Document:

EX-4.5

 Exhibit 4.5 

THESE SECURITIES HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED (THE “1933 ACT”), OR
UNDER ANY STATE SECURITIES LAWS. THESE SECURITIES ARE SUBJECT TO RESTRICTIONS ON TRANSFERABILITY AND RESALE AND MAY NOT BE TRANSFERRED, SOLD, OFFERED FOR SALE, PLEDGED OR HYPOTHECATED IN THE ABSENCE OF A REGISTRATION STATEMENT IN EFFECT WITH RESPECT
TO THESE SECURITIES UNDER THE 1933 ACT OR APPLICABLE STATE SECURITIES LAWS OR AN OPINION OF COUNSEL SATISFACTORY TO THE COMPANY THAT ANY PROPOSED TRANSFER OR RESALE IS IN COMPLIANCE WITH THE 1933 ACT AND ANY APPLICABLE STATE SECURITIES LAWS.
INVESTORS SHOULD BE AWARE THAT THEY MAY BE REQUIRED TO BEAR THE FINANCIAL RISKS OF THIS INVESTMENT FOR AN INDEFINITE PERIOD OF TIME. 
  

			
	Warrant No.                 	  	January 4, 2010
		  	(the “Issue Date”)

 WARRANT TO PURCHASE SERIES B PREFERRED STOCK 

OF 
 BILL.COM, INC.

 THIS CERTIFIES THAT Comerica Bank or its permitted assigns (“Registered Holder”) is entitled, subject to the
terms and conditions of tins warrant (the “Warrant”), to purchase from Bill.com, Inc., a Delaware corporation (the “Company“) at any time during the period commencing on the
date hereof and terminating on January 4, 2020 (the “Exercise Period”) 102,740 shares of Series B Preferred Stock of the Company (as adjusted pursuant to Section 2), $0.00001 par value per share (the
“Warrant Stock”), at a price per share of US $0.73 (the “Warrant Price”) (as adjusted pursuant to Section 2), upon surrender of this Warrant at the principal office of the Company,
together with a duly executed subscription form in the form attached hereto as Exhibit 1 and simultaneous payment of the full Warrant Price for the shares of Warrant Stock so purchased in lawful money of the United States. Except as otherwise
provided in Section 2.5 with regard to earlier termination, this Warrant shall terminate at the end of the Exercise Period and may not be exercised thereafter. 

1. Exercise. This Warrant may be exercised in whole, but not in part, at any time during the Exercise Period, by surrendering
this Warrant at the principal office of the Company at 3250 Ash Street, Palo Alto, CA 94306 (or if the principal offices of the Company are changed, then at such other address for the principal offices of the Company as the Company shall give
written notice to the Registered Holder), with the subscription form attached hereto duly executed by the Registered Holder, and payment, in lawful money of the United States in an amount equal to the product obtained by multiplying (i) the
number of shares of Warrant Stock purchased upon such exercise by (ii) the Warrant Price, as determined in accordance with the terms hereof. All shares of Warrant Stock issued upon the exercise of this Warrant pursuant to this Section 1
shall be validly issued, fully paid and nonassessable. 
 2. Adjustment of Warrant Price and Number of Shares of Warrant
Stock. The number and character of shares of Warrant Stock issuable upon exercise of this Warrant (or any shares of stock or other securities or property at the time receivable or issuable upon exercise of this Warrant) and the Warrant Price
therefor, are subject to adjustment upon the occurrence of any of the following events: 
 2.1 Adjustment for Stock Splits, Stock
Dividends, Combinations, etc. The Warrant Price and the number of shares of Warrant Stock issuable upon exercise of this Warrant shall each be proportionally adjusted to reflect any stock dividend, stock split, reverse stock split, or similar
event applicable to shares of the same class and series as the Warrant Stock that occurs after the Issue Date. 

 2.2 Adjustment for Other Dividends and Distributions. In case the Company shall,
after the Issue Date, make or issue, or shall fix a record date for the determination of eligible holders entitled to receive, a dividend or other distribution payable with respect to shares of the same class and series as the Warrant Stock payable
in securities of the Company (other than issuances with respect to which adjustment is made under Section 2.1) or other assets of the Company, then, and in each such case, the Registered Holder of this Warrant, upon exercise of this Warrant at
any time after the consummation, effective date or record date of such event, shall receive, in addition to the shares of Warrant Stock issuable upon such exercise prior to such date, the securities or such other assets of the Company to which such
Registered Holder would have been entitled upon such date if such Registered Holder had exercised this Warrant immediately prior thereto (all subject to further adjustment as provided in this Warrant). 

2.3 Adjustment for Recapitalization, Reorganization, Consolidation, Merger. In case of any recapitalization or reorganization of the
Company (or of any other corporation, the stock or other securities of which are at the time receivable on the exercise of this Warrant), after the Issue Date, or in case, after such date, the Company (or any such corporation) shall consolidate with
or merge into another corporation, then, and in each such case, the Registered Holder of this Warrant, upon the exercise of this Warrant at any time after the consummation of such recapitalization, reorganization, consolidation, or merger, shall be
entitled to receive, in lieu of the stock or other securities and property receivable upon the exercise of this Warrant prior to such consummation, the stock or other securities or property to which such Registered Holder would have been entitled
upon the consummation of such recapitalization, reorganization, consolidation or merger if such Registered Holder had so exercised this Warrant immediately prior thereto, all subject to further adjustment as provided in this Section 2; and in
each such case, the terms of this Warrant shall be applicable to the shares of stock or other securities or property receivable upon the exercise of this Warrant after the consummation of such recapitalization, reorganization, consolidation, merger
or conveyance. Notwithstanding the foregoing, the provisions of this Section 2.3 shall not apply to any Acquisition (as defined below) that is not an Illiquid Acquisition (as defined below). 

2.4 Notice of Adjustment. Upon any adjustment of number and character of shares of Warrant Stock issuable upon exercise of this Warrant
(or any shares of stock or other securities or property at the time receivable or issuable upon exercise of this Warrant) and the Warrant Price therefor, the Company shall give written notice in accordance with Section 6.1. The notice shall be
signed by the Company’s chief financial officer and shall state the Warrant Price resulting from such adjustment and the increase or decrease, if any, in the number of shares of Warrant Stock purchasable at such price upon the exercise of this
Warrant, setting forth in reasonable detail the method of calculation and the facts upon which such calculation is based. 
 2.5
Acquisition of the Company. 
 (a) “Acquisition.” For the purpose of this Warrant,
“Acquisition” shall mean any of the following: (i) a consolidation, merger or other reorganization of the Company (in one or a series of related transactions) in which the holders of the Company’s
outstanding voting stock immediately prior to such transaction(s) own, immediately after such transaction(s), securities representing less than fifty percent (50%) of the voting power of the corporation or other entity surviving such transaction(s)
as a result of their shareholdings in the Company immediately prior to such transaction(s); (ii) a dissolution or liquidation of the Company; or (iii) the sale of all or substantially all of the assets of the Company. 

(b) Treatment of Warrant in the Event of an Acquisition. The Company shall give Registered Holder written notice at least 20 days prior
to the closing of any proposed Acquisition. If holders of Warrant Stock will receive any consideration in such Acquisition on account of their shares of Warrant Stock other than cash or common stock of a corporation whose common stock is traded on a
national securities exchange or the Nasdaq National Market (or any successor) or any similar national quotation system, or any combination thereof (an “Illiquid Acquisition”), then the Company will use commercially reasonable
efforts to cause the acquirer of the Company in such Illiquid Acquisition (the “Acquirer”) to assume this Warrant as a part of the Acquisition. If the Acquirer assumes this Warrant, then this Warrant shall be exercisable for
the same securities, cash, and property as would be payable for the Warrant Stock issuable upon exercise of the unexercised portion of this Warrant as if such shares of Warrant Stock were outstanding on the record date for the Illiquid Acquisition
and subsequent closing. The Warrant Price shall be adjusted accordingly, and the Warrant Price and number and class of Warrant Stock 

  
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 shall continue to be subject to adjustment from time to time in accordance with the provisions hereof. If
the Acquirer refuses to assume this Warrant in connection with an Illiquid Acquisition, or if the Acquisition is not an Illiquid Acquisition, then the Company shall give Registered Holder an additional written notice at least 5 days prior to the
closing of the Acquisition of such fact. In such event, notwithstanding any other provision of this Warrant to the contrary, Registered Holder may immediately exercise this Warrant in the manner specified in this Warrant with such exercise effective
immediately prior to closing of such Acquisition and if Registered Holder elects not to exercise this Warrant, then notwithstanding anything to the contrary herein, this Warrant will terminate immediately prior to the closing of such Acquisition.

 2.6 Adjustments for Diluting Issuances. In the event of the issuance by the Company after the Issue Date of securities that trigger
price-based anti-dilution adjustments to the conversion price of the Warrant Stock under the Company’s Amended and Restated Certificate of Incorporation (“Certificate of Incorporation”), as amended from time to time
hereafter (a ‘‘Diluting Issuance”), then the number of shares of common stock issuable upon conversion of the Warrant Stock shall be adjusted in accordance with those provisions of the Company’s Certificate of
Incorporation, as amended from time to time, that apply to Diluting Issuances. 
 3. Representations and Warranties and Certain
Agreements of Registered Holder. Registered Holder hereby represents and warrants to, and agrees with, the Company, that: 
 3.1
Purchase for Own Account. Each of this Warrant and the shares of Warrant Stock (collectively, the “Securities”) will be acquired for investment for Registered Holder’s and its parent company, Comerica
Incorporated’s, own account, not as a nominee or agent, and not with a view to the public resale or distribution thereof within the meaning of the U.S. Securities Act of 1933 (the “1933 Act”), and Registered Holder has
no present intention of selling, granting any participation in, or otherwise distributing the same. 
 3.2 Disclosure of Information.
Registered Holder believes that it has received or has had full access to all the information it considers necessary or appropriate to make an informed investment decision with respect to the Securities. Registered Holder further has had an
opportunity to ask questions and receive answers from the Company regarding the terms and conditions of the offering of the Securities and to obtain additional information (to the extent the Company possessed such information or could acquire it
without unreasonable effort or expense) necessary to verify any information furnished to Registered Holder or to which Registered Holder had access. 

3.3 Investment Experience. Registered Holder understands that the purchase of the Securities involves substantial risk. Registered
Holder (i) has experience as an investor in securities of companies in the development stage and acknowledges that Registered Holder is able to fend for itself, can bear the economic risk of Registered Holder’s investment in the Securities
and has such knowledge and experience in financial or business matters that Registered Holder is capable of evaluating the merits and risks of this investment in the Securities and protecting its own interests in connection with this investment
and/or (ii) has a preexisting personal or business relationship with the Company and certain of its officers, directors or controlling persons of a nature and duration that enables Registered Holder to be aware of the character, business acumen
and financial circumstances of such persons. 
 3.4 Accredited Investor Status. Registered Holder is an “accredited
investor” within the meaning of Regulation D promulgated under the 1933 Act. 
 3.5 Restricted Securities. Registered Holder
understands that the Securities are characterized as “restricted securities” under the 1933 Act and Rule 144 promulgated thereunder inasmuch as they are being acquired from the Company in a transaction not involving a public offering, and
that under the 1933 Act and applicable regulations thereunder such securities may be resold without registration under the 1933 Act only in certain limited circumstances. In this connection, Registered Holder represents that Registered Holder is
familiar with Rule 144 of the U.S. Securities and Exchange Commission, as presently in effect, and understands the resale limitations imposed thereby and by the 1933 Act Registered Holder understands that the Company is under no obligation to
register any of the securities sold hereunder. 

  
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 3.6 No Solicitation. At no time was the Registered Holder presented with or solicited
by any publicly issued or circulated newspaper, mail, radio, television or other form of general advertising or solicitation in connection with the offer, sale and purchase of the Securities. 

3.7 Transfer of Warrant Prohibited. Neither this Warrant, nor any rights hereunder, may be assigned, conveyed or transferred, in whole
or in part, without the Company’s prior written consent which the Company may withhold in its sole discretion; provided, however, that subject to compliance with all applicable securities laws, the consent of the
Company shall not be required for an assignment or transfer of this Warrant to an Affiliate (as defined below) of the Registered Holder, provided that such Affiliate shall be bound by the terms of this Warrant and is also an “accredited
investor” within the meaning of Regulation D promulgated under the 1933 Act. Registered Holder agrees to give notice to the Company of any such transfer in connection with or prior to the exercise of this Warrant and the Affiliate which is the
transferee shall agree in a writing reasonably satisfactory to the Company to be bound by the terms of this Warrant and represent that it is an “accredited investor” within the meaning of Regulation D promulgated under the 1933 Act
(provided that such notice and the signing of such a writing shall not be a condition precedent to the effectiveness of the transfer; provided, further, however, that notwithstanding anything to the contrary herein, the Company shall have no
obligations under this Warrant with respect to any transferee of the Warrant until delivery to the Company of such notice and such signed writing). Registered Holder hereby gives notice that, promptly following the issuance of this Warrant to it,
Registered Holder intends to transfer this Warrant to its parent entity, Comerica Incorporated, in accordance with Section 3.7. “Affiliate” means any entity that directly, or indirectly through one or more
intermediaries, controls or is controlled by, or is under common control with the Registered Holder. 
 3.8 Further Limitations on
Disposition. Without in any way limiting the representations set forth above, Registered Holder further agrees not to make any disposition of all or any portion of the Securities (other than the Warrant itself, transfers of which are governed by
Section 3.7) unless and until: 
 (a) there is then in effect a registration statement under the 1933 Act covering such proposed
disposition and such disposition is made in accordance with such registration statement; or 
 (b) Registered Holder 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, at the expense of Registered Holder or its transferee, with an opinion of counsel, reasonably
satisfactory to the Company, that such disposition will not require registration of such securities under the 1933 Act. 
 Notwithstanding the provisions of
paragraphs (a) and (b) above, no such registration statement or opinion of counsel shall be required: (i) for any transfer in compliance with Rule 144 or Rule 144A; (ii) for any transfer without consideration (or with consideration
with the Company’s consent) by a Registered Holder that is a partnership or a corporation to (A) a partner of such partnership or shareholder of such corporation, (B) a retired partner of such partnership who retires after the date
hereof, (C) the estate of any such partner or shareholder or (D) an entity that is an affiliate of such entity (including without limitation a wholly owned subsidiary); or (iii) for the transfer by gift, will or intestate succession
by any Registered 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 3 to the same extent as if the transferee were an original Registered Holder hereunder. 
 3.9 Legends. Registered Holder
understands and agrees that the certificates evidencing the Securities will bear legends substantially similar to those set forth below in addition to any other legend that may be required by applicable law, by the Company’s Articles of
Incorporation or Bylaws, as amended from time to time hereafter, or by any agreement between the Company and such Registered Holder: 
 THE
SECURITIES REPRESENTED HEREBY HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED (THE “1933 ACT”), OR UNDER THE SECURITIES LAWS OF CERTAIN STATES. THESE SECURITIES ARE SUBJECT TO RESTRICTIONS ON TRANSFERABILITY AND
RESALE AND MAY NOT BE TRANSFERRED OR RESOLD EXCEPT AS PERMITTED UNDER THE 1933 ACT AND THE 

  
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 APPLICABLE STATE SECURITIES LAWS, PURSUANT TO REGISTRATION OR EXEMPTION THEREFROM INVESTORS
SHOULD BE AWARE THAT THEY MAY BE REQUIRED TO BEAR THE FINANCIAL RISKS OF THIS INVESTMENT FOR AN INDEFINITE PERIOD OF TIME. THE ISSUER OF THESE SECURITIES MAY REQUIRE AN OPINION OF COUNSEL IN FORM AND SUBSTANCE REASONABLY SATISFACTORY TO THE ISSUER
TO THE EFFECT THAT ANY PROPOSED TRANSFER OR RESALE IS IN COMPLIANCE WITH THE 1933 ACT AND ANY APPLICABLE STATE SECURITIES LAWS. 
 THE SHARES
EVIDENCED BY THIS CERTIFICATE: (1) ARE CONVERTIBLE INTO SHARES OF COMMON STOCK OF THE COMPANY AT THE OPTION OF THE HOLDER AT ANY TIME PRIOR TO AUTOMATIC CONVERSION THEREOF; (2) AUTOMATICALLY CONVERT INTO COMMON STOCK OF THE COMPANY IN THE EVENT
OF A PUBLIC OFFERING MEETING CERTAIN REQUIREMENTS OR UPON THE CONSENTS OF CERTAIN HOLDERS OF THE COMPANY’S PREFERRED STOCK ALL PURSUANT TO AND UPON THE TERMS AND CONDITIONS SPECIFIED IN THE COMPANY’S ARTICLES OF INCORPORATION. A COPY OF
SUCH ARTICLES OF INCORPORATION MAY BE OBTAINED, WITHOUT CHARGE, AT THE COMPANY’S PRINCIPAL OFFICE. 
 The first of the legends set above shall be
removed by the Company from any certificate evidencing the Securities upon delivery to the Company of an opinion of counsel, reasonably satisfactory to the Company, that a registration statement under the 1933 Act is at that time in effect with
respect to the legended security or that such security can be freely transferred in a public sale (other than pursuant to Rule 144 or Rule 145 under the 1933 Act) without such a registration statement being in effect and that such transfer will not
jeopardize the exemption or exemptions from registration pursuant to which the Company issued the Securities. 
 3.10 “Market Stand-Off” Agreement; Legend. Registered Holder hereby agrees that it shall not, to the extent requested by the Company or an underwriter of securities of the Company, sell or otherwise transfer or dispose
of any Securities (other than to donees or partners of the Registered Holder who agree to be similarly bound) for up to one hundred eighty (180) days following the effective date of the first registration statement of the Company filed under
the 1933 Act; provided, however, that all executive officers and directors, and one percent (1%) shareholders of the Company enter into similar agreements and also provided that any discretionary waivers or terminations of this Market Stand-Off Agreement or any other similar agreements by the Company and/or the underwriters shall apply to Registered Holder and all executive officers and directors, and one percent (1%) shareholders on a pro rata
basis based on the number of shares held. 
 In order to enforce the foregoing covenant, the Company shall have the right to place restrictive legends on the
certificates representing the Securities subject to this Section (including without limitation a legend in substantially the form set forth below) and to impose stop transfer instructions with respect to the Securities subject to this Section (and
the shares or securities of every other person subject to the foregoing restriction) until the end of such period. 
 THE SECURITIES
REPRESENTED HEREBY ARE SUBJECT TO A 180 DAY MARKET STANDOFF RESTRICTION AS SET FORTH IN A CERTAIN AGREEMENT BETWEEN THE ISSUER AND THE ORIGINAL HOLDER OF THESE SHARES, A COPY OF WHICH MAY BE OBTAINED AT THE PRINCIPAL OFFICE OF THE ISSUER. AS A
RESULT OF SUCH AGREEMENT, THESE SHARES MAY NOT BE TRADED PRIOR TO 180 DAYS AFTER THE EFFECTIVE DATE OF THE INITIAL PUBLIC OFFERING OF THE COMMON STOCK OF THE ISSUER HEREOF. SUCH RESTRICTION IS BINDING ON TRANSFEREES OF THESE SHARES. 

The Registered Holder 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. In addition, if requested by the Company or the representative of the underwriters of Common Stock (or 

  
 5 

 
other securities) of the Company, the Registered Holder shall provide, within ten (10) days of such request, such information as may be required by the Company or such representative in
connection with the completion of any public offering of the Company’s securities pursuant to a registration statement filed under the Securities Act. 

4. Loss or Mutilation. Upon receipt by the Company of evidence reasonably satisfactory to it of the ownership, and the loss,
theft, destruction or mutilation, of this Warrant, and of indemnity reasonably satisfactory to it, and (in the case of mutilation) upon surrender and cancellation of this Warrant, the Company will execute and deliver in lieu thereof a new Warrant of
like tenor. 
 5. No Rights or Liabilities as Shareholder. This Warrant does not by itself entitle the Registered Holder to
any voting rights or other rights as a shareholder of the Company. In the absence of a purchase by the Registered. Holder of Warrant Stock by exercise of this Warrant, no provisions of this Warrant, and no enumeration herein of the rights or
privileges of the Registered Holder, shall cause such Registered Holder to be a shareholder of the Company for any purpose. 
 6.
Miscellaneous. 
 6.1 Notices. Any notice, request or other communication required or permitted hereunder shall be in
writing and shall be deemed to have been duly given upon the earlier of (i) actual receipt, (ii) the date that is one business day after delivery to an express overnight courier service for internal United States deliveries, fees prepaid;
and (iii) a date that is three business days after delivery to an internationally recognized courier for deliveries across international borders, fees prepaid, to the party to be notified as follows: 

If to the Company: 
 Bill.com,
Inc. 
 3250 Ash Street 
 Palo
Alto, California 94306 
 Attn. President and Chief Executive Officer 

With a copy (which shall not constitute notice to the Company) to: 

Fenwick & West LLP 
 801
California Street 
 Mountain View, CA 94041 

Attn. Mr. Michael Patrick 

If to Registered Holder: 

Comerica Bank c/o Comerica Incorporated 

Attn: Warrant Administrator 
 500
Woodward Avenue, 32nd Floor, MC 3379 
 Detroit, MI 48226 

Either the Company or the Registered Holder may by notice so given change its address for future notice hereunder. Notice shall conclusively be deemed to have
been given when personally delivered or when delivered in the manner set forth above. 
 6.2 Amendment; Waiver. This Warrant may be
amended and the observance of any term of the Warrant may be waived (either generally or in a particular instance and either retroactively or prospectively), only with the written consent of the Company and the Registered Holder. 

6.3 Governing Law; Consent to Jurisdiction. This Warrant shall be governed by and construed under the internal laws of the State of
California as applied to agreements among California residents entered into and to be performed entirely within California, without reference to principles of conflict of laws or 

  
 6 

 choice of laws. The Company and the Registered Holder consent to and hereby submit to the exclusive
jurisdiction of any state court located in the County of Santa Clara, California and the U.S. District Court for the Northern District of California located in San Francisco, California in connection with any action, suit or proceeding arising out
of or relating to this Warrant brought by any such party against any other such party, and each of the parties hereto irrevocably waives, to the fullest extent permitted by law, any objection which it may now or hereafter have to the laying of the
venue of any such proceeding brought in such a court and any claim that any such proceeding brought in such court has been brought in an inconvenient forum. 

6.4 Terms Binding. By acceptance of this Warrant, the Registered Holder accepts and agrees to be bound by all the terms and conditions
of this Warrant Each assignee of this Warrant shall be deemed, by accepting such assignment, to also be bound by all the terms and conditions of this Warrant. 

6.5 Notice of Certain Events. If the Company proposes at any time (a) to declare any dividend or distribution upon its stock,
whether in cash, property, stock, or other securities and whether or not a regular cash dividend; (b) to effect any reclassification or recapitalization of stock; or (c) to merge or consolidate with or into any other corporation, or sell,
lease, license, or convey all or substantially all of its assets, or to liquidate, dissolve or wind up, then, in connection with such events, the Company shall give Registered Holder written notice thereof as follows: (1) at least 10 days prior
written notice of the date on which a record will be taken for such dividend, distribution, or subscription rights (and specifying the date on which the holders of stock will be entitled thereto) or for determining rights to vote, if any, in respect
of the matter referred to in (a) above; and (2) in the case of the matters referred to in (b) and (c) above at least 10 days prior written notice of the date of the closing or consummation of such event. 

6.7 Information Rights. So long as the Registered Holder holds this Warrant and/or any of the Warrant Stock, the Company shall deliver
to the Registered Holder, upon request by Registered Holder, (a) copies of written communications sent to all the shareholders of the Company and (b) upon request by Registered Holder, quarterly financial statements of the Company prepared
in the ordinary course of its business and sent to its preferred shareholders. Registered Holder agrees, by accepting any information delivered pursuant to this Section 6.7, to hold such information in confidence, to use reasonable efforts not
to disclose it to third parties, and not to use it for any purpose other than monitoring its investment in the Company; provided, however, that Registered Holder may disclose such information (i) on a confidential basis to its professional
advisors, (ii) to the extent required to do so by applicable law or regulation, and (iii) to the extent such information has otherwise become publicly available through no fault of Registered Holder. Registered Holder’s rights under
this Section 6.7 shall expire immediately prior to the closing of (i) an Acquisition, and (ii) the initial public offering of the Company’s common stock pursuant to a registration statement declared effective under the Securities
Act of 1933, as amended. 
  

			
	BILL.COM, INC.
		
	By:	 	 /s/ René Lacerte

		 	 René Lacerte, President, Chief Executive Officer

And Chief Financial Officer

	
	COMERICA BANK
		
	By:	 	 /s/ Rod Werner

	Name:	 	Rod Werner
	Title:	 	SVP

 [Signature page to Series B Preferred Stock Warrant issued by Bill.com, Inc. to Registered Holder] 

  
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 EXHIBIT 1 

FORM OF SUBSCRIPTION 

(To be signed only upon exercise of Warrant) 
  

							
	To:	  	Bill.com, Inc.	  	cc:	  	Fenwick & West LLP
		  	3250 Ash Street	  		  	801 California Street
		  	Palo Alto, CA 94306	  		  	Mountain View, California 94041
		  	Attention: Chief Executive Officer	  		  	Attention: Michael J. Patrick, Esq.

 (1) Exercise. The undersigned hereby elects to purchase
             shares of Series              Preferred Stock of Bill.com, Inc., a Delaware corporation (the
“Company”) pursuant to Section 1 of the attached Warrant, and tenders herewith payment of the purchase price for such shares in full. 

(2) Investment Representations. In exercising this Warrant, the undersigned hereby confirms and acknowledges that Registered Holder has
carefully reviewed the representations and warranties set forth in Section 3 of the attached Warrant and that such representations and warranties are true and correct as of this date with respect to the Registered Holder as if the Registered
Holder was making such representations and warranties on this date. 
 (3) Surrender of Warrant. The attached Warrant is hereby
surrendered for cancellation. 
 (4) Stock Certificate. Please issue a certificate or certificates representing said shares of the
Company’s capital stock in the name specified below: 
  

			
	Dated:                                 	  	REGISTERED HOLDER
		
		  	  

		  	(Name of Registered Holder)
		
		  	  

		  	(Authorized Signature)EX-4.6

 Exhibit 4.6 

THIS WARRANT AND THE SHARES ISSUABLE HEREUNDER HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED (THE “ACT”), OR THE SECURITIES
LAWS OF ANY STATE AND, EXCEPT AS SET FORTH IN SECTIONS 5.3 AND 5.4 BELOW, MAY NOT BE OFFERED, SOLD, PLEDGED OR OTHERWISE TRANSFERRED UNLESS AND UNTIL REGISTERED UNDER SAID ACT AND LAWS OR IN FORM AND SUBSTANCE SATISFACTORY TO THE COMPANY, SUCH
OFFER, SALE, PLEDGE OR OTHER TRANSFER IS EXEMPT FROM SUCH REGISTRATION. 
 WARRANT TO PURCHASE STOCK 

 

			
	Company:	  	BILL.COM, INC.
	Number of Shares:	  	25,000
	Type/Series of Stock:	  	Series D Preferred Stock
	Warrant Price:	  	$1.25 per share
	Issue Date:	  	May 3, 2013
	Expiration Date:	  	May 3, 2020

  

			
	Credit Facility:	  	This Warrant to Purchase Stock (“Warrant”) is issued in connection with that certain Loan and Security Agreement of even date herewith between City National Bank and
BILL.COM, INC. (the “Company”).

 THIS WARRANT CERTIFIES THAT, for good and valuable consideration, CITY NATIONAL BANK (together with any
successor or permitted assignee or transferee of this Warrant or of any shares issued upon exercise hereof, “Holder”) is entitled to purchase the number of fully paid and non-assessable shares (the
“Shares”) of the above-stated Type/Series of Stock (the “Class”) of the Company at the above-stated Warrant Price, all as set forth above and as adjusted pursuant to Section 2 of this Warrant, subject to the provisions and
upon the terms and conditions set forth in this Warrant. Reference is made to Section 5.4 of this Warrant whereby City National Bank shall transfer this Warrant to its parent company, City National Corp. 

SECTION 1. EXERCISE. 
 1.1
Method of Exercise. Holder may at any time and from time to time exercise this Warrant, in whole or in part, by delivering to the Company the original of this Warrant together with a duly executed Notice of Exercise in substantially the form
attached hereto as Appendix 1 and, unless Holder is exercising this Warrant pursuant to a cashless exercise set forth in Section 1.2, a check, wire transfer of same-day funds (to an account designated by
the Company), or other form of payment acceptable to the Company for the aggregate Warrant Price for the Shares being purchased. 
 1.2
Cashless Exercise. On any exercise of this Warrant, in lieu of payment of the aggregate Warrant Price in the manner as specified in Section 1.1 above, but otherwise in accordance with the requirements of Section 1.1, Holder may
elect to receive Shares equal to the value of this Warrant, or portion hereof as to which this Warrant is being exercised. Thereupon, the Company shall issue to Holder such number of fully paid and non-assessable Shares as are computed using the
following formula: 
 X = Y(A-B)/A 

where: 
  

			
	X =	  	the number of Shares to be issued to Holder;
		
	Y =	  	the number of Shares with respect to which this Warrant is being exercised (inclusive of the Shares surrendered to the Company in payment of the aggregate Warrant Price);
		
	A =	  	the Fair Market Value (as determined pursuant to Section 1.3 below) of one Share; and
		
	B =	  	the Warrant Price.

 1.3 Fair Market Value. If the Company’s common stock is then traded or quoted on
a nationally recognized securities exchange, inter-dealer quotation system or over-the-counter market (a “Trading Market”) and the Class is common stock,
the fair market value of a Share shall be the closing price or last sale price of a share of common stock reported for the Business Day immediately before the date on which Holder delivers this Warrant together with its Notice of Exercise to the
Company. If the Company’s common stock is then traded in a Trading Market and the Class is a series of the Company’s convertible preferred stock, the fair market value of a Share shall be the closing price or last sale price of a
share of the Company’s common stock reported for the Business Day immediately before the date on which Holder delivers this Warrant together with its Notice of Exercise to the Company multiplied by the number of shares of the Company’s
common stock into which a Share is then convertible. If the Company’s common stock is not traded in a Trading Market, the Board of Directors of the Company shall determine the fair market value of a Share in its reasonable good faith judgment.

 1.4 Delivery of Certificate and New Warrant. Within a reasonable time after Holder exercises this Warrant in the manner set forth
in Section 1.1 or 1.2 above, the Company shall deliver to Holder a certificate representing the Shares issued to Holder upon such exercise and, if this Warrant has not been fully exercised and has not expired, a new warrant of like tenor
representing the Shares not so acquired. 
 1.5 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, substance and amount to the Company or, in the case of mutilation,
on surrender of this Warrant to the Company for cancellation, the Company shall, within a reasonable time, execute and deliver to Holder, in lieu of this Warrant, a new warrant of like tenor and amount. 

1.6 Treatment of Warrant Upon Acquisition of Company. 

(a) For the purpose of this Warrant, “Acquisition” means any transaction or series of related transactions involving: (i) the
sale, lease, exclusive license, or other disposition of all or substantially all of the assets of the Company (ii) any merger or consolidation of the Company into or with another person or entity (other than a merger or consolidation effected
exclusively to change the Company’s domicile), or any other corporate reorganization, in which the stockholders of the Company in their capacity as such immediately prior to such merger, consolidation or reorganization, own less than a majority
of the Company’s (or the surviving or successor entity’s) outstanding voting power immediately after such merger, consolidation or reorganization; or (iii) any sale or other transfer by the stockholders of the Company of shares
representing at least a majority of the Company’s then-total outstanding combined voting power. 
 (b) In the event of an Acquisition in
which the consideration to be received by the Company’s stockholders consists solely of cash, solely of Marketable Securities or a combination of cash and Marketable Securities (a “Cash/Public Acquisition”), either
(i) Holder shall exercise this Warrant pursuant to Section 1.1 and/or 1.2 and such exercise will be deemed effective immediately prior to and contingent upon the consummation of such Acquisition or (ii) if Holder elects not to
exercise the Warrant, this Warrant will expire immediately prior to the consummation of such Acquisition. 
 (c) The Company shall provide
Holder with written notice of a Cash/Public Acquisition (together with such reasonable information as Holder may reasonably require regarding the treatment of this Warrant in connection with such contemplated Cash/Public Acquisition giving rise to
such notice), which is to be delivered to Holder not less than seven (7) Business Days prior to the closing of the proposed Cash/Public Acquisition. In the event the Company does not provide such notice, then if, immediately prior to the
Cash/Public Acquisition, the fair market value of one Share (or other security issuable upon the exercise hereof) as determined in accordance with Section 1.3 above would be greater than the Warrant Price in effect on such date, then this
Warrant shall automatically be deemed on and as of such date to be exercised pursuant to Section 1.2 above as to all Shares (or such other securities) for which it shall not previously have been exercised, and the Company shall promptly notify
Holder of the number of Shares (or such other securities) issued upon such exercise to Holder and Holder shall be deemed to have restated each of the representations and warranties in Section 4 of the Warrant as the date thereof. 

  
 2 

 (d) The Company shall give the Holder written notice at least seven (7) Business Days
prior to the closing of any Acquisition that is not a Cash/Public Acquisition (an “Illiquid Acquisition”)(together with such reasonable information as Holder may reasonably require regarding the treatment of this Warrant in
connection with such contemplated Illiquid Acquisition giving rise to such notice) and use commercially reasonable efforts to cause the acquiror of the Company in such Illiquid Acquisition (the “Acquiror”) to assume this Warrant as
a part of the Acquisition. If the Acquirer assumes this Warrant, then this Warrant shall be exercisable for the same securities, cash, and property as would be payable for the Warrant Stock issuable upon exercise of the unexercised portion of this
Warrant as if such shares of Warrant Stock were outstanding on the record date for the Illiquid Acquisition and subsequent closing. The Warrant Price shall be adjusted accordingly, and the Warrant Price and number and class of Warrant Stock shall
continue to be subject to adjustment from time to time in accordance with the provisions hereof. If the Acquirer refuses to assume this Warrant in connection with an Illiquid Acquisition, or if the Acquisition is not an Illiquid Acquisition, then
the Company shall give Registered Holder an additional written notice at least 5 days prior to the closing of the Acquisition of such fact. In such event, notwithstanding any other provision of this Warrant to the contrary, Registered Holder may
immediately exercise this Warrant in the manner specified in this Warrant with such exercise effective immediately prior to closing of such Acquisition and if Registered Holder elects not to exercise this Warrant, then notwithstanding anything to
the contrary herein, this Warrant will terminate immediately prior to the closing of such Acquisition. 
 (e) As used in this Warrant,
“Marketable Securities” means securities meeting all of the following requirements: (i) the issuer thereof is then subject to the reporting requirements of Section 13 or Section 15(d) of the Securities Exchange Act of 1934,
as amended (the “Exchange Act”), and is then current in its filing of all required reports and other information under the Act and the Exchange Act; (ii) the class and series of shares or other security of the issuer that would be
received by Holder in connection with the Acquisition were Holder to exercise this Warrant on or prior to the closing thereof is then traded in Trading Market, and (iii) following the closing of such Acquisition, Holder would not be restricted
from publicly re-selling all of the issuer’s shares and/or other securities that would be received by Holder in such Acquisition were Holder to exercise or convert this Warrant in full on or prior to the
closing of such Acquisition, except to the extent that any such restriction (x) arises solely under federal or state securities laws, rules or regulations, and (y) docs not extend beyond six (6) months from the closing of such
Acquisition. 
 SECTION 2. ADJUSTMENTS TO THE SHARES AND WARRANT PRICE. 

2.1 Stock Dividends, Splits, Etc. If the Company declares or pays a dividend or distribution on the outstanding shares of the
Class payable in common stock or other securities or property (other than cash), then upon exercise of this Warrant, for each Share acquired, Holder shall receive, without additional cost to Holder, the total number and kind of securities and
property which Holder would have received had Holder owned the Shares of record as of the date the dividend or distribution occurred. If the Company subdivides the outstanding shares of the Class by reclassification or otherwise into a greater
number of shares, the number of Shares purchasable hereunder shall be proportionately increased and the Warrant Price shall be proportionately decreased. If the outstanding shares of the Class are combined or consolidated, by reclassification
or otherwise, into a lesser number of shares, the Warrant Price shall be proportionately increased and the number of Shares shall be proportionately decreased. 

2.2 Reclassification, Exchange, Combinations or Substitution. Upon any event whereby all of the outstanding shares of the Class are
reclassified, exchanged, combined, substituted, or replaced for, into, with or by Company securities of a different class and/or series, then from and after the consummation of such event, this Warrant will be exercisable for the number, class and
series of Company securities that Holder would have received had the Shares been outstanding on and as of the consummation of such event, and subject to further adjustment thereafter from time to time in accordance with the provisions of this
Warrant. The provisions of this Section 2.2 shall similarly apply to successive reclassifications, exchanges, combinations substitutions, replacements or other similar events. 

2.3 Conversion of Preferred Stock. If the Class is a class and series of the Company’s convertible preferred stock, in the
event that all outstanding shares of the Class are converted, automatically or by action of Holders thereof, into common stock pursuant to the provisions of the Company’s Certificate of Incorporation, including, without limitation, in
connection with the Company’s initial, underwritten public offering 

  
 3 

 
and sale of its common stock pursuant to an effective registration statement under the Act (the “IPO”), then from and after the date on which all outstanding shares of the
Class have been so converted, this Warrant shall be exercisable for such number of shares of common stock into which the Shares would have been converted had the Shares been outstanding on the date of such conversion, and the Warrant Price
shall equal the Warrant Price in effect as of immediately prior to such conversion divided by the number of shares of common stock into which one Share would have been converted, all subject to further adjustment thereafter from time to time in
accordance with the provisions of this Warrant. 
 2.4 Adjustments for Diluting Issuances. Without duplication of any adjustment
otherwise provided for in this Section 2, the number of shares of common stock issuable upon conversion of the Shares shall be subject to anti-dilution adjustment from time to time in the manner set forth in the Company’s Articles or
Certificate of Incorporation as if the Shares were issued and outstanding on and as of the date of any such required adjustment. 
 2.5 No
Fractional Share. No fractional Share shall be issuable upon exercise of this Warrant and the number of Shares to be issued shall be rounded down to the nearest whole Share. If a fractional Share interest arises upon any exercise of the Warrant,
the Company shall eliminate such fractional Share interest by paying Holder in cash the amount computed by multiplying the fractional interest by (i) the fair market value (as determined in accordance with Section 1.3 above) of a full
Share, less (ii) the then-effective Warrant Price. 
 2.6 Notice/Certificate as to Adjustments. Upon each adjustment of the
Warrant Price, Class and/or number of Shares, the Company, at the Company’s expense, shall notify Holder in writing within a reasonable time setting forth the adjustments to the Warrant Price, Class and/or number of Shares and facts
upon which such adjustment is based. The Company shall, upon written request from Holder, furnish Holder with a certificate of its Chief Financial Officer, including computations of such adjustment and the Warrant Price, Class and number of
Shares in effect upon the date of such adjustment. 
 SECTION 3. REPRESENTATIONS AND COVENANTS OF THE COMPANY. 

3.1 Representations and Warranties. The Company represents and warrants to, and agrees with, Holder as follows: 

(a) The initial Warrant Price referenced on the first page of this Warrant is not greater than the price per share at which shares of the
Class were last sold and issued prior to the Issue Date hereof in an arms-length transaction in which at least $500,000 of such shares were sold. 

(b) All Shares which may be issued upon the exercise of this Warrant, and all securities, if any, issuable upon conversion of the Shares,
shall, upon issuance, be duly authorized, validly issued, fully paid and non-assessable, and free of any liens and encumbrances except for restrictions on transfer provided for herein or under applicable
federal and state securities laws. The Company covenants that it shall at all times cause to be reserved and kept available out of its authorized and unissued capital stock such number of shares of the Class, common stock and other securities as
will be sufficient to permit the exercise in full of this Warrant and the conversion of the Shares into common stock or such other securities. 

(c) The Company’s capitalization table attached hereto as Schedule 1 is true and complete, in all material respects, as of the Issue Date.

 3.2 Notice of Certain Events. If the Company proposes at any time to: 

(a) declare any dividend or distribution upon the outstanding shares of the Class or common stock, whether in cash, property, stock, or
other securities and whether or not a regular cash dividend; 
 (b) offer for subscription or sale pro rata to Holders of the outstanding
shares of the Class any additional shares of any class or series of the Company’s stock (other than pursuant to contractual pre-emptive rights); 

  
 4 

 (c) effect any reclassification, exchange, combination, substitution, reorganization or
recapitalization of the outstanding shares of the Class; 
 (d) effect an Acquisition or to liquidate, dissolve or wind up; or 

(e) effect an IPO; 
 then, in connection with
each such event, the Company shall give Holder: 
 (1) at least seven (7) Business Days prior written notice of the date on which a
record will be taken for such dividend, distribution, or subscription rights (and specifying the date on which Holders of outstanding shares of the Class will be entitled thereto) or for determining rights to vote, if any, in respect of the
matters referred to in (a) and (b) above; 
 (2) in the case of the matters referred to in (c) and (d) above at least seven
(7) Business Days prior written notice of the date when the same will take place (and specifying the date on which Holders of outstanding shares of the Class will be entitled to exchange their shares for the securities or other property
deliverable upon the occurrence of such event); and 
 (3) with respect to the IPO, at least seven (7) Business Days prior written
notice of the date on which the Company proposes to file its registration statement in connection therewith. 
 Reference is made to Section 1.6(c)
whereby this Warrant will be deemed to be exercised pursuant to Section 1.2 hereof if the Company does not give written notice to Holder of a Cash/Public Acquisition as required by the terms hereof. Company will also provide information
requested by Holder that is reasonably necessary to enable Holder to comply with Holder’s accounting or reporting requirements. 
 3.3
Information Rights. So long as the Holder holds this Warrant and/or any of the Shares, the Company shall deliver to the Holder (a) within ninety (90) days after the end of each fiscal year of the Company, the annual audited
financial statements of the Company and (b) within forty-five (45) days after the end of each of the first three quarters of each fiscal year, the Company’s quarterly, unaudited financial statements, provided Company need not provide
such information for any period in which Company has filed Form 10Q with the Securities and Exchange Commission. 
 SECTION 4.
REPRESENTATIONS. WARRANTIES OF HOLDER. 
 Holder represents and warrants to the Company as follows: 

4.1 Purchase for Own Account. This Warrant and the securities to be acquired upon exercise of this Warrant by Holder are being acquired
for investment for Holder’s account, not as a nominee or agent, and not with a view to the public resale or distribution within the meaning of the Act. Holder also represents that it has not been formed for the specific purpose of acquiring
this Warrant or the Shares. 
 4.2 Disclosure of Information. Holder is aware of the Company’s business affairs and financial
condition and has received or has had full access to all the information it considers necessary or appropriate to make an informed investment decision with respect to the acquisition of this Warrant and its underlying securities. Holder further has
had an opportunity to ask questions and receive answers from the Company regarding the terms and conditions of the offering of this Warrant and its underlying securities and to obtain additional information (to the extent the Company possessed such
information or could acquire it without unreasonable effort or expense) necessary to verify any information furnished to Holder or to which Holder has access. 

  
 5 

 4.3 Investment Experience. Holder understands that the purchase of this Warrant and
its underlying securities involves substantial risk. Holder has experience as an investor in securities of companies in the development stage and acknowledges that Holder can bear the economic risk of such Holder’s investment in this Warrant
and its underlying securities and has such knowledge and experience in financial or business matters that Holder is capable or evaluating the merits and risks of its investment in this Warrant and its underlying securities and/or has a preexisting
personal or business relationship with the Company and certain of its officers, directors or controlling persons of a nature and duration that enables Holder to be aware of the character, business acumen and financial circumstances of such persons.

 4.4 Accredited Investor Status. Holder is an “accredited investor” within the meaning of Regulation D promulgated under
the Act. 
 4.5 The Act. Holder understands that this Warrant and the Shares issuable upon exercise hereof have not been registered
under the Act in reliance upon a specific exemption therefrom, which exemption depends upon, among other things, the bona fide nature of Holder’s investment intent as expressed herein. Holder understands that this Warrant and the Shares issued
upon any exercise hereof must be held indefinitely unless subsequently registered under the Act and qualified under applicable state securities laws, or unless exemption from such registration and qualification are otherwise available. Holder is
aware of the provisions of Rule 144 promulgated under the Act. 
 4.6 No Voting Rights. Holder, as a Holder of this Warrant, will not
have any voting rights until the exercise of this Warrant. 
 SECTION 5. MISCELLANEOUS. 

5.1 Term and Automatic Conversion Upon Expiration. 

(a) Term. Subject to the provisions of Section 1.6 above, this Warrant is exercisable in whole or in part at any time and from time
to time on or before 6:00 PM, Pacific Time, on the Expiration Date and shall be void thereafter. 
 (b) Automatic Cashless Exercise upon
Expiration. In the event that, upon the Expiration Date, the fair market value of one Share (or other security issuable upon the exercise hereof) as determined in accordance with Section 1.3 above is greater than the Warrant Price in effect
on such date, then this Warrant shall automatically be deemed on and as of such date to be exercised pursuant to Section 1.2 above as to all Shares (or such other securities) for which it shall not previously have been exercised, and the
Company shall, within a reasonable time, deliver a certificate representing the Shares (or such other securities) issued upon such exercise to Holder. 

5.2 Legends. The Shares (and the securities issuable, directly or indirectly, upon conversion of the Shares, if any) shall be
imprinted with a legend in substantially the following form: 
 THE SHARES EVIDENCED BY THIS CERTIFICATE HAVE NOT BEEN REGISTERED UNDER
THE SECURITIES ACT OF 1933, AS AMENDED (THE “ACT”), OR THE SECURITIES LAWS OF ANY STATE AND, EXCEPT AS SET FORTH IN THAT CERTAIN WARRANT TO PURCHASE STOCK ISSUED BY THE ISSUER TO CITY NATIONAL BANK DATED MAY 3, 2013, MAY NOT BE
OFFERED, SOLD, PLEDGED OR OTHERWISE TRANSFERRED UNLESS AND UNTIL REGISTERED UNDER SAID ACT AND LAWS OR IN FORM AND SUBSTANCE SATISFACTORY TO THE ISSUER, SUCH OFFER, SALE, PLEDGE OR OTHER TRANSFER IS EXEMPT FROM SUCH REGISTRATION. 

5.3 Compliance with Securities Laws on Transfer. This Warrant and the Shares issuable upon exercise of this Warrant (and the securities
issuable, directly or indirectly, upon conversion of the Shares, if any) may not be transferred or assigned in whole or in part except in compliance with applicable federal and state securities laws by the transferor and the transferee. The Company
shall not require Holder to provide an opinion of counsel if the transfer is to City National Corp. (City National Bank’s parent company) or any other affiliate of Holder, provided that any such transferee is an “accredited investor”
as defined in Regulation D promulgated under the Act. Additionally, the Company shall also not require an opinion of counsel if there is no material question as to the availability of Rule 144 promulgated under the Act. 

  
 6 

 5.4 Transfer Procedure. After receipt by City National Bank of the executed Warrant,
City National Bank will transfer this Warrant to its parent company, City National Corp. By its acceptance of this Warrant, City National Corp. hereby makes to the Company each of the representations and warranties set forth in Section 4 hereof
and agrees to be bound by all of the terms and conditions of this Warrant as if the original Holder hereof. Subject to the provisions of Section 5.3, City National Corp. and any subsequent Holder may transfer all or part of this Warrant or the
Shares issuable upon exercise of this Warrant (or the securities issuable directly or indirectly, upon conversion of the Shares, if any) to any transferee, provided, however, in connection with any such transfer, City National Corp. or any
subsequent Holder will give the Company notice of the portion of the Warrant being transferred with the name, address and taxpayer identification number of the transferee and Holder will surrender this Warrant to the Company for reissuance to the
transferee(s) (and Holder if applicable); and provided further, that any subsequent transferee other than City National Corp. shall agree in writing with the Company to be bound by all of the terms and conditions of this Warrant. Notwithstanding any
contrary provision herein, at all times prior to the IPO, Holder may not, without the Company’s prior written consent, transfer this Warrant or any portion hereof, or any Shares issued upon any exercise hereof, or any shares or other securities
issued upon any conversion of any Shares issued upon any exercise hereof, to any person or entity who directly competes with the Company, except in connection with an Acquisition of the Company by such a direct competitor. 

5.5 Notices. All notices and other communications hereunder from the Company to Holder, or vice versa, shall be deemed delivered and
effective (i) when given personally, (ii) on the third (3rd) Business Day after being mailed by first-class registered or certified mail, postage prepaid, (iii) upon actual receipt if given by facsimile or electronic mail and such
receipt is confirmed in writing by the recipient, or (iv) on the first Business Day following delivery to a reliable overnight courier service, courier fee prepaid, in any case at such address as may have been furnished to the Company or
Holder, as the case may be, in writing by the Company or such Holder from time to time in accordance with the provisions of this Section 5.5. All notices to Holder shall be addressed as follows until the Company receives notice of a change of
address in connection with a transfer or otherwise: 
 City National Bank, Technology and Venture Capital Banking 

Attn: Rod Werner, Managing Director 

150 California Street, 13th Floor 

San Francisco, CA 94111 

Telephone: 415-576-2715 

Facsimile: 415-576-2811 

Email: rod.wemer@cnb.com 
 With a
copy to: 
 City National Bank, Legal Department 

Attn: Managing Counsel, Credit Unit 

555 S. Flower Street, 18th Floor 

Los Angeles, California 90071 

Facsimile: 
 Notice to the
Company shall be addressed as follows until Holder receives notice of a change in address: 
 BILL.COM, INC. 

Attn: Chief Executive Officer 

3200 Ash Street 
 Palo Alto, CA
94306 

Telephone:                     
                            

Facsimile: 

Email:                      
                                   

  
 7 

 5.6 Waiver. This Warrant and any term hereof may be changed, waived, discharged or
terminated (either generally or in a particular instance and either retroactively or prospectively) only by an instrument in writing signed by the party against which enforcement of such change, waiver, discharge or termination is sought. 

5.7 Attorney’s Fees. In the event of any dispute between the parties concerning the terms and provisions of this Warrant, the party
prevailing in such dispute shall be entitled to collect from the other party all costs incurred in such dispute, including reasonable attorneys’ fees. 

5.8 Counterparts: Facsimile/Electronic Signatures. This Warrant may be executed in counterparts, all of which together shall constitute
one and the same agreement. Any signature page delivered electronically or by facsimile shall be binding to the same extent as an original signature page with regards to any agreement subject to the terms hereof or any amendment thereto. 

5.9 Governing Law. This Warrant shall be governed by and construed in accordance with the laws of the State of California, without
giving effect to its principles regarding conflicts of law. 
 5.10 Headings. The headings in this Warrant are for purposes of
reference only and shall not limit or otherwise affect the meaning of any provision of this Warrant. 
 5.11 Business Days.
“Business Day” is any day that is not a Saturday, Sunday or a day on which City National Bank is closed. 
 [Balance
of Page Intentionally Left Blank] 

  
 8 

 IN WITNESS WHEREOF, the parties have caused this Warrant to Purchase Stock to be executed by
their duly authorized representatives effective as of the Issue Date written above. 
  

			
	“COMPANY”
	
	BILL.COM, INC.
		
	By:	 	 /s/ René Lacerte

	Name:	 	 René Lacerte

		 	(Print)
	Title:	 	 CEO

	
	“HOLDER”
	
	CITY NATIONAL BANK
		
	By:	 	 /s/ Brian Lewis

		
	Name:	 	 Brian Lewis

		 	(Print)
	Title:	 	 VP

 [Signature Page to Warrant to Purchase Stock] 

 APPENDIX 1 

NOTICE OF EXERCISE 
 1.
The undersigned Holder hereby exercises its right purchase                      shares of the Series D Preferred Stock of BILL.COM, INC. (the
“Company”) in accordance with the attached Warrant To Purchase Stock, and tenders payment of the aggregate Warrant Price for such shares as follows: 
  

	 	[  ]	 check in the amount of
$                     payable to order of the Company enclosed herewith 

 

	 	[  ]	 Wire transfer of immediately available funds to the Company’s account 

 

	 	[  ]	 Cashless Exercise pursuant to Section 1.2 of the Warrant 

 

	 	[  ]	 Other [Describe]
                                         
                                         
                           

2. Please issue a certificate or certificates representing the Shares in the name specified below: 

 

			
		 	  

		 	Holder’s Name
		
		 	  

		
	        	 	  

		 	(Address)

 3. By its execution below and for the benefit of the Company, Holder hereby restates each of the
representations and warranties in Section 4 of the Warrant to Purchase Stock as of the date hereof. 
  

			
	HOLDER:
	
	  

		
	By:	 	
                     

		
	Name:	 	  

		
	Title:	 	  

		
	Date:	 	  

  
 Appendix 1

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