Document:

Form of Warrant

  
 EXHIBIT 4.1 
  
 THE SECURITIES REPRESENTED HEREBY HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933. SUCH SECURITIES AND ANY SECURITIES OR SHARES ISSUED HEREUNDER MAY NOT BE SOLD OR TRANSFERRED IN THE ABSENCE
OF SUCH REGISTRATION OR AN EXEMPTION THEREFROM UNDER SAID ACT. COPIES OF THE AGREEMENT COVERING THE PURCHASE OF THESE SECURITIES AND RESTRICTING THEIR TRANSFER OR SALE MAY BE OBTAINED AT NO COST BY WRITTEN REQUEST MADE BY THE HOLDER OF RECORD HEREOF
TO THE SECRETARY OF THE COMPANY AT ITS PRINCIPAL EXECUTIVE OFFICES. 
  
 No. WC-A 
  
 WARRANT TO PURCHASE COMMON STOCK 
  
 OF

  
 eGAIN COMMUNICATIONS CORPORATION 
  
 This certifies that, for value received, Ashutosh Roy or his registered assigns (“Holder”) is entitled, subject to the terms and conditions set forth below, to
purchase from eGAIN COMMUNICATIONS CORPORATION (the “Company”), in whole or in part that number of fully paid and nonassessable shares (the “Warrant Shares”) of Common Stock (as defined below) determined in accordance with
Section 2 below and at a purchase price per share (the “Exercise Price”) determined in accordance with Section 2 below. The number, character and Exercise Price of such shares of Common Stock are subject to adjustment as provided below and
all references to “Warrant Shares” and “Exercise Price” herein shall be deemed to include any such adjustment or series of adjustments. The term “Warrant” as used herein shall mean this Warrant, and any warrants
delivered in substitution or exchange therefor as provided herein. This Warrant is issued in connection with the issuance by the Company of a certain Subordinated Secured Promissory Note of even date herewith (the “Note”) issued pursuant
to that certain Note and Warrant Purchase Agreement (the “Purchase Agreement”) by and between the Company and Holder dated as of December 23, 2002. 
  

	 	1.
	 
	Term of Warrant. 
 

  
 (a)    Subject to the terms and conditions set forth herein, this Warrant shall be exercisable, in whole or in part, during the term commencing on (i) with respect to fifty percent (50%) of the Warrant
Shares, the date which is nine (9) months from the date hereof and (ii) with respect to the remaining Warrant Shares, the date which is one (1) year from the date hereof, and ending at 5:00 p.m., Pacific time, three (3) years from the date hereof,
and shall be void thereafter (the “Exercise Period”). 
  
 (b)    In the event that the
Note is prepaid (the date of such prepayment, the “Prepayment Date”) prior to the Maturity Date (as defined in the Note) any Warrant Shares that are not exercisable in accordance with Section 1(a) hereof shall not become exercisable and
this Warrant shall only be exercisable, subject to the provisions of Section 12 hereof, from and after the Prepayment Date for that number of Warrant Shares for which the Warrant is exercisable on the Prepayment Date. 

  

	 	2.
	 
	Exercise Price; Common Stock; Number of Shares. 
 

  
 (a)    Exercise Price.    The term “Exercise Price” shall mean the greater of (i) one hundred ten percent (110%) of
the fair market value of one (1) share of Common Stock, such fair market value to be determined based on the average closing price of the Common Stock for the five (5) consecutive trading days immediately prior to but not including the date of the
Note, on the Nasdaq Stock Market, or if the Common Stock not then listed on the Nasdaq Stock Market, such other exchange, market or system that the Common Stock is then listed or traded on, or (ii) twenty cents ($0.20). 
  
 (b)    Common Stock.    The term “Common Stock” shall mean the Company’s
common stock, par value $0.001 per share. 
  
 (c)    Number of
Shares.    Subject to the provisions of Section 1, this Warrant shall be exercisable for up to that number of shares of Common Stock determined according to the following formula: 
  
 x =    [25% of the aggregate purchase price paid for the Note] 
                                       
  Exercise Price 
  
 x =     the maximum number of shares of Common Stock which may be
purchased. 
  
 The number of shares subject to the Warrant shall be subject to adjustment as set forth in Section 11. 

 

	 	3.
	 
	Exercise of Warrant. 
 

  
 (a)    Cash Exercise.    This Warrant may be exercised by the Holder during the Exercise Period by (i) the surrender of this Warrant to the Company, with the Notice of Exercise
annexed hereto duly completed and executed on behalf of the Holder, at the office of the Company (or such other office or agency of the Company as it may designate by notice in writing to the Holder at the address of the Holder appearing on the
books of the Company) during the Exercise Period and (ii) the delivery of payment to the Company, for the account of the Company, by cash, wire transfer of immediately available funds to a bank account specified by the Company, or by certified or
bank cashier’s check, of the Exercise Price for the number of Warrant Shares specified in the Exercise Form in lawful money of the United States of America. The Company agrees that such Warrant Shares shall be deemed to be issued to the Holder
as the record holder of such Warrant Shares as of the close of business on the date on which this Warrant shall have been surrendered and payment made for the Warrant Shares as aforesaid. A stock certificate or certificates for the Warrant Shares
specified in the Exercise Form shall be delivered to the Holder as promptly as practicable, and in any event within 10 days, thereafter. If this Warrant shall have been exercised only in part, the Company shall, at the time of delivery of the stock
certificate or certificates, deliver to the Holder a new Warrant evidencing the rights to purchase the remaining Warrant Shares, which new Warrant shall in all other respects be identical with this Warrant. 

 
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 (b)    Net Issue Exercise.    In
lieu of exercising this Warrant pursuant to Section 3(a), this Warrant may be exercised by the Holder by the surrender of this Warrant to the Company, with a duly executed Exercise Form marked to reflect Net Issue Exercise and specifying the number
of shares of Common Stock to be purchased, during normal business hours on any Business Day during the Exercise Period. The Company agrees that such shares of Common Stock shall be deemed to be issued to the Holder as the record holder of such
shares of Common Stock as of the close of business on the date on which this Warrant shall have been surrendered as aforesaid. Upon such exercise, the Holder shall be entitled to receive shares equal to the value of this Warrant (or the portion
thereof being canceled) by surrender of this Warrant to the Company together with notice of such election in which event the Company shall issue to Holder a number of shares of Common Stock computed as of the date of surrender of this Warrant to the
Company using the following formula: 
  
 X = Y(A-B) 
             A 
  
 
	 Where
 	  	 X =
 	  	 the number of shares of Common Stock to be issued to Holder under this Section 3(b);
 
	 
	  	  	 Y =
 	  	 the number of shares of Common Stock otherwise purchasable under this Warrant (as adjusted to the date of such calculation);
 
	 
	  	  	 A =
 	  	 the fair market value of one share of the Common Stock at the date of such calculation;
 
	 
	  	  	 B =
 	  	 the Exercise Price (as adjusted to the date of such calculation).
 

 
  
 (c)    Fair Market
Value.    For purposes of Section 3(b) only, fair market value of one share of the Company’s Common Stock shall mean, as of any date: 
  
 (i)  the last closing price per share of the Company’s Common Stock on the principal national securities exchange on which the Common Stock
is listed or admitted to trading, or 
  
 (ii)  the last reported sales price per share of
the Company’s Common Stock on the Nasdaq National Market or the Nasdaq Small-Cap Market (collectively, “Nasdaq”) if the Company’s Common Stock is not listed or traded on any such exchange, or 
  
 (iii)  the average of the bid and asked price per share as reported in the “pink sheets” published by
the National Quotation Bureau, Inc. (the “pink sheets”) if the Company’s Common Stock is not listed or traded on any exchange or Nasdaq, or 
  
 (iv)  if such quotations are not available, the fair market value per share of the Company’s Common Stock on the date such notice was
received by the Company as reasonably determined in good faith by the Board of Directors of the Company. 

 
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 (d)    This Warrant shall be deemed to have been exercised
immediately prior to the close of business on the date of its surrender for exercise as provided above, and the person entitled to receive the shares of Common Stock issuable upon such exercise shall be treated for all purposes as the holder of
record of such shares as of the close of business on such date. As promptly as practicable on or after such date and in any event within ten (10) days thereafter, the Company at its expense shall issue and deliver to the person or persons entitled
to receive the same a certificate or certificates for the number of shares issuable upon such exercise. In the event that this Warrant is exercised in part, the Company at its expense will execute and deliver a new Warrant of like tenor exercisable
for the number of shares for which this Warrant may then be exercised. 
  
 4.    No Fractional
Shares or Scrip.    No fractional shares or scrip representing fractional shares shall be issued upon the exercise of this Warrant. In lieu of any fractional share to which the Holder would otherwise be entitled, the Company
shall make a cash payment equal to the Exercise Price multiplied by such fraction. 
  
 5.    Replacement of Warrant.    On receipt of evidence reasonably satisfactory to the Company of the loss, theft, destruction or mutilation of this Warrant and, in the case of loss,
theft or destruction, on delivery of an indemnity agreement reasonably satisfactory in form and substance to the Company or, in the case of mutilation, on surrender and cancellation of this Warrant, the Company at its expense shall execute and
deliver, in lieu of this Warrant, a new warrant of like tenor and amount. 
  
 6.    Rights of
Stockholders.    Subject to Sections 9 and 11 of this Warrant, the Holder shall not be entitled to vote or receive dividends or be deemed the holder of Common Stock or any other securities of the Company that may at any time
be issuable on the exercise hereof for any purpose, nor shall anything contained herein be construed to confer upon the Holder, as such, any of the rights of a stockholder of the Company or any right to vote for the election of directors or upon any
matter submitted to stockholders at any meeting thereof, or to give or withhold consent to any corporate action (whether upon any recapitalization, issuance of stock, reclassification of stock, change of par value, or change of stock to no par
value, consolidation, merger, conveyance, or otherwise) or to receive notice of meetings, or to receive dividends or subscription rights or otherwise until the Warrant shall have been exercised as provided herein. 
  

	 	7.
	 
	Transfer of Warrant. 
 

  
 (a)    Warrant Register.    The Company will maintain a register (the “Warrant Register”) containing the names and addresses of the Holder or Holders. Any Holder of
this Warrant or any portion thereof may change his address as shown on the Warrant Register by written notice to the Company requesting such change. Any notice or written communication required or permitted to be given to the Holder may be delivered
or given by mail to such Holder as shown on the Warrant Register and at the address shown on the Warrant Register. Until this Warrant is transferred on the Warrant Register of the Company, the Company may treat the Holder as shown on the Warrant
Register as the absolute owner of this Warrant for all purposes, notwithstanding any notice to the contrary. 

 
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 (b)    Warrant Agent.    The
Company may, by written notice to the Holder, appoint an agent for the purpose of maintaining the Warrant Register referred to in Section 7(a) above, issuing the Warrant Shares or other securities then issuable upon the exercise of this Warrant,
exchanging this Warrant, replacing this Warrant, or any or all of the foregoing. Thereafter, any such registration, issuance, exchange, or replacement, as the case may be, shall be made at the office of such agent. 
  
 (c)    Transferability and Nonnegotiability of Warrant.    This Warrant may only be
transferred or assigned in whole or in part in accordance with the transfer and assignment provisions set forth in Section 9.14 of the Purchase Agreement and compliance with all applicable federal and state securities laws by the transferor and the
transferee (including the delivery of investment representation letters and legal opinions reasonably satisfactory to the Company, if such are requested by the Company). Notwithstanding the foregoing, no investment representation letter or opinion
of counsel shall be required for any transfer of this Warrant (or any portion thereof) or any shares of Common Stock issued upon exercise hereof (i) in compliance with Rule 144 or Rule 144A of the Act, or (ii) by gift, will or intestate succession
by the Holder to his or her spouse or lineal descendants or ancestors or any trust for any of the foregoing; provided that in each of the foregoing cases the transferee agrees in writing to be subject to the terms of this Section 7(c). Subject to
the provisions of this Warrant with respect to compliance with the Securities Act of 1933, as amended (the “Act”), title to this Warrant may be transferred by endorsement (by the Holder executing the Assignment Form annexed hereto) and
delivery in the same manner as a negotiable instrument transferable by endorsement and delivery. 
  
 (d)    Exchange of Warrant Upon a Transfer.    On surrender of this Warrant for exchange, properly endorsed on the Assignment Form and subject to the provisions of this Warrant with
respect to compliance with the Act and with the limitations on assignments and transfers and contained in this Section 7, the Company at its expense shall issue to or on the order of the Holder a new warrant or warrants of like tenor, in the name of
the Holder or as the Holder (on payment by the Holder of any applicable transfer taxes) may direct, for the number of shares issuable upon exercise hereof. 
  
 (e)    Compliance with Securities Laws. 
  
 (i)  The Holder of this Warrant, by acceptance hereof, acknowledges that this Warrant and the shares of Common Stock to be issued upon exercise hereof are being acquired solely for the Holder’s own account and
not as a nominee for any other party, and for investment, and that the Holder will not offer, sell or otherwise dispose of this Warrant or any shares of Common Stock to be issued upon exercise hereof except under circumstances that will not result
in a violation of the Act or any applicable state securities laws. Upon exercise of this Warrant, the Holder shall, if requested by the Company, confirm in writing, in a form satisfactory to the Company, that the shares of Common Stock so purchased
are being acquired solely for the Holder’s own account and not as a nominee for any other party, for investment, and not with a view toward distribution or resale. 

 
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 (ii)  This Warrant and all shares of Common Stock
issued upon exercise hereof shall be stamped or imprinted with a legend in substantially the following form (in addition to any legend required by state securities laws): 
  
 THE SECURITIES REPRESENTED HEREBY HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933. SUCH SECURITIES AND ANY SECURITIES OR SHARES ISSUED HEREUNDER MAY NOT BE SOLD
OR TRANSFERRED IN THE ABSENCE OF SUCH REGISTRATION OR AN EXEMPTION THEREFROM UNDER SAID ACT. COPIES OF THE AGREEMENT COVERING THE PURCHASE OF THESE SECURITIES AND RESTRICTING THEIR TRANSFER OR SALE MAY BE OBTAINED AT NO COST BY WRITTEN REQUEST MADE
BY THE HOLDER OF RECORD HEREOF TO THE SECRETARY OF THE COMPANY AT ITS PRINCIPAL EXECUTIVE OFFICES. 
  
 (iii)  The Company agrees to remove promptly, upon the request of the holder of this Warrant and Securities issuable upon exercise of the Warrant,the legend set forth in Section 7(e)(ii) above from the
documents/certificates for such securities upon full compliance with this Agreement and Rules 144 and 145. 
  
 8.    Reservation of Stock.    The Company covenants that during the term this Warrant is exercisable, the Company will reserve from its authorized and unissued Common Stock a sufficient
number of shares to provide for the issuance of Common Stock upon the exercise of this Warrant and, from time to time, will take all steps necessary to amend its Restated Certificate of Incorporation (the “Restated Certificate”) to provide
sufficient reserves of shares of Common Stock issuable upon exercise of the Warrant. The Company further covenants that all shares that may be issued upon the exercise of rights represented by this Warrant, upon exercise of the rights represented by
this Warrant and payment of the Exercise Price, all as set forth herein, will be free from all taxes, liens and charges in respect of the issue thereof (other than taxes in respect of any transfer occurring contemporaneously or otherwise specified
herein). 
  
 9.    Notices. 
  
 (a)    Whenever the Exercise price or number of shares purchasable hereunder shall be adjusted pursuant to Section 11 hereof, the Company shall issue a
certificate signed by its Chief Financial Officer setting forth, in reasonable detail, the event requiring the adjustment, the amount of the adjustment, the method by which such adjustment was calculated, and the Exercise Price and number of shares
purchasable hereunder after giving effect to such adjustment, and shall cause a copy of such certificate to be mailed (by first-class mail, postage prepaid) to the Holder of this Warrant. 
  
 (b)    In case: 
  
 (i)  the Company shall take a record of the holders of its Common Stock (or other stock or securities at the time receivable upon the exercise of this Warrant) for the purpose of entitling them to receive any dividend or
other distribution, or any right to subscribe for or purchase any shares of stock of any class or any other securities, or to receive any other right; 

 
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 (ii)    of any capital reorganization of the
Company, any reclassification of the capital stock of the Company, any consolidation or merger of the Company with or into another corporation, or any conveyance of all or substantially all of the assets of the Company to another corporation;

  
 (iii)    of any voluntary dissolution, liquidation or winding-up of the
Company; or 
  
 (iv)    of any redemption or conversion of all outstanding Common
Stock; 
  
 then, and in each such case, the Company will mail or cause to be mailed to the Holder or Holders a notice specifying, as the
case may be, (A) the date on which a record is to be taken for the purpose of such dividend, distribution or right, and stating the amount and character of such dividend, distribution or right, or (B) the date on which such reorganization,
reclassification, consolidation, merger, conveyance, dissolution, liquidation, winding-up, redemption or conversion is to take place, and the time, if any is to be fixed, as of which the holders of record of Common Stock (or such stock or securities
at the time receivable upon the exercise of this Warrant) shall be entitled to exchange their shares of Common Stock (or such other stock or securities) for securities or other property deliverable upon such reorganization, reclassification,
consolidation, merger, conveyance, dissolution, liquidation or winding-up. Such notice shall be mailed at least fifteen (15) days prior to the date therein specified. 
  
 (c)    All such notices, advices and communications shall be deemed to have been received (i) in the case of personal delivery, on the date of such
delivery and (ii) in the case of mailing, on the third business day following the date of such mailing if sent to a U.S. address and on the tenth (10th) business day following the date of such mailing if sent to an address outside the U.S.

  
 10.    Amendments.    This Warrant and any term hereof may be
changed, waived, discharged or terminated only by an instrument in writing signed by the party against which enforcement of such change, waiver, discharge or termination is sought. 
  
 11.    Adjustments.    The Exercise Price and the number of shares purchasable hereunder are subject to adjustment from time
to time as follows: 
  
 (a)    Reclassification, etc.    If the
Company, at any time while this Warrant, or any portion thereof, remains outstanding and unexpired by reclassification of securities or otherwise, shall change any of the securities as to which purchase rights under this Warrant exist into the same
or a different number of securities of any other class or classes, this Warrant shall thereafter represent the right to acquire such number and kind of securities as would have been issuable as the result of such change with respect to the
securities that were subject to the purchase rights under this Warrant immediately prior to such reclassification or other change and the Exercise Price therefor shall be appropriately adjusted, all subject to further adjustment as provided in this
Section 11. 

 
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 (b)    Split, Subdivision or Combination of
Shares.    If the Company at any time while this Warrant, or any portion thereof, remains outstanding and unexpired shall split, subdivide or combine the securities as to which purchase rights under this Warrant exist, into a
different number of securities of the same class, then (i) in the case of a split or subdivision, the Exercise Price for such securities shall be proportionately decreased and the securities issuable upon exercise of this Warrant shall be
proportionately increased, and (ii) in the case of a combination, the Exercise Price for such securities shall be proportionately increased and the securities issuable upon exercise of this Warrant shall be proportionately decreased. 

 
 (c)    Adjustments for Dividends in Stock or Other Securities or Property.    If
while this Warrant, or any portion hereof, remains outstanding and unexpired the holders of the securities as to which purchase rights under this Warrant exist at the time shall have received, or, on or after the record date fixed for the
determination of eligible Stockholders, shall have become entitled to receive, without payment therefor, other or additional stock or other securities or property (other than cash) of the Company by way of dividend, then and in each case, this
Warrant shall represent the right to acquire, in addition to the number of shares of the security receivable upon exercise of this Warrant, and without payment of any additional consideration therefor, the amount of such other or additional stock or
other securities or property (other than cash) of the Company that such holder would hold on the date of such exercise had it been the holder of record of the security receivable upon exercise of this Warrant on the date hereof and had thereafter,
during the period from the date hereof to and including the date of such exercise, retained such shares and/or all other additional stock available by it as aforesaid during such period, giving effect to all adjustments called for during such period
by the provisions of this Section 11. 
  
 (d)    Certificate as to
Adjustments.    Upon the occurrence of each adjustment or readjustment pursuant to this Section 11, the Company at its expense shall promptly compute such adjustment or readjustment in accordance with the terms hereof and
furnish to each Holder of this Warrant a certificate setting forth such adjustment or readjustment and showing in detail the facts upon which such adjustment or readjustment is based. The Company shall, upon the written request, at any time, of any
such Holder, furnish or cause to be furnished to such Holder a like certificate setting forth: (i) such adjustments and readjustments; (ii) the Exercise Price at the time in effect; and (iii) the number of shares and the amount, if any, of other
property that at the time would be received upon the exercise of the Warrant. 
  
 (e)    No
Impairment.    The Company will not, by any voluntary action, avoid or seek to avoid the observance or performance of any of the terms to be observed or performed hereunder by the Company, but will at all times in good faith
assist in the carrying out of all the provisions of this Section 11 and in the taking of all such action as may be necessary or appropriate in order to protect the rights of the Holders of this Warrant against impairment. 
  
 12.    Automatic Cancellation of Warrant Upon Holder Default.    In the event the Company
elects to consummate an Additional Closing under the Purchase Agreement, has otherwise fulfilled the requirements for consummation of such Additional Closing and the initial Holder fails to consummate the purchase of the Additional Note associated
with such Additional Closing in violation of Section 2.2 of the Purchase Agreement (a “Holder Default”), this Warrant shall immediately be cancelled and terminated without exercise, without further act by the
 

 
 8 

 
Company, the Holder, or any other person or party. Upon the occurrence of an Holder Default, Holder hereby covenants and agrees to promptly mark each page of this Warrant as “Cancelled”
in large print and return such cancelled Warrant to the Company. The automatic cancellation provisions contained in this Section 12 shall be in addition to the provisions of Section 7 of the Note. Capitalized terms not otherwise defined in this
Section 12 shall have the meanings set forth in the Purchase Agreement. 
  

	 	13.
	 
	Miscellaneous. 
 

  
 (a)    This Warrant shall be governed by the laws of the State of Delaware as applied to agreements entered into in the State of Delaware by and among residents of the State of Delaware. 
  
 (b)    In the event of a dispute with regard to the interpretation of this Warrant, the prevailing party may collect
the cost of attorneys’ fees, litigation expenses or such other expenses as may be incurred in the enforcement of the prevailing party’s rights hereunder. 
  
 (c)    This Warrant shall be exercisable as provided for herein, except that in the event that the expiration date of this Warrant shall fall on a
Saturday, Sunday and or United States federally recognized Holiday, this expiration date for this Warrant shall be extended to 5:00 p.m. Pacific standard time on the business day following such Saturday, Sunday or recognized Holiday. 

 
 IN WITNESS WHEREOF, eGAIN COMMUNICATIONS CORPORATION has caused this Warrant to be executed by its officers thereunto duly
authorized. 
  
 Dated:  December     , 2002 
  
 
	 COMPANY:
  
 eGAIN COMMUNICATIONS
CORPORATION
 
	 
	 By
 	 	  
	  	 	 

	  	 	 Name:  Eric Smit
 Its:  Chief Financial Officer
 

 

 
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 NOTICE OF EXERCISE 
  

To:  eGAIN COMMUNICATIONS CORPORATION 
  
 (1)    The undersigned hereby elects to purchase                      shares of Common Stock of eGAIN
COMMUNICATIONS CORPORATION, pursuant to the terms of the attached Warrant, and tenders herewith payment of the purchase price for such shares in full. 
  
 (2)    In exercising this Warrant, the undersigned hereby confirms and acknowledges that the shares of Common Stock to be issued upon exercise hereof are being acquired solely for
the account of the undersigned and not as a nominee for any other party, or for investment, and that the undersigned will not offer, sell or otherwise dispose of any such shares of Common Stock except under circumstances that will not result in a
violation of the Securities Act of 1933, as amended, or any applicable state securities laws. 
  
 (3)    Please issue a certificate or certificates representing said shares of Common Stock in the name of the undersigned or in such other name as is specified below: 
  
 
	 
	  	 	  	 	  	 	  	 	 

	  	 	  	 	  	 	  	 	 (Name)
 

 
  
 
	 
	  	 	  	 	  	 	  	 	 

	  	 	  	 	  	 	  	 	 (Name)
 

 
  
 (4)    Please issue a new Warrant for the
unexercised portion of the attached Warrant in the name of the undersigned or in such other name as is specified below: 
  
 
	 
	  	 	  	 	  	 	  	 	 

	  	 	  	 	  	 	  	 	 (Name)
 

 
  
 
	 
	  	 	 
	 	  	 	  	 	 

	  	 	 (Date)
 	 	  	 	  	 	 (Signature)
 

 

 
 10 

  
 ASSIGNMENT FORM 
  
 FOR VALUE RECEIVED, the undersigned registered owner of this Warrant hereby sells, assigns and transfers unto the Assignee named below all of the rights of the undersigned
under the within Warrant, with respect to the number of shares of Common Stock set forth below: 
  
 
	 Name of Assignee
 
	    	 Address
 
	  	 No. of
 Shares

	  	    	  	  	  

 
  
 and does hereby irrevocably constitute and appoint Attorney
                                         to make
such transfer on the books of eGAIN COMMUNICATIONS CORPORATION, maintained for the purpose, with full power of substitution in the premises. 
  
 The undersigned also represents that, by assignment hereof, the Assignee acknowledges that this Warrant and the shares of stock to be issued upon exercise hereof or conversion thereof are being
acquired for investment and that the Assignee will not offer, sell or otherwise dispose of this Warrant or any shares of stock to be issued upon exercise hereof or conversion thereof except under circumstances which will not result in a violation of
the Securities Act of 1933, as amended, or any applicable state securities laws. Further, the Assignee has acknowledged that upon exercise of this Warrant, the Assignee shall, if requested by the Company, confirm in writing, in a form satisfactory
to the Company, that the shares of stock so purchased are being acquired for investment and not with a view toward distribution or resale. 
  
 Dated:                                    
       
  
 
	 
	  
	 

	 Signature of Holder
 

 

 
 11Note and Warrant Purchase Agreement

  
 EXHIBIT 10.1 
  
 NOTE AND WARRANT PURCHASE AGREEMENT 
  
 This NOTE AND WARRANT PURCHASE AGREEMENT (this “Agreement”), dated as of December 24, 2002, between eGain Communications Corporation, a Delaware corporation (the “Company”), and
Ashutosh Roy, an individual (“the “Lender”). 
  
 PREAMBLE 
  
 The Company wishes to obtain debt financing. The Lender is willing, on the terms contained in this Agreement, to purchase Notes from the
Company on a fully subordinated basis vis a vis the indebtedness of the Company to Silicon Valley Bank. 
  
 ARTICLE I 
 DEFINITIONS 
  
 Capitalized terms not otherwise defined herein shall have the meanings set forth below when used in this Agreement and in the Exhibits hereto: 
  
 “Acceptable Currency” means and includes cash and any other method of payment which will result in that payment being credited to the account of the
Company at the bank previously designated to the Lender in time to earn interest for the day of each Closing. 
  
 “Accounts” means all existing and later arising accounts, contract rights, and other obligations owed the Company in connection with its sale or lease of goods (including licensing software and other
technology) or provision of services, all credit insurance, guaranties, other security and all merchandise returned or reclaimed by the Company and the Company’s books and records relating to any of the foregoing. 
  
 “Additional Closing” has the meaning set forth in Section 2. 
  

“Additional Notes” means the Notes sold by the Company to the Lender at one or more Additional Closings in a principal amount not to exceed
$3,000,000 in the aggregate, substantially in the form of Annex C. 
  
 “Affiliate” of
a Person is a Person that owns or controls, directly or indirectly, the Person, any Person that controls or is controlled by or is under common control with the Person, and each of that Person’s senior executive officers, directors, partners
and, for any Person that is a limited liability company, that Person’s managers and members. 
  
 “Bylaws” means the bylaws of the Company, as amended. 
  
 “Cash
Balance Net of Notes” means, as of the date of determination thereof, the difference between (a) the amount of cash shown on the balance sheet of the Company, and (b) the difference between (i) the aggregate purchase price paid by the
Lender for the Notes which are outstanding and (ii) the amounts which have been repaid by the Company to the Lender, if any, with respect to such Notes. 

  
 “Certificate of Incorporation” means the Company’s
certificate of incorporation, as in effect on the date of this Agreement. 
  
 “Closing” and
“Closing Date” mean each consummation of a sale by the Company and a purchase by the Lender of one or more Notes pursuant to the terms and conditions set forth in this Agreement and shall include the Initial Closing and each
Additional Closing. 
  
 “Current Assets” means, as of the date of determination thereof, the
current assets of the Company as shown in its financial statements and determined in accordance with GAAP. 
  
 “Current Liabilities” means, as of the date of determination thereof, the current liabilities of the Company as shown in its financial statements and determined in accordance with GAAP. 

 
 “Current Ratio” means with respect to the Company the quotient of its (i) Current Assets and (ii)
Current Liabilities. 
  
 “Collateral” means the property described on Annex A.

  
 “Contingent Obligations” means, for any Person, any direct or indirect liability,
contingent or not, of that Person for (i) any indebtedness, lease, dividend, letter of credit or other obligation of another such as an obligation directly or indirectly guaranteed, endorsed, co-made, discounted or sold with recourse by that Person,
or for which that Person is directly or indirectly liable; (ii) any obligations for undrawn letters of credit for the account of that Person; and (iii) all obligations from any interest rate, currency or commodity swap agreement, interest rate cap
or collar agreement, or other agreement or arrangement designated to protect a Person against fluctuation in interest rates, currency exchange rates or commodity prices; but “Contingent Obligation” does not include endorsements in the
ordinary course of business. The amount of a Contingent Obligation is the stated or determined amount of the primary obligation for which the Contingent Obligation is made or, if not determinable, the maximum reasonably anticipated liability for it
determined by the Person in good faith; but the amount may not exceed the maximum of the obligations under the guarantee or other support arrangement. 
  
 “Copyrights” means all copyright rights, applications or registrations and like protections in each work or authorship or derivative work, whether published or not (whether or
not it is a trade secret) now or later existing, created, acquired or held. 
  
 “EBDA” means
the sum of (i) net earnings or losses to common stock shareholders, (ii) depreciation, (iii) amortization of goodwill, intangible assets, deferred compensation, (iv) dividends on preferred stock, and (v) restructuring charges incurred by the
Company. 
  
 “Equipment” means all present and future machinery, equipment, tenant
improvements, furniture, fixtures, vehicles, tools, parts and attachments in which the Company has any interest. 
  
 “ERISA” means the Employment Retirement Income Security Act of 1974, and its regulations. 
  
 “Event of Default” means the occurrence of one of the events described in Section 9.1. 
  
 “GAAP” means generally accepted accounting principles. 

 
 2 

  
 “Indebtedness” means (a) indebtedness for borrowed money
or the deferred price of property or services, such as reimbursement and other obligations for surety bonds and letters of credit, (b) obligations evidenced by notes, bonds, debentures or similar instruments, (c) capital lease obligations and (d)
Contingent Obligations. 
  
 “Initial Closing” has the meaning set forth in Section 2.1.

  
 “Initial Note” means the Note sold by the Company to the Lender at the Initial Closing.

  
 “Intellectual Property” means: 
  
 (a)    Copyrights, Trademarks, and Patents including amendments, renewals, extensions, and all licenses or other rights to use and all license fees and
royalties from the use; 
  
 (b)    Any trade secrets and any intellectual property rights in
computer software and computer software products now or later existing, created, acquired or held; 
  
 (c)    All design rights which may be available to the Company now or later created, acquired or held; 
  
 (d)    Any claims for damages (past, present or future) for infringement of any of the rights above, with the right, but not the obligation, to sue and collect damages for use or infringement of the
intellectual property rights above; 
  
 All proceeds and products of the foregoing, including all insurance,
indemnity or warranty payments. 
  
 “Inventory” means all present and future inventory in
which the Company has any interest, including merchandise, raw materials, parts, supplies, packing and shipping materials, work in process and finished products intended for sale or lease or to be furnished under a contract of service, of every kind
and description now or later owned by or in the custody or possession, actual or constructive, of the Company, including inventory temporarily out of its custody or possession or in transit and including returns on any accounts or other proceeds
(including insurance proceeds) from the sale or disposition of any of the foregoing and any documents of title. 
  
 “Investment” means any beneficial ownership of (including stock, partnership interest or other securities) any Person, or any loan, advance or capital contribution to any Person. 
  
 “Lien” means any mortgage, lien, deed of trust, charge, pledge, security interest or other encumbrance.

  
 “Loan Documents” means, collectively, this Agreement, the Notes, and the Warrants.

  
 “Material Adverse Change” means (i) a material adverse change in the business operations,
or condition (financial or otherwise) of the Company; (ii) a material impairment of the prospect of repayment of any portion of the Obligations; or (iii) a material impairment of the priority of the Lender’s security interests in the
Collateral. 

 
 3 

  
 “Net Revenues” means, as of the date of determination
thereof, net revenue as shown in the financial statements of the Company and determined in accordance with GAAP. 
  
 “Notes” means the Subordinated Secured Promissory Notes of the Company issued to the Lender under this Agreement in the form of the Note attached to this Agreement as Annex B and Annex C and
shall include each of the Initial Note and any Additional Notes. 
  
 “Obligations” means the
Company’s obligation to repay amounts to Lender as evidenced by the Notes. 
  
 “Patents”
means, renewals, reissues, extensions and continuations-in-part of the same. 
  
 “Permitted
Indebtedness” means (a) the Company’s indebtedness to the Lender under this Agreement or any other Loan Document; (b) Indebtedness existing on the Closing Date and shown on Exhibit 6.4, (c) Subordinated Debt; (d)
Indebtedness to trade creditors incurred in the ordinary course of business; (e) Indebtedness secured by a Lien described in clause (c) of the defined term “Permitted Liens”, provided, however, that (i) such Indebtedness does not exceed
the lesser of the cost or fair market value of the Equipment financed with such Indebtedness and (ii) such Indebtedness does not exceed $5,000,000 in the aggregate at any given time; (f) capital leases; and (g) Indebtedness secured by Permitted
Liens. 
  
 “Permitted Investments” means (a) Investments shown on Exhibit 3.7
and existing on the Closing Date; (b) Investments made by the Company or any Subsidiary, provided, however, that the Company may make Investments in its Subsidiaries, provided, however, that (ii) the aggregate amount of such Investments shall not
exceed $300,000 in any given quarter and (ii) no Event of Default has occurred which is continuing or would exist immediately after giving effect to any such Investment; (iii) marketable direct obligations issued or unconditionally guaranteed by the
United States or its agency or any State maturing within 2 years from its acquisition, (ii) commercial paper maturing no more than 1 year after its creation and currently having a rating of at least A-1 or P-1 from either Standard & Poor’s
Corporation or Moody’s Investors Service, Inc., and (iii) Bank certificates of deposit issued maturing no more than 2 years after issue. 
  
 “Permitted Liens” means (a) Liens existing on the Initial Closing and set forth in Exhibit 3.2 hereto or arising under this Agreement or the Notes, (b) purchase
money Liens (i) on equipment acquired or held by the Company incurred for financing the acquisition of the equipment, or (ii) existing on equipment when acquired, if the Lien is confined to the property and improvements and the proceeds of
the equipment; (c) Liens incurred in the extension, renewal or refinancing of the indebtedness secured by Liens described in (a) and (b) above; provided that any extension, renewal or replacement Lien must be limited to the property encumbered by
the existing Lien and the principal amount of the indebtedness may not increase. 
  
 “Person”
means any individual, sole proprietorship, partnership, limited liability company, joint venture, company association, trust, unincorporated organization, association, corporation, institution, public benefit corporation, firm, joint stock company,
estate, entity or government agency. 
  
 “Securities Act” means the Securities Act of 1933,
as amended, or any similar federal law then in force. 

 
 4 

  
 “SVB Loan Agreement” means that certain Loan and Security
Agreement, dated as of March 27, 2002, by and between the Company and Silicon Valley Bank, as amended, modified, and supplemented from time to time. 
  
 “Subordinated Debt” means debt incurred by the Company subordinated to the Company’s indebtedness owed to the Lender and which is reflected in a written agreement in a
manner and form acceptable to the Lender and approved by the Lender in writing. 
  
 “Subordination
Agreement” means that certain Subordination Agreement, dated as of even date herewith, between the Lender and Silicon Valley Bank, substantially in the form of Annex C hereto. 
  

“Subsidiary” means any Person in which the Company, directly or indirectly through Subsidiaries or otherwise, beneficially owns at least 50% of
either the equity interest in, or the voting control of, such Person. 
  
 “Tangible Net
Worth” means, on any date, the consolidated total assets of the Company and its Subsidiaries minus, (i) any amounts attributable to (a) goodwill, (b) intangible items such as unamortized debt discount and expense, Patents, trade
and service marks and names, Copyrights and research and development expenses except prepaid expenses, and (c) reserves not already deducted from assets, and (ii) Total Liabilities. 
  
 “Total Liabilities” means on any day, obligations that should, under GAAP, be classified as liabilities on the Company’s consolidated balance
sheet, including all Indebtedness, and current portion Subordinated Debt allowed to be paid, but excluding all other Subordinated Debt. 
  
 “Trademarks” means trademark and servicemark rights, registered or not, applications to register and registrations and like protections, and the entire goodwill of the business of Assignor connected
with the trademarks. 
  
 “Warrants” mean the Warrants to purchase Common Stock of the Company
granted to the Lender under this Agreement at the Initial Closing and at each Additional Closing in the form of the Warrant attached to this Agreement as Annex E. 
  
 Additional defined terms are found in the body of the following text. 
  
 The masculine form of words includes the feminine and the neuter and vice versa, and, unless the context otherwise requires, the singular form of words includes the plural and vice versa. The words
“herein,” “hereof,” “hereunder,” and other words of similar import when used in this Agreement refer to this Agreement as a whole, and not to any particular section or
subsection. 

 
 5 

  
 ARTICLE II 
 PURCHASE AND SALE TERMS 
  
 Section 2.1    Purchase
and Sale of Initial Note.    Subject to the terms of this Agreement, on or before December 31, 2002, or such other time as shall be agreed by the Company and the Lender in writing (the “Initial
Closing”), the Company shall issue and sell to the Lender, and the Lender shall purchase from the Company, an Initial Note in the form of the Note attached to this Agreement as Annex B. The purchase price payable by the Lender
for such Initial Note, as well as the face amount of such Note, are set forth opposite such Lender’s name on Exhibit 2.1. 
  
 Section 2.2    Purchase and Sale of Additional Notes. 
  
 2.2.1    In the event the Company provides written notice to Lender within 45 days following any Milestone Date set forth in Exhibit 2.2 that all 4 of the
milestones associated with the Milestone Date were attained by the Company as of the Milestone Date and that the Company has determined in the exercise of its discretion that it is in its best interests to sell an Additional Note to the Lender (and
such sale is not otherwise prohibited by this Agreement) (each, an “Additional Closing”), the Lender shall purchase from the Company within thirty (30) days after the Company provides such written notice an Additional Note
with the Purchase Price and Face Amount as listed on Exhibit 2.2 opposite such Milestone Date. 
  
 2.2.2    The Lender shall have no obligation to purchase an Additional Note at any Additional Closing with respect to which the Company has failed to meet or exceed the milestones related thereto as set
forth on Exhibit 2.2 or failed to provide the notice specified in Section 2.2.1 in a timely fashion. Furthermore, in no event shall the subsequent attainment by the Company of milestones associated with any subsequent
Milestone Date give rise to any obligation of Lender to purchase an Additional Note associated with a prior Milestone Date. 
  
 2.2.3    Provided that all other requirements for consummation of a subsequent Additional Closing have been fulfilled, the Company may require the Lender to consummate the
subsequent Additional Closing notwithstanding the fact that the one or more of the milestones associated with a prior Milestone Date and prior Additional Closing were not met by the Company. 
  
 2.2.4    The purchase price payable by the Lender to the Company for the Additional Notes, as well as the face amount of such
Additional Notes, related to each potential Additional Closing are set forth opposite to such Lender’s name on Exhibit 2.2. 
  
 2.2.5    The liability of the Lender for breach of this Section 2.2 shall be limited to those penalties set forth in writing in the Notes and the Warrants. 

 
 Section 2.3    Warrants.    Subject to the terms of this
Agreement, at each Closing, as further consideration for the purchase of the Notes, the Company shall grant to the Lender, and the Lender shall receive from the Company, a Warrant in the form of the Warrant attached to this Agreement as Annex
E. 

 
 6 

  
 Section 2.4 Payment. At the Initial Closing, the Lender
shall pay, in full and in Acceptable Currency, the purchase price (as set forth on Exhibit 2.1) of the Initial Note purchased by it. At each Additional Closing, the Lender shall pay, in full and in Acceptable Currency, the purchase
price (as set forth in Exhibit 2.2) of the Additional Note purchased by it. 
  
 ARTICLE III

 REPRESENTATIONS AND WARRANTIES OF THE COMPANY 
  
 Except as otherwise set forth in the Exhibits furnished pursuant to this Agreement, the Company represents and warrants to the Lender at each Closing that: 
  
 Section 3.1    Due Organization; Authorization and Other Matters.    The
Company and each Subsidiary is duly existing and in good standing in its state of formation and qualified and licensed to do business in, and in good standing in, any state in which the conduct of its business or its ownership of property requires
that it be qualified. The execution, delivery and performance of the Loan Documents have been duly authorized, and do not conflict with the Company’s formation documents, nor constitute an event of default under any material agreement by which
the Company is bound. The Company is not in default under any agreement to which or by which it is bound in which the default could cause a Material Adverse Change. The Loan Documents have been validly executed by the Company, and each such document
is the Company’s legal, valid and binding obligation, enforceable against the Company in accordance with its terms. The Company represents and warrants that (i) the Loan Documents and the transactions contemplated therein have been approved by
a disinterested majority of the Board of Directors, after full disclosure of all relevant facts regarding such transactions, including knowledge of Lender’s relationship as an officer, director and shareholder of the Company; (ii) the principal
terms contained in the Loan Documents were negotiated on behalf of the Company with the assistance of one or more disinterested, outside directors whose collective financial sophistication and experience negotiating and conducting financial
transactions equals or exceeds the financial sophistication and experience of Lender; and (iii) the Company has for several months explored many other alternatives for securing necessary working cash for the Company, and has elected to move forward
with the Loan Documents in large part due to the present absence of suitable alternatives and the Company’s urgent need for cash. 
  
 Section 3.2    Collateral.    The Company has good title to the Collateral, free of Liens except Permitted Liens. All Inventory is in all material respects
of good and marketable quality, free from material defects. The Company is the sole owner of the Intellectual Property, except for non-exclusive licenses granted to its customers in the ordinary course of business. Each Patent is valid and
enforceable and no part of the Intellectual Property has been judged invalid or unenforceable, in whole or in part, and no claim has been made that any part of the Intellectual Property violates the rights of any third party. 

 
 Section 3.3    Litigation.    Except as shown in
Exhibit 3.3, there are no actions or proceedings pending or, to the Company’s knowledge, threatened by or against the Company or any Subsidiary in which an adverse decision could cause a Material Adverse Change. 

 
 7 

  
 Section 3.4    No Material Adverse Change in
Financial Statements.    All consolidated financial statements for the Company, and any Subsidiary, delivered to the Lender fairly present in all material respects the Company’s consolidated financial
condition and the Company’s consolidated results of operations. There has not been any material deterioration in the Company’s consolidated financial condition since the date of the most recent financial statements submitted to the Lender.

  
 Section 3.5    Solvency.    The fair salable
value of the Company’s assets (including goodwill minus disposition costs) exceeds the fair value of its liabilities; the Company is not left with unreasonably small capital after the transactions contemplated by this Agreement; and the Company
is able to pay its debts (including trade debts) as they mature. 
  
 Section
3.6    Regulatory Compliance.    The Company is not an “investment company” or a company “controlled” by an “investment company” under the Investment
Company Act. The Company is not engaged as one of its important activities in extending credit for margin stock (under Regulations T and U of the Federal Reserve Board of Governors). The Company has complied with the Federal Fair Labor Standards
Act. The Company has not violated any laws, ordinances or rules, the violation of which could cause a Material Adverse Change. None of Company’s or any Subsidiary’s properties or assets has been used by the Company or any Subsidiary or, to
the best of the Company’s knowledge, by previous Persons, in disposing, producing, storing, treating, or transporting any hazardous substance other than legally. The Company and each Subsidiary has timely filed all required tax returns and
paid, or made adequate provision to pay, all material taxes, except those being contested in good faith with adequate reserves under GAAP. The Company and each Subsidiary has obtained all consents, approvals and authorizations of, made all
declarations or filings with, and given all notices to, all government authorities that are necessary to continue its business as currently conducted. 
  
 Section 3.7    Subsidiaries.    The Company does not own any stock, partnership interest or other equity securities except for
Permitted Investments. 
  
 Section 3.8    Full
Disclosure.    No representation, warranty or other statement of the Company in any certificate or written statement given to the Lender contains any untrue statement of a material fact or omits to state a material
fact necessary to make the statements contained in the certificates or statements not misleading. 
  
 ARTICLE IV

 REPRESENTATIONS AND WARRANTIES OF THE LENDER 
  
 The Lender represents and warrants to the Company that: 
  
 Section 4.1    The Lender is an “accredited investor” within the meaning of Rule 501 under the Securities Act and is a resident of the State of California. 
  
 Section 4.2    The Lender has sufficient knowledge and experience in investing in companies similar to the
Company in terms of the Company’s stage of development so as to be able to evaluate the risks and merits of its investment in the Company and is able financially to bear the risks thereof, including the complete loss of its investment.

 
 8 

  
 Section 4.3 The Lender has had an opportunity to discuss the
Company’s business, management and financial affairs with the Company’s management. 
  
 Section 4.4
The Notes being purchased by the Lender are being acquired for its own account for the purpose of investment and not with a view to or for sale in connection with any distribution thereof. 
  

Section 4.5 The Lender understands that (i) the Notes purchased have not been registered under the Securities Act by reason of their issuance in a transaction
exempt from the registration requirements of the Securities Act pursuant to Section 4(2) thereof or Rule 505 or 506 promulgated under the Securities Act, and (ii) the purchase of the Notes is a speculative investment that involves a high degree of
risk of loss of the entire investment. 
  
 Section 4.6 No broker has acted on behalf of the Lender in
connection with this Agreement, and there are no brokerage commissions, finders’ fees or similar fees or commissions payable in connection therewith based on any agreement, arrangement or understanding with the Lender or any action taken by it.

  
 Section 4.7 The Lender has full corporate or other power and authority to enter into and to perform this
Agreement and all documents and agreements contemplated by this Agreement, and each such document has been validly executed by the Lender and is the Lender’s legal, valid and binding obligation, enforceable against the Lender in accordance with
its terms. 
  
 Section 4.8 The Lender has sufficient funds unconditionally available to it (without the need
to obtain any additional third party financing or to satisfy any other financing contingency) to perform its obligations hereunder, including its obligations to purchase the Initial Note and each Additional Note provided by this Agreement.

  
 ARTICLE V 
 AFFIRMATIVE COVENANTS OF THE COMPANY 
  
 The Company will do all of the following:

  
 Section 5.1    Government Compliance.    The
Company will maintain its and all Subsidiaries’ corporate existence and good standing in its jurisdiction of incorporation and maintain qualification in each jurisdiction in which the failure to so qualify could have a material adverse effect
on the Company’s business or operations. The Company will comply, and have each Subsidiary comply, with all laws, ordinances and regulations to which it is subject, noncompliance with which could have a material adverse effect on the
Company’s business or operations or cause a Material Adverse Change. 
  
 Section
5.2    Inventory; Returns.    The Company will keep all Inventory in good and marketable condition, free from material defects. Returns and allowances between the Company and its
account debtors will follow the Company’s customary practices as they exist on the Closing Date. The Company will promptly notify the Lender of all returns, recoveries, disputes and claims, that involve more than $100,000. 

 
 9 

  
 Section
5.3    Taxes.    The Company will make, and cause each Subsidiary to make, timely payment of all material federal, state, and local taxes or assessments and will deliver to the Lender,
on demand, appropriate certificates attesting to the payment. 
  
 Section
5.4    Insurance.    The Company will keep its business and the Collateral insured for risks and in amounts, as the Lender reasonable requests. Insurance policies will be in a form, with companies,
and in amounts that are satisfactory to the Lender. All property policies will have a lender’s loss payable endorsement showing the Lender as a loss payee and all liability policies will show the Lender as an additional insured and provide that
the insurer must give the Lender at least 30 days notice before canceling its policy. At the Lender’s request, the Company will deliver certified copies of policies and evidence of all premium payments. Subject to the Subordination Agreement,
proceeds payable under any policy will, at the Lender’s option, be payable to the Lender on account of the Obligations. 
  
 Section 5.5    Control Agreements.    Within thirty (30) days of the opening of any deposit account or investment account, the Company will execute and deliver to
the Lender control agreements in order for the Lender to perfect its security interest in such deposit accounts or investment accounts. 
  
 Section 5.6    Further Assurances.    The Company will execute any further instruments and take further action as the Lender reasonably requests to perfect
or continue the Lender’s security interest in the Collateral or to effect the purposes of this Agreement. Without limiting the foregoing, the Company agrees to cooperate in all respects, as and if reasonably requested by Lender, to facilitate
filing by Lender of UCC-1 financing statements in Delaware and California, and filing of customary perfection documentation in the United Stated Patent and Trademark Office (“USPTO filings”), and the Company agrees to pay any and all
ordinary course filing fees associated with the USPTO filings. 
  
 ARTICLE VI 
 NEGATIVE COVENANTS 
  
 The Company will not do any of
the following without the Lender’s prior written consent, which will not be unreasonably withheld or delayed: 
  
 Section 6.1    Dispositions.    Convey, sell, lease, transfer or otherwise dispose of (collectively “Transfer”), or permit any of its Subsidiaries to
Transfer, all or any part of its business or property, other than Transfers (i) of Inventory in the ordinary course of business; (ii) of non-exclusive licenses and similar arrangements for the use of the property of the Company or its Subsidiaries
in the ordinary course of business; or (iii) of worn-out or obsolete Equipment. 
  
 Section
6.2    Changes in Business, Ownership, Management or Business Locations.    Engage in or permit any of its Subsidiaries to engage in any business other than the businesses currently
engaged in by the Company or have a change in its ownership (other than the sale of the Company’s equity securities in a public or private offering) of greater than 51%. The Company will not, without at least 30 days prior written notice,
relocate its chief executive office or add any new offices or business locations. 

 
 10 

  
 Section 6.3    Mergers or
Acquisitions.    Merge or consolidate, or permit any of its Subsidiaries to merge or consolidate, with any other Person, or acquire, or permit any of its Subsidiaries to acquire, all or substantially all of the
capital stock or property of another Person, except where (i) no Event of Default has occurred and is continuing or would result from such action during the term of this Agreement and (ii) such transaction would not result in a decrease of more than
25% of Tangible Net Worth. A Subsidiary may merge or consolidate into another Subsidiary or into the Company. 
  
 Section 6.4    Indebtedness.    Create, incur, assume, or be liable for any Indebtedness, or permit any Subsidiary to do so, other than Permitted Indebtedness.

  
 Section 6.5    SVB Loan Agreement.    The
Company will not agree to or enter into any amendment of the SVB Loan Agreement, or enter into any new agreement, with Silicon Valley Bank (including its Affiliates, “SVB”) which would increase the aggregate potential aggregate lending
commitment of SVB to the Company beyond the potential aggregate lending commitment of SVB to the Company existing on the date of the Initial Closing (i.e., $6.4 million). 
  
 Section 6.6    Encumbrance.    Create, incur, or allow any Lien on any of its property, or assign or
convey any right to receive income, including the sale of any Accounts, or permit any of its Subsidiaries to do so, except for Permitted Liens, or permit the Lender’s security interest in the Collateral to change, subject to Permitted Liens.

  
 Section 6.7    Distributions;
Investments.    Directly or indirectly acquire or own any Person, or make any Investment in any Person, other than Permitted Investments, or permit any of its Subsidiaries to do so. Pay any dividends or make any
distribution or payment or redeem, retire or purchase any capital stock, except that the Company may repurchase the Common Stock of former employees (if such stock was originally issued pursuant to an incentive equity plan or agreement) pursuant to
stock repurchase agreements as long as an Event of Default does not exist prior to such repurchase or would not exist after giving effect to such repurchase. 
  
 Section 6.8    Transactions with Affiliates.    Directly or indirectly enter into or permit any material transaction with any
Affiliate except transactions that are in the ordinary course of the Company’s business, on terms less favorable to the Company than would be obtained in an arm’s length transaction with a non-affiliated Person. 
  
 Section 6.9    Subordinated Debt.    Make or permit any payment on any
Subordinated Debt, except under the terms of the Subordinated Debt, or amend any provision in any document relating to the Subordinated Debt without the Lender’s prior written consent, such consent not to be unreasonably withheld. 

 
 Section 6.10    Compliance.    Become an “investment
company” or a company controlled by an “investment company,” under the Investment Company Act of 1940 or undertake as one of its important activities extending credit to purchase or carry margin stock, or use the proceeds of any Note
for that purpose; fail to meet the minimum funding requirements of ERISA, permit a “reportable event” or “prohibited transaction”, as defined in ERISA, to occur; fail to comply with the Federal Fair Labor Standards Act or violate
any other law or regulation, if the violation could reasonably be expected to have a material adverse effect on the Company’s business or operations 

 
 11 

  
 or would reasonably be expected to cause a Material Adverse Change, or permit any of its Subsidiaries to
do so. 
  
 ARTICLE VII 
 CREATION OF SECURITY INTEREST 
  
 Section 7.1    Grant
of Security Interest.    The Company grants the Lender a continuing security interest in all presently existing and later acquired Collateral to secure all Obligations and performance of each of the Company’s
duties under the Loan Documents. If this Agreement is terminated, the Lender’s lien and security interest in the Collateral will continue until the Company fully satisfies its Obligations. 
  

ARTICLE VIII 
 THE CLOSING AND CLOSING CONDITIONS 

 
 Section 8.1    The Initial Closing.    The purchase and
sale of the Initial Note shall take place at the Initial Closing to be held at the offices of Pillsbury Winthrop LLP, 50 Fremont Street, San Francisco, CA 94105 on or before December 31, 2002 or at such other time as shall be agreed in writing by
the Company and the Lender. The obligation of the Lender to purchase an Initial Note at the Initial Closing shall be subject to satisfaction or waiver of each of the conditions set forth in this Section 8.1: 
  
 8.1.1    The Company shall have performed and complied with all agreements and conditions
contained herein required to be performed or complied with by it prior to or at the Closing Date for the Initial Closing; 
  
 8.1.2    The Company shall have duly issued and delivered the Initial Note and the Warrant related thereto to the Lender as provided by this Agreement; 
  
 8.1.3    The Lender and Silicon Valley Bank shall have executed and delivered the Subordination
Agreement. 
  
 8.1.4    The Lender and its special counsel shall have
received copies of the following supporting documents: (i) copies of the Company’s Certificate of Incorporation certified as of a recent date by the Delaware Secretary of State; (ii) a certificate of good standing for the Company certified as
of a recent date by the Delaware Secretary of State; and (iii) a certificate of the Secretary of the Company, dated as of the date on which the Initial Closing occurs and certifying that attached thereto is a true and complete copy of the Bylaws of
the Company as in effect on the date of that certification; 
  
 8.1.5    All corporate and other proceedings to be taken by the Company in connection with the transactions contemplated hereby and all documents incident thereto shall be reasonably satisfactory in form
and substance to the Lender and its special counsel; and 
  
 8.1.6    The
Company shall have delivered a certificate to the Lender signed by the Chief Financial Officer of the Company stating that the representations and warranties made by the Company in this Agreement are true and correct in all material respects as of
such date and that no Event of Default exists or would be caused by consummation of the Initial Closing. 

 
 12 

  
 Section 8.2    Additional
Closings.    Subject to the requirements of Section 2.2, the purchase and sale of the Additional Notes, if applicable, shall take place at a time and place to be agreed by the Company and the Lender in writing. The
obligation of the Lender to purchase an Additional Note at such Additional Closing shall be subject to satisfaction or wavier of each of the conditions set forth in this Section 8.2. 
  
 8.2.1    The Company shall have performed and complied with all agreements and conditions contained herein required to be
performed or complied with by it prior to or at the Closing Date for such Additional Closing; 
  
 8.2.2    The Company shall have duly issued and delivered the Additional Note and the Warrant related thereto to the Lender as provided by this Agreement; and 
  
 8.2.3    The Company shall have delivered a certificate to the Lender signed by the Chief
Financial Officer of the Company stating that the representations and warranties made by the Company in this Agreement are true and correct in all material respects as of such date and that no Event of Default exists or would be caused by
consummation of such Additional Closing. 
  
 ARTICLE IX 
 MISCELLANEOUS 
  
 Section 9.1    Events of
Default.    Subject to the terms and conditions of the Subordination Agreement, any one of the following is an Event of Default: (a) if the Company fails to pay any of the Obligations within 3 days after their due
date; (b) if the Company does not perform any obligation in Section 5 or violates any covenant in Section 6 or does not perform or observe any other material term, condition or covenant in this Agreement or in any of the Loan Documents and has not
cured the default within 10 days after it occurs, or if the default cannot be cured within 10 days or cannot be cured after the Company’s attempts in the 10 day period, and the default may be cured within a reasonable time, then the Company has
an additional time (of not more than 30 days) to attempt to cure the default; (c) if an event of default occurs under the SVB Loan Agreement; and (d) without limiting (c) in any way, if SVB takes any action against the Collateral. Upon the
occurrence of one or more of the Events of Default set forth in this Section 9.1, the Lender shall be entitled to exercise all rights under applicable law, including those rights set forth in the Notes and the Warrants. 
  
 Section 9.2    Expenses.    Upon consummation of the Initial Closing,
legal fees and other out-of-pocket expenses incurred by the Lender will be payable by the Company, but not in an amount to exceed $5,000. 
  
 Section 9.3    Remedies Cumulative.    Except as herein provided, the remedies provided herein shall be cumulative and shall not preclude assertion by any
party hereto of any other rights or the seeking of any other remedies against the other party hereto. 
  
 Section
9.4    Brokerage.    Each party hereto will indemnify and hold harmless the others against and in respect of any claim for brokerage or other commission relative to this Agreement or
to the transaction contemplated hereby, based in any way on agreements, arrangements or understandings made or claimed to have been made by that party with any third party. 

 
 13 

  
 Section
9.5    Severability.    Whenever possible, each provision of this Agreement shall be interpreted in such a manner as to be effective and valid under applicable law, but if any
provision of this Agreement shall be prohibited by or invalid under applicable law, those provisions shall be ineffective to the extent of that prohibition or invalidity, without invalidating the remainder of those provision or the remaining
provisions of this Agreement. 
  
 Section 9.6    Parties in
Interest.    All covenants and agreements contained in this Agreement by or on behalf of any of the parties hereto shall bind and inure to the benefit of the respective legal representatives, successors and assigns
of the parties hereto whether so expressed or not. 
  
 Section
9.7    Notices.    Any notice, demand, request or other communication which the Lender or the Company may be required to give hereunder shall be in writing, shall be effective and
deemed received the following business day when sent by overnight mail, or the third business day after deposited in first class United States mail, postage prepaid, and shall be addressed as follows, or to such other addresses as the parties may
designate by like notice: 
  
 If to the Company: 
  
 eGain Communications Corporation 
 624 East Evelyn Avenue 
 Sunnyvale, CA 94086 

	 	Attn:
	 
	Eric Smit 
 

 Chief Financial
Officer 
 Phone: (408) 212-3400 
 Fax: (408) 212-3500 
  
 If to the Lender: 
  
 Ashutosh Roy 
 781 Berry Avenue 
 Los Altos, CA 94024 
 Phone: (408) 212-3400 
 Fax: (408) 212-3500 
  
 Notwithstanding anything to the contrary, all notices and demands for payment from the Lender actually received in writing by the Company shall be considered to
be effective upon the receipt thereof by the Company regardless of the procedure or method utilized to accomplish delivery thereof to the Company. 
  
 Section 9.8    No Waiver.    No failure to exercise and no delay in exercising any right, power or privilege granted under this
Agreement shall operate as a waiver of that right, power or privilege. No single or partial exercise of any right, power or privilege granted under this Agreement shall preclude any other or further exercise thereof or the exercise of any other
right, power or privilege. The rights and remedies provided in this Agreement are cumulative and are not exclusive of any rights or remedies provided by law. 

 
 14 

  
 Section 9.9    Amendments and
Waivers.    Except as herein provided, this Agreement may be modified or amended only by a writing signed by the Company and the Lender. 
  
 Section 9.10    Survival of Agreements, etc.    All agreements, representations and warranties contained
in this Agreement or made in writing by or on behalf of the Company or the Lender in connection with the transactions contemplated by this Agreement shall survive the execution and delivery of this Agreement, each Closing, and any investigation at
any time made by or on behalf of the Lender. Notwithstanding the preceding sentence, however, all those representations (other than intentional misrepresentations) and warranties, but no such agreements, shall expire three years after the date of
this Agreement. 
  
 Section
9.11    Construction.    This Agreement shall be governed by and construed in accordance with the procedural and substantive laws of the State of California without regard for its
conflicts-of-laws rules. 
  
 Section 9.12    Entire
Understanding.    This Agreement and the documents expressly referenced in this Agreement express the entire understanding of the parties and supersede all prior and contemporaneous agreements and undertakings of
the parties with respect to the subject matter of this Agreement and such documents. 
  
 Section
9.13    Assignment; No Third-Party Beneficiaries. 
  
 9.13.1    This Agreement and the rights hereunder shall not be assignable or transferable by the Lender or the Company, except by operation of law in connection with a merger, consolidation or sale of
substantially all the assets of the Company, without the prior written consent of the other parties hereto, which consent shall not be unreasonably withheld. Subject to the preceding sentence, this Agreement shall be binding upon, inure to the
benefit of and be enforceable by the parties hereto and their respective, legal representatives, successors and assigns. 
  
 9.13.2    This Agreement is for the sole benefit of the parties hereto and their permitted assigns and nothing herein expressed or implied shall give or be construed to give to any Person, other
than the parties hereto and those assigns, any legal or equitable rights hereunder. 
  
 Section
9.14    Counterparts.    This Agreement may be executed in one or more counterparts, each of which shall be deemed to be an original but all of which taken together shall constitute
one agreement. 
  

 
 15 

  
 IN WITNESS WHEREOF, this Agreement has been duly executed and delivered by
the duly authorized officer of each party hereto as of the date first above written. 
  
 
	 COMPANY:
  
 eGAIN
COMMUNICATIONS CORPORATION
 
	 
	 By:
 	 	 /S/    GUNJAN SINHA        
 

	  	 	 Name: Gunjan Sinha
 Its:       President
 
	 
	 By:
 	 	 /S/    ERIC SMIT        
 

	  	 	 Name: Eric Smit
 Its:       Chief Financial
Officer
 

 
  
  
 
	 LENDER:
  
 ASHUTOSH
ROY
 
	 
	 /S/    ASHUTOSH ROY        

	  	 	  

 
  
  
  
 Signature page to the Note and Warrant Purchase Agreement, dated December 24, 2002. 

 
 16 

  
 Annex A 
  
 List of Collateral 
  
 The Collateral consists of all of the
Company’s right, title and interest in and to the following: 
  
 All goods and equipment now owned or hereafter acquired, including,
without limitation, all machinery, fixtures, vehicles (including motor vehicles and trailers), and any interest in any of the foregoing, and all attachments, accessories, accessions, replacements, substitutions, additions, and improvements to any of
the foregoing, wherever located; 
  
 All inventory, now owned or hereafter acquired, including, without limitation, all merchandise, raw
materials, parts, supplies, packing and shipping materials, work in process and finished products including such inventory as is held for sale or lease, or to be furnished under a contract of service or is temporarily out of the Company’s
custody or possession or in transit and including any returns or repossession upon any accounts or other proceeds, including insurance proceeds, resulting from the sale or disposition of any of the foregoing and any documents of title representing
any of the above; 
  
 All contract rights and general intangibles now owned or hereafter acquired, including, without limitation, goodwill,
trademarks, servicemarks, trade styles, trade names, patents, patent applications, leases, license agreements, franchise agreements, blueprints, drawings, purchase orders, customer lists, route lists, infringements, claims, computer programs,
computer discs, computer tapes, literature, reports, catalogs, design rights, income tax refunds, payments of insurance, payment intangibles, and rights to payment of any kind; 
  
 All now existing and hereafter arising accounts (including health-care insurance receivables), contract rights, royalties, license rights and all other forms of obligations owing to the Company arising
out of the sale or lease of goods, the licensing of technology or the rendering of services by the Company, whether or not earned by performance, and any and all credit insurance, guaranties, and other security therefor, as well as all merchandise
returned to or reclaimed by the Company; 
  
 All documents (including negotiable documents), cash, deposit accounts, securities, securities
entitlements, securities accounts, investment property, financial assets, letters of credit, letter of credit rights, money, certificates of deposit, instruments (including promissory notes) and chattel paper (including tangible and electronic
chattel paper) now owned or hereafter acquired and the Company’s Books relating to the foregoing; 
  
 All copyright rights, copyright
applications, copyright registrations and like protections in each work of authorship and derivative work thereof, whether published or unpublished, now owned or hereafter acquired; all trade secret rights, including all rights to unpatented
inventions, know-how, operating manuals, license rights and agreements and confidential information, now owned or hereafter acquired; all claims for damages by way of any past, present and future infringement of any of the foregoing; and

 

  
 All of the Company’s Books relating to the foregoing, and the computers and equipment containing
said books and records, and any and all claims, rights and interests in any of the above and all substitutions for, additions and accessions to and proceeds thereof.

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