Disability, the vested portion of your Option will expire at the close of business at Company headquarters on the date twelve
(12) months after your termination date. During that twelve (12) month period, you may exercise that portion of your Option that was vested on the date of your Disability. “Disability” means that you are unable to engage in any
substantial gainful activity by reason of any medically determinable physical or mental impairment. Notwithstanding the foregoing, the Option may not be exercised after the Expiration Date determined under Section 3 above.

  

	 	(b)	If your Option is an ISO and your Disability is not expected to result in death or to last for a continuous period of at least twelve (12) months, your Option will
be eligible for ISO tax treatment only if it is exercised within three (3) months following the termination of your Service as an Employee. 

 SECTION 7. EXERCISING YOUR OPTION. 
 To exercise your
Option, you must execute the Notice of Exercise and Common Stock Purchase Agreement (the “Exercise Notice”), attached as Exhibit A. You must submit this form, together with full payment, to the Company. Your exercise will be
effective when it is received by the Company. If someone else wants to exercise your Option after your death, that person must prove to the Company’s satisfaction that he or she is entitled to do so. 

  

CHEGG, INC. 
 STOCK OPTION AGREEMENT 
 - 2 -

 SECTION 8. PAYMENT FORMS. 

When you exercise your Option, you must include payment of the Exercise Price for the Shares you are purchasing in cash or cash
equivalents. Alternatively, you may pay all or part of the Exercise Price by surrendering, or attesting to ownership of, Shares already owned by you, unless such action would cause the Company to recognize any (or additional) compensation expense
with respect to the Option for financial reporting purposes. Such Shares shall be surrendered to the Company in good form for transfer and shall be valued at their Fair Market Value on the date of Option exercise. To the extent that a public market
for the Shares exists and to the extent permitted by applicable law, in each case as determined by the Company, you also may exercise your Option by delivery (on a form prescribed by the Company) of an irrevocable direction to a securities broker to
sell Shares and to deliver all or part of the sale proceeds to the Company in payment of the aggregate Exercise Price and, if requested, applicable withholding taxes. The Company will provide the forms necessary to make such a cashless exercise. The
Board may permit such other payment forms as it deems appropriate, subject to applicable laws, regulations and rules. 

SECTION 9. TAX WITHHOLDING AND REPORTING. 
  

	 	(a)	You will not be allowed to exercise this Option unless you pay, or make acceptable arrangements to pay, any taxes required to be withheld as a result of the Option
exercise or the sale of Shares acquired upon exercise of this Option. You hereby authorize withholding from payroll or any other payment due you from the Company or your employer to satisfy any such withholding tax obligation.

  

	 	(b)	If you sell or otherwise dispose of any of the Shares acquired pursuant to an ISO on or before the later of (i) two years after the grant date, or (ii) one
year after the exercise date, you shall immediately notify the Company in writing of such disposition. 

SECTION 10. RIGHT OF FIRST REFUSAL. 
 In the event that you propose to sell, pledge or otherwise transfer to a third party any Shares acquired under this Agreement, or any interest in such Shares, the Company shall have a “Right of First
Refusal” with respect to such Shares in accordance with the provisions of the Exercise Notice and Article 10 of the Company’s Amended and Restated Bylaws, as approved by the Company’s Board of Directors on February 9, 2011,
as attached as Annex I to the Exercise Notice. 
 SECTION 11. RESALE RESTRICTIONS/MARKET
STAND-OFF. 
 In connection with any underwritten public offering by the Company
of its equity securities pursuant to an effective registration statement filed under the U.S. Securities Act of 1933, as amended, including the Company’s initial public offering, you may be prohibited from engaging in any transaction with
respect to any of the Company’s common stock without the 

  

CHEGG, INC. 
 STOCK OPTION AGREEMENT 
 - 3 -

 
prior written consent of the Company or its underwriters in accordance with the provisions of the Exercise Notice. 
 SECTION 12. TRANSFER OF OPTION. 
 Prior to your death,
only you may exercise this Option. This Option and the rights and privileges conferred hereby cannot be sold, pledged or otherwise transferred (whether by operation of law or otherwise) and shall not be subject to sale under execution, attachment,
levy or similar process. For instance, you may not sell this Option or use it as security for a loan. If you attempt to do any of these things, this Option will immediately become invalid. You may, however, dispose of this Option in your will.
Regardless of any marital property settlement agreement, the Company is not obligated to honor an Exercise Notice from your spouse or former spouse, nor is the Company obligated to recognize such individual’s interest in your Option in any
other way. Notwithstanding the foregoing, however, to the extent permitted by the Board in its sole discretion, an NSO may be transferred by you to a revocable trust or to one or more family members or to a trust established for your benefit and/or
one or more of your family members to the extent permitted by the Plan. 
 SECTION 13. RETENTION RIGHTS. 

This Agreement does not give you the right to be retained by the Company in any capacity. The Company reserves the right to terminate your
Service at any time and for any reason without thereby incurring any liability to you. 
 SECTION 14. SHAREHOLDER RIGHTS.

 Neither you nor your estate or heirs have any rights as a shareholder of the Company until a certificate for the Shares
acquired upon exercise of this Option has been issued. No adjustments are made for dividends or other rights if the applicable record date occurs before your stock certificate is issued, except as described in the Plan. 

SECTION 15. ADJUSTMENTS. 
 In the event of a stock split, a stock dividend or a similar change in the Company’s Stock, the number of Shares covered by this Option and the Exercise Price per share may be adjusted pursuant to
the Plan. Your Option shall be subject to the terms of the agreement of merger, liquidation or reorganization in the event the Company is subject to such corporate activity as set forth in the Plan. 

SECTION 16. LEGENDS. 
 All certificates representing the Shares issued upon exercise of this Option shall, where applicable, have endorsed thereon the following legends: 

THE SECURITIES REPRESENTED BY THIS CERTIFICATE HAVE NOT BEEN REGISTERED OR QUALIFIED UNDER THE U.S. SECURITIES ACT OF 1933, AS AMENDED, OR
THE SECURITIES LAWS OF ANY STATE OR 

  

CHEGG, INC. 
 STOCK OPTION AGREEMENT 
 - 4 -

 
FOREIGN JURISDICTION, AND MAY BE OFFERED AND SOLD ONLY IF REGISTERED AND QUALIFIED PURSUANT TO THE RELEVANT PROVISIONS OF U.S. FEDERAL AND STATE OR APPLICABLE FOREIGN SECURITIES LAWS OR IF THE
COMPANY IS PROVIDED AN OPINION OF COUNSEL SATISFACTORY TO THE COMPANY THAT REGISTRATION AND QUALIFICATION UNDER U.S. FEDERAL AND STATE OR APPLICABLE FOREIGN SECURITIES LAWS IS NOT REQUIRED. 

THE SECURITIES REPRESENTED BY THIS CERTIFICATE MAY NOT BE SOLD, TRANSFERRED, ENCUMBERED OR IN ANY MANNER DISPOSED OF, EXCEPT IN COMPLIANCE
WITH THE TERMS OF A WRITTEN AGREEMENT BETWEEN THE COMPANY AND THE INITIAL HOLDER HEREOF. SUCH AGREEMENT PROVIDES FOR CERTAIN TRANSFER RESTRICTIONS, INCLUDING RIGHTS OF FIRST REFUSAL UPON AN ATTEMPTED TRANSFER OF THE SECURITIES. THE SECRETARY OF THE
COMPANY WILL UPON WRITTEN REQUEST FURNISH A COPY OF SUCH AGREEMENT TO THE HOLDER HEREOF WITHOUT CHARGE. 
 THE SHARES REPRESENTED
BY THIS CERTIFICATE ARE SUBJECT TO RESTRICTIONS ON TRANSFER AS PROVIDED IN THE BYLAWS OF THE COMPANY. 
 If the Option is an
ISO, then the following legend should be included: 
 THE SHARES REPRESENTED BY THIS CERTIFICATE WERE ISSUED UPON EXERCISE OF
AN INCENTIVE STOCK OPTION, AND THE COMPANY MUST BE NOTIFIED IF THE SHARES SHALL BE TRANSFERRED BEFORE THE LATER OF THE TWO (2) YEAR ANNIVERSARY OF THE DATE OF GRANT OF THE OPTION OR THE ONE (1) YEAR ANNIVERSARY OF THE DATE ON WHICH THE
OPTION WAS EXERCISED. THE REGISTERED HOLDER MAY RECOGNIZE ORDINARY INCOME IF THE SHARES ARE TRANSFERRED BEFORE SUCH DATE. 

SECTION 17. TAX DISCLAIMER. 
 You agree that you are responsible for consulting your own tax advisor as to the tax consequences associated with your Option. The tax rules governing options are complex, change frequently and depend on
the individual taxpayer’s situation. For your information, a memorandum that briefly summarizes current U.S. federal income tax law relating to certain aspects of stock options is attached hereto as Exhibit B. Please note that this
memorandum does not purport to be complete. Although the Company will make available to you general tax information about stock options, you agree that the Company shall not be held liable or responsible for making such information available to you
and any tax or financial consequences that you may incur in connection with your Option. 

  

CHEGG, INC. 
 STOCK OPTION AGREEMENT 
 - 5 -

 In addition, as noted in Exhibit B, options granted at a discount from fair market
value may be considered “deferred compensation” subject to adverse tax consequences under new Section 409A of the Internal Revenue Code, which is generally effective January 1, 2005. The Board has made a good faith determination
that the exercise price per share of the Option is not less than the fair market value of the Shares underlying your Option on the Date of Grant. It is possible, however, that the Internal Revenue Service could later challenge that determination and
assert that the fair market value of the Shares underlying your Option was greater on the Date of Grant than the exercise price determined by the Board, which could result in immediate income tax upon the vesting of your Option (whether or not
exercised) and a 20% tax penalty, as well as the loss of incentive stock option status (if applicable). The Company gives no assurance that such adverse tax consequences will not occur and specifically assumes no responsibility therefor. By
accepting this Option, you acknowledge that any tax liability or other adverse tax consequences to you resulting from the grant of the Option will be the responsibility of, and will be borne entirely by, you. YOU ARE THEREFORE ENCOURAGED TO
CONSULT YOUR OWN TAX ADVISOR BEFORE ACCEPTING THE GRANT OF THIS OPTION. 
 SECTION 18. THE PLAN AND OTHER AGREEMENTS.

 The text of the Plan is incorporated in this Agreement by reference. Certain capitalized terms used in this Agreement are
defined in the Plan. The Notice of Stock Option Grant, this Agreement, including its attachments, and the Plan constitute the entire understanding between you and the Company regarding this Option. Any prior agreements, commitments or negotiations
concerning this Option are superseded. 
 SECTION 19. MISCELLANEOUS PROVISIONS. 

 

	 	(a)	You understand and acknowledge that (i) the Plan is entirely discretionary, (ii) the Company and your employer have reserved the right to amend, suspend or
terminate the Plan at any time, (iii) the grant of an option does not in any way create any contractual or other right to receive additional grants of options (or benefits in lieu of options) at any time or in any amount and (iv) all
determinations with respect to any additional grants, including (without limitation) the times when options will be granted, the number of Shares offered, the Exercise Price and the vesting schedule, will be at the sole discretion of the Company.

  

	 	(b)	The value of this Option shall be an extraordinary item of compensation outside the scope of your employment contract, if any, and shall not be considered a part of
your normal or expected compensation for purposes of calculating severance, resignation, redundancy or end-of-service payments, bonuses,
long-service awards, pension or retirement benefits or similar payments. 

  

	 	(c)	You understand and acknowledge that participation in the Plan ceases upon termination of your Service for any reason, except as may explicitly be provided otherwise in
the Plan or this Agreement. 

  

CHEGG, INC. 
 STOCK OPTION AGREEMENT 
 - 6 -

	 	(d)	You hereby authorize and direct your employer to disclose to the Company or any Subsidiary any information regarding your employment, the nature and amount of the your
compensation and the fact and conditions of your participation in the Plan, as your employer deems necessary or appropriate to facilitate the administration of the Plan. 

 

	 	(e)	You consent to the collection, use and transfer of personal data as described in this Subsection. You understand and acknowledge that the Company, your employer and the
Company’s other Subsidiaries hold certain personal information regarding you for the purpose of managing and administering the Plan, including (without limitation) your name, home address, telephone number, date of birth, social insurance
number, salary, nationality, job title, any Shares or directorships held in the Company and details of all options or any other entitlements to Shares awarded, canceled, exercised, vested, unvested or outstanding in the your favor (the
“Data”). You further understand and acknowledge that the Company and/or its Subsidiaries will transfer Data among themselves as necessary for the purpose of implementation, administration and management of your participation in the Plan
and that the Company and/or any Subsidiary may each further transfer Data to any third party assisting the Company in the implementation, administration and management of the Plan. You understand and acknowledge that the recipients of Data may be
located in the United States or elsewhere. You authorize such recipients to receive, possess, use, retain and transfer Data, in electronic or other form, for the purpose of administering your participation in the Plan, including a transfer to any
broker or other third party with whom you elect to deposit Shares acquired under the Plan of such Data as may be required for the administration of the Plan and/or the subsequent holding of Shares on your behalf. You may, at any time, view the Data,
require any necessary modifications of Data or withdraw the consents set forth in this Subsection by contacting the Human Resources Department of the Company in writing. 

 SECTION 20. APPLICABLE LAW. 
 This Agreement will be
interpreted and enforced under the laws of the State of California (without regard to their choice of law provisions). 

  

CHEGG, INC. 
 STOCK OPTION AGREEMENT 
 - 7 -

 EXHIBIT A 

CHEGG, INC. 2005 STOCK INCENTIVE PLAN 
 NOTICE OF EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 
 THIS AGREEMENT is
dated as of             ,     , between Chegg, Inc. (the “Company”), and
                                        
(“Purchaser”). 
 W I T N E S S E T H: 
 WHEREAS, the Company granted Purchaser a stock option on             , 20    , (the “Date of Grant”) pursuant to a
stock option agreement (the “Option Agreement”) under which Purchaser has the right to purchase up to                 shares of the Company’s common stock
(the “Option Shares”); and 
 WHEREAS, the Option is exercisable with respect to certain of the Option Shares as of
the date hereof; and 
 WHEREAS, pursuant to the Option Agreement, Purchaser desires to purchase shares of the Company as herein
described, on the terms and conditions set forth in this Agreement, the Option Agreement and the Chegg, Inc. 2005 Stock Incentive Plan (the “Plan”). Certain capitalized terms used in this Agreement are defined in the Plan. 

NOW, THEREFORE, it is agreed between the parties as follows: 
 SECTION 1. PURCHASE OF SHARES. 
 (a) Pursuant to the
terms of the Option Agreement, Purchaser hereby agrees to purchase from the Company and the Company agrees to sell and issue to Purchaser             shares of the Company’s common
stock (the “Common Stock”) for the Exercise Price per share specified in the Notice of Stock Option Grant payable by personal check, cashier’s check, money order or otherwise as permitted by the Option Agreement. Payment shall be
delivered at the Closing, as such term is defined below. 
 (b) The closing (the “Closing”) under this Agreement shall
occur at the offices of the Company as of the date hereof, or such other time and place as may be designated by the Company (the “Closing Date”). 
 SECTION 2. ADJUSTMENT OF SHARES. 
 Subject to the
provisions of the Articles of Incorporation of the Company, if (a) there is any stock dividend or liquidating dividend of cash and/or property, stock split or other change in the character or amount of any of the outstanding securities of the
Company, or (b) there is any consolidation, merger or sale of all or substantially all of the assets of the Company, then, in such event, any and all new, substituted or additional securities or other cash or property to which Purchaser is
entitled by reason of Purchaser’s ownership of the shares shall be immediately 

  

CHEGG, INC. 
 EXHIBIT A TO STOCK OPTION AGREEMENT 
 NOTICE OF EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 

A-1 

 
subject to the Right of First Refusal, as defined below, with the same force and effect as the shares subject to the Right of First Refusal. Appropriate adjustments shall be made to the number
and/or class of shares subject to the Right of First Refusal to reflect the exchange or distribution of such securities. In the event of a merger or consolidation of the Company with or into another entity or any other corporate reorganization, the
Right of First Refusal may be exercised by the Company’s successor. 
 SECTION 3. THE COMPANY’S RIGHT OF FIRST
REFUSAL. 
 Before any shares of Common Stock registered in the name of Purchaser may be sold or transferred, such shares
shall first be offered to the Company as follows (the “Right of First Refusal”): 
 (a) Purchaser shall promptly
deliver a notice (“Notice”) to the Company stating (i) Purchaser’s bona fide intention to sell or transfer such shares, (ii) the number of such shares to be sold or transferred, and the basic terms and conditions of such
sale or transfer, (iii) the price for which Purchaser proposes to sell or transfer such shares, (iv) the name of the proposed purchaser or transferee, and (v) proof satisfactory to the Company that the proposed sale or transfer will
not violate any applicable U.S. federal, state or foreign securities laws. The Notice shall be signed by both Purchaser and the proposed purchaser or transferee and must constitute a binding commitment subject to the Company’s Right of First
Refusal as set forth herein. 
 (b) Within thirty (30) days after receipt of the Notice, the Company may elect to purchase
all or any portion of the shares to which the Notice refers, at the price per share specified in the Notice. If the Company elects not to purchase all or any portion of the shares, the Company may assign its right to purchase all or any portion of
the shares. The assignees may elect within thirty (30) days after receipt by the Company of the Notice to purchase all or any portion of the shares to which the Notice refers, at the price per share specified in the Notice. An election to
purchase shall be made by written notice to Purchaser. Payment for shares purchased pursuant to this Section 3 shall be made within thirty (30) days after receipt of the Notice by the Company and, at the option of the Company, may be made
by cancellation of all or a portion of outstanding indebtedness, if any, or in cash or both. 
 (c) If all or any portion of the
shares to which the Notice refers are not elected to be purchased, as provided in subparagraph 3(b), Purchaser may sell those shares to any person named in the Notice at the price specified in the Notice, provided that such sale or transfer is
consummated within sixty (60) days of the date of said Notice to the Company, and provided, further, that any such sale is made in compliance with applicable U.S. federal, state and foreign securities laws and not in violation of any other
contractual restrictions to which Purchaser is bound. The third-party purchaser shall be bound by, and shall acquire the shares of stock subject to, the provisions of this Agreement, including the Company’s Right of First Refusal. 

(d) Any proposed transfer on terms and conditions different from those set forth in the Notice, as well as any subsequent proposed
transfer shall again be subject to the 

  

CHEGG, INC. 
 EXHIBIT A TO STOCK OPTION AGREEMENT 
 NOTICE OF EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 

A-2 

 
Company’s Right of First Refusal and shall require compliance with the procedures described in this Section 3. 
 (e) Purchaser agrees to cooperate affirmatively with the Company, to the extent reasonably requested by the Company, to enforce rights and obligations pursuant to this Agreement. 

(f) Notwithstanding the above, neither the Company nor any assignee of the Company under this Section 3 shall have any right under
this Section 3 at any time subsequent to the closing of a public offering of the common stock of the Company pursuant to a registration statement declared effective under the U.S. Securities Act of 1933, as amended (the “Securities
Act”). 
 (g) This Section 3 shall not apply to (i) a transfer by will or intestate succession, or (ii) a
transfer to one or more members of Purchaser’s Immediate Family (defined below) or to a trust established by Purchaser for the benefit of Purchaser and/or one or more members of Purchaser’s Immediate Family, provided that the transferee
agrees in writing on a form prescribed by the Company to be bound by all of the provisions of this Agreement to the same extent as they apply to Purchaser. The transferee shall execute a copy of the attached Annex II and file the same with
the Secretary of the Company. For purposes of this Agreement, Immediate Family means any child, stepchild, grandchild, parent, stepparent, grandparent, spouse, sibling, mother-in-law, father-in-law, son-in-law, daughter-in-law, brother-in-law or
sister-in-law, and shall include adoptive relationships. 
 In addition, and without limiting the foregoing, any shares or any
right or interest therein of Common Stock registered in the name of Purchaser may not be sold, transferred, assigned, pledged, entered into any swap or other arrangement that transfers to another in whole or in part, any of the economic consequences
of ownership of, or otherwise in any manner disposed of or encumbered, whether voluntarily or by operation or law, or by gift or other unless Purchaser has complied with the Article 10 of the Company’s Amended and Restated Bylaws, as
approved by the Company’s Board of Directors on February 9, 2011, and attached hereto as Annex I (the “Bylaws”). To the extent that that right of first refusal in the Bylaws imposes additional limitations or
restrictions on the Purchaser, or grants additional rights to the Company, such additional limitations, restrictions and rights shall apply. 

SECTION 4. PURCHASER’S RIGHTS AFTER EXERCISE OF RIGHT OF FIRST REFUSAL. 

If the Company makes available, at the time and place and in the amount and form provided in this Agreement, the consideration for the
Common Stock to be repurchased in accordance with the provisions of Section 3 of this Agreement, then from and after such time the person from whom such shares are to be repurchased shall no longer have any rights as a holder of such shares
(other than the right to receive payment of such consideration in accordance with this Agreement). Such shares shall be deemed to have been repurchased in accordance with the applicable provisions hereof, whether or not the
certificate(s) therefor have been delivered as required by this Agreement. 

  

CHEGG, INC. 
 EXHIBIT A TO STOCK OPTION AGREEMENT 
 NOTICE OF EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 

A-3 

 SECTION 5. LEGEND OF SHARES. 

All certificates representing the Common Stock purchased under this Agreement shall, where applicable, have endorsed thereon the following
legends and any other legends required by applicable securities laws: 
 THE SECURITIES REPRESENTED BY THIS CERTIFICATE HAVE NOT
BEEN REGISTERED OR QUALIFIED UNDER THE U.S. SECURITIES ACT OF 1933, AS AMENDED, OR THE SECURITIES LAWS OF ANY STATE OR FOREIGN JURISDICTION, AND MAY BE OFFERED AND SOLD ONLY IF REGISTERED AND QUALIFIED PURSUANT TO THE RELEVANT PROVISIONS OF U.S.
FEDERAL AND STATE OR APPLICABLE FOREIGN SECURITIES LAWS OR IF THE COMPANY IS PROVIDED AN OPINION OF COUNSEL SATISFACTORY TO THE COMPANY THAT REGISTRATION AND QUALIFICATION UNDER U.S. FEDERAL AND STATE OR APPLICABLE FOREIGN SECURITIES LAWS IS NOT
REQUIRED. 
 THE SECURITIES REPRESENTED BY THIS CERTIFICATE MAY NOT BE SOLD, TRANSFERRED, ENCUMBERED OR IN ANY MANNER DISPOSED
OF, EXCEPT IN COMPLIANCE WITH THE TERMS OF A WRITTEN AGREEMENT BETWEEN THE COMPANY AND THE INITIAL HOLDER HEREOF. SUCH AGREEMENT PROVIDES FOR CERTAIN TRANSFER RESTRICTIONS, INCLUDING RIGHTS OF FIRST REFUSAL UPON AN ATTEMPTED TRANSFER OF THE
SECURITIES. THE SECRETARY OF THE COMPANY WILL UPON WRITTEN REQUEST FURNISH A COPY OF SUCH AGREEMENT TO THE HOLDER HEREOF WITHOUT CHARGE. 
 If the Option is an ISO, then the following legend should be included: 
 THE
SHARES REPRESENTED BY THIS CERTIFICATE WERE ISSUED UPON EXERCISE OF AN INCENTIVE STOCK OPTION, AND THE COMPANY MUST BE NOTIFIED IF THE SHARES SHALL BE TRANSFERRED BEFORE THE LATER OF THE TWO (2) YEAR ANNIVERSARY OF THE DATE OF GRANT OF THE
OPTION OR THE ONE (1) YEAR ANNIVERSARY OF THE DATE ON WHICH THE OPTION WAS EXERCISED. THE REGISTERED HOLDER MAY RECOGNIZE ORDINARY INCOME IF THE SHARES ARE TRANSFERRED BEFORE SUCH DATE. 
 SECTION 6. PURCHASER’S INVESTMENT REPRESENTATIONS. 

(a) This Agreement is made with Purchaser in reliance upon Purchaser’s representation to the Company, which by Purchaser’s
acceptance hereof Purchaser confirms, that the Common Stock which Purchaser will receive will be acquired with Purchaser’s own funds for investment for an indefinite period for Purchaser’s own account, not as a nominee or agent, and not
with a view to the sale or distribution of any part thereof, and that Purchaser has no 

  

CHEGG, INC. 
 EXHIBIT A TO STOCK OPTION AGREEMENT 
 NOTICE OF EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 

A-4 

 
present intention of selling, granting participation in, or otherwise distributing the same, but subject, nevertheless, to any requirement of law that the disposition of Purchaser’s property
shall at all times be within Purchaser’s control. By executing this Agreement, Purchaser further represents that Purchaser does not have any contract, understanding or agreement with any person to sell, transfer, or grant participation to such
person or to any third person, with respect to any of the Common Stock. 
 (b) Purchaser understands that the Common Stock will
not be registered or qualified under applicable U.S. federal, state or foreign securities laws on the ground that the sale provided for in this Agreement is exempt from registration or qualification under applicable U.S. federal, state or foreign
securities laws and that the Company’s reliance on such exemption is predicated on Purchaser’s representations set forth herein. 
 (c) Purchaser agrees that in no event shall Purchaser make a disposition of any of the Common Stock (including a disposition under Section 3 of this Agreement), unless and until (i) Purchaser
shall have notified the Company of the proposed disposition and shall have furnished the Company with a statement of the circumstances surrounding the proposed disposition and (ii) Purchaser shall have furnished the Company with an opinion of
counsel satisfactory to the Company to the effect that (a) such disposition will not require registration or qualification of such Common Stock under applicable U.S. federal, state or foreign securities laws or (b) appropriate action
necessary for compliance with the applicable U.S. federal, state or foreign securities laws has been taken or (iii) the Company shall have waived, expressly and in writing, its rights under clauses (i) and (ii) of this Section.

 (d) With respect to a transaction occurring prior to such date as the Plan and Common Stock thereunder are covered by a valid
Form S-8 or similar U.S. federal registration statement, this Subsection shall apply unless the transaction is covered by the exemption in California Corporations Code section 25102(o) or a
similar broad-based exemption. In connection with the investment representations made herein, Purchaser represents that Purchaser is able to fend for himself or herself in the transactions contemplated by this
Agreement, has such knowledge and experience in financial and business matters as to be capable of evaluating the merits and risks of Purchaser’s investment, has the ability to bear the economic risks of Purchaser’s investment and has been
furnished with and has had access to such information as would be made available in the form of a registration statement together with such additional information as is necessary to verify the accuracy of the information supplied and to have all
questions answered by the Company. 
 (e) Purchaser understands that if the Company does not register with the U.S. Securities
and Exchange Commission pursuant to section 12 of the U.S. Securities Exchange Act of 1934, as amended, or if a registration statement covering the Common Stock (or a filing pursuant to the exemption from registration under Regulation A of
the Securities Act) under the Securities Act is not in effect when Purchaser desires to sell the Common Stock, Purchaser may be required to hold the Common Stock for an indeterminate period. Purchaser also acknowledges that Purchaser understands
that any sale of the Common Stock which might be 

  

CHEGG, INC. 
 EXHIBIT A TO STOCK OPTION AGREEMENT 
 NOTICE OF EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 

A-5 

 
made by Purchaser in reliance upon Rule 144 under the Securities Act may be made only in limited amounts in accordance with the terms and conditions of that Rule. 

SECTION 7. NO DUTY TO TRANSFER IN VIOLATION OF THIS AGREEMENT. 

The Company shall not be required (a) to transfer on its books any shares of Common Stock of the Company which shall have been sold
or transferred in violation of any of the provisions set forth in this Agreement or (b) to treat as owner of such shares or to accord the right to vote as such owner or to pay dividends to any transferee to whom such shares shall have been so
transferred. 
 SECTION 8. RIGHTS OF PURCHASER. 

(a) Except as otherwise provided herein, Purchaser shall, during the term of this Agreement, exercise all rights and privileges of a
shareholder of the Company with respect to the Common Stock. 
 (b) Nothing in this Agreement shall be construed as a right by
Purchaser to be retained by the Company, or a parent or subsidiary of the Company in any capacity. The Company reserves the right to terminate Purchaser’s Service at any time and for any reason without thereby incurring any liability to
Purchaser. 
 SECTION 9. RESALE RESTRICTIONS/MARKET STAND-OFF. 

Purchaser hereby agrees that in connection with any underwritten public offering by the Company of its equity securities pursuant to an
effective registration statement filed under the Securities Act, including the Company’s initial public offering, Purchaser shall not, directly or indirectly, engage in any transaction prohibited by the underwriter, or sell, make any short sale
of, contract to sell, transfer the economic risk of ownership in, loan, hypothecate, pledge, grant any option for the purchase of, or otherwise dispose or transfer for value or agree to engage in any of the foregoing transactions with respect to any
Common Stock without the prior written consent of the Company or its underwriters, for such period of time after the effective date of such registration statement as may be requested by the Company or such underwriters. Such period of time shall not
exceed one hundred eighty (180) days and may be required by the underwriter as a market condition of the offering; provided, however, that if either (a) during the last seventeen (17) days of such one hundred eighty (180) day
period, the Company issues an earnings release or material news or a material event relating to the Company occurs or (b) prior to the expiration of such one hundred eighty (180) day period, the Company announces that it will release
earnings results during the sixteen (16) day period beginning on the last day of the one hundred eighty (180) day period, then the restrictions imposed during such one hundred eighty (180) day period shall continue to apply until the
expiration of the eighteen (18) day period beginning on the issuance of the earnings release or the occurrence of the material news or material event; provided, further, that in the event the Company or the underwriter requests that the one
hundred eighty (180) day period be extended or modified pursuant to then-applicable law, rules, regulations or trading policies, the restrictions imposed during the one hundred eighty (180) day
period shall continue to apply to the extent requested by the Company or the 

  

CHEGG, INC. 
 EXHIBIT A TO STOCK OPTION AGREEMENT 
 NOTICE OF EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 

A-6 

 
underwriter to comply with such law, rules, regulations or trading policies. Purchaser hereby agrees to execute and deliver such other agreements as may be reasonably requested by the Company or
the underwriter which are consistent with the foregoing or which are necessary to give further effect thereto. To enforce the provisions of this Section, the Company may impose stop-transfer instructions with
respect to the Common Stock until the end of the applicable stand-off period. 

SECTION 10. OTHER NECESSARY ACTIONS. 
 The parties agree to execute such further instruments and to take such further action as may reasonably be necessary to carry out the intent of this Agreement. 

SECTION 11. NOTICE. 
 Any notice required or permitted under this Agreement shall be given in writing and shall be deemed effectively given upon the earliest of personal delivery, receipt or the third full day following
deposit in the United States Post Office with postage and fees prepaid, addressed to the other party hereto at the address last known or at such other address as such party may designate by ten (10) days’ advance written notice to the
other party hereto. 
 SECTION 12. SUCCESSORS AND ASSIGNS. 

This Agreement shall inure to the benefit of the successors and assigns of the Company and, subject to the restrictions on transfer herein
set forth, be binding upon Purchaser and Purchaser’s heirs, executors, administrators, successors and assigns. The failure of the Company in any instance to exercise the Right of First Refusal described herein shall not constitute a waiver of
any other Right of First Refusal that may subsequently arise under the provisions of this Agreement. No waiver of any breach or condition of this Agreement shall be deemed to be a waiver of any other or subsequent breach or condition, whether of a
like or different nature. 
 SECTION 13. APPLICABLE LAW. 

This Agreement shall be governed by, and construed in accordance with, the laws of the State of California, as such laws are applied to
contracts entered into and performed in such state. 
 SECTION 14. NO STATE QUALIFICATION. 

THE SALE OF THE SECURITIES WHICH ARE THE SUBJECT OF THIS AGREEMENT HAS NOT BEEN QUALIFIED WITH THE COMMISSIONER OF CORPORATIONS OF THE
STATE OF CALIFORNIA, AND THE ISSUANCE OF SUCH SECURITIES OR THE PAYMENT OR RECEIPT OF ANY PART OF THE CONSIDERATION THEREFOR PRIOR TO SUCH QUALIFICATION IS UNLAWFUL, UNLESS THE SALE OF SECURITIES IS EXEMPT FROM QUALIFICATION BY SECTION 25100,
25102 OR 25105 OF THE CALIFORNIA CORPORATIONS CODE. THE RIGHTS OF ALL PARTIES TO THIS AGREEMENT ARE EXPRESSLY CONDITIONED UPON SUCH QUALIFICATION BEING OBTAINED, UNLESS THE SALE IS SO EXEMPT. 

  

CHEGG, INC. 
 EXHIBIT A TO STOCK OPTION AGREEMENT 
 NOTICE OF EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 

A-7 

 SECTION 15. NO ORAL MODIFICATION. 

No modification of this Agreement shall be valid unless made in writing and signed by the parties hereto. 

SECTION 16. ENTIRE AGREEMENT. 
 This Agreement, the Option Agreement and the Plan constitute the entire complete and final agreement between the parties hereto with regard to the subject matter hereof. 

  

CHEGG, INC. 
 EXHIBIT A TO STOCK OPTION AGREEMENT 
 NOTICE OF EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 

A-8 

 IN WITNESS WHEREOF, the parties have executed this Agreement as of the day and year first
above written. 
  

							
	CHEGG, INC.	 		 	                             
           (PURCHASER)
				
	By	 	  
	 		 	 
				
	Its	 	  
	 		 	

  

CHEGG, INC. 
 EXHIBIT A TO STOCK OPTION AGREEMENT 
 NOTICE OF EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 

A-9 

 ANNEX I 
 AMENDED AND RESTATED BYLAWS OF CHEGG, INC. 
 CHEGG,
INC. 
 ANNEX I TO 

NOTICE OF EXERCISE AND COMMON STOCK
PURCHASE AGREEMENT 

  
 - 1 -

 ANNEX II 
 ACKNOWLEDGMENT OF AND AGREEMENT 
 The undersigned, as transferee of shares of Chegg, Inc.
hereby acknowledges (i) that he or she has read and reviewed the terms of the Notice of Exercise and Common Stock Purchase Agreement of Chegg, Inc. and hereby agrees to be bound by the terms and conditions thereof, as if the undersigned had
executed said Agreement as an original party thereto and (ii) that he or she has read and reviewed the terms of the Amended and Restated Bylaws of Chegg, Inc. and agrees to be bound thereby, including without limitation by Article 10
thereof. 
  

					
	 Dated:             ,         .
	 		 	
			
		 		 	  

		 		 	(Signature of Transferee)
			
		 		 	  

		 		 	(Printed Name of Transferee)

  

CHEGG, INC. 
 ANNEX II TO 
 NOTICE OF
EXERCISE AND COMMON STOCK PURCHASE AGREEMENT 
 - 1 - 

 EXHIBIT B 

U.S. FEDERAL TAX INFORMATION 
 (Current as of February, 2011) 
 The following memorandum briefly summarizes
current U.S. federal income tax law. The discussion is intended to be used solely for general information purposes and does not make specific representations to any participant. A taxpayer’s particular situation may be such that some variation
of the basic rules is applicable to him or her. In addition, the U.S. federal income tax laws and regulations are revised frequently and may change again in the future. Each participant is urged to consult a tax advisor, both with respect to U.S.
federal income tax consequences as well as any foreign, state or local tax consequences, before exercising any option or before disposing of any shares of stock acquired under the Plan. 
 Initial Grant of Options 
 The grant of an option, whether a nonqualified or
nonstatutory stock option (“NSO”) or an incentive stock option (“ISO”), is not a taxable event for the optionee, and the Company obtains no deduction for the grant of the option. Note, however, that under new Section 409A of
the Internal Revenue Code, which is generally effective January 1, 2005, options granted at a discount from fair market value may be considered “deferred compensation” subject to adverse tax consequences, including immediate income
tax upon the vesting of the option (whether or not exercised) and a 20% tax penalty. 
 Nonqualified or Nonstatutory Stock Options

 The exercise of an NSO is a taxable event to the optionee. The amount by which the fair market value of the shares on the
date of exercise exceeds the exercise price (the “spread”) will be taxed to the optionee as ordinary income. The spread will also be considered “wages” for purposes of FICA taxes. The Company will be entitled to a deduction in
the same amount as the ordinary income recognized by the optionee from the exercise of the option that is reported to the IRS by the optionee or the Company. In general, the optionee’s tax basis in the shares acquired by exercising an NSO is
equal to the fair market value of such shares on the date of exercise. Upon a subsequent sale of any such shares in a taxable transaction, the optionee will realize capital gain or loss (long-term or short-term, depending on whether the shares were held for the required holding period before the sale) in an amount equal to the difference between his or her basis in the shares and the sale price. 

 

	
	Internal Revenue Service regulations generally provide that, for the purpose of avoiding federal tax penalties,
a taxpayer may rely only on formal written advice meeting specific requirements. The tax discussion in this document does not meet those requirements. Accordingly, the tax discussion was not intended or written to be used, and it cannot be used, for
the purpose of avoiding federal tax penalties that may be imposed on you. Further, the tax discussion in this document could be considered to support the promotion or marketing of the transaction or matter discussed herein. You and any other person
reading the tax discussion should seek advice based on his, her or its particular circumstances from an independent tax advisor.

  
 B-1

 The capital gains holding periods are complex. If shares are held for more than one year,
the maximum tax rate on the gain has been reduced from twenty percent (20%) to fifteen percent (15%) for gain recognized on or after May 6, 2003, and before January 1, 2011. Because the rules are complex and can vary in
individual circumstances, each participant should consider consulting his or her own tax advisor. 
 If an optionee exercises an
NSO and pays the exercise price with previously acquired shares of stock, special rules apply. The transaction is treated as a tax-free exchange of the old shares for the same number of new shares, except as
described below with respect to shares acquired pursuant to ISOs. The optionee’s basis in the new shares is the same as his or her basis in the old shares, and the capital gains holding period runs without interruption from the date when the
old shares were acquired. The value of any new shares received by the optionee in excess of the number of old shares surrendered minus any cash the optionee pays for the new shares will be taxed as ordinary income. The optionee’s basis in the
additional shares is equal to the fair market value of such shares on the date the shares were transferred, and the capital gain holding period commences on the same date. The effect of these rules is to defer recognition of any gain in the old
shares when those shares are used to buy new shares. Stated differently, these rules allow an optionee to finance the exercise of an NSO by using shares of stock that he or she already owns, without paying current tax on any unrealized appreciation
in those old shares. 
 Incentive Stock Options 
 The holder of an ISO will not be subject to U.S. federal income tax upon the exercise of the ISO, and the Company will not be entitled to a tax deduction by reason of such exercise, provided that the
holder is employed by the Company on the exercise date (or the holder’s employment terminated within the three (3) months preceding the exercise date). Exceptions to this exercise timing requirement apply in the event the optionee dies or
becomes disabled. A subsequent sale of the shares received upon the exercise of an ISO will result in the realization of long-term capital gain or loss in the amount of the difference between the amount
realized on the sale and the exercise price for such shares, provided that the sale occurs more than one (1) year after the exercise of the ISO and more than two (2) years after the grant of the ISO. In general, if a sale or
disposition of the shares occurs prior to satisfaction of the foregoing holding periods (referred to as a “disqualifying disposition”), the optionee will recognize ordinary income and the Company will be entitled to a corresponding
deduction, generally equal to the amount of ordinary income recognized by the optionee from the disqualifying disposition that is reported to the IRS by the optionee or the Company. 

Favorable tax treatment is accorded to an optionee only to the extent that the value of the shares (determined at the time of grant)
covered by an ISO first exercisable in any single calendar year does not exceed one hundred thousand dollars ($100,000). If ISOs for shares whose aggregate value exceeds one hundred thousand dollars ($100,000) become exercisable in the same calendar
year, the excess will be treated as NSOs. 
 A special rule applies if an optionee pays all or part of the exercise price of an
ISO by surrendering shares of stock that he or she previously acquired by exercising any other ISO. If the optionee has not held the old shares for the full duration of the applicable holding periods,

  

CHEGG, INC. 
 EXHIBIT B TO STOCK OPTION AGREEMENT 
 U.S. FEDERAL TAX INFORMATION 

B-2 

 
then the surrender of such shares to fund the exercise of the new ISO will be treated as a disqualifying disposition of the old shares. As described above, the result of a disqualifying
disposition is the loss of favorable tax treatment with respect to the acquisition of the old shares pursuant to the previously exercised ISO. 
 Where the applicable holding period requirements have been met, the use of previously acquired shares of stock to pay all or a portion of the exercise price of an ISO may offer significant tax advantages.
In particular, a deferral of the recognition of any appreciation in the surrendered shares is available in the same manner as discussed above with respect to NSOs. 
 Alternative Minimum Tax 
 Alternative minimum tax is paid when such tax
exceeds a taxpayer’s regular U.S. federal income tax. Alternative minimum tax is calculated based on alternative minimum taxable income, which is taxable income for U.S. federal income tax purposes, modified by certain adjustments and increased
by tax preference items. 
 The “spread” under an ISO—that is, the difference between (a) the fair market
value of the shares of stock at exercise and (b) the exercise price—is classified as alternative minimum taxable income for the year of exercise. Alternative minimum taxable income may be subject to the alternative minimum tax. However, if
the shares of stock purchased upon the exercise of an ISO are sold in the same taxable year in which they are acquired, then the amount includible in the taxpayer’s alternative minimum taxable income will in no event exceed the amount realized
upon such sale less the option exercise price paid for those shares. 
 In general, when a taxpayer sells stock acquired through
the exercise of an ISO, only the difference between the fair market value of the shares on the date of exercise and the date of sale is used in computing any alternative minimum tax for the year of the sale. The portion of a taxpayer’s
alternative minimum tax attributable to certain items of tax preference (including the spread upon the exercise of an ISO) can be credited against the taxpayer’s regular liability in later years subject to certain limitations. 

Withholding Taxes 

Exercise of an NSO produces taxable income which is subject to withholding. The Company will not deliver shares to the optionee unless the
optionee has agreed to satisfactory arrangements for meeting all applicable U.S. federal, state and local withholding tax requirements. 
 U.S. federal tax law does not require unrecognized gain on exercise of an ISO to be treated as “wages” for the purposes of FICA taxes. 

THIS TAX SUMMARY IS GENERAL IN NATURE AND SHOULD NOT BE RELIED UPON BY ANY PERSON IN DECIDING WHETHER OR WHEN TO EXERCISE AN OPTION.
EACH PERSON SHOULD CONSULT HIS OR HER OWN TAX ADVISOR REGARDING THESE MATTERS. 

  

CHEGG, INC. 
 EXHIBIT B TO STOCK OPTION AGREEMENT 
 U.S. FEDERAL TAX INFORMATION 

B-3 

 CHEGG, INC. 
 2005 STOCK INCENTIVE PLAN 
 AMENDED AND RESTATED NOTICE OF RESTRICTED
STOCK UNIT AWARD 
 GRANT NUMBER: [—] 

Chegg, Inc. (the “Company”) and you (“Participant” or “you”) previously entered into a
Notice of Restricted Stock Unit Award and Restricted Stock Unit Agreement, dated [                    ] (together, the “Original RSU
Notice & Agreement”) under the Company’s 2005 Stock Incentive Plan (the “Plan”) with the intention that such Original RSU Notice & Agreement include the terms set forth in your Offer Letter with the
Company, dated [                    ] (your “Offer Letter”). Upon review, it is necessary to make certain revisions to your Original
RSU Notice & Agreement so that it accurately reflects the intent of your Offer Letter. Accordingly, the Company and you wish to, and do hereby, amend and restate such Original RSU Notice & Agreement in its entirety as set forth
herein pursuant to this Amended and Restated Notice of Restricted Stock Unit Award and Restricted Stock Unit Agreement, dated as of             , 2011. 

Unless otherwise defined herein, terms defined in this Amended and Restated Notice of Restricted Stock Unit Award (“Notice of
Grant”) shall have the definitions set forth in the Plan. 
  

					
	Name:	 	  
	 	
			
	Address:	 	  
	 	

 You have been granted an award of Restricted Stock Units (“RSUs”), subject to the terms
and conditions of the Plan and the attached Restricted Stock Unit Agreement (hereinafter “RSU Agreement”) under the Plan, as follows: 
  

					
	Total Number of RSUs:	 	  
	 	
			
	Date of Grant:	 	  
	 	
			
	Employment Start Date:	 	  
	 	
			
	Offer Letter Date:	 	  
	 	

			
		
	Expiration Date:	 	The earlier to occur of: (a) the date on which settlement of all vested RSUs granted hereunder occurs and (b) the tenth anniversary of the Date of Grant.

 Vesting of RSUs 
 If application of a vesting percentage would cause vesting of a fractional share, then such vesting shall be rounded down to the nearest whole share and shall cumulate with any other fractional shares and
such fractions shall vest as they aggregate into a whole Share. 
  

	 	A.	Initial Public Offering on or before One-Year Anniversary – Vesting Schedule 

If the Company completes an initial public offering of the Company’s securities (“IPO”) on or before the one-year
anniversary of your Employment Start Date (your “One-Year Anniversary”), the RSU will vest with respect to: 
  

	 	(a)	twenty percent (20%) of the Total Number of RSUs on the date that is six (6) months after the effective date of the IPO (the effective date of the IPO shall
be referred to as an “Initial Vesting Event”); provided that Participant has remained in continuous Service to the Company through such date; 

  
 1 

	 	(b)	twenty percent (20%) of the Total Number of RSUs on the date that is twelve (12) months after the Initial Vesting Event; provided that Participant has
remained in continuous Service to the Company through such date; 

  

	 	(c)	twenty percent (20%) of the Total Number of RSUs on the date that is eighteen (18) months after the Initial Vesting Event; provided that Participant has
remained in continuous Service to the Company through such date; 

  

	 	(d)	twenty percent (20%) of the Total Number of RSUs on the date that is twenty-four (24) months after the Initial Vesting Event; provided that Participant has
remained in continuous Service to the Company through such date; and 

  

	 	(e)	twenty percent (20%) of the Total Number of RSUs on the date that is thirty (30) months after the Initial Vesting Event; provided that Participant has
remained in continuous Service to the Company through such date (each of the foregoing subsections (b) – (d) and this subsection (e), a “Subsequent Vesting Event”). 

 

	 	B.	No Initial Public Offering on or before One-Year Anniversary – Vesting Schedule 

If the Company does not complete an IPO on or before your One-Year Anniversary, the vesting provisions of section “A”
above shall not apply and instead, the RSU will vest in accordance with the terms set forth below: 
 Initial Vesting
Event. No RSUs will vest until the earlier to occur of: (i) the date that is the earlier of (x) six (6) months after the effective date of an IPO or (y) March 15 in the calendar year following the year in which the IPO
was declared effective; and (ii) the date of a Change of Control (as defined in your offer letter from the Company (“Offer Letter”)) (any of the foregoing (i) and (ii) being an “Initial Vesting
Event”). 
 The number of RSUs that vest on an Initial Vesting Event shall be calculated as follows (the
“Initial Vesting Time Based Component”): 
  

	 	(a)	if you have remained in continuous Service to the Company for twelve (12) months from your Employment Start Date but less than eighteen (18) months, the
number of RSUs that shall vest on the Initial Vesting Event shall be twenty percent (20%) of the Total Number of RSUs, irrespective of whether your Services have terminated prior to the Initial Vesting Event; 

 

	 	(b)	if you have remained in continuous Service to the Company for eighteen (18) months from your Employment Start Date but less than twenty-four (24) months, the
number of RSUs that shall vest on the Initial Vesting Event shall be forty percent (40%) of the Total Number of RSUs, irrespective of whether your Services have terminated prior to the Initial Vesting Event; 

 

	 	(c)	if you have remained in continuous Service to the Company for twenty-four (24) months from your Employment Start Date but less than thirty (30) months, the
number of RSUs that shall vest on the Initial Vesting Event shall be sixty percent (60%) of the Total Number of RSUs, irrespective of whether your Services have terminated prior to the Initial Vesting Event; 

 

	 	(d)	 if you have remained in continuous Service to the Company for thirty (30) months from your Employment Start Date but less than thirty-six
(36) months, the number of RSUs that shall vest on the Initial Vesting Event shall be eighty 

	 	
percent (80%) of the Total Number of RSUs, irrespective of whether your Services have terminated prior to the Initial Vesting Event; 

 

	 	(e)	if you have remained in continuous Service to the Company for thirty-six (36) months from your Employment Start Date, the number of RSUs that shall vest on the
Initial Vesting Event shall be one hundred percent (100%) of the Total Number of RSUs, irrespective of whether your Services have terminated prior to the Initial Vesting Event. 

Subsequent Vesting Event. With respect to RSUs that remain unvested following the vesting on the Initial Vesting Event as set
forth above, if any, vesting shall be determined as follows, provided you have remained in continuous Service to the Company on each such date: an additional twenty percent (20%) of the Total Number of RSUs shall vest on each of the eighteen
(18), twenty-four (24), thirty (30) and thirty-six (36) month anniversaries of your Employment Start Date (each such date, a “Subsequent Vesting Event”). 
 Forfeiture of RSUs 
 If the Participant’s Service is terminated for any
reason, (i) if such termination is prior to an Initial Vesting Event, (x) any RSUs other than those for which the Initial Vesting Time Based Component has been achieved shall be immediately forfeited and returned to the Plan, and
(y) in the event that the Initial Vesting Event shall not have occurred prior to the Expiration Date, the remaining RSUs shall be forfeited and returned to the Plan upon the close of business of the Expiration Date, and (ii) if such
termination is upon or after an Initial Vesting Event, the remainder of the RSUs other than those that have vested upon the Initial Vesting Event or upon a Subsequent Vesting Event (as defined in either Section A or Section B above) shall be
forfeited and returned to the Plan. 
 Settlement of RSUs 
 Notwithstanding anything contained herein, settlement of vested RSUs shall occur within thirty (30) days of the Initial Vesting Event or any Subsequent Vesting Event provided such settlement is not
conditioned on the Release. Settlement of RSUs on the Initial Vesting Event or any Subsequent Vesting Event shall be in Shares unless at the time of settlement the Committee, in its sole discretion, determines that settlement shall, in whole or in
part, be in the form of cash, based on the then Fair Market Value of a Share of the Company’s Common Stock. Notwithstanding the immediately preceding sentence, settlement of RSUs pursuant to a Change of Control will be made in Shares, unless
otherwise specified in the definitive agreement for such Change of Control. Where settlement of RSUs is made in Shares, Participant shall pay the Company an amount equal to the Purchase Price (as defined in the Plan), if any, but in no event less
than the par value of such Shares in cash or other legal consideration permitted by Delaware General Corporation Law and as then determined by the Committee. 
 Participant understands that his or her employment or consulting relationship with the Company is for an unspecified duration, can be Terminated at any time (i.e., is “at-will”), and that
nothing in this Notice of Grant, the RSU Agreement or the Plan changes the at-will nature of that relationship. Participant acknowledges that the vesting of the RSUs pursuant to this Notice of Grant is conditioned on the occurrence of an Initial
Vesting Event or a Subsequent Vesting Event. Participant also understands that this Notice of Grant is subject to the terms and conditions of both the RSU Agreement and the Plan, both of which are incorporated herein by reference. Participant has
read both the RSU Agreement and the Plan. 
  

									
	PARTICIPANT	 		 		  	CHEGG, INC.	 	
					
	Signature:	 	  
	 		  	Signature:	 	  

					
	Print Name:	 	  
	 		  	Print Name:	 	  

									
					
		 		 		  	Title:	 	  

 CHEGG, INC. 
 RESTRICTED STOCK UNIT AGREEMENT UNDER THE 
 2005 STOCK INCENTIVE PLAN

 Unless otherwise defined herein, the terms defined in this Restricted Stock Unit Agreement (the “Agreement”)
shall have the defined meanings set forth in the Company’s 2005 Stock Incentive Plan (the “Plan”). 
 You have been
granted Restricted Stock Units (“RSUs”) subject to the terms, restrictions and conditions of the Plan, the Notice of Restricted Stock Unit Grant (“Notice of Grant”) and this Agreement. 

1. No Stockholder Rights. Unless and until such time as Shares are issued in settlement of vested RSUs, Participant shall have no ownership
of the Shares allocated to the RSUs and shall have no right to dividends or to vote such Shares. 
 2. Dividend Equivalents.
Unless and until such time as Shares are issued in settlement of vested RSUs, dividends, if any (whether in cash or Shares), shall not be credited to Participant. 
 3. No Transfer. The RSUs and any interest therein shall not be sold, assigned, transferred, pledged, hypothecated, or otherwise disposed of. 

4. Termination. Except as may be set forth in the Notice of Grant, if Participant’s Service is terminated for any reason, all RSUs for
which vesting is no longer possible under the terms of the Notice of Grant and this Agreement shall be forfeited to the Company forthwith, and all rights of Participant to such RSUs shall immediately terminate. In case of any dispute as to whether
such termination has occurred, the Committee shall have sole discretion to determine whether such termination has occurred and the effective date of such termination. 
 5. Acknowledgement. The Company and Participant agree that the RSUs are granted under and governed by the Notice of Grant, this Agreement and by the provisions of the Plan (incorporated
herein by reference). Participant: (i) acknowledges receipt of a copy of each of the foregoing documents, (ii) represents that Participant has carefully read and is familiar with their provisions, and (iii) hereby accepts the RSUs
subject to all of the terms and conditions set forth herein and those set forth in the Plan and the Notice of Grant. 
 6. Withholding of
Tax. When the RSUs are vested and/or settled the fair market value of the Shares is treated as income subject to withholding by the Company for income and employment taxes. The Company shall withhold an amount equal to the tax due at vesting
and/or settlement from the Participant’s other compensation or require Participant to remit to the Company an amount equal to the tax then due. In its sole discretion, the Company may instead withhold a number of Shares with a fair market value
equal to the minimum amount the Company is required to withhold for taxes. Further, an RSU is considered a deferral of compensation that is subject to Section 409A of the Code. Section 409A of the Code imposes special rules to the timing
of making and effecting certain amendments of this RSU with respect to distribution of any deferred compensation. You should consult your personal tax advisor for more information on the actual and potential tax consequences of this RSU. 

7. Limitations on Transfer of Shares. In addition to any other limitation on transfer created by applicable securities laws, Participant
shall not assign, encumber or dispose of any interest in the Shares issued pursuant to this Restricted Stock Unit Agreement except in compliance with the provisions below, Article 10 of the Company’s Amended and Restated Bylaws, as
approved by the Company’s Board of Directors on February 9, 2011, as may be amended from time to time (the “Bylaws”), which are attached hereto as Annex I, and applicable securities laws. 

 (a) Right of First Refusal. Before any Shares held by Participant or any
transferee of Participant (either being sometimes referred to herein as the “Holder”) may be sold or otherwise transferred (including transfer by gift or operation of law), the Company or its assignee(s) shall have a right of
first refusal to purchase the Shares on the terms and conditions set forth herein (the “Right of First Refusal”). 
 (i) Notice of Proposed Transfer. The Holder of the Shares shall deliver to the Company a written notice (the “Notice”) stating: (i) the Holder’s bona fide
intention to sell or otherwise transfer such Shares; (ii) the name of each proposed Participant or other transferee (“Proposed Transferee”); (iii) the number of Shares to be transferred to each Proposed Transferee;
and (iv) the terms and conditions of each proposed sale or transfer. The Holder shall offer the Shares at the same price (the “Offered Price”) and upon the same terms (or terms as similar as reasonably possible) to the
Company or its assignee(s). 
 (ii) Exercise of Right of First Refusal. At any time within thirty (30) days after
receipt of the Notice, the Company and/or its assignee(s) may, by giving written notice to the Holder, elect to purchase all, but not less than all, of the Shares proposed to be transferred to any one or more of the Proposed Transferees, at the
purchase price determined in accordance with subsection (iii) below. 
 (iii) Purchase Price. The purchase price
(“Purchase Price”) for the Shares purchased by the Company or its assignee(s) shall be the Offered Price. If the Offered Price includes consideration other than cash, the cash equivalent value of the non-cash consideration
shall be determined by the Committee in good faith. 
 (iv) Payment. Payment of the Purchase Price shall be made, at the
option of the Company or its assignee(s), in cash (by check), by cancellation of all or a portion of any outstanding indebtedness, or by any combination thereof within thirty (30) days after receipt of the Notice or in the manner and at the
times set forth in the Notice. 
 (v) Holder’s Right to Transfer. If all of the Shares proposed in the Notice to be
transferred to a given Proposed Transferee are not purchased by the Company and/or its assignee(s) as provided herein, then the Holder may sell or otherwise transfer such Shares to that Proposed Transferee at the Offered Price or at a higher price,
provided that such sale or other transfer is consummated within sixty (60) days after the date of the Notice and provided further that any such sale or other transfer is effected in accordance with any applicable securities laws and the
Proposed Transferee agrees in writing that the Right of First Refusal shall continue to apply to the Shares in the hands of such Proposed Transferee. If the Shares described in the Notice are not transferred to the Proposed Transferee within such
period, or if the Holder proposes to change the price or other terms to make them more favorable to the Proposed Transferee, a new Notice shall be given to the Company, and the Company and/or its assignees shall again be offered the Right of First
Refusal before any Shares held by the Holder may be sold or otherwise transferred. 
 In addition, and without limiting the
foregoing, any Shares or any right or interest therein of Common Stock registered in the name of Participant may not be sold, transferred, assigned, pledged, entered into any swap or other arrangement that transfers to another in whole or in part,
any of the economic consequences of ownership of, or otherwise in any manner disposed of or encumbered, whether voluntarily or by operation or law, or by gift or other unless Participant has complied with Article 10 of the Bylaws. To the extent
that the right of first refusal in the Bylaws imposes additional limitations or restrictions on the Participant, or grants additional rights to the Company, such additional limitations, restrictions and rights shall apply. 

(b) Involuntary Transfer. 

 (i) Company’s Right to Purchase upon Involuntary Transfer. In the event, at any
time after the date of this agreement, of any transfer by operation of law or other involuntary transfer (including death or divorce) of all or a portion of the Shares by the record holder thereof, the Company shall have an option to purchase all of
the Shares transferred at the Fair Market Value of the Shares on the date of transfer. Upon such a transfer, the person acquiring the Shares shall promptly notify the Secretary of the Company of such transfer. The right to purchase such Shares shall
be provided to the Company for a period of thirty (30) days following receipt by the Company of written notice by the person acquiring the Shares. 
 (ii) Price for Involuntary Transfer. With respect to any stock to be transferred pursuant to subsection (b)(i) above, the price per Share shall be a price set by the Committee that will reflect the
current value of the stock in terms of present earnings and future prospects of the Company. The Company shall notify Participant or his or her executor of the price so determined within thirty (30) days after receipt by it of written notice of
the transfer or proposed transfer of Shares. However, if the Participant does not agree with the valuation as determined by the Committee, the Participant shall be entitled to have the valuation determined by an independent appraiser to be mutually
agreed upon by the Company and the Participant and whose fees shall be borne equally by the Company and the Participant. 

(c) Assignment. The Company’s rights under this Section 7 may be assigned in whole or in part to any shareholder or
shareholders of the Company or other persons or organizations. 
 (d) Restrictions Binding on Transferees. All
transferees of Shares or any interest therein will receive and hold such Shares or interest subject to the provisions of this agreement. Any sale or transfer of the Company’s Shares shall be void unless the provisions of this agreement are
satisfied. 
 (e) Termination of Rights. The rights provided under this Section 7 shall terminate upon the first
sale of Common Stock of the Company to the general public pursuant to a registration statement filed with and declared effective by the Securities and Exchange Commission under the Securities Act of 1933, as amended (the “Securities
Act”) or as otherwise determined by the Company or its successor. 
 8. U.S. Tax Consequences. Participant
acknowledges that there will be tax consequences upon vesting and/or settlement of the RSUs and/or disposition of the Shares, if any, received in connection therewith, and Participant should consult a tax adviser regarding Participant’s tax
obligations prior to such settlement or disposition. 
 9. Compliance with Laws and Regulations. The issuance
of Shares will be subject to and conditioned upon compliance by the Company and Participant (including any written representations, warranties and agreements as the Committee may request of Participant for compliance with applicable laws) with all
applicable state and federal laws and regulations and with all applicable requirements of any stock exchange or automated quotation system on which the Company’s Common Stock may be listed or quoted at the time of such issuance or transfer.

 10. Legend on Certificates. The certificates representing the Shares issued hereunder shall be subject to such stop transfer
orders and other restrictions as the Committee may deem advisable under the Plan, this Restricted Stock Unit Agreement or the rules, regulations, and other requirements of the Securities and Exchange Commission, any stock exchange upon which such
Shares are listed, and any applicable Federal or state laws, and the Committee may cause a legend or legends to be put on any such certificates to make appropriate reference to such restrictions. 

11. Successors and Assigns. The Company may assign any of its rights under this Agreement. This Agreement shall be binding
upon and inure to the benefit of the successors and assigns of the Company. Subject to the restrictions on transfer set forth herein, this Agreement will be binding upon Participant and Participant’s heirs, executors, administrators, legal
representatives, successors and assigns. 

 12. Entire Agreement; Severability. The Plan and Notice of Grant are incorporated herein by
reference. The Plan, the Notice of Grant and this Agreement constitute the entire agreement of the parties with respect to the subject matter hereof and supersede in their entirety all prior undertakings and agreements of the Company and Participant
with respect to the subject matter hereof (including, without limitation, any other form of equity award (such as stock options) that may have been set forth in any employment offer letter or other agreement between the parties). If any provision of
this Agreement is determined by a court of law to be illegal or unenforceable, then such provision will be enforced to the maximum extent possible and the other provisions will remain fully effective and enforceable. 

13. Market Standoff Agreement. Participant agrees that in connection with any registration of the Company’s securities that,
upon the request of the Company or the underwriters managing any public offering of the Company’s securities, Participant will not sell or otherwise dispose of any Shares without the prior written consent of the Company or such underwriters, as
the case may be, for such reasonable period of time after the effective date of such registration as may be requested by such managing underwriters and subject to all restrictions as the Company or the underwriters may specify. Participant will
enter into any agreement reasonably required by the underwriters to implement the foregoing. 
 14. No Rights
as Employee, Director or Consultant. Nothing in this Agreement shall affect in any manner whatsoever the right or power of the Company, or a Parent or Subsidiary of the Company, to terminate Participant’s Service, for any reason, with or without cause. 

By your signature and the signature of the Company’s representative on the Notice of Grant, Participant and the Company agree that this RSU is
granted under and governed by the terms and conditions of the Plan, the Notice of Grant and this Agreement. Participant has reviewed the Plan, the Notice of Grant and this Agreement in their entirety, has had an opportunity to obtain the advice of
counsel prior to executing this Agreement, and fully understands all provisions of the Plan, the Notice of Grant and this Agreement. Participant hereby agrees to accept as binding, conclusive and final all decisions or interpretations of the
Committee upon any questions relating to the Plan, the Notice of Grant and this Agreement. Participant further agrees to notify the Company upon any change in Participant’s residence address. 

 ANNEX I 

AMENDED AND RESTATED BYLAWS OF CHEGG, INC. 

  
 9

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