Exhibit 10.2


 


STOCKHOLDER SUPPORT AGREEMENT


 


This STOCKHOLDER SUPPORT
AGREEMENT (this “Agreement”) is dated as of November [●], 2020, by and among INSU Acquisition Corp. II,
a Delaware corporation (“Parent”), the Persons set forth on Schedule I hereto (each, a “Stockholder”
and, collectively, the “Stockholders”), and MetroMile, Inc., a Delaware corporation (the “Company”).
Capitalized terms used but not defined herein shall have the respective meanings ascribed to such terms in the Merger Agreement
(as defined below).


 


RECITALS


 


WHEREAS, on November
24, 2020, Parent, INSU II Merger Sub Corp., a Delaware corporation and wholly owned subsidiary of Parent (“Merger
Sub”), and the Company entered into an Agreement and Plan of Merger and Reorganization (as amended or modified from time
to time, the “Merger Agreement”), pursuant to which, among other transactions, upon the terms and subject to
the conditions thereof, Merger Sub will be merged with and into the Company (the “Merger”), with the Company
surviving the Merger as a wholly owned subsidiary of Parent, and each Company Share issued and outstanding as of immediately prior
to the Effective Time will, in each case, be cancelled and automatically converted into the right to receive a certain number of
shares of Parent Common Stock and, subject to certain conditions, cash;


 


WHEREAS, as of the
date hereof, the Stockholders are the holders of record and “beneficial owners” (within the meaning of Rule 13d-3 of
the Exchange Act) of such number of Company Shares as are indicated opposite each of their names on Schedule I attached
hereto (all such Company Shares, together with any Company Shares of which ownership of record or the power to vote (including,
without limitation, by proxy or power of attorney) is hereafter acquired by any such Stockholder during the period from the date
hereof through the Expiration Time (as defined below) are referred to herein as the “Subject Shares”); and


 


WHEREAS, as an inducement
to Parent and the Company to enter into the Merger Agreement and to consummate the Transactions, the parties hereto desire to agree
to certain matters as set forth herein.


 


AGREEMENT


 


NOW, THEREFORE, in
consideration of the foregoing and of the mutual covenants and agreements contained herein, and intending to be legally bound hereby,
the parties hereto hereby agree as follows:


 






     


     


    

 


ARTICLE 1



STOCKHOLDER SUPPORT AGREEMENT; COVENANTS


 


1.1 Transfer
of Shares. During the period commencing on the date hereof and ending on the earlier to occur of (a) the Effective Time, and
(b) such date and time as the Merger Agreement shall be terminated in accordance with Section 7.1 of the Merger Agreement (the
“Expiration Time”), each Stockholder, severally and not jointly, agrees that it shall not (i) sell, assign,
offer, exchange, transfer (including by operation of law), pledge, dispose of, permit to exist any material lien with respect to,
or otherwise encumber any of the Subject Shares or otherwise agree or commit to do any of the foregoing, except for a sale, assignment
or transfer pursuant to the Merger Agreement or to another stockholder of the Company that is a party to this Agreement and bound
by the terms and obligations hereof, (ii) deposit any Subject Shares into a voting trust or enter into a voting agreement
or arrangement or grant any proxy or power of attorney with respect thereto that is inconsistent with this Agreement or (iii) enter
into any contract, option or other arrangement or undertaking with respect to the direct or indirect acquisition or sale, assignment,
transfer (including by operation of law) or other disposition of any Subject Shares; provided, that the foregoing shall
not prohibit the transfer of the Subject Shares (A) if Stockholder is an individual (1) to any member of such Stockholder’s
immediate family, or to a trust for the benefit of Stockholder or any member of Stockholder’s immediate family, the sole
trustees of which are such Stockholder or any member of such Stockholder’s immediate family or (2) by will, other testamentary
document, under the laws of intestacy or by virtue of laws of descent and distribution upon the death of Stockholder; or (B) if
Stockholder is an entity, a partner, member, or affiliate of Stockholder, but only if, in the case of clause (A) and (B), such
transferee shall concurrently execute this Agreement or a joinder agreeing to become a party to this Agreement. Any attempted transfer
of Subject Shares or any interest therein in violation of this Section 1.1 shall be null and void.


 


1.2 New
Shares. In the event that, during the period commencing on the date hereof and ending at the Expiration Time, (a) any Subject
Shares are issued to a Stockholder after the date of this Agreement pursuant to any stock dividend, stock split, recapitalization,
reclassification, combination or exchange of Subject Shares or otherwise, (b) a Stockholder purchases or otherwise acquires beneficial
ownership of any Subject Shares or (c) a Stockholder acquires the right to vote or share in the voting of any Subject Shares (collectively
the “New Securities”), then such New Securities acquired or purchased by such Stockholder shall be subject to
the terms of this Agreement to the same extent as if they constituted the Subject Shares owned by such Stockholder as of the date
hereof.


 


1.3 Agreement
to Vote. Hereinafter until the Expiration Time, each Stockholder, with respect to its, his or her Subject Shares,
severally and not jointly, unconditionally and irrevocably agrees that, at any meeting of the stockholders of the Company (or
any adjournment or postponement thereof), and in any action by written consent of the stockholders of the Company requested
by the Company Board (which written consent shall be delivered promptly, and in any event within twenty-four (24) hours,
after (x) the Registration Statement has been declared effective, and (y) the Company requests such delivery), such
Stockholder shall, if a meeting is held, appear at the meeting, in person or by proxy, or otherwise cause its, his or her
Subject Shares to be counted as present thereat for purposes of establishing a quorum, and such Stockholder shall vote or
provide consent (or cause to be voted or consented), in person or by proxy, all of its, his or her Subject Shares:


 


(a) to
approve and adopt the Merger Agreement and the Transactions (including, but not limited to, the conversion of Company Preferred
Shares into Company Common Shares immediately prior to, and conditioned upon, the Merger);


 






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(b) in
any other circumstances upon which a consent or other approval is required under the Company Organizational Documents or the Management
Agreements or otherwise sought with respect to, or in connection with, the Merger Agreement or the Transactions, to vote, consent
or approve (or cause to be voted, consented or approved) all of such Stockholder’s Subject Shares held at such time in favor
thereof;


 


(c) against
and withhold consent with respect to any issuance or acquisition of shares of capital stock or other equity securities of any Company
Entity, merger, purchase of all or substantially all of the Company’s assets or other business combination transaction
involving any of the Company Entities (other than the Merger Agreement and the Transactions); and


 


(d) against
any proposal, action or agreement that would (i) impede, frustrate, prevent or nullify any provision of this Agreement, the Merger
Agreement or the Merger, (ii) result in a breach in any respect of any covenant, representation, warranty or any other obligation
or agreement of the Company under the Merger Agreement or (iii) result in any of the conditions set forth in Article VI of the
Merger Agreement not being satisfied.


 


Each Stockholder hereby
agrees that it shall not commit or agree to take any action inconsistent with the foregoing. Notwithstanding the foregoing, such
Stockholder shall not vote or provide consent with respect to any of its, his or her Subject Shares to the extent Stockholder is
not a director, officer or affiliate of the Company or holder of Subject Shares representing greater than 5% of the outstanding
shares of capital stock of the Company, or take any other action, in each case to the extent any such vote, consent or other action
would preclude Parent from filing with the SEC the Registration Statement on Form S-4 as contemplated by the Merger Agreement.


 


1.4 No
Challenges. Each Stockholder agrees not to commence, join in, facilitate, assist or encourage, and agrees to take all actions
necessary to opt out of any class in any class action with respect to, any claim, derivative or otherwise, against Parent, Merger
Sub, the Company or any of their respective successors or directors (a) challenging the validity of, or seeking to enjoin the operation
of, any provision of this Agreement or (b) alleging a breach of any fiduciary duty of any person in connection with the evaluation,
negotiation or entry into the Merger Agreement.


 


1.5 Management
Agreements. Each Stockholder hereby agrees and consents to the termination of all Management Agreements to which such Stockholder
is party, effective as of the Effective Time, without any further liability or obligation to the Company, the Company’s Subsidiaries
or Parent. Each Stockholder agrees, confirms, and acknowledges that, after the Effective Time, it, he or she shall not have any
of the rights or privileges provided to each such Stockholder in such applicable Management Agreements.


 


1.6 Registration
Rights Agreement. Each of the Stockholders set forth on Schedule II will deliver, substantially simultaneously with
the Effective Time, a duly executed copy of the Amended and Restated Registration Rights Agreement substantially in the form attached
as Exhibit C to the Merger Agreement.


 


1.7 Lock-Up
Agreements. Each Stockholder will deliver, substantially simultaneously herewith, a duly executed copy of the Lock-Up Agreement
effective as of the Effective Time, substantially in the form attached as Exhibit D to the Merger Agreement.


 






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1.8 Appraisal
and Dissenters’ Rights. Each Stockholder hereby waives, and agrees not to assert or perfect, any rights of appraisal
or rights to dissent from the Merger that Stockholder may have by virtue of ownership of Subject Shares.


 


1.9 Exclusivity.
Unless this Agreement shall have been terminated in accordance with Section 3.1, each Stockholder, severally and not jointly,
agrees not to, and shall not authorize or permit any of its, his or her Affiliates or any of its or their Representatives to,
directly or indirectly, (i) encourage, solicit, initiate, facilitate or continue inquiries regarding a Company Acquisition Proposal;
(ii) enter into discussions or negotiations with, or provide any information to, any person concerning a possible Company Acquisition
Proposal; or (iii) enter into any agreements or other instruments (whether or not binding) regarding a Company Acquisition Proposal.
Each Stockholder shall, and shall cause its, his or her Affiliates and all of its and their Representatives to, immediately cease
and cause to be terminated all existing discussions or negotiations with any Persons (other than the other party to the Merger
Agreement and its Representatives) conducted heretofore with respect to, or that could lead to, any Company Acquisition Proposal.
If any Stockholder receives any inquiry or proposal with respect to a Company Acquisition Proposal at any time prior to the termination
of this Agreement in accordance with Section 3.1, then such Stockholder shall promptly (and in no event later than twenty-four
(24) hours after such Stockholder become aware of such inquiry or proposal) advise Parent and the Company of such inquiry or proposal.


 


REPRESENTATIONS
AND WARRANTIES 


 


2.1 Representations
and Warranties of the Stockholders. Each Stockholder represents and warrants as of the date hereof to Parent and the Company
(solely with respect to itself, himself or herself and not with respect to any other Stockholder) as follows:


 


(a) Organization;
Due Authorization. If such Stockholder is not an individual, it is duly organized, validly existing and in good standing under
the Laws of the jurisdiction in which it is incorporated, formed, organized or constituted, and the execution, delivery and performance
of this Agreement and the consummation of the transactions contemplated hereby are within such Stockholder’s corporate, limited
liability company or organizational powers and have been duly authorized by all necessary corporate, limited liability company
or organizational actions on the part of such Stockholder. If such Stockholder is an individual, such Stockholder has full legal
capacity, right and authority to execute and deliver this Agreement and to perform his or her obligations hereunder. This Agreement
has been duly executed and delivered by such Stockholder and, assuming due authorization, execution and delivery by the other parties
to this Agreement, this Agreement constitutes a legally valid and binding obligation of such Stockholder, enforceable against such
Stockholder in accordance with the terms hereof (except as enforceability may be limited by bankruptcy Laws, other similar Laws
affecting creditors’ rights and general principles of equity affecting the availability of specific performance and other
equitable remedies). If this Agreement is being executed in a representative or fiduciary capacity, the Person signing this Agreement
has full power and authority to enter into this Agreement on behalf of the applicable Stockholder.


 






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(b) Ownership.
Such Stockholder is the record and beneficial owner (as defined in the Securities Act) of, and has good title to, all of such Stockholder’s
Subject Shares, and there exist no Liens or any other limitation or restriction (including any restriction on the right to vote,
sell or otherwise dispose of such Subject Shares (other than transfer restrictions under the Securities Act)) affecting any such
Subject Shares, other than Liens pursuant to (i) this Agreement, (ii) the Organizational Documents of the Company, (iii) the Merger
Agreement, (iv) the Amended and Restated Voting Agreement, dated July 18, 2018, and among the Company and the Stockholders party
thereto, as amended (the “Voting Agreement”), or (v) any applicable securities Laws. Such Stockholder’s
Subject Shares are the only equity securities in the Company owned of record or beneficially by such Stockholder on the date of
this Agreement, and none of such Stockholder’s Subject Shares are subject to any proxy, voting trust or other agreement or
arrangement with respect to the voting of such Subject Shares, except as provided hereunder and under the Voting Agreement. Other
than the Company Warrants set forth opposite such Stockholder’s name on Schedule I, such Stockholder does not hold
or own any rights to acquire (directly or indirectly) any equity securities of the Company or any equity securities convertible
into, or which can be exchanged for, equity securities of the Company.


 


(c) No
Conflicts. The execution and delivery of this Agreement by such Stockholder does not, and the performance by such Stockholder
of his, her or its obligations hereunder will not, (i) if such Stockholder is not an individual, conflict with or result in a violation
of the organizational documents of such Stockholder or (ii) require any consent or approval that has not been given or other action
that has not been taken by any Person (including under any Contract binding upon such Stockholder or such Stockholder’s Subject
Shares) to the extent such consent, approval or other action would prevent, enjoin or materially delay the performance by such
Stockholder of its, his or her obligations under this Agreement.


 


(d) Litigation.
There are no actions pending against such Stockholder, or to the knowledge of such Stockholder threatened against such Stockholder,
before (or, in the case of threatened Legal Proceedings, that would be before) any arbitrator or any Governmental Authority, which
in any manner challenges or seeks to prevent, enjoin or materially delay the performance by such Stockholder of its, his or her
obligations under this Agreement.


 


(e) Adequate
Information. Such Stockholder is a sophisticated stockholder and has adequate information concerning the business and financial
condition of Parent and the Company to make an informed decision regarding this Agreement and the transactions contemplated hereby
and has independently and without reliance upon Parent or the Company and based on such information as such Stockholder has deemed
appropriate, made its, his or her own analysis and decision to enter into this Agreement. Such Stockholder acknowledges that Parent
and the Company have not made and do not make any representation or warranty, whether express or implied, of any kind or character
except as expressly set forth in this Agreement. Such Stockholder acknowledges that the agreements contained herein with respect
to the Subject Shares held by such Stockholder are irrevocable.


 


(f) Acknowledgment.
Such Stockholder understands and acknowledges that each of Parent and the Company is entering into the Merger Agreement in reliance
upon such Stockholder’s execution and delivery of this Agreement.


 






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ARTICLE 3


 


MISCELLANEOUS


 


Termination.
This Agreement and all of its provisions shall automatically terminate upon the earliest of (a) the Expiration Time and (b)
as to each Stockholder, the written agreement of Parent, the Company and such Stockholder. Upon such termination of this Agreement,
all obligations of the parties under this Agreement will terminate, without any liability or other obligation on the part of any
party hereto to any Person in respect hereof or the transactions contemplated hereby, and no party hereto shall have any claim
against another (and no person shall have any rights against such party), whether under contract, tort or otherwise, with respect
to the subject matter hereof; provided, however, that the termination of this Agreement shall not relieve any party
hereto from liability arising in respect of any breach of this Agreement prior to such termination. This Article III shall
survive the termination of this Agreement.


 


3.2 Governing
Law. This Agreement, and all claims or causes of action (whether in contract or tort) that may be based upon, arise out of
or relate to this Agreement or the negotiation, execution or performance of this Agreement (including any claim or cause of action
based upon, arising out of or related to any representation or warranty made in or in connection with this Agreement) will be governed
by and construed in accordance with the internal Laws of the State of Delaware applicable to agreements executed and performed
entirely within such State.


 


3.3 CONSENT
TO JURISDICTION AND SERVICE OF PROCESS; WAIVER OF JURY TRIAL.


 


(a) THE
PARTIES TO THIS AGREEMENT SUBMIT TO THE EXCLUSIVE JURISDICTION OF THE STATE COURTS LOCATED IN WILMINGTON, DELAWARE OR THE COURTS
OF THE UNITED STATES LOCATED IN WILMINGTON, DELAWARE IN RESPECT OF THE INTERPRETATION AND ENFORCEMENT OF THE PROVISIONS OF THIS
AGREEMENT AND ANY RELATED AGREEMENT, CERTIFICATE OR OTHER DOCUMENT DELIVERED IN CONNECTION HEREWITH AND BY THIS AGREEMENT WAIVE,
AND AGREE NOT TO ASSERT, ANY DEFENSE IN ANY ACTION FOR THE INTERPRETATION OR ENFORCEMENT OF THIS AGREEMENT AND ANY RELATED AGREEMENT,
CERTIFICATE OR OTHER DOCUMENT DELIVERED IN CONNECTION HEREWITH, THAT THEY ARE NOT SUBJECT THERETO OR THAT SUCH ACTION MAY NOT BE
BROUGHT OR IS NOT MAINTAINABLE IN SUCH COURTS OR THAT THIS AGREEMENT MAY NOT BE ENFORCED IN OR BY SUCH COURTS OR THAT THEIR PROPERTY
IS EXEMPT OR IMMUNE FROM EXECUTION, THAT THE ACTION IS BROUGHT IN AN INCONVENIENT FORUM, OR THAT THE VENUE OF THE ACTION IS IMPROPER.
SERVICE OF PROCESS WITH RESPECT THERETO MAY BE MADE UPON ANY PARTY TO THIS AGREEMENT BY MAILING A COPY THEREOF BY REGISTERED OR
CERTIFIED MAIL, POSTAGE PREPAID, TO SUCH PARTY AT ITS ADDRESS AS PROVIDED IN SECTION 3.8.


 






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(b) WAIVER
OF TRIAL BY JURY. EACH PARTY HERETO HEREBY ACKNOWLEDGES AND AGREES THAT ANY CONTROVERSY WHICH MAY ARISE UNDER THIS AGREEMENT IS
LIKELY TO INVOLVE COMPLICATED AND DIFFICULT ISSUES, AND THEREFORE EACH SUCH PARTY HEREBY IRREVOCABLY AND UNCONDITIONALLY WAIVES
ANY RIGHT SUCH PARTY MAY HAVE TO A TRIAL BY JURY IN RESPECT OF ANY LITIGATION DIRECTLY OR INDIRECTLY ARISING OUT OF OR RELATING
TO THIS AGREEMENT OR THE TRANSACTIONS CONTEMPLATED BY THIS AGREEMENT. EACH PARTY CERTIFIES AND ACKNOWLEDGES THAT (I) NO REPRESENTATIVE,
AGENT OR ATTORNEY OF ANY OTHER PARTY HAS REPRESENTED, EXPRESSLY OR OTHERWISE, THAT SUCH OTHER PARTY WOULD NOT, IN THE EVENT OF
LITIGATION, SEEK TO ENFORCE THE FOREGOING WAIVER, (II) EACH SUCH PARTY UNDERSTANDS AND HAS CONSIDERED THE IMPLICATIONS OF THIS
WAIVER, (III) EACH SUCH PARTY MAKES THIS WAIVER VOLUNTARILY, AND (IV) EACH SUCH PARTY HAS BEEN INDUCED TO ENTER INTO THIS AGREEMENT
BY, AMONG OTHER THINGS, THE MUTUAL WAIVERS AND CERTIFICATIONS IN THIS SECTION 3.3.


 


3.4 Assignment.
This Agreement and all of the provisions hereof will be binding upon and inure to the benefit of the parties hereto and their respective
heirs, successors and permitted assigns. Neither this Agreement nor any of the rights, interests or obligations hereunder will
be assigned (including by operation of law) without the prior written consent of the parties hereto.


 


3.5 Specific
Performance. The parties hereto agree that irreparable damage may occur in the event that any of the provisions of this Agreement
were not performed in accordance with their specific terms or were otherwise breached. It is accordingly agreed that the parties
hereto shall be entitled to seek an injunction or injunctions to prevent breaches of this Agreement and to enforce specifically
the terms and provisions of this Agreement in the chancery court or any other state or federal court within the State of Delaware,
this being in addition to any other remedy to which such party is entitled at law or in equity.


 


3.6 Amendment;
Waiver. This Agreement may not be amended, changed, supplemented, waived or otherwise modified or terminated, except upon the
execution and delivery of a written agreement executed by Parent, the Company and the Stockholders.


 


3.7 Severability.
If any provision of this Agreement is held invalid or unenforceable by any court of competent jurisdiction, the other provisions
of this Agreement will remain in full force and effect. Any provision of this Agreement held invalid or unenforceable only in part
or degree will remain in full force and effect to the extent not held invalid or unenforceable.


 






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3.8 Notices.
All notices and other communications among the parties hereto shall be in writing and shall be deemed to have been duly given (a)
when delivered in person, (b) when delivered after posting in the United States mail having been sent registered or certified mail
return receipt requested, postage prepaid, (c) when delivered by FedEx or other nationally recognized overnight delivery service
or (d) when e-mailed during normal business hours (and otherwise as of the immediately following Business Day), addressed as follows:


 


If to Parent:


 


c/o Insurance Acquisition Corp. II

2929 Arch Street, Suite 1703

Philadelphia, PA 19104-2870

Attention: Amanda Abrams

Phone: (484) 459-3476

Email: aabrams@cohenandcompany.com


 


with a copy (which
shall not constitute notice) to:



Ledgewood P.C.


Two Commerce Square, Suite 3400

2001 Market Street

Philadelphia, PA 19103

Attention: Derick S. Kauffman

Phone: (215) 731-9450

Facsimile: (215) 735-2513

Email: dkauffman@ledgewood.com


 


If to the Company:


 


MetroMile, Inc.


425 Market Street #700


San Francisco, CA 94105


Attention: Dan Preston


 


with a copy (which
shall not constitute notice) to:


 


Cooley LLP


101 California Street, 5th Floor


San Francisco, CA 94111


Attention: Rachel Proffitt


Phone: (415) 693-2000


Email: rproffitt@cooley.com; gosterman@cooley.com


 


If to a Stockholder:


 


To such Stockholder’s
address set forth in Schedule I.


 


3.9 Further
Assurances. Each party hereto shall execute and deliver such additional documents as may be necessary or desirable to effect
the transactions contemplated by this Agreement.


 






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3.10 Counterparts.
This Agreement may be executed in two or more counterparts (any of which may be delivered by electronic transmission), each of
which shall constitute an original, and all of which taken together shall constitute one and the same instrument.


 


3.11 Entire
Agreement. This Agreement and the agreements referenced herein constitute the entire agreement and understanding of the parties
hereto in respect of the subject matter hereof and supersede all prior understandings, agreements or representations by or among
the parties hereto to the extent they relate in any way to the subject matter hereof.





 






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


 


	 	INSU ACQUISITION CORP. II
	 	 	 
	 	By:	        
	 	Name:	 
	 	Title:	 


 






     


     


    

 


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


 


	 	METROMILE, INC.
	 	 	 
	 	By:	        
	 	Name: 	 
	 	Title:	 





 






     


     


    

 


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


 


 


	 	 
	 	[Stockholder]	 
	 	 	 
	 	Address: 	 
	 	 	 
	 	 	 
	 	Email:	 








 






     


     


    

 


SCHEDULE I


 


Stockholder Subject Shares





 


 


 


 


 


 


 


 


 


 


 


 


 


 


 


 


 


 


 


 




 






     


     


    

 


SCHEDULE II


 


Amended and Restated Registration Rights
Agreement Signatories