Document:

EX-10.20

 Exhibit 10.20 

AMERICAN WELL CORPORATION 

EMPLOYMENT AGREEMENT 

THIS EMPLOYMENT AGREEMENT (the “Agreement”) is hereby entered into as of June 18, 2020 (the “Effective
Date”) by and between American Well Corporation, a Delaware corporation (the “Company”), and Ido Schoenberg, an individual (the “Executive”) (hereinafter collectively referred to as “the
parties”). Where the context requires, references to the Company shall include the Company’s subsidiaries and affiliates. 

RECITALS 
 WHEREAS, the
Company desires to continue to employ Executive for the period provided in this Agreement, and Executive desires to accept such continued employment with the Company, subject to the terms and conditions set forth herein; 

NOW, THEREFORE, in consideration of the respective agreements of the parties contained herein, it is agreed as follows: 

1. Commencement Date; Term; Effect on Other Agreements. The employment term (the “Employment Term”) of Executive’s
employment under this Agreement shall be for the period commencing on June 18, 2020 (the “Commencement Date”) and ending on the third (3rd) anniversary of the
Commencement Date. Thereafter, the Employment Term shall extend automatically for consecutive periods of one year unless either party provides notice of non-renewal not less than ninety (90) days prior to
the end of the Employment Term as then in effect. 
 2. Employment. During the Employment Term: 

 

	 	(a)	 Subject to Section 2(d) hereof, Executive shall be employed as Chairman and co-Chief Executive Officer of the Company and Executive shall perform the duties, undertake the responsibilities and exercise the authority customarily performed, undertaken and exercised by Executive in the past.
Executive shall report solely and directly to the board of directors of the Company (the “Board”). Executive shall continue to serve on the Board during the Employment Term and as otherwise provided in the Company’s governing
documents. 

  

	 	(b)	 Excluding periods of vacation and sick leave to which Executive is entitled and other service outside of the
Company contemplated in this Section 2(b), Executive shall devote substantially all of Executive’s professional time and attention to the business and affairs of the Company to discharge the responsibilities of
Executive hereunder. Executive may manage personal and family investments, engage in educational activities, participate in industry organizations and charitable endeavors and, with the consent of the Board (which shall not be unreasonably
withheld), serve on up to two (2) for-profit boards of directors, so long as such activities do not interfere with the performance of Executive’s responsibilities hereunder. It is understood that,
during Executive’s employment by the Company, Executive shall not engage in any activities that constitute a conflict of interest with the interests of the Company or its direct and indirect subsidiaries. 

  
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	 	(c)	 Executive shall be subject to and shall abide by each of the personnel policies applicable to senior
executives, including but not limited to any policy restricting pledging and hedging investments in Company equity by Company executives, any policy the Company adopts regarding the recovery of incentive compensation applicable if a financial metric
used to determine the amount of incentive compensation has been miscalculated, the Company is required to restate its financial statements or Executive engages in significant illegal conduct (but in the case of illegal conduct the clawback shall be
limited to the extent such illegal conduct resulted in inappropriate payment of incentive compensation) (sometimes referred to as “clawback”) and any additional clawback provisions as required by law and applicable listing rules.
This Section 2(c) shall survive the termination of the Employment Term. 

  

	 	(d)	 Executive’s position, title and duties with the Company may be adjusted following the completion of an
initial public offering of the Company’s common stock (an “IPO”), including pursuant to any modifications to the Company’s organizational or executive structure, as determined by the Board in consultation with Executive.
Any such adjustments shall not constitute Good Reason for purposes of this Agreement; provided that Executive remains in a “C-suite” level role or higher with the Company following such
adjustment. 

  

	 	(e)	 Subject to Sections 7, 8 and 9 hereof, Executive’s employment with the Company is
“at will,” such that each of Executive or the Company has the option to terminate Executive’s employment at any time, with or without advance notice, and with or without Cause or with or without Good Reason. This Agreement does not
constitute an express or implied agreement of continuing or long-term employment. 

 3. Annual Compensation. 

 

	 	(a)	 Base Salary. During the Employment Term, Executive shall be paid an annual base salary of US $650,000
(“Base Salary”). The Base Salary shall be payable in accordance with the Company’s regular payroll practices as then in effect. 

  
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	 	(b)	 Annual Bonus. Subject to the terms of the Company’s annual cash bonus program as in effect from
time to time and the provisions hereof, for each fiscal year of the Company ending during the Employment Term (commencing with the 2020 fiscal year), Executive shall be eligible to receive a target annual cash bonus of up to 150% of Base Salary
(such target bonus, as may hereafter be increased, the “Target Bonus”), with the opportunity for increased payment upon performance overachievement as determined by the Board in its discretion. Annual bonuses, if any, will be
payable after the close of the applicable fiscal year, but in any event prior to March 15 of the following calendar year. The criteria for, and attainment of, Executive’s annual bonus will be at the sole discretion of the Board following
consultation with Executive and may be based on the achievement of both corporate and personal performance objectives. 

  

	 	(c)	 Annual Review. On an annual basis during the Employment Term, the Board shall review and analyze the
then-current Base Salary and Target Bonus of Executive and determine, in its discretion, whether increases are necessary or advisable based on merit, to meet industry benchmarks or otherwise, taking into account market practice and the performance
of both the Company and Executive. The Base Salary and Target Bonus, as may be increased from time to time, shall not thereafter be decreased. 

4. Additional Compensation. 
  

	 	(a)	 Cash Award. As consideration for entering into this Agreement, Executive will receive, on the first
regular payroll date following the Commencement Date, a cash payment equal to $1,000,000 (the “Cash Award”). This amount of the Cash Award shall be inclusive of any amount payable to Executive as an over-attainment bonus in respect
of the 2019 fiscal year. 

  

	 	(b)	 2018 Options. As consideration for entering into this Agreement, the vesting terms of the non-qualified and incentive stock options granted to Executive on October 25, 2018 (the “2018 Options”) are hereby amended to provide that such options shall service-vest over a two (2)-year
period from the grant date, such that the remaining unvested options shall vest in equal quarterly installments until the options are fully vested on November 24, 2020. Executive acknowledges that such acceleration of vesting may cause all or a
portion of such incentive stock options to cease being qualified as incentive stock options under Section 422(b) of the Internal Revenue Code of 1986, as amended (the “Code”). 

 

	 	(c)	 RSU Grants. During the Employment Term, Executive shall be entitled to receive the following grants of
restricted stock units (“RSUs”) with respect to shares of the Company’s common stock (“Shares”): 

  

	 	(1)	 No later than ten (10) business days following the Commencement Date, Executive shall receive a grant of
service-vesting RSUs with respect to 325,100 Shares, which shall be granted under the terms of the Company’s 2006 Employee, Director and Consultant Stock Plan, as amended and restated (the “2006 Plan”) and have a vesting

  
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commencement date of January 1, 2019 (the “2019 RSUs”). The 2019 RSUs shall vest over a three (3)-year period, with 50% of the 2019 RSUs vesting on July 1, 2020 and the
remaining 50% vesting in equal quarterly installments thereafter; provided that, in the event of a termination of Executive’s employment, the 2019 RSUs shall be treated in accordance with Section 9 hereof.

  

	 	(2)	 Upon the earlier to occur of (i) an IPO that closes on or before December 31, 2020 (a “2020
IPO”) and (ii) the execution on or before December 31, 2020 of a definitive transaction agreement to enter into a “Corporate Transaction” (as such term is defined in Exhibit B) (a “2020 Sale”),
Executive shall be entitled to receive a grant of RSUs based on the percentage (not to exceed 1.5%) of the Company’s fully-diluted outstanding capital stock (not taking into account such grant or the 2020 IPO or 2020 Sale, as applicable)
determined in accordance with Exhibit A (the “Equity Percentage”), as follows: 

(i) RSUs granted in connection with the 2020 IPO (the “IPO RSUs”) shall be granted in the following two
traches: (A) 50% of the IPO RSUs shall be granted on or promptly following the closing date of the 2020 IPO, with an Equity Percentage based on the closing price per Share on such closing date (“Tranche 1”), and (B) 50% of
the IPO RSUs shall be granted on or promptly following the 180-day anniversary of the closing of the 2020 IPO, with an Equity Percentage based on the average of the five (5) highest closing prices per
Share during the period beginning on the date of the Company’s first earnings release following the 2020 IPO (or the 140-day anniversary of the 2020 IPO closing date, if earlier) and ending on the 180-day anniversary of the 2020 IPO closing date (“Tranche 2”), in each case subject to Executive’s continued employment through the closing date of the 2020 IPO, other than as provided in
Section 4(c)(2)(iii). The IPO RSUs shall vest and settle in Shares over the three (3)-year period from the 2020 IPO closing date, with one-third of the IPO RSUs vesting on the first
anniversary thereof and the remaining IPO RSUs vesting in equal quarterly installments thereafter; provided that, in the event of a termination of Executive’s employment, the IPO RSUs shall be treated in accordance with
Section 9 hereof. 
 (ii) RSUs granted in connection with the 2020 Sale (the “Sale
RSUs”, and together with the IPO RSUs, the “Additional RSUs”) shall be granted and immediately payable in cash on the closing date of the 2020 Sale based on the price per Share paid to the Company’s shareholders on
such closing date, subject to Executive’s continued employment through such grant date, other than as provided in Section 4(c)(2)(iii). 

  
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 (iii) The Additional RSUs shall be granted under the equity compensation
plan that the Company intends to adopt in connection with the IPO (the “IPO Plan”) or the 2006 Plan, as applicable (such plan, as amended and restated from time to time, the “Plan”), shall be subject to the terms of
the Plan and the applicable award agreement thereunder and, except as expressly set forth in this Agreement or the applicable award agreement, are intended to contain terms and conditions generally applicable to RSUs granted to similarly situated
executives of the Company. In the event that Executive’s employment is terminated by the Company without Cause or by Executive with Good Reason prior to the Tranche 1 and/or Tranche 2 grant(s) or 2020 Sale, as applicable, the Company shall
grant Executive the Additional RSUs pursuant to this Section 4(c)(2), effective as of the scheduled grant date(s) of the Tranche 1 and/or Tranche 2 grants or 2020 Sale, respectively. For the avoidance of
doubt, (i) in no event shall both the IPO RSUs and Sale RSUs be granted hereunder, (ii) if the closing of the 2020 Sale does not occur, then no Sale RSUs shall be granted or paid out under this Agreement and (iii) any IPO RSUs granted
pursuant to the immediately preceding sentence shall be vested as of grant. 
  

	 	(d)	 Ongoing Grants. Executive shall be eligible for consideration for additional equity grants during the
Employment Term in the sole discretion of the Board (the “Ongoing Grants”); provided that no such grants shall be made prior to March 1, 2021. Any Ongoing Grants shall be subject to the availability of Shares at the time
of grant and such vesting terms and conditions as may be determined by the Board in its discretion, and both the amount and type of such grants shall be based on merit, to meet industry benchmarks or otherwise, taking into account market practice
and the performance of both the Company and Executive. 

  

	 	(e)	 Corporate Transaction. All of Executive’s outstanding equity awards shall vest and be paid or
become exercisable, as applicable, in full immediately prior to a Corporate Transaction. 

 5. Share Ownership
Commitment. Executive agrees to comply with any share ownership requirements adopted by the Company applicable to Executive, which shall be on the same terms as similarly situated executives of the Company. 

6. Other Benefits. During the Employment Term: 
  

	 	(a)	 Employee Benefits. Executive shall be eligible to participate in the various benefits offered by the
Company on terms and conditions that are no less favorable than other senior executives of the Company, including the Company’s group medical and dental plans, life and disability insurance and 401(k) plan, which shall be no less favorable in
the aggregate than those benefits provided by the Company as of the date hereof. Benefits may be 

  
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modified or changed from time to time at the sole discretion of the Company (but not in a manner discriminatory against Executive), and the provision of such benefits to Executive in no way
changes or impacts Executive’s status as an at-will employee. The Company’s present benefit structure and other important information about the benefits for which Executive may be eligible are
described in the Company’s benefits summary booklet and in the Company’s employee handbook. Where a benefit is subject to a formal plan (for example, medical insurance or life insurance), eligibility to participate in and receive any
particular benefit is governed solely by the applicable plan document. 

  

	 	(b)	 Business Expenses. Upon submission of proper invoices in accordance with, and subject to, the
Company’s normal policies and procedures, Executive shall be entitled to receive prompt reimbursement of all reasonable out-of-pocket business, entertainment and
travel expenses incurred by Executive in connection with the performance of Executive’s duties hereunder. The Company shall provide for travel reimbursements materially consistent with those in effect as of the date hereof.

  

	 	(c)	 Paid Time Off. Executive shall be entitled to participate in the Company’s unlimited Personal Paid
Time Off Policy. 

 7. Termination. Executive’s employment with the Company hereunder may be terminated under
the circumstances set forth below; provided, however, that notwithstanding anything contained herein to the contrary, to the extent required by Section 409A (“Section 409A”) of the Code,
Executive shall not be considered to have terminated employment with the Company for purposes of this Agreement until Executive would be considered to have incurred a “separation from service” from the Company within the meaning of
Section 409A. 
  

	 	(a)	 Death. Executive’s employment shall be terminated as of the date of Executive’s death and
Executive’s beneficiaries shall be entitled to the benefits provided in Section 9(b) hereof. 

  

	 	(b)	 Disability. The Company may terminate Executive’s employment, on written notice to Executive after
having established Executive’s Disability and while Executive remains Disabled, and Executive shall be entitled to the benefits provided in Section 9(b) hereof. For purposes of this Agreement,
“Disability” shall have the meaning assigned to such term in the Plan. 

  

	 	(c)	 Cause. The Company may terminate Executive’s employment for Cause (as defined in Exhibit B)
effective as of the date of the Notice of Termination (as defined in Section 8 hereof) and Executive shall be entitled to the benefits provided in Section 9(a) hereof. 

  
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	 	(d)	 Without Cause. The Company may terminate Executive’s employment without Cause and Executive shall
be entitled to the benefits provided in Section 9(c) hereof. 

  

	 	(e)	 Good Reason. Executive may terminate Executive’s employment with Good Reason (as defined in
Exhibit B), subject to this Section 7(e) and Executive shall be entitled to the benefits provided in Section 9(c) hereof. 

 

	 	(f)	 Without Good Reason. Executive may voluntarily terminate Executive’s employment without Good Reason
by delivering to the Company a Notice of Termination not less than thirty (30) days prior to the termination of Executive’s employment and the Company shall have the option of terminating Executive’s duties and responsibilities prior
to the expiration of such thirty (30) day notice period (in which case Executive shall not receive any payment of Executive’s salary or other compensation for the balance of such thirty (30) day period), and Executive shall be
entitled to the benefits provided in Section 9(a) hereof through the last day of such notice period. 

  

	 	(g)	 Retirement. Executive may terminate Executive’s employment upon Executive’s retirement in
accordance with the terms of a retirement plan or policy of the Company approved by the Board and applicable to Executive (a “Company Retirement Plan”), and Executive shall be entitled to the benefits provided in
Section 9(d) hereof. 

  

	 	(h)	 Notice of Non-Renewal. Executive’s employment shall
terminate upon expiration of the Employment Term as then in effect following timely provision by either party of notice of non-renewal in accordance with Section 1 hereof, and
Executive shall be entitled to the benefits provided in Section 9(e) hereof 

 8. Notice of
Termination. Any purported termination by Executive shall be communicated by written Notice of Termination to the Company. For purposes of this Agreement, a “Notice of Termination” shall mean a notice which indicates a
termination date, the specific termination provision in this Agreement relied upon and sets forth in reasonable detail the facts and circumstances claimed to provide a basis for termination of Executive’s employment under the provision so
indicated. For purposes of this Agreement, no such purported termination of Executive’s employment hereunder shall be effective without such Notice of Termination (unless waived by the party entitled to receive such notice); provided
that the Company may not challenge a Good Reason termination based upon a lack of “reasonable detail” regarding the basis for termination of Executive’s employment as long as Executive otherwise meets the notice requirements set forth
in Section 7(e) hereof. 
 9. Compensation Upon Termination. Upon termination of
Executive’s employment during the Employment Term, Executive shall be entitled to the following benefits; provided, however, that any such benefits to which Executive is hereunder entitled shall be offset by those benefits that
Executive receives, if any, under applicable law or otherwise: 

  
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	 	(a)	 Termination by the Company for Cause or by Executive Without Good Reason. If
Executive’s employment is terminated by the Company for Cause or by Executive without Good Reason, the Company shall pay Executive all amounts earned or accrued hereunder through the termination date, including: 

 

	 	(1)	 reimbursement for reasonable and necessary expenses incurred by Executive on behalf of the Company for the
period ending on the termination date, pursuant to the procedures of the Company’s applicable policies; 

  

	 	(2)	 any previous compensation which Executive has previously deferred (including any interest earned or credited
thereon), in accordance with the terms and conditions of the applicable deferred compensation plans or arrangements then in effect; 

  

	 	(3)	 equity and incentive awards, to the extent previously vested, shall be paid or delivered to Executive in
accordance with the terms of such awards; 

  

	 	(4)	 any amount or benefit as provided under any benefit plan or program, and any accrued, but unpaid vacation (the
foregoing items in clauses (1) through (4) being collectively referred to as the “Accrued Compensation”); and 

  

	 	(5)	 in the case of Executive’s resignation without Good Reason, for each unvested equity award held by
Executive at the time of termination that is a 2018 Option, 2019 RSU or an IPO RSU, such award shall be eligible to continue to vest in accordance with the vesting schedule provided by the terms of the applicable award agreement (provided
that any such award that is not exempt from Section 409A must vest and be paid out on the scheduled payment dates provided under the applicable award agreement). 

 

	 	(b)	 Termination by the Company for Disability or Death. If Executive’s employment is terminated by the
Company for Disability or by reason of Executive’s death, then, subject to Section 16(e) hereof, Executive shall be entitled to the benefits provided in this Section 9(b).

  

	 	(1)	 The Company shall pay Executive (or Executive’s beneficiaries, as applicable) the Accrued Compensation;

  

	 	(2)	 The Company shall pay to Executive (or Executive’s beneficiaries, as applicable) within sixty
(60) days following the termination date, any bonus earned but unpaid in respect of any fiscal year preceding the termination date; 

  
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	 	(3)	 The Company shall pay to Executive (or Executive’s beneficiaries, as applicable) a pro rata bonus for the
year in which Executive’s employment terminates, in an amount equal to the product of (x) the quotient of the number of days Executive was employed in the applicable year, divided by 365 and (y) Executive’s then-current Target
Bonus; and 

  

	 	(4)	 Each unvested equity award held by Executive at the time of termination shall be treated as follows:

 (i) for each award that is a 2018 Option, 2019 RSU, an IPO RSU or an Ongoing Grant, such award shall
vest in full (with any performance goals applicable to an Ongoing Grant treated as achieved at target) and all outstanding stock options shall remain exercisable for their full term; and 

(ii) each other award shall be governed by the terms of the applicable award agreement. 

 

	 	(c)	 Termination by the Company Without Cause or by Executive for Good Reason. If
Executive’s employment by the Company shall be terminated by the Company without Cause or by Executive for Good Reason, then, subject to Section 16(e) hereof, Executive shall be entitled to the benefits provided
in this Section 9(c). 

  

	 	(1)	 The Company shall pay to Executive any Accrued Compensation; 

 

	 	(2)	 The Company shall pay to Executive any bonus earned but unpaid in respect of any fiscal year preceding the
termination date within sixty (60) days following the termination date; 

  

	 	(3)	 The Company shall pay to Executive a pro rata bonus for the year in which Executive’s employment
terminates, in an amount equal to the product of (x) the quotient of the number of days Executive was employed in the applicable year, divided by 365 and (y) the bonus Executive would have earned for such year had he remained employed
through year-end, within the time period set forth in Section 3(b); 

  

	 	(4)	 The Company shall pay Executive as severance pay, in lieu of any further compensation (except as provided in
this Section 9(c)) for the periods subsequent to the termination date, an amount in cash, equal to three (3) times Executive’s then-current Base Salary, paid in equal installments on the Company’s regular
payroll dates during the thirty-six (36) month period following the date on which Executive executes a release in accordance with Section 16(e) hereof (the “Severance
Period”); 

  
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	 	(5)	 Each unvested equity award held by Executive at the time of termination shall be treated as follows:

 (i) for each award that is a 2018 Option, 2019 RSU, an IPO RSU or an Ongoing Grant, such award shall
vest in full (with any performance goals applicable to an Ongoing Grant treated as achieved at target) and all outstanding stock options shall remain exercisable for their full term; and 

(ii) each other award shall be governed by the terms of the applicable award agreement. 

 

	 	(6)	 If Executive is participating in the Company’s group health insurance plans on the effective date of
termination, and Executive timely elects and remains eligible for continued coverage under the Consolidated Omnibus Budget Reconciliation Act (“COBRA”), or, if applicable, state or local insurance laws, the Company shall pay that
portion of Executive’s premiums that the Company was paying prior to the effective date of termination for the Severance Period and, if necessary due to COBRA restrictions, provide alternative coverage for any period beyond the COBRA
continuation period if Executive is not receiving comparable coverage from a subsequent employer. 

  

	 	(d)	 Termination by Executive due to Executive’s Retirement. If Executive terminates
Executive’s employment upon Executive’s retirement pursuant to a Company Retirement Plan, then, subject to Section 16(e) hereof, Executive shall be entitled to the benefits provided in this
Section 9(d). 

  

	 	(1)	 The Company shall pay to Executive any Accrued Compensation; and 

 

	 	(2)	 Each unvested equity award held by Executive at the time of termination shall be treated as follows:

 (i) for each award that is a 2018 Option, 2019 RSU, an IPO RSU or an Ongoing Grant, such award shall be
eligible to continue to vest in accordance with the vesting schedule provided by the terms of the applicable award agreement (provided that any such award that is not exempt from Section 409A must vest and be paid out on the scheduled
payment dates provided under the applicable award agreement); and 

  
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 (ii) each other award shall be governed by the terms of the applicable
award agreement. 
  

	 	(e)	 Expiration of Employment Term Upon Notice of
Non-Renewal. If Executive’s employment terminates upon expiration of the Employment Term as then in effect following timely provision by either party of notice of
non-renewal in accordance with Section 1 hereof, then, subject to Section 16(e) hereof, Executive shall be entitled to the benefits provided in this
Section 9(e). 

  

	 	(1)	 The Company shall pay to Executive any Accrued Compensation; and 

 

	 	(2)	 Each unvested equity award held by Executive at the time of termination shall be governed by the terms of the
applicable award agreement; provided that, in the event the Company provides such notice of non-renewal, all unvested IPO RSUs shall vest upon Executive’s termination of employment.

  

	 	(f)	 Executive shall not be required to mitigate the amount of any payment provided for under this
Section 9 by seeking other employment or otherwise and no such payment shall be offset or reduced by the amount of any compensation or benefits provided to Executive in any subsequent employment. 

10. Section 409A. This Agreement is intended to comply with, or otherwise be exempt from, Section 409A. The
Company shall undertake to administer, interpret and construe this Agreement, to the extent reasonably practicable, in a manner that does not result in the imposition on Executive of any additional tax, penalty or interest under Section 409A.
If the Company determines in good faith that any provision of this Agreement would cause Executive to incur an additional tax, penalty or interest under Section 409A, the Company and Executive shall use reasonable efforts to reform such
provision, if possible, in a mutually agreeable fashion to maintain to the maximum extent practicable the original intent of the applicable provision without violating the provisions of Section 409A. If a payment obligation under this Agreement
arises on account of Executive’s separation from service while Executive is a “specified employee” (as defined under Section 409A), then any payment that constitutes “deferred compensation” (as defined under Treasury
Regulation Section 1.409A-1(b)(1), after giving effect to the exemptions in Treasury Regulation Sections 1.409A-1(b)(3) through (b)(12)) that is scheduled to be
paid within six (6) months after such separation from service shall accrue without interest and shall be paid within fifteen (15) days after the end of the six (6) month period beginning on the date of such separation from service or,
if earlier, within fifteen (15) days after the appointment of the personal representative or executor of Executive’s estate following Executive’s death. Notwithstanding the foregoing, nothing in this Agreement or otherwise is intended
to, nor does it, guarantee that the payments and benefits under this Agreement will not be subject to any additional tax or other adverse tax consequences under Section 409A or any similar state or local tax law. For purposes of
Section 409A, any series of installment payments under this Agreement shall be treated as a right to a series of separate payments. 

  
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 11. Employee Protection. Nothing in this Agreement or otherwise limits
Executive’s ability to communicate directly with and provide information, including documents, not otherwise protected from disclosure by any applicable law or privilege to the Securities and Exchange Commission (the “SEC”),
any other federal, state or local governmental agency or commission (“Government Agency”) or self-regulatory organization regarding possible legal violations, without disclosure to the Company. The Company may not retaliate
against Executive for any of these activities, and nothing in this Agreement or otherwise requires Executive to waive any monetary award or other payment that Executive might become entitled to from the SEC or any other Government Agency or
self-regulatory organization. 
 12. Records and Confidential Data. 

 

	 	(a)	 Executive acknowledges that in connection with the performance of Executive’s duties during the Employment
Term, the Company will make available to Executive, or Executive will have access to, certain Confidential Information (as defined below) of the Company and its subsidiaries. Executive acknowledges and agrees that any and all Confidential
Information disclosed to, or learned or obtained by, Executive during the course of Executive’s employment by the Company or otherwise, whether developed by Executive alone or in conjunction with others or otherwise, shall be and is the sole
and exclusive property of the Company and its subsidiaries and Executive hereby assigns to the Company any and all right, title and interest Executive may have or acquire in and to such Confidential Information. 

 

	 	(b)	 Except as provided in Section 11 hereof, the Confidential Information will be kept
confidential by Executive, will not be used in any manner which is detrimental to the Company, will not be used other than in connection with Executive’s discharge of Executive’s duties hereunder, and will be safeguarded by Executive from
unauthorized disclosure. Executive acknowledges and agrees that the confidentiality restrictions set forth herein shall apply to any and all Confidential Information disclosed to, or learned or obtained by, Executive, whether before, on or after the
date hereof. For the avoidance of doubt, nothing in this Section 12(b) shall prevent Executive from (i) complying with a valid legal requirement (whether by oral questions, interrogatories, requests for
information or documents, subpoena, civil or criminal investigative demand or similar process) to disclose any Confidential Information, (ii) using Confidential Information as reasonably necessary in connection with arbitration or litigation
between Executive and the Company or any of its affiliates or (iii) exercising any legally protected whistleblower rights (including under Rule 21F under the Securities Exchange Act of 1934, as amended) as set forth in
Section 11. 

  
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	 	(c)	 Following the termination of Executive’s employment hereunder, as soon as possible after the
Company’s written request, Executive will return to the Company all written Confidential Information which has been provided to Executive and Executive will return or destroy (or cooperate with any reasonable Company requested process to return
or destroy) all copies of any analyses, compilations, studies or other documents (including any email or other electronic correspondence) prepared by Executive or for Executive’s use containing or reflecting any Confidential Information, except
as provided in Section 11. Within five (5) business days of the receipt of such request by Executive, Executive shall, upon written request of the Company, deliver to the Company a document certifying that such written
Confidential Information has been returned or destroyed in accordance with this Section 12(c). 

  

	 	(d)	 For the purposes of this Agreement, “Confidential Information” shall mean all confidential and
proprietary information of the Company and its subsidiaries, including, without limitation, information derived from reports, investigations, experiments, research, work in progress, drawings, designs, plans, proposals, codes, marketing and sales
programs, client lists, client mailing lists, supplier lists, financial projections, cost summaries, pricing formula, marketing studies relating to prospective business opportunities and all other know-how,
trade secrets, inventions, concepts, ideas, materials, or information developed, prepared or performed for or by the Company or its subsidiaries (in each case, including any email or other electronic correspondence). For purposes of this Agreement,
the Confidential Information shall not include and Executive’s obligations shall not extend to information that Executive can demonstrate with competent evidence is (i) generally available to the public without any action or involvement by
Executive or (ii) independently obtained by Executive from a third party on a non-confidential and authorized basis. Notwithstanding anything in this Section 12 to the contrary,
Executive may disclose Confidential Information: (1) as set forth in Section 11; and (2) to the extent it is required to be disclosed by law or pursuant to judicial process or administrative subpoena. To the
extent that Confidential Information is required to be disclosed by law, governmental investigation or pursuant to judicial process or administrative subpoena, Executive shall, to the extent legally permitted, first give written notice to the
Company and reasonably cooperate with the Company (at the Company’s expense) to obtain a protective order or other measures preserving the confidential treatment of such Confidential Information and requiring that the information or documents
so disclosed be used only for the purposes required by law, governmental investigation or pursuant to judicial process or administrative subpoena, except as provided in Section 11 and subject to
Section 12(e). 

  
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	 	(e)	 Notwithstanding anything in this Agreement to the contrary, pursuant to the Defend Trade Secrets Act of 2016,
the parties hereto acknowledge and agree that Executive shall not have criminal or civil liability under any federal or state trade secret law for the disclosure of a trade secret that (A) is made (i) in confidence to a federal, state, or
local government official, either directly or indirectly, or to an attorney and (ii) solely for the purpose of reporting or investigating a suspected violation of law; or (B) is made in a complaint or other document filed in a lawsuit or
other proceeding, if such filing is made under seal. In addition and without limiting the preceding sentence, if Executive files a lawsuit for retaliation by the Company for reporting a suspected violation of law, Executive may disclose the trade
secret to Executive’s attorney and may use the trade secret information in the court proceeding, if Executive (X) files any document containing the trade secret under seal and (Y) does not disclose the trade secret, except pursuant to
court order. 

  

	 	(f)	 In connection with Executive’s employment with the Company, Executive will not use any confidential or
proprietary information Executive may have obtained in connection with employment with any prior employer. 

  

	 	(g)	 Executive’s obligations under this Section 12 shall survive the termination of
the Employment Term. 

 13. Covenant Not to Solicit and Not to Compete;
Non-Disparagement. 
  

	 	(a)	 Covenants Not to Solicit or to Interfere. To protect the Confidential Information and other trade
secrets of the Company and its subsidiaries, Executive agrees, during the Employment Term and for a period of twenty-four (24) months after Executive’s cessation of employment with the Company, not to solicit, hire or participate in or
assist in any way in the solicitation or hire of any employees of the Company or any of its subsidiaries (or any person who was an employee of the Company or any of its subsidiaries during the six-month period
preceding such action) in any country. For purposes of this covenant, “solicit” or “solicitation” means directly or indirectly influencing or attempting to influence employees of the Company or any of its
subsidiaries to become employed with any other person, partnership, firm, corporation or other entity. Executive shall not violate this Section 13(a) by providing a personal reference or by a general advertisement
for employees not directly or indirectly targeted at employees of the Company or its subsidiaries. 

 In addition, to
protect the Confidential Information and other trade secrets of the Company and its subsidiaries, Executive agrees, during the Employment Term and for a period of twenty-four (24) months after Executive’s cessation of employment with the
Company, not to (x) solicit 

  
 14 

 
any client or customer to receive services or to purchase any good or services in competition (through a Prohibited Activity) with those provided by the Company or any of its subsidiaries or
(y) interfere or attempt to interfere in any material respect with the relationship between the Company or any of its subsidiaries on one hand and any client, customer, supplier, investor, financing source or capital market intermediary on the
other hand, in any country. For purposes of this covenant, “solicit” or “solicitation” means directly or indirectly influencing or attempting to influence clients or customers of the Company or any of its
subsidiaries to accept the services or goods of any other person, partnership, firm, corporation or other entity in competition (through a Prohibited Activity) with those provided by the Company or any of its subsidiaries. 

Executive agrees that the covenants contained in this Section 13(a) are reasonable and desirable to protect the
Confidential Information of the Company and its subsidiaries; provided that solicitation through general advertising or the provision of references shall not constitute a breach of such obligations. 

 

	 	(b)	 Covenant Not to Compete. To protect the Confidential Information and other trade secrets of the Company
and its subsidiaries, and in specific consideration for a cash payment of $1,000, Executive agrees, to the maximum extent permitted by applicable law, not to become involved with any entity that directly or indirectly engages in Prohibited
Activities (as defined below) in any country in which the Company or any of its subsidiaries conducts such business, or plans to conduct such business during the Employment Term, during the period commencing with the Employment Term and ending
(i) twelve (12) months after Executive’s cessation of employment with the Company pursuant to Sections 7(b), 7(c), 7(f), 7(g) or 7(h), or (ii) twenty-four (24) months after
Executive’s cessation of employment with the Company pursuant to Sections 7(d) or 7(e) hereof. For the purposes of this Agreement, the term “Prohibited Activities” means directly or indirectly owning any
interest in, managing, participating in (whether as an employee, director, officer, consultant, partner, member, manager, representative or agent), consulting with or rendering services to any entity (including, without limitation, Doctor On Demand,
MDLive, Teladoc, Epic Systems, Cerner or Zoom) in (A) the telehealth industry or (B) digital healthcare, that, in the case of clause (B), performs or plans to perform any of the services or manufactures or sells or plans to manufacture or
sell any of the products planned, provided or offered by the Company or any of its subsidiaries or any products or services designed to perform the same function or achieve the same results as the products or services planned, provided or offered by
the Company or any of its subsidiaries or performs or plans to perform any other services and/or engages or plans to engage in the development, production, manufacture, 

  
 15 

	 	
distribution or sale of any product similar to any planned or actual services performed or products developed, produced, manufactured, distributed or sold by the Company or any of its
subsidiaries during the term of Executive’s employment with the Company and its subsidiaries, including, without limitation, any business activity that directly or indirectly provides the research, development, manufacture, marketing, selling
or servicing of systems facilitating consumer communications with professional service providers in the digital healthcare field; provided that (i) Prohibited Activities shall not mean Executive’s investment in securities of a
publicly-traded company (or a non-publicly traded entity through a passive investment) equal to less than five percent (5%) of such company’s outstanding voting securities, (ii) Prohibited Activities
following cessation of Executive’s employment shall not include businesses of the Company or its subsidiaries which are reasonably projected, as of the termination date, to represent less than 5% of the consolidated revenues of the Company and
its subsidiaries taken as a whole following the termination date, and (iii) Executive shall be permitted to provide services to an entity that has a unit, division, subsidiary or affiliate engaging in a Prohibited Activity so long as Executive
does not provide services, directly or indirectly, to such unit, division, subsidiary or affiliate engaging in the Prohibited Activity. Executive agrees that the covenants contained in this Section 13(b) are
reasonable and desirable to protect the Confidential Information of the Company and its subsidiaries. Any reference to plans or planned activity in this paragraph shall be limited to plans or planned activities that are based upon material
demonstrable actions. Following Executive’s cessation of employment, the prohibitions in this paragraph shall be limited to activities and planned activities (including locations) as of the date of Executive’s termination of employment.

  

	 	(c)	 Non-Disparagement. Executive agrees not to make written or oral
statements about the Company, its subsidiaries or affiliates, or its directors, executive officers or non-executive officer employees that are negative or disparaging, except as provided in
Section 11 hereof or in the ordinary course of normal employment communications or personnel performance reviews when making such statements is reasonable and appropriate. The Company, as represented by its directors and
executive officers, shall not make written or oral statements about Executive that are negative or disparaging other than in the ordinary course of normal employment communications or personnel performance reviews when making such statements is
reasonable and appropriate. Notwithstanding the foregoing, nothing in this Agreement or otherwise shall preclude Executive, the Company, its subsidiaries and affiliates, and the Company’s directors and executive officers from communicating or
testifying truthfully to the extent required by law to any federal, state, provincial or local governmental agency or in response to a subpoena to testify issued by a court of competent

  
 16 

	 	
jurisdiction or in connection with any litigation or arbitration between Executive and the Company or any of its affiliates or any of its directors, executive officers or non-executive officer employees. Either party may make truthful statements to the extent reasonably necessary to correct any inaccurate public statements made by the other party (including executives or directors of
the Company) or in the normal course of permitted competitive actions. 

  

	 	(d)	 It is the intent and desire of Executive and the Company that the restrictive provisions of this
Section 13 be enforced to the fullest extent permissible under the laws and public policies as applied in each jurisdiction in which enforcement is sought. If any particular provision of this
Section 13 shall be determined to be invalid or unenforceable, such covenant shall be amended, without any action on the part of either party hereto, to delete therefrom the portion so determined to be invalid or
unenforceable, such deletion to apply only with respect to the operation of such covenant in the particular jurisdiction in which such adjudication is made. 

  

	 	(e)	 Executive’s obligations under this Section 13 shall be in full satisfaction of
Executive’s services for the Company and its affiliates from the date of his commencement of employment with the Company and shall survive the termination of the Employment Term. 

14. Remedies for Breach of Obligations under Sections 12 or 13 hereof. Executive acknowledges that the Company will
suffer irreparable injury, not readily susceptible of valuation in monetary damages, if Executive breaches Executive’s obligations under Sections 12 or 13 hereof. Accordingly, Executive agrees that the Company will be
entitled, in addition to any other available remedies, to seek injunctive relief against any breach or prospective breach by Executive of Executive’s obligations under Sections 12 or 13 hereof. Executive agrees that process
in any or all of those actions or proceedings may be served by registered mail, addressed to the last address provided by Executive to the Company, or in any other manner authorized by law. This Section 14 shall survive the
termination of the Employment Term. 
 15. Cooperation. 
  

	 	(a)	 Following Executive’s termination of employment for any reason for a period of thirty-six (36) months following such termination, except as provided in Section 11 hereof, Executive agrees to make Executive reasonably available at the request of the Company to
cooperate with the Company and its affiliates in matters that materially concern: (i) requests for information about the services Executive provided to the Company and its affiliates during Executive’s employment with the Company and its
affiliates, (ii) the defense or prosecution of any claims or actions now in existence or which may be brought in the future against or on behalf of the Company and its affiliates which relate to events or occurrences that

  
 17 

	 	
transpired while Executive was employed the Company and its affiliates and as to which Executive has, or would reasonably be expected to have, personal experience, knowledge or information or
(iii) any investigation or review by any federal, state or local regulatory, quasi-regulatory or self-governing authority (including, without limitation, the US Department of Justice, the US Federal Trade Commission or the SEC) as any such
investigation or review relates to events or occurrences that transpired while Executive was employed by the Company and its affiliates. Executive’s cooperation shall include: (A) making Executive reasonably available to meet and speak
with officers or employees of the Company, the Company’s counsel or any third-parties at the reasonable request of the Company at times and locations to be determined by the Company reasonably and in good faith, taking into account the
Company’s business and Executive’s business and personal needs (the “Company Cooperation”) and (B) giving accurate and truthful information at any interviews and accurate and truthful testimony in any legal
proceedings or actions (the “Witness Cooperation”). Nothing in this Section 15(a) shall be construed to limit in any way any rights Executive may have at applicable law not to provide testimony with
regard to specific matters. Unless required by law or legal process, Executive will not knowingly or intentionally furnish information to or cooperate with any non-governmental entity (other than the Company)
in connection with any potential or pending proceeding or legal action involving matters arising during Executive’s employment with the Company and its affiliates, except as provided in Section 11. In addition, at the
request of the Company, Executive shall be required to complete a directors’ and officers’ questionnaire to facilitate the Company’s preparation of any filings and reports with the SEC. 

 

	 	(b)	 Executive shall not be entitled to any payments in addition to those otherwise set forth in this Agreement in
respect of any Company Cooperation or Witness Cooperation, regardless of when provided. The Company will reimburse Executive for any reasonable, out-of-pocket travel,
hotel and meal expenses incurred in connection with Executive’s performance of obligations pursuant to this Section 15 for which Executive has obtained prior approval (which shall not be unreasonably withheld) from the
Company, and which shall be at levels consistent with Executive’s travel while employed as co-Chief Executive Officer. The Company shall also reimburse Executive for reasonable legal fees incurred in
connection with Executive’s cooperation if Executive reasonably believes that separate independent counsel is appropriate. Executive shall not be required to cooperate against his own legal interests. 

 

	 	(c)	 Nothing in this Agreement or any other agreement by and between the parties is intended to or shall preclude or
in any way limit or restrict Executive from providing accurate and truthful testimony or information to any governmental agency. 

  
 18 

	 	(d)	 This Section 15 shall survive the termination of the Employment Term.

 16. Miscellaneous. 
  

	 	(a)	 Successors and Assigns. 

 

	 	(1)	 This Agreement shall be binding upon and shall inure to the benefit of the Company, its successors and
permitted assigns. The Company may not assign or delegate any rights or obligations hereunder except to a successor (whether direct or indirect, by purchase, merger, consolidation or otherwise) to all or substantially all of the business and/or
assets of the Company, as applicable. The term “the Company” as used herein shall mean a corporation or other entity acquiring all or substantially all the assets and business of the Company, as the case may be, (including this
Agreement) whether by operation of law or otherwise. 

  

	 	(2)	 Neither this Agreement nor any right or interest hereunder shall be assignable or transferable by Executive,
Executive’s beneficiaries or legal representatives, except by will or by the, laws of descent and distribution. 

  

	 	(3)	 This Agreement shall inure to the benefit of and be enforceable by Executive’s legal personal
representatives, and by Executive’s beneficiaries in the event of his death. 

  

	 	(b)	 Notice. For the purposes of this Agreement, notices and all other communications provided for in the
Agreement (including the Notice of Termination) shall be in writing and shall be deemed to have been duly given when personally delivered or sent by Certified mail, return receipt requested, postage prepaid, addressed to the respective addresses
last given by each party to each other party; provided that all notices to the Company shall be directed to the attention of the General Counsel of the Company. All notices and communications shall be deemed to have been received on the date
of delivery thereof or on the third business day after the mailing thereof, except that notice of change of address shall be effective only upon receipt. 

  

	 	(c)	 Indemnity Agreement. The Company agrees to indemnify and hold Executive harmless to the fullest extent
permitted by applicable law for actions taken as a director or officer of the Company, pursuant to the terms of the Indemnification Agreement previously entered into between the Company and Executive. In connection therewith, Executive shall be

  
 19 

	 	
entitled to the protection of any insurance policies which the Company elects to maintain generally for the benefit of the Company’s directors and officers, against all costs, charges and
expenses whatsoever incurred or sustained by Executive in connection with any action, suit or proceeding to which Executive may be made a party by reason of Executive’s being or having been a director, officer or employee of the Company. This
provision shall survive any termination of the Employment Term. 

  

	 	(d)	 Withholding. The Company shall be entitled to withhold the amount, if any, of all taxes of any
applicable jurisdiction required to be withheld by an employer with respect to any amount paid to Executive hereunder. The Company, in its sole and absolute discretion, shall make all determinations as to whether it is obligated to withhold any
taxes hereunder and the amount hereof. 

  

	 	(e)	 Release of Claims. The termination benefits described in Section 4(c)(2)(iii)
and Sections 9(b), 9(c), 9(d) and 9(e) hereof (the “Total Payments”) shall be conditioned on Executive delivering to the Company, and failing to revoke, a signed release of claims reasonably
acceptable to the Company within fifty (50) days following Executive’s termination date, which release shall be a general release of claims against the Company and associated individuals and entities, including customary exceptions.
Notwithstanding any provision of this Agreement to the contrary, in no event shall the timing of Executive’s execution of the release, directly or indirectly, result in Executive designating the calendar year of payment, and, to the extent
required by Section 409A, if a payment that is subject to execution of the release could be made in more than one taxable year, payment shall be made in the later taxable year. Where applicable, references to Executive in this
Section 16(e) shall refer to Executive’s representative or estate. 

  

	 	(f)	 Parachute Payments. To the extent consistent with applicable law, the payment of any amounts or the
provision of any benefits under this Agreement or any other agreement including, without limitation, the Total Payments, will be reduced or adjusted to avoid triggering the excise tax (the “Excise Tax”) imposed by Section 4999
of the Code (the “Required Reduction”), if such adjustment would result in the provision of a greater total benefit, on a net after-tax basis (after taking into account any applicable federal,
state and local income and employment taxes and the Excise Tax), to Executive. In the case of a reduction in the Total Payments, the Total Payments will be reduced in the following order: (i) by reducing any cash payments to be made to
Executive (excluding any cash payment with respect to the acceleration of equity-based compensation); (ii) by canceling the acceleration of vesting of any outstanding equity-based compensation awards; and (iii) by reducing any other non-cash benefits provided to 

  
 20 

	 	
Executive. In the case of the reductions to be made pursuant to each of the above-mentioned clauses, the payment and/or benefit amounts to be reduced, and the acceleration of vesting to be
cancelled, shall be reduced or cancelled in the inverse order of their originally scheduled dates of payment or vesting, as applicable, and shall be so reduced: (x) only to the extent that the payment and/or benefit otherwise to be paid, or the
vesting of the award that otherwise would be accelerated, would be treated as a “parachute payment” within the meaning of Code Section 280G(b)(2)(A); and (y) only to the extent necessary to achieve the Required Reduction. All
determinations made under this Section 16(f) (as well as with respect to any payments provided to any other “disqualified individual” of the Company within the meaning of Section 280G(c) of the Code)
shall be made by a nationally recognized accounting firm as mutually agreed between the Company and Executive (the “Accounting Firm”) which shall provide detailed supporting calculations to Executive and the Company. All fees and
expenses of the Accounting Firm shall be borne by the Company. All determinations by the Accounting Firm shall be binding on Executive and the Company absent manifest error. Notwithstanding the foregoing, if prior to a change in ownership or
effective control of the Company (as described in Section 280G of the Code and the regulations and guidance promulgated thereunder, no stock of the Company is readily tradable on an established securities market and the Accounting Firm
determines that the Excise Tax would be imposed upon the Total Payments (and any other payments) then, subject to Executive’s execution of a written agreement providing that Executive will waive any portion of the Total Payments (and any other
payments) that would otherwise cause such payments to be subject to the Excise Tax, the Company agrees to use commercially reasonable efforts to submit to the Company’s shareholders for approval, in a manner that satisfies
Section 280G(b)(5)(B) of the Code, Executive’s conditional right to receive the portion of the Total Payments (and other payments) otherwise subject to the waiver agreement. 

 

	 	(g)	 Modification. No provision of this Agreement may be modified, waived or discharged unless such waiver,
modification or discharge is agreed to in writing and signed by Executive and the Company. No waiver by either party hereto at any time of any breach by the other party hereto of, or compliance with, any condition or provision of this Agreement to
be performed by the other party shall be deemed a waiver of similar or dissimilar provisions or conditions at the same or at any prior or subsequent time. No agreement or representations, oral or otherwise, express or implied, with respect to the
subject matter hereof have been made by any party which are not expressly set forth in this Agreement. 

  
 21 

	 	(h)	 Arbitration. If any dispute arises under this Agreement or otherwise which cannot be resolved by mutual
discussion between the parties, then the Company and Executive each agree to resolve that dispute by binding arbitration before an arbitrator experienced in employment law. Said arbitration will be conducted in accordance with the rules applicable
to employment disputes of the Judicial Arbitration and Mediation Services (“JAMS”) and the law applicable to the claim. The parties shall have thirty (30) calendar days after notice of such arbitration has been given to attempt
to agree on the selection of an arbitrator from JAMS. In the event the parties are unable to agree in such time, JAMS will provide a list of five (5) available arbitrators and an arbitrator will be selected from such five member panel provided
by JAMS by the parties alternately striking out one name of a potential arbitrator until only one name remains. The party entitled to strike an arbitrator first shall be selected by a toss of a coin. The parties agree that this agreement to
arbitrate includes any such disputes that the Company may have against Executive, or Executive may have against the Company and/or its related entities and/or employees, arising out of or relating to this Agreement, or Executive’s employment or
Executive’s termination, including any claims of discrimination or harassment in violation of applicable law and any other aspect of Executive’s compensation, employment, or Executive’s termination. The parties further agree that
arbitration as provided for in this Section 16(h) is the exclusive and binding remedy for any such dispute and will be used instead of any court action, which is hereby expressly waived, except for any request by any
party for temporary, preliminary or permanent injunctive relief pending arbitration in accordance with applicable law or for breaches by Executive of Executive’s obligations under Sections 12, 13 or 15 hereof. The
parties agree that the seat of the arbitration shall be Boston, Massachusetts. The Company shall pay the cost of any arbitration brought pursuant to this paragraph, excluding, however, the cost of representation of Executive, unless such cost is
awarded in accordance with law or otherwise awarded by the arbitrators. Neither party nor an arbitrator may disclose the existence, content or results of any arbitration hereunder without the prior written consent of both parties, except (1) as
provided by Section 11 and (2) as may be required by law. The Company shall reimburse Executive for reasonable legal fees incurred in connection with any dispute under this Agreement if Executive prevails on at least
one material issue in such dispute. 

  

	 	(i)	 Effect of Other Law. Anything herein to the contrary notwithstanding, the terms of this Agreement shall
be modified to the extent required to meet the provisions of the Sarbanes-Oxley Act of 2002, Section 409A, the Dodd-Frank Wall Street Reform and Consumer Protection Act or other law applicable to the employment arrangements between Executive
and the Company. Any delay in providing benefits or payments or any failure to provide a benefit or payment shall not in and of itself constitute a breach of this Agreement as a result of applicable law; provided, however, that the

  
 22 

	 	
Company shall provide economically equivalent payments or benefits to Executive to the extent permitted by law as soon as practicable after such benefits or payments are due. Any request or
requirement that Executive repay compensation that is required under the first sentence of this Section 16(i), or pursuant to a Company policy that is applicable to other executive officers of the Company and that is
designed to advance the legitimate corporate governance objectives of the Company, shall not in and of itself constitute a breach of this Agreement. 

  

	 	(j)	 Governing Law. This Agreement shall be governed by and construed and enforced in accordance with the
laws of the Commonwealth of Massachusetts applicable to contracts executed in and to be performed entirely within such State, without giving effect to the conflict of law principles thereof. 

 

	 	(k)	 No Conflicts. As a condition to the effectiveness of this Agreement, Executive represents and warrants
to the Company that Executive is not a party to or otherwise bound by any agreement or arrangement (including, without limitation, any license, covenant, or commitment of any nature), or subject to any judgment, decree, or order of any court or
administrative agency, that would conflict with or will be in conflict with or in any way preclude, limit or inhibit Executive’s ability to execute this Agreement or to carry out Executive’s duties and responsibilities hereunder. In the
event that the Company reasonably determines that Executive’s duties hereunder may conflict with an agreement or arrangement to which Executive is bound, the Company and Executive shall engage in good faith discussions regarding such conflict
and, if such conflict exists, Executive shall be required to cease engaging in any such activities, duties or responsibilities (including providing supervisory services over certain subsets of the Company’s business operations) and the Company
will take steps to restrict Executive’s access to, and participation in, any such activities, until the Company determines that such conflict ceases to exist. Any actions taken by the Company under this
Section 16(k) to restrict or limit Executive’s access to information or provision of services shall not constitute Good Reason for purposes of Section 7(e) hereof.

  

	 	(l)	 Severability. The provisions of this Agreement shall be deemed severable and the invalidity or
unenforceability of any provision shall not affect the validity or enforceability of the other provisions hereof. 

  

	 	(m)	 Effectiveness of Agreement. The effectiveness of this Agreement is contingent upon the occurrence of the
Commencement Date within the time provided in Section 1 hereof. 

  
 23 

 17. Entire Agreement. This Agreement constitutes the entire agreement between the
parties hereto and supersedes all prior agreements, term sheets, understandings and arrangements, oral or written, between the parties hereto with respect to the subject matter hereof, including without limitation any term sheets or other similar
presentations (in each case of the foregoing, other than with respect to any intellectual property related matters addressed in any such prior agreements, term sheets, understandings or arrangements). 

18. Counterparts. This Agreement may be executed in separate counterparts, any one of which need not contain signatures of more than
one party, but all of which taken together will constitute one and the same Agreement. Signatures transmitted via facsimile or PDF will be deemed the equivalent of originals. 

[Remainder of page left intentionally blank] 
  

  
 24 

 IN WITNESS WHEREOF, the parties have executed this Employment Agreement as of the day and
year first above written, to be effective as of the Effective Date. 
  

			
	AMERICAN WELL CORPORATION
		
	By:	 	 /s/ Bradford F. Gay

	Name:	 	Bradford F. Gay
	Title:	 	Senior Vice President and General Counsel
	
	EXECUTIVE
		
	By:	 	 /s/ Ido Schoenberg

	Name:	 	Ido Schoenberg

 Signature Page to Ido Schoenberg Employment Agreement 

 EXHIBIT A 

ADDITIONAL RSUS 
 The Additional RSUs shall
be granted with respect to a number of Shares having an Equity Percentage based on the applicable “Price per Share” (as defined below) in the 2020 IPO or 2020 Sale, as applicable, as set forth in the following table. For the
avoidance of doubt, the aggregate Equity Percentage in respect of the Additional RSUs shall not exceed 1.5%. In the event of a dividend, distribution, recapitalization, stock split, reorganization, spin-off or
other corporate transaction or event affecting Shares occurring prior to the 2020 IPO or 2020 Sale, as applicable, the Price per Share and the performance thresholds shall be subject to equitable adjustment by the Board. 

 

													
	 Price per Share
	  	Equity Percentage	 
	  	IPO RSUs	 	 	Sale RSUs	 
	  	Tranche 1	 	 	Tranche 2	 
	 Less than $100
	  	 	0	% 	 	 	0	% 	 	 	0	% 
	 Equal to or above $100 and less than $110
	  	 	0.375	% 	 	 	0.375	% 	 	 	0.75	% 
	 Equal to or above $110 and less than $120
	  	 	0.4375	% 	 	 	0.4375	% 	 	 	0.875	% 
	 Equal to or above $120 and less than $130
	  	 	0.5	% 	 	 	0.5	% 	 	 	1	% 
	 Equal to or above $130 and less than $140
	  	 	0.5625	% 	 	 	0.5625	% 	 	 	1.125	% 
	 Equal to or above $140 and less than $150
	  	 	0.625	% 	 	 	0.625	% 	 	 	1.25	% 
	 Equal to or above $150 and less than $160
	  	 	0.6875	% 	 	 	0.6875	% 	 	 	1.375	% 
	 Equal to or above $160
	  	 	0.75	% 	 	 	0.75	% 	 	 	1.5	% 

 “Price per Share” shall mean: 
  

	 	(a)	 for the IPO RSUs, (x) in the case of Tranche 1, the closing price per Share on the closing date of the
2020 IPO and (y) in the case of Tranche 2, the average of the five highest closing prices per Share during the period beginning on the earlier to occur of (i) the date of the first earnings release following the 2020 IPO and (ii) the 140-day anniversary of the 2020 IPO closing date, and ending on the 180-day anniversary of the 2020 IPO closing date; provided that if a Corporate Transaction occurs
following the 2020 IPO and prior to the Tranche 2 grant and American Well Corporation is no longer publicly traded as a result of the Corporate Transaction, the Price per Share shall be the price paid per share in the Corporate Transaction and the
grant shall be made immediately prior to the Corporate Transaction; and 

	 	(b)	 for the Sale RSUs, the price per Share paid to the Company’s shareholders on the closing date of the 2020
Sale; provided that in the event of a 2020 Sale involving the sale of all or substantially all of the assets of the Company and its subsidiaries in which the price per Share thresholds set forth in the table are not directly applicable, the
Board shall determine in its good faith discretion the effective price per Share of the business relating to such assets based on the consideration paid in such transaction. 

 EXHIBIT B 

DEFINITIONS 
 For purposes of
Section 7(c) of this Agreement, the following shall constitute “Cause”: (1) Executive’s indictment or conviction for either a felony offense or any other crime involving, or participation in, any
fraud, theft or embezzlement; (2) willful breach of Executive’s duties of good faith and fair dealing that are owed to the Company or any of its subsidiaries; (3) Executive’s material breach or violation of any material agreement
between Executive and the Company or any of its subsidiaries; (4) willful and material failure to comply with the code of conduct of the Company or any of its subsidiaries or any other material policies of the Company that have been approved by
the Board or its authorized delegate and which is materially harmful to the Company and its subsidiaries taken as a whole; or (5) Executive’s willful failure or refusal to follow the lawful directions of the Board; provided that
Executive shall have thirty (30) days after written notice from the Company to cure the deficiency leading to the Cause determination (except with respect to prong (1) above, for which no notice is required) if, in the sole and reasonable
discretion of the Board, such deficiency is curable. Any determination of Cause shall be made by the Board based upon a resolution of a majority of the Board following a reasonable opportunity for Executive and his counsel to be heard before the
Board. No action or inaction shall be treated as willful unless done or not done in bad faith and without a reasonable belief it was in the best interests of the Company. 

“Corporate Transaction” means the occurrence of any one of the following events: 

(a) any “person,” as such term is used in Sections 13(d) and 14(d) of the Securities Exchange Act of 1934, as amended (the “Exchange
Act”) (other than the Company, any trustee or other fiduciary holding securities under any employee benefit plan of the Company, or any company owned, or immediately after the transaction would be owned, directly or indirectly, by the
stockholders of the Company in substantially the same proportions as their ownership of the combined voting power or economic interests of the Company, as applicable, as of immediately prior to such transaction), becoming the beneficial owner (as
defined in Rule 13d-3 under the Exchange Act), directly or indirectly, of securities of the Company representing more than 50% of the combined voting power or economic interests of the Company’s
then outstanding securities; provided that the provisions of this clause (a) are not intended to apply to or include as a Corporate Transaction any transaction that is specifically excepted from the definition of Corporate Transaction
under clause (c) below;
 (b) during any period of 12 months, individuals who at the beginning of such period constitute the Board, and any new
director (other than a director designated by a person who has entered into an agreement with the Company to effect a transaction described in paragraph (a), (c), or (d) of this definition or a director whose initial assumption of office occurs
as a result of either an actual or threatened election contest (as such term is used in Rule 14a-11 of Regulation 14A promulgated under the Exchange Act) or other actual or threatened solicitation of proxies
or consents by or on behalf of a person other than the 

 
Board) whose election by the Board or nomination for election by the Company’s stockholders was approved by a vote of at least a majority of the directors then still in office who
either were directors at the beginning of the 12-month period or whose election or nomination for election was previously so approved, cease for any reason to constitute at least a majority of the
Board; 
 (c) a merger or consolidation of the Company with any other corporation or other entity, other than a merger or consolidation which would result in
the voting securities of the Company outstanding immediately prior thereto continuing to represent (either by remaining outstanding or by being converted into voting securities of the surviving entity or parent company thereof) more than 50% of
(i) the combined voting power of the voting securities and (ii) the economic interests of the surviving entity or the ultimate parent company thereof (within the meaning of Section 424(e) of the Code); provided that, for the
avoidance of doubt, a merger or consolidation of the Company following or in connection with which a shareholder of 50% or less of the combined voting power of the voting securities of the Company as of immediately prior to the transaction becomes
the beneficial owner of more than 50% of the combined voting power of the voting securities or the economic interests of the surviving entity or the ultimate parent company thereof shall constitute a Corporate Transaction pursuant to this clause
(c); provided, further, that a merger or consolidation effected to implement an internal recapitalization of the Company (or similar transaction) in which no “person” is or becomes the beneficial owner, directly or
indirectly, of securities of the Company representing more than 50% of either the combined voting power of the Company’s then-outstanding voting securities or the then-outstanding economic interests shall not be considered a Corporate
Transaction; or 
 (d) a complete liquidation or dissolution of the Company or the consummation of a sale or disposition by the Company of all or
substantially all of the Company’s assets in which any “person”, other than a person or persons who beneficially own(s), directly or indirectly, 50% or more of the combined voting power and economic interests of the outstanding voting
securities of the Company immediately prior to the sale, acquires (or has acquired during the 12-month period ending on the most recent acquisition by such “person”) assets from the Company that have
a total gross fair market value equal to 50% or more of the total gross fair market value of all of the assets of the Company as of immediately prior to such sale or disposition of the Company’s assets. 

For purposes of Section 7(e) of this Agreement, “Good Reason” means, without Executive’s express written
consent: (1) the establishment of the Company’s primary operations in any place beyond a twenty-five (25) mile radius of Boston, Massachusetts or the relocation of Executive’s employment location beyond such twenty-five
(25) mile radius; provided that Executive primarily provides services in Boston at the time of such relocation or establishment; (2) the failure by the Company to provide Executive with Executive’s Base Salary, compensation and
benefits in accordance with the terms of this Agreement (or subsequent agreed upon compensation changes); (3) a change or diminution in Executive’s authorities, responsibilities, position, reporting or job title,

 
other than as provided in Section 2(d) hereof; (4) Executive’s removal from the Board or failure to be nominated to the Board; or (5) a material breach by
the Company of the terms of this Agreement or any equity compensation award. For the avoidance of doubt, Executive shall not be considered to have terminated Executive’s employment for Good Reason unless Executive has (A) not expressly
consented in writing to the occurrence that Executive alleges constitutes Good Reason; (B) given the Company written Notice of Termination for Good Reason not more than sixty (60) days after Executive’s knowledge of the initial
existence of the alleged condition giving rise to Good Reason; (C) given the Company at least thirty (30) days after receipt of such notice to cure the alleged deficiency; and (D) terminated Executive’s employment within sixty
(60) days following the Company’s receipt of such notice.EX-10.21

 Exhibit 10.21 

AMERICAN WELL CORPORATION 

EMPLOYMENT AGREEMENT 

THIS EMPLOYMENT AGREEMENT (the “Agreement”) is hereby entered into as of June 18, 2020 (the “Effective
Date”) by and between American Well Corporation, a Delaware corporation (the “Company”), and Roy Schoenberg, an individual (the “Executive”) (hereinafter collectively referred to as “the
parties”). Where the context requires, references to the Company shall include the Company’s subsidiaries and affiliates. 

RECITALS 
 WHEREAS, the
Company desires to continue to employ Executive for the period provided in this Agreement, and Executive desires to accept such continued employment with the Company, subject to the terms and conditions set forth herein; 

NOW, THEREFORE, in consideration of the respective agreements of the parties contained herein, it is agreed as follows: 

1. Commencement Date; Term; Effect on Other Agreements. The employment term (the “Employment Term”) of Executive’s
employment under this Agreement shall be for the period commencing on June 18, 2020 (the “Commencement Date”) and ending on the third (3rd) anniversary of the
Commencement Date. Thereafter, the Employment Term shall extend automatically for consecutive periods of one year unless either party provides notice of non-renewal not less than ninety (90) days prior to
the end of the Employment Term as then in effect. 
 2. Employment. During the Employment Term: 

 

	 	(a)	 Subject to Section 2(d) hereof, Executive shall be employed as President and co-Chief Executive Officer of the Company and Executive shall perform the duties, undertake the responsibilities and exercise the authority customarily performed, undertaken and exercised by Executive in the past.
Executive shall report solely and directly to the board of directors of the Company (the “Board”). Executive shall continue to serve on the Board during the Employment Term and as otherwise provided in the Company’s governing
documents. 

  

	 	(b)	 Excluding periods of vacation and sick leave to which Executive is entitled and other service outside of the
Company contemplated in this Section 2(b), Executive shall devote substantially all of Executive’s professional time and attention to the business and affairs of the Company to discharge the responsibilities of
Executive hereunder. Executive may manage personal and family investments, engage in educational activities, participate in industry organizations and charitable endeavors and, with the consent of the Board (which shall not be unreasonably
withheld), serve on up to two (2) for-profit boards of directors, so long as such activities do not interfere with the performance of Executive’s responsibilities hereunder. It is understood that,
during Executive’s employment by the Company, Executive shall not engage in any activities that constitute a conflict of interest with the interests of the Company or its direct and indirect subsidiaries. 

  
 1 

	 	(c)	 Executive shall be subject to and shall abide by each of the personnel policies applicable to senior
executives, including but not limited to any policy restricting pledging and hedging investments in Company equity by Company executives, any policy the Company adopts regarding the recovery of incentive compensation applicable if a financial metric
used to determine the amount of incentive compensation has been miscalculated, the Company is required to restate its financial statements or Executive engages in significant illegal conduct (but in the case of illegal conduct the clawback shall be
limited to the extent such illegal conduct resulted in inappropriate payment of incentive compensation) (sometimes referred to as “clawback”) and any additional clawback provisions as required by law and applicable listing rules.
This Section 2(c) shall survive the termination of the Employment Term. 

  

	 	(d)	 Executive’s position, title and duties with the Company may be adjusted following the completion of an
initial public offering of the Company’s common stock (an “IPO”), including pursuant to any modifications to the Company’s organizational or executive structure, as determined by the Board in consultation with Executive.
Any such adjustments shall not constitute Good Reason for purposes of this Agreement; provided that Executive remains in a “C-suite” level role or higher with the Company following such
adjustment. 

  

	 	(e)	 Subject to Sections 7, 8 and 9 hereof, Executive’s employment with the Company is
“at will,” such that each of Executive or the Company has the option to terminate Executive’s employment at any time, with or without advance notice, and with or without Cause or with or without Good Reason. This Agreement does not
constitute an express or implied agreement of continuing or long-term employment. 

 3. Annual Compensation. 

 

	 	(a)	 Base Salary. During the Employment Term, Executive shall be paid an annual base salary of US $650,000
(“Base Salary”). The Base Salary shall be payable in accordance with the Company’s regular payroll practices as then in effect. 

  
 2 

	 	(b)	 Annual Bonus. Subject to the terms of the Company’s annual cash bonus program as in effect from
time to time and the provisions hereof, for each fiscal year of the Company ending during the Employment Term (commencing with the 2020 fiscal year), Executive shall be eligible to receive a target annual cash bonus of up to 150% of Base Salary
(such target bonus, as may hereafter be increased, the “Target Bonus”), with the opportunity for increased payment upon performance overachievement as determined by the Board in its discretion. Annual bonuses, if any, will be
payable after the close of the applicable fiscal year, but in any event prior to March 15 of the following calendar year. The criteria for, and attainment of, Executive’s annual bonus will be at the sole discretion of the Board following
consultation with Executive and may be based on the achievement of both corporate and personal performance objectives. 

  

	 	(c)	 Annual Review. On an annual basis during the Employment Term, the Board shall review and analyze the
then-current Base Salary and Target Bonus of Executive and determine, in its discretion, whether increases are necessary or advisable based on merit, to meet industry benchmarks or otherwise, taking into account market practice and the performance
of both the Company and Executive. The Base Salary and Target Bonus, as may be increased from time to time, shall not thereafter be decreased. 

4. Additional Compensation. 
  

	 	(a)	 Cash Award. As consideration for entering into this Agreement, Executive will receive, on the first
regular payroll date following the Commencement Date, a cash payment equal to $1,000,000 (the “Cash Award”). This amount of the Cash Award shall be inclusive of any amount payable to Executive as an over-attainment bonus in respect
of the 2019 fiscal year. 

  

	 	(b)	 2018 Options. As consideration for entering into this Agreement, the vesting terms of the non-qualified and incentive stock options granted to Executive on October 25, 2018 (the “2018 Options”) are hereby amended to provide that such options shall service-vest over a two (2)-year
period from the grant date, such that the remaining unvested options shall vest in equal quarterly installments until the options are fully vested on November 24, 2020. Executive acknowledges that such acceleration of vesting may cause all or a
portion of such incentive stock options to cease being qualified as incentive stock options under Section 422(b) of the Internal Revenue Code of 1986, as amended (the “Code”). 

 

	 	(c)	 RSU Grants. During the Employment Term, Executive shall be entitled to receive the following grants of
restricted stock units (“RSUs”) with respect to shares of the Company’s common stock (“Shares”): 

  

	 	(1)	 No later than ten (10) business days following the Commencement Date, Executive shall receive a grant of
service-vesting RSUs with respect to 325,100 Shares, which shall be granted under the terms of the Company’s 2006 Employee, Director and Consultant Stock Plan, as amended and restated (the “2006 Plan”) and have a vesting

  
 3 

	 	
commencement date of January 1, 2019 (the “2019 RSUs”). The 2019 RSUs shall vest over a three (3)-year period, with 50% of the 2019 RSUs vesting on July 1, 2020 and the
remaining 50% vesting in equal quarterly installments thereafter; provided that, in the event of a termination of Executive’s employment, the 2019 RSUs shall be treated in accordance with Section 9 hereof.

  

	 	(2)	 Upon the earlier to occur of (i) an IPO that closes on or before December 31, 2020 (a “2020
IPO”) and (ii) the execution on or before December 31, 2020 of a definitive transaction agreement to enter into a “Corporate Transaction” (as such term is defined in Exhibit B) (a “2020 Sale”),
Executive shall be entitled to receive a grant of RSUs based on the percentage (not to exceed 1.5%) of the Company’s fully-diluted outstanding capital stock (not taking into account such grant or the 2020 IPO or 2020 Sale, as applicable)
determined in accordance with Exhibit A (the “Equity Percentage”), as follows: 

(i) RSUs granted in connection with the 2020 IPO (the “IPO RSUs”) shall be granted in the following two
traches: (A) 50% of the IPO RSUs shall be granted on or promptly following the closing date of the 2020 IPO, with an Equity Percentage based on the closing price per Share on such closing date (“Tranche 1”), and (B) 50% of
the IPO RSUs shall be granted on or promptly following the 180-day anniversary of the closing of the 2020 IPO, with an Equity Percentage based on the average of the five (5) highest closing prices per
Share during the period beginning on the date of the Company’s first earnings release following the 2020 IPO (or the 140-day anniversary of the 2020 IPO closing date, if earlier) and ending on the 180-day anniversary of the 2020 IPO closing date (“Tranche 2”), in each case subject to Executive’s continued employment through the closing date of the 2020 IPO, other than as provided in
Section 4(c)(2)(iii). The IPO RSUs shall vest and settle in Shares over the three (3)-year period from the 2020 IPO closing date, with one-third of the IPO RSUs vesting on the first
anniversary thereof and the remaining IPO RSUs vesting in equal quarterly installments thereafter; provided that, in the event of a termination of Executive’s employment, the IPO RSUs shall be treated in accordance with
Section 9 hereof. 
 (ii) RSUs granted in connection with the 2020 Sale (the “Sale
RSUs”, and together with the IPO RSUs, the “Additional RSUs”) shall be granted and immediately payable in cash on the closing date of the 2020 Sale based on the price per Share paid to the Company’s shareholders on
such closing date, subject to Executive’s continued employment through such grant date, other than as provided in Section 4(c)(2)(iii). 

  
 4 

 (iii) The Additional RSUs shall be granted under the equity compensation
plan that the Company intends to adopt in connection with the IPO (the “IPO Plan”) or the 2006 Plan, as applicable (such plan, as amended and restated from time to time, the “Plan”), shall be subject to the terms of
the Plan and the applicable award agreement thereunder and, except as expressly set forth in this Agreement or the applicable award agreement, are intended to contain terms and conditions generally applicable to RSUs granted to similarly situated
executives of the Company. In the event that Executive’s employment is terminated by the Company without Cause or by Executive with Good Reason prior to the Tranche 1 and/or Tranche 2 grant(s) or 2020 Sale, as applicable, the Company shall
grant Executive the Additional RSUs pursuant to this Section 4(c)(2), effective as of the scheduled grant date(s) of the Tranche 1 and/or Tranche 2 grants or 2020 Sale, respectively. For the avoidance of
doubt, (i) in no event shall both the IPO RSUs and Sale RSUs be granted hereunder, (ii) if the closing of the 2020 Sale does not occur, then no Sale RSUs shall be granted or paid out under this Agreement and (iii) any IPO RSUs granted
pursuant to the immediately preceding sentence shall be vested as of grant. 
  

	 	(d)	 Ongoing Grants. Executive shall be eligible for consideration for additional equity grants during the
Employment Term in the sole discretion of the Board (the “Ongoing Grants”); provided that no such grants shall be made prior to March 1, 2021. Any Ongoing Grants shall be subject to the availability of Shares at the time
of grant and such vesting terms and conditions as may be determined by the Board in its discretion, and both the amount and type of such grants shall be based on merit, to meet industry benchmarks or otherwise, taking into account market practice
and the performance of both the Company and Executive. 

  

	 	(e)	 Corporate Transaction. All of Executive’s outstanding equity awards shall vest and be paid or
become exercisable, as applicable, in full immediately prior to a Corporate Transaction. 

 5. Share Ownership
Commitment. Executive agrees to comply with any share ownership requirements adopted by the Company applicable to Executive, which shall be on the same terms as similarly situated executives of the Company. 

6. Other Benefits. During the Employment Term: 
  

	 	(a)	 Employee Benefits. Executive shall be eligible to participate in the various benefits offered by the
Company on terms and conditions that are no less favorable than other senior executives of the Company, including the Company’s group medical and dental plans, life and disability insurance and 401(k) plan, which shall be no less favorable in
the aggregate than those benefits provided by the Company as of the date hereof. Benefits may be modified or changed from time to time at the sole discretion of the Company 

  
 5 

	 	
(but not in a manner discriminatory against Executive), and the provision of such benefits to Executive in no way changes or impacts Executive’s status as an
at-will employee. The Company’s present benefit structure and other important information about the benefits for which Executive may be eligible are described in the Company’s benefits summary
booklet and in the Company’s employee handbook. Where a benefit is subject to a formal plan (for example, medical insurance or life insurance), eligibility to participate in and receive any particular benefit is governed solely by the
applicable plan document. 

  

	 	(b)	 Business Expenses. Upon submission of proper invoices in accordance with, and subject to, the
Company’s normal policies and procedures, Executive shall be entitled to receive prompt reimbursement of all reasonable out-of-pocket business, entertainment and
travel expenses incurred by Executive in connection with the performance of Executive’s duties hereunder. The Company shall provide for travel reimbursements materially consistent with those in effect as of the date hereof.

  

	 	(c)	 Paid Time Off. Executive shall be entitled to participate in the Company’s unlimited Personal Paid
Time Off Policy. 

 7. Termination. Executive’s employment with the Company hereunder may be terminated under
the circumstances set forth below; provided, however, that notwithstanding anything contained herein to the contrary, to the extent required by Section 409A (“Section 409A”) of the Code,
Executive shall not be considered to have terminated employment with the Company for purposes of this Agreement until Executive would be considered to have incurred a “separation from service” from the Company within the meaning of
Section 409A. 
  

	 	(a)	 Death. Executive’s employment shall be terminated as of the date of Executive’s death and
Executive’s beneficiaries shall be entitled to the benefits provided in Section 9(b) hereof. 

  

	 	(b)	 Disability. The Company may terminate Executive’s employment, on written notice to Executive after
having established Executive’s Disability and while Executive remains Disabled, and Executive shall be entitled to the benefits provided in Section 9(b) hereof. For purposes of this Agreement,
“Disability” shall have the meaning assigned to such term in the Plan. 

  

	 	(c)	 Cause. The Company may terminate Executive’s employment for Cause (as defined in Exhibit B)
effective as of the date of the Notice of Termination (as defined in Section 8 hereof) and Executive shall be entitled to the benefits provided in Section 9(a) hereof. 

  
 6 

	 	(d)	 Without Cause. The Company may terminate Executive’s employment without Cause and Executive shall
be entitled to the benefits provided in Section 9(c) hereof. 

  

	 	(e)	 Good Reason. Executive may terminate Executive’s employment with Good Reason (as defined in
Exhibit B), subject to this Section 7(e) and Executive shall be entitled to the benefits provided in Section 9(c) hereof. 

 

	 	(f)	 Without Good Reason. Executive may voluntarily terminate Executive’s employment without Good Reason
by delivering to the Company a Notice of Termination not less than thirty (30) days prior to the termination of Executive’s employment and the Company shall have the option of terminating Executive’s duties and responsibilities prior
to the expiration of such thirty (30) day notice period (in which case Executive shall not receive any payment of Executive’s salary or other compensation for the balance of such thirty (30) day period), and Executive shall be
entitled to the benefits provided in Section 9(a) hereof through the last day of such notice period. 

  

	 	(g)	 Retirement. Executive may terminate Executive’s employment upon Executive’s retirement in
accordance with the terms of a retirement plan or policy of the Company approved by the Board and applicable to Executive (a “Company Retirement Plan”), and Executive shall be entitled to the benefits provided in
Section 9(d) hereof. 

  

	 	(h)	 Notice of Non-Renewal. Executive’s employment shall
terminate upon expiration of the Employment Term as then in effect following timely provision by either party of notice of non-renewal in accordance with Section 1 hereof, and
Executive shall be entitled to the benefits provided in Section 9(e) hereof 

 8. Notice of
Termination. Any purported termination by Executive shall be communicated by written Notice of Termination to the Company. For purposes of this Agreement, a “Notice of Termination” shall mean a notice which indicates a
termination date, the specific termination provision in this Agreement relied upon and sets forth in reasonable detail the facts and circumstances claimed to provide a basis for termination of Executive’s employment under the provision so
indicated. For purposes of this Agreement, no such purported termination of Executive’s employment hereunder shall be effective without such Notice of Termination (unless waived by the party entitled to receive such notice); provided
that the Company may not challenge a Good Reason termination based upon a lack of “reasonable detail” regarding the basis for termination of Executive’s employment as long as Executive otherwise meets the notice requirements set forth
in Section 7(e) hereof. 
 9. Compensation Upon Termination. Upon termination of
Executive’s employment during the Employment Term, Executive shall be entitled to the following benefits; provided, however, that any such benefits to which Executive is hereunder entitled shall be offset by those benefits that
Executive receives, if any, under applicable law or otherwise: 

  
 7 

	 	(a)	 Termination by the Company for Cause or by Executive Without Good Reason. If
Executive’s employment is terminated by the Company for Cause or by Executive without Good Reason, the Company shall pay Executive all amounts earned or accrued hereunder through the termination date, including: 

 

	 	(1)	 reimbursement for reasonable and necessary expenses incurred by Executive on behalf of the Company for the
period ending on the termination date, pursuant to the procedures of the Company’s applicable policies; 

  

	 	(2)	 any previous compensation which Executive has previously deferred (including any interest earned or credited
thereon), in accordance with the terms and conditions of the applicable deferred compensation plans or arrangements then in effect; 

  

	 	(3)	 equity and incentive awards, to the extent previously vested, shall be paid or delivered to Executive in
accordance with the terms of such awards; 

  

	 	(4)	 any amount or benefit as provided under any benefit plan or program, and any accrued, but unpaid vacation (the
foregoing items in clauses (1) through (4) being collectively referred to as the “Accrued Compensation”); and 

  

	 	(5)	 in the case of Executive’s resignation without Good Reason, for each unvested equity award held by
Executive at the time of termination that is a 2018 Option, 2019 RSU or an IPO RSU, such award shall be eligible to continue to vest in accordance with the vesting schedule provided by the terms of the applicable award agreement (provided
that any such award that is not exempt from Section 409A must vest and be paid out on the scheduled payment dates provided under the applicable award agreement). 

 

	 	(b)	 Termination by the Company for Disability or Death. If Executive’s employment is terminated by the
Company for Disability or by reason of Executive’s death, then, subject to Section 16(e) hereof, Executive shall be entitled to the benefits provided in this Section 9(b).

  

	 	(1)	 The Company shall pay Executive (or Executive’s beneficiaries, as applicable) the Accrued Compensation;

  

	 	(2)	 The Company shall pay to Executive (or Executive’s beneficiaries, as applicable) within sixty
(60) days following the termination date, any bonus earned but unpaid in respect of any fiscal year preceding the termination date; 

  
 8 

	 	(3)	 The Company shall pay to Executive (or Executive’s beneficiaries, as applicable) a pro rata bonus for the
year in which Executive’s employment terminates, in an amount equal to the product of (x) the quotient of the number of days Executive was employed in the applicable year, divided by 365 and (y) Executive’s then-current Target
Bonus; and 

  

	 	(4)	 Each unvested equity award held by Executive at the time of termination shall be treated as follows:

 (i) for each award that is a 2018 Option, 2019 RSU, an IPO RSU or an Ongoing Grant, such award shall
vest in full (with any performance goals applicable to an Ongoing Grant treated as achieved at target) and all outstanding stock options shall remain exercisable for their full term; and 

(ii) each other award shall be governed by the terms of the applicable award agreement. 

 

	 	(c)	 Termination by the Company Without Cause or by Executive for Good Reason. If
Executive’s employment by the Company shall be terminated by the Company without Cause or by Executive for Good Reason, then, subject to Section 16(e) hereof, Executive shall be entitled to the benefits provided
in this Section 9(c). 

  

	 	(1)	 The Company shall pay to Executive any Accrued Compensation; 

 

	 	(2)	 The Company shall pay to Executive any bonus earned but unpaid in respect of any fiscal year preceding the
termination date within sixty (60) days following the termination date; 

  

	 	(3)	 The Company shall pay to Executive a pro rata bonus for the year in which Executive’s employment
terminates, in an amount equal to the product of (x) the quotient of the number of days Executive was employed in the applicable year, divided by 365 and (y) the bonus Executive would have earned for such year had he remained employed
through year-end, within the time period set forth in Section 3(b); 

  

	 	(4)	 The Company shall pay Executive as severance pay, in lieu of any further compensation (except as provided in
this Section 9(c)) for the periods subsequent to the termination date, an amount in cash, equal to three (3) times Executive’s then-current Base Salary, paid in equal installments on the Company’s regular
payroll dates during the thirty-six (36) month period following the date on which Executive executes a release in accordance with Section 16(e) hereof (the “Severance
Period”); 

  
 9 

	 	(5)	 Each unvested equity award held by Executive at the time of termination shall be treated as follows:

 (i) for each award that is a 2018 Option, 2019 RSU, an IPO RSU or an Ongoing Grant, such award shall
vest in full (with any performance goals applicable to an Ongoing Grant treated as achieved at target) and all outstanding stock options shall remain exercisable for their full term; and 

(ii) each other award shall be governed by the terms of the applicable award agreement. 

 

	 	(6)	 If Executive is participating in the Company’s group health insurance plans on the effective date of
termination, and Executive timely elects and remains eligible for continued coverage under the Consolidated Omnibus Budget Reconciliation Act (“COBRA”), or, if applicable, state or local insurance laws, the Company shall pay that
portion of Executive’s premiums that the Company was paying prior to the effective date of termination for the Severance Period and, if necessary due to COBRA restrictions, provide alternative coverage for any period beyond the COBRA
continuation period if Executive is not receiving comparable coverage from a subsequent employer. 

  

	 	(d)	 Termination by Executive due to Executive’s Retirement. If Executive terminates
Executive’s employment upon Executive’s retirement pursuant to a Company Retirement Plan, then, subject to Section 16(e) hereof, Executive shall be entitled to the benefits provided in this
Section 9(d). 

  

	 	(1)	 The Company shall pay to Executive any Accrued Compensation; and 

 

	 	(2)	 Each unvested equity award held by Executive at the time of termination shall be treated as follows:

 (i) for each award that is a 2018 Option, 2019 RSU, an IPO RSU or an Ongoing Grant, such award shall be
eligible to continue to vest in accordance with the vesting schedule provided by the terms of the applicable award agreement (provided that any such award that is not exempt from Section 409A must vest and be paid out on the scheduled
payment dates provided under the applicable award agreement); and 
 (ii) each other award shall be governed by the terms of
the applicable award agreement. 

  
 10 

	 	(e)	 Expiration of Employment Term Upon Notice of
Non-Renewal. If Executive’s employment terminates upon expiration of the Employment Term as then in effect following timely provision by either party of notice of
non-renewal in accordance with Section 1 hereof, then, subject to Section 16(e) hereof, Executive shall be entitled to the benefits provided in this
Section 9(e). 

  

	 	(1)	 The Company shall pay to Executive any Accrued Compensation; and 

 

	 	(2)	 Each unvested equity award held by Executive at the time of termination shall be governed by the terms of the
applicable award agreement; provided that, in the event the Company provides such notice of non-renewal, all unvested IPO RSUs shall vest upon Executive’s termination of employment.

  

	 	(f)	 Executive shall not be required to mitigate the amount of any payment provided for under this
Section 9 by seeking other employment or otherwise and no such payment shall be offset or reduced by the amount of any compensation or benefits provided to Executive in any subsequent employment. 

10. Section 409A. This Agreement is intended to comply with, or otherwise be exempt from, Section 409A. The Company shall undertake
to administer, interpret and construe this Agreement, to the extent reasonably practicable, in a manner that does not result in the imposition on Executive of any additional tax, penalty or interest under Section 409A. If the Company determines
in good faith that any provision of this Agreement would cause Executive to incur an additional tax, penalty or interest under Section 409A, the Company and Executive shall use reasonable efforts to reform such provision, if possible, in a
mutually agreeable fashion to maintain to the maximum extent practicable the original intent of the applicable provision without violating the provisions of Section 409A. If a payment obligation under this Agreement arises on account of
Executive’s separation from service while Executive is a “specified employee” (as defined under Section 409A), then any payment that constitutes “deferred compensation” (as defined under Treasury Regulation Section 1.409A-1(b)(1), after giving effect to the exemptions in Treasury Regulation Sections 1.409A-1(b)(3) through (b)(12)) that is scheduled to be paid within six
(6) months after such separation from service shall accrue without interest and shall be paid within fifteen (15) days after the end of the six (6) month period beginning on the date of such separation from service or, if earlier,
within fifteen (15) days after the appointment of the personal representative or executor of Executive’s estate following Executive’s death. Notwithstanding the foregoing, nothing in this Agreement or otherwise is intended to, nor
does it, guarantee that the payments and benefits under this Agreement will not be subject to any additional tax or other adverse tax consequences under Section 409A or any similar state or local tax law. For purposes of Section 409A, any
series of installment payments under this Agreement shall be treated as a right to a series of separate payments. 

  
 11 

 11. Employee Protection. Nothing in this Agreement or otherwise limits
Executive’s ability to communicate directly with and provide information, including documents, not otherwise protected from disclosure by any applicable law or privilege to the Securities and Exchange Commission (the “SEC”),
any other federal, state or local governmental agency or commission (“Government Agency”) or self-regulatory organization regarding possible legal violations, without disclosure to the Company. The Company may not retaliate
against Executive for any of these activities, and nothing in this Agreement or otherwise requires Executive to waive any monetary award or other payment that Executive might become entitled to from the SEC or any other Government Agency or
self-regulatory organization. 
 12. Records and Confidential Data. 

 

	 	(a)	 Executive acknowledges that in connection with the performance of Executive’s duties during the Employment
Term, the Company will make available to Executive, or Executive will have access to, certain Confidential Information (as defined below) of the Company and its subsidiaries. Executive acknowledges and agrees that any and all Confidential
Information disclosed to, or learned or obtained by, Executive during the course of Executive’s employment by the Company or otherwise, whether developed by Executive alone or in conjunction with others or otherwise, shall be and is the sole
and exclusive property of the Company and its subsidiaries and Executive hereby assigns to the Company any and all right, title and interest Executive may have or acquire in and to such Confidential Information. 

 

	 	(b)	 Except as provided in Section 11 hereof, the Confidential Information will be kept
confidential by Executive, will not be used in any manner which is detrimental to the Company, will not be used other than in connection with Executive’s discharge of Executive’s duties hereunder, and will be safeguarded by Executive from
unauthorized disclosure. Executive acknowledges and agrees that the confidentiality restrictions set forth herein shall apply to any and all Confidential Information disclosed to, or learned or obtained by, Executive, whether before, on or after the
date hereof. For the avoidance of doubt, nothing in this Section 12(b) shall prevent Executive from (i) complying with a valid legal requirement (whether by oral questions, interrogatories, requests for
information or documents, subpoena, civil or criminal investigative demand or similar process) to disclose any Confidential Information, (ii) using Confidential Information as reasonably necessary in connection with arbitration or litigation
between Executive and the Company or any of its affiliates or (iii) exercising any legally protected whistleblower rights (including under Rule 21F under the Securities Exchange Act of 1934, as amended) as set forth in
Section 11. 

  
 12 

	 	(c)	 Following the termination of Executive’s employment hereunder, as soon as possible after the
Company’s written request, Executive will return to the Company all written Confidential Information which has been provided to Executive and Executive will return or destroy (or cooperate with any reasonable Company requested process to return
or destroy) all copies of any analyses, compilations, studies or other documents (including any email or other electronic correspondence) prepared by Executive or for Executive’s use containing or reflecting any Confidential Information, except
as provided in Section 11. Within five (5) business days of the receipt of such request by Executive, Executive shall, upon written request of the Company, deliver to the Company a document certifying that such written
Confidential Information has been returned or destroyed in accordance with this Section 12(c). 

  

	 	(d)	 For the purposes of this Agreement, “Confidential Information” shall mean all confidential and
proprietary information of the Company and its subsidiaries, including, without limitation, information derived from reports, investigations, experiments, research, work in progress, drawings, designs, plans, proposals, codes, marketing and sales
programs, client lists, client mailing lists, supplier lists, financial projections, cost summaries, pricing formula, marketing studies relating to prospective business opportunities and all other know-how,
trade secrets, inventions, concepts, ideas, materials, or information developed, prepared or performed for or by the Company or its subsidiaries (in each case, including any email or other electronic correspondence). For purposes of this Agreement,
the Confidential Information shall not include and Executive’s obligations shall not extend to information that Executive can demonstrate with competent evidence is (i) generally available to the public without any action or involvement by
Executive or (ii) independently obtained by Executive from a third party on a non-confidential and authorized basis. Notwithstanding anything in this Section 12 to the contrary,
Executive may disclose Confidential Information: (1) as set forth in Section 11; and (2) to the extent it is required to be disclosed by law or pursuant to judicial process or administrative subpoena. To the
extent that Confidential Information is required to be disclosed by law, governmental investigation or pursuant to judicial process or administrative subpoena, Executive shall, to the extent legally permitted, first give written notice to the
Company and reasonably cooperate with the Company (at the Company’s expense) to obtain a protective order or other measures preserving the confidential treatment of such Confidential Information and requiring that the information or documents
so disclosed be used only for the purposes required by law, governmental investigation or pursuant to judicial process or administrative subpoena, except as provided in Section 11 and subject to
Section 12(e). 

  

	 	(e)	 Notwithstanding anything in this Agreement to the contrary, pursuant to the Defend Trade Secrets Act of 2016,
the parties hereto acknowledge and agree that Executive shall not have criminal or civil liability under any federal or state trade secret law for the disclosure of a trade secret that (A) is made (i) in confidence to a federal, state, or
local government official, 

  
 13 

	 	
either directly or indirectly, or to an attorney and (ii) solely for the purpose of reporting or investigating a suspected violation of law; or (B) is made in a complaint or other
document filed in a lawsuit or other proceeding, if such filing is made under seal. In addition and without limiting the preceding sentence, if Executive files a lawsuit for retaliation by the Company for reporting a suspected violation of law,
Executive may disclose the trade secret to Executive’s attorney and may use the trade secret information in the court proceeding, if Executive (X) files any document containing the trade secret under seal and (Y) does not disclose the
trade secret, except pursuant to court order. 

  

	 	(f)	 In connection with Executive’s employment with the Company, Executive will not use any confidential or
proprietary information Executive may have obtained in connection with employment with any prior employer. 

  

	 	(g)	 Executive’s obligations under this Section 12 shall survive the termination of
the Employment Term. 

 13. Covenant Not to Solicit and Not to Compete;
Non-Disparagement. 
  

	 	(a)	 Covenants Not to Solicit or to Interfere. To protect the Confidential Information and other trade
secrets of the Company and its subsidiaries, Executive agrees, during the Employment Term and for a period of twenty-four (24) months after Executive’s cessation of employment with the Company, not to solicit, hire or participate in or
assist in any way in the solicitation or hire of any employees of the Company or any of its subsidiaries (or any person who was an employee of the Company or any of its subsidiaries during the six-month period
preceding such action) in any country. For purposes of this covenant, “solicit” or “solicitation” means directly or indirectly influencing or attempting to influence employees of the Company or any of its
subsidiaries to become employed with any other person, partnership, firm, corporation or other entity. Executive shall not violate this Section 13(a) by providing a personal reference or by a general advertisement
for employees not directly or indirectly targeted at employees of the Company or its subsidiaries. 

 In addition, to
protect the Confidential Information and other trade secrets of the Company and its subsidiaries, Executive agrees, during the Employment Term and for a period of twenty-four (24) months after Executive’s cessation of employment with the
Company, not to (x) solicit any client or customer to receive services or to purchase any good or services in competition (through a Prohibited Activity) with those provided by the Company or any of its subsidiaries or (y) interfere or
attempt to interfere in any material respect with the relationship between the Company or any of its subsidiaries on one hand and any client, customer, supplier, investor, financing source or capital market intermediary on the other hand,

  
 14 

	 	
in any country. For purposes of this covenant, “solicit” or “solicitation” means directly or indirectly influencing or attempting to influence clients or
customers of the Company or any of its subsidiaries to accept the services or goods of any other person, partnership, firm, corporation or other entity in competition (through a Prohibited Activity) with those provided by the Company or any of its
subsidiaries. 

 Executive agrees that the covenants contained in this Section 13(a) are reasonable
and desirable to protect the Confidential Information of the Company and its subsidiaries; provided that solicitation through general advertising or the provision of references shall not constitute a breach of such obligations. 

 

	 	(b)	 Covenant Not to Compete. To protect the Confidential Information and other trade secrets of the Company
and its subsidiaries, and in specific consideration for a cash payment of $1,000, Executive agrees, to the maximum extent permitted by applicable law, not to become involved with any entity that directly or indirectly engages in Prohibited
Activities (as defined below) in any country in which the Company or any of its subsidiaries conducts such business, or plans to conduct such business during the Employment Term, during the period commencing with the Employment Term and ending
(i) twelve (12) months after Executive’s cessation of employment with the Company pursuant to Sections 7(b), 7(c), 7(f), 7(g) or 7(h), or (ii) twenty-four (24) months after
Executive’s cessation of employment with the Company pursuant to Sections 7(d) or 7(e) hereof. For the purposes of this Agreement, the term “Prohibited Activities” means directly or indirectly owning any
interest in, managing, participating in (whether as an employee, director, officer, consultant, partner, member, manager, representative or agent), consulting with or rendering services to any entity (including, without limitation, Doctor On Demand,
MDLive, Teladoc, Epic Systems, Cerner or Zoom) in (A) the telehealth industry or (B) digital healthcare, that, in the case of clause (B), performs or plans to perform any of the services or manufactures or sells or plans to manufacture or
sell any of the products planned, provided or offered by the Company or any of its subsidiaries or any products or services designed to perform the same function or achieve the same results as the products or services planned, provided or offered by
the Company or any of its subsidiaries or performs or plans to perform any other services and/or engages or plans to engage in the development, production, manufacture, distribution or sale of any product similar to any planned or actual services
performed or products developed, produced, manufactured, distributed or sold by the Company or any of its subsidiaries during the term of Executive’s employment with the Company and its subsidiaries, including, without limitation, any business
activity that directly or indirectly provides the research, development, manufacture, marketing, selling or servicing of systems facilitating consumer communications with professional service

  
 15 

	 	
providers in the digital healthcare field; provided that (i) Prohibited Activities shall not mean Executive’s investment in securities of a publicly-traded company (or a non-publicly traded entity through a passive investment) equal to less than five percent (5%) of such company’s outstanding voting securities, (ii) Prohibited Activities following cessation of
Executive’s employment shall not include businesses of the Company or its subsidiaries which are reasonably projected, as of the termination date, to represent less than 5% of the consolidated revenues of the Company and its subsidiaries taken
as a whole following the termination date, and (iii) Executive shall be permitted to provide services to an entity that has a unit, division, subsidiary or affiliate engaging in a Prohibited Activity so long as Executive does not provide
services, directly or indirectly, to such unit, division, subsidiary or affiliate engaging in the Prohibited Activity. Executive agrees that the covenants contained in this Section 13(b) are reasonable and desirable
to protect the Confidential Information of the Company and its subsidiaries. Any reference to plans or planned activity in this paragraph shall be limited to plans or planned activities that are based upon material demonstrable actions. Following
Executive’s cessation of employment, the prohibitions in this paragraph shall be limited to activities and planned activities (including locations) as of the date of Executive’s termination of employment. 

 

	 	(c)	 Non-Disparagement. Executive agrees not to make written or oral
statements about the Company, its subsidiaries or affiliates, or its directors, executive officers or non-executive officer employees that are negative or disparaging, except as provided in
Section 11 hereof or in the ordinary course of normal employment communications or personnel performance reviews when making such statements is reasonable and appropriate. The Company, as represented by its directors and
executive officers, shall not make written or oral statements about Executive that are negative or disparaging other than in the ordinary course of normal employment communications or personnel performance reviews when making such statements is
reasonable and appropriate. Notwithstanding the foregoing, nothing in this Agreement or otherwise shall preclude Executive, the Company, its subsidiaries and affiliates, and the Company’s directors and executive officers from communicating or
testifying truthfully to the extent required by law to any federal, state, provincial or local governmental agency or in response to a subpoena to testify issued by a court of competent jurisdiction or in connection with any litigation or
arbitration between Executive and the Company or any of its affiliates or any of its directors, executive officers or non-executive officer employees. Either party may make truthful statements to the extent
reasonably necessary to correct any inaccurate public statements made by the other party (including executives or directors of the Company) or in the normal course of permitted competitive actions. 

  
 16 

	 	(d)	 It is the intent and desire of Executive and the Company that the restrictive provisions of this
Section 13 be enforced to the fullest extent permissible under the laws and public policies as applied in each jurisdiction in which enforcement is sought. If any particular provision of this
Section 13 shall be determined to be invalid or unenforceable, such covenant shall be amended, without any action on the part of either party hereto, to delete therefrom the portion so determined to be invalid or
unenforceable, such deletion to apply only with respect to the operation of such covenant in the particular jurisdiction in which such adjudication is made. 

  

	 	(e)	 Executive’s obligations under this Section 13 shall be in full satisfaction of
Executive’s services for the Company and its affiliates from the date of his commencement of employment with the Company and shall survive the termination of the Employment Term. 

14. Remedies for Breach of Obligations under Sections 12 or 13 hereof. Executive acknowledges that the Company will suffer
irreparable injury, not readily susceptible of valuation in monetary damages, if Executive breaches Executive’s obligations under Sections 12 or 13 hereof. Accordingly, Executive agrees that the Company will be entitled, in
addition to any other available remedies, to seek injunctive relief against any breach or prospective breach by Executive of Executive’s obligations under Sections 12 or 13 hereof. Executive agrees that process in any or
all of those actions or proceedings may be served by registered mail, addressed to the last address provided by Executive to the Company, or in any other manner authorized by law. This Section 14 shall survive the
termination of the Employment Term. 
 15. Cooperation. 
  

	 	(a)	 Following Executive’s termination of employment for any reason for a period of thirty-six (36) months following such termination, except as provided in Section 11 hereof, Executive agrees to make Executive reasonably available at the request of the Company to
cooperate with the Company and its affiliates in matters that materially concern: (i) requests for information about the services Executive provided to the Company and its affiliates during Executive’s employment with the Company and its
affiliates, (ii) the defense or prosecution of any claims or actions now in existence or which may be brought in the future against or on behalf of the Company and its affiliates which relate to events or occurrences that transpired while
Executive was employed the Company and its affiliates and as to which Executive has, or would reasonably be expected to have, personal experience, knowledge or information or (iii) any investigation or review by any federal, state or local
regulatory, quasi-regulatory or self-governing authority (including, without limitation, the US Department of Justice, the US Federal Trade Commission or the SEC) as any such investigation or review relates to events or occurrences that transpired
while Executive was employed by the Company and its affiliates. Executive’s cooperation shall include: (A) making Executive reasonably available to 

  
 17 

	 	
meet and speak with officers or employees of the Company, the Company’s counsel or any third-parties at the reasonable request of the Company at times and locations to be determined by the
Company reasonably and in good faith, taking into account the Company’s business and Executive’s business and personal needs (the “Company Cooperation”) and (B) giving accurate and truthful information at any
interviews and accurate and truthful testimony in any legal proceedings or actions (the “Witness Cooperation”). Nothing in this Section 15(a) shall be construed to limit in any way any rights
Executive may have at applicable law not to provide testimony with regard to specific matters. Unless required by law or legal process, Executive will not knowingly or intentionally furnish information to or cooperate with any non-governmental entity (other than the Company) in connection with any potential or pending proceeding or legal action involving matters arising during Executive’s employment with the Company and its
affiliates, except as provided in Section 11. In addition, at the request of the Company, Executive shall be required to complete a directors’ and officers’ questionnaire to facilitate the Company’s
preparation of any filings and reports with the SEC. 

  

	 	(b)	 Executive shall not be entitled to any payments in addition to those otherwise set forth in this Agreement in
respect of any Company Cooperation or Witness Cooperation, regardless of when provided. The Company will reimburse Executive for any reasonable, out-of-pocket travel,
hotel and meal expenses incurred in connection with Executive’s performance of obligations pursuant to this Section 15 for which Executive has obtained prior approval (which shall not be unreasonably withheld) from the
Company, and which shall be at levels consistent with Executive’s travel while employed as co-Chief Executive Officer. The Company shall also reimburse Executive for reasonable legal fees incurred in
connection with Executive’s cooperation if Executive reasonably believes that separate independent counsel is appropriate. Executive shall not be required to cooperate against his own legal interests. 

 

	 	(c)	 Nothing in this Agreement or any other agreement by and between the parties is intended to or shall preclude or
in any way limit or restrict Executive from providing accurate and truthful testimony or information to any governmental agency. 

  

	 	(d)	 This Section 15 shall survive the termination of the Employment Term.

 16. Miscellaneous. 
  

	 	(a)	 Successors and Assigns. 

 

	 	(1)	 This Agreement shall be binding upon and shall inure to the benefit of the Company, its successors and
permitted assigns. The Company may not assign or delegate any rights or obligations hereunder except to a successor (whether direct or indirect, by purchase, merger, consolidation or otherwise) to all or substantially all of the business and/or
assets of the Company, as applicable. The term “the Company” as used herein shall mean a corporation or other entity acquiring all or substantially all the assets and business of the Company, as the case may be, (including this
Agreement) whether by operation of law or otherwise. 

  
 18 

	 	(2)	 Neither this Agreement nor any right or interest hereunder shall be assignable or transferable by Executive,
Executive’s beneficiaries or legal representatives, except by will or by the, laws of descent and distribution. 

  

	 	(3)	 This Agreement shall inure to the benefit of and be enforceable by Executive’s legal personal
representatives, and by Executive’s beneficiaries in the event of his death. 

  

	 	(b)	 Notice. For the purposes of this Agreement, notices and all other communications provided for in the
Agreement (including the Notice of Termination) shall be in writing and shall be deemed to have been duly given when personally delivered or sent by Certified mail, return receipt requested, postage prepaid, addressed to the respective addresses
last given by each party to each other party; provided that all notices to the Company shall be directed to the attention of the General Counsel of the Company. All notices and communications shall be deemed to have been received on the date
of delivery thereof or on the third business day after the mailing thereof, except that notice of change of address shall be effective only upon receipt. 

  

	 	(c)	 Indemnity Agreement. The Company agrees to indemnify and hold Executive harmless to the fullest extent
permitted by applicable law for actions taken as a director or officer of the Company, pursuant to the terms of the Indemnification Agreement previously entered into between the Company and Executive. In connection therewith, Executive shall be
entitled to the protection of any insurance policies which the Company elects to maintain generally for the benefit of the Company’s directors and officers, against all costs, charges and expenses whatsoever incurred or sustained by Executive
in connection with any action, suit or proceeding to which Executive may be made a party by reason of Executive’s being or having been a director, officer or employee of the Company. This provision shall survive any termination of the
Employment Term. 

  

	 	(d)	 Withholding. The Company shall be entitled to withhold the amount, if any, of all taxes of any
applicable jurisdiction required to be withheld by an employer with respect to any amount paid to Executive hereunder. The Company, in its sole and absolute discretion, shall make all determinations as to whether it is obligated to withhold any
taxes hereunder and the amount hereof. 

  
 19 

	 	(e)	 Release of Claims. The termination benefits described in Section 4(c)(2)(iii)
and Sections 9(b), 9(c), 9(d) and 9(e) hereof (the “Total Payments”) shall be conditioned on Executive delivering to the Company, and failing to revoke, a signed release of claims reasonably
acceptable to the Company within fifty (50) days following Executive’s termination date, which release shall be a general release of claims against the Company and associated individuals and entities, including customary exceptions.
Notwithstanding any provision of this Agreement to the contrary, in no event shall the timing of Executive’s execution of the release, directly or indirectly, result in Executive designating the calendar year of payment, and, to the extent
required by Section 409A, if a payment that is subject to execution of the release could be made in more than one taxable year, payment shall be made in the later taxable year. Where applicable, references to Executive in this
Section 16(e) shall refer to Executive’s representative or estate. 

  

	 	(f)	 Parachute Payments. To the extent consistent with applicable law, the payment of any amounts or the
provision of any benefits under this Agreement or any other agreement including, without limitation, the Total Payments, will be reduced or adjusted to avoid triggering the excise tax (the “Excise Tax”) imposed by Section 4999
of the Code (the “Required Reduction”), if such adjustment would result in the provision of a greater total benefit, on a net after-tax basis (after taking into account any applicable federal,
state and local income and employment taxes and the Excise Tax), to Executive. In the case of a reduction in the Total Payments, the Total Payments will be reduced in the following order: (i) by reducing any cash payments to be made to
Executive (excluding any cash payment with respect to the acceleration of equity-based compensation); (ii) by canceling the acceleration of vesting of any outstanding equity-based compensation awards; and (iii) by reducing any other non-cash benefits provided to Executive. In the case of the reductions to be made pursuant to each of the above-mentioned clauses, the payment and/or benefit amounts to be reduced, and the acceleration of vesting to
be cancelled, shall be reduced or cancelled in the inverse order of their originally scheduled dates of payment or vesting, as applicable, and shall be so reduced: (x) only to the extent that the payment and/or benefit otherwise to be paid, or
the vesting of the award that otherwise would be accelerated, would be treated as a “parachute payment” within the meaning of Code Section 280G(b)(2)(A); and (y) only to the extent necessary to achieve the Required Reduction. All
determinations made under this Section 16(f) (as well as with respect to any payments provided to any other “disqualified individual” of the Company within the meaning of Section 280G(c) of the Code) shall be
made by a 

  
 20 

	 	
nationally recognized accounting firm as mutually agreed between the Company and Executive (the “Accounting Firm”) which shall provide detailed supporting calculations to
Executive and the Company. All fees and expenses of the Accounting Firm shall be borne by the Company. All determinations by the Accounting Firm shall be binding on Executive and the Company absent manifest error. Notwithstanding the foregoing, if
prior to a change in ownership or effective control of the Company (as described in Section 280G of the Code and the regulations and guidance promulgated thereunder, no stock of the Company is readily tradable on an established securities
market and the Accounting Firm determines that the Excise Tax would be imposed upon the Total Payments (and any other payments) then, subject to Executive’s execution of a written agreement providing that Executive will waive any portion of the
Total Payments (and any other payments) that would otherwise cause such payments to be subject to the Excise Tax, the Company agrees to use commercially reasonable efforts to submit to the Company’s shareholders for approval, in a manner that
satisfies Section 280G(b)(5)(B) of the Code, Executive’s conditional right to receive the portion of the Total Payments (and other payments) otherwise subject to the waiver agreement. 

 

	 	(g)	 Modification. No provision of this Agreement may be modified, waived or discharged unless such waiver,
modification or discharge is agreed to in writing and signed by Executive and the Company. No waiver by either party hereto at any time of any breach by the other party hereto of, or compliance with, any condition or provision of this Agreement to
be performed by the other party shall be deemed a waiver of similar or dissimilar provisions or conditions at the same or at any prior or subsequent time. No agreement or representations, oral or otherwise, express or implied, with respect to the
subject matter hereof have been made by any party which are not expressly set forth in this Agreement. 

  

	 	(h)	 Arbitration. If any dispute arises under this Agreement or otherwise which cannot be resolved by mutual
discussion between the parties, then the Company and Executive each agree to resolve that dispute by binding arbitration before an arbitrator experienced in employment law. Said arbitration will be conducted in accordance with the rules applicable
to employment disputes of the Judicial Arbitration and Mediation Services (“JAMS”) and the law applicable to the claim. The parties shall have thirty (30) calendar days after notice of such arbitration has been given to attempt
to agree on the selection of an arbitrator from JAMS. In the event the parties are unable to agree in such time, JAMS will provide a list of five (5) available arbitrators and an arbitrator will be selected from such five member panel provided
by JAMS by the parties alternately striking out one name of a potential arbitrator until only one name remains. The party entitled to strike an arbitrator first shall be selected by a toss of a coin. The parties agree that this agreement to
arbitrate includes any such disputes that 

  
 21 

	 	
the Company may have against Executive, or Executive may have against the Company and/or its related entities and/or employees, arising out of or relating to this Agreement, or Executive’s
employment or Executive’s termination, including any claims of discrimination or harassment in violation of applicable law and any other aspect of Executive’s compensation, employment, or Executive’s termination. The parties further
agree that arbitration as provided for in this Section 16(h) is the exclusive and binding remedy for any such dispute and will be used instead of any court action, which is hereby expressly waived, except for any
request by any party for temporary, preliminary or permanent injunctive relief pending arbitration in accordance with applicable law or for breaches by Executive of Executive’s obligations under Sections 12, 13 or 15
hereof. The parties agree that the seat of the arbitration shall be Boston, Massachusetts. The Company shall pay the cost of any arbitration brought pursuant to this paragraph, excluding, however, the cost of representation of Executive, unless such
cost is awarded in accordance with law or otherwise awarded by the arbitrators. Neither party nor an arbitrator may disclose the existence, content or results of any arbitration hereunder without the prior written consent of both parties, except
(1) as provided by Section 11 and (2) as may be required by law. The Company shall reimburse Executive for reasonable legal fees incurred in connection with any dispute under this Agreement if Executive prevails
on at least one material issue in such dispute. 

  

	 	(i)	 Effect of Other Law. Anything herein to the contrary notwithstanding, the terms of this Agreement shall
be modified to the extent required to meet the provisions of the Sarbanes-Oxley Act of 2002, Section 409A, the Dodd-Frank Wall Street Reform and Consumer Protection Act or other law applicable to the employment arrangements between Executive
and the Company. Any delay in providing benefits or payments or any failure to provide a benefit or payment shall not in and of itself constitute a breach of this Agreement as a result of applicable law; provided, however, that the
Company shall provide economically equivalent payments or benefits to Executive to the extent permitted by law as soon as practicable after such benefits or payments are due. Any request or requirement that Executive repay compensation that is
required under the first sentence of this Section 16(i), or pursuant to a Company policy that is applicable to other executive officers of the Company and that is designed to advance the legitimate corporate
governance objectives of the Company, shall not in and of itself constitute a breach of this Agreement. 

  

	 	(j)	 Governing Law. This Agreement shall be governed by and construed and enforced in accordance with the
laws of the Commonwealth of Massachusetts applicable to contracts executed in and to be performed entirely within such State, without giving effect to the conflict of law principles thereof. 

  
 22 

	 	(k)	 No Conflicts. As a condition to the effectiveness of this Agreement, Executive represents and warrants
to the Company that Executive is not a party to or otherwise bound by any agreement or arrangement (including, without limitation, any license, covenant, or commitment of any nature), or subject to any judgment, decree, or order of any court or
administrative agency, that would conflict with or will be in conflict with or in any way preclude, limit or inhibit Executive’s ability to execute this Agreement or to carry out Executive’s duties and responsibilities hereunder. In the
event that the Company reasonably determines that Executive’s duties hereunder may conflict with an agreement or arrangement to which Executive is bound, the Company and Executive shall engage in good faith discussions regarding such conflict
and, if such conflict exists, Executive shall be required to cease engaging in any such activities, duties or responsibilities (including providing supervisory services over certain subsets of the Company’s business operations) and the Company
will take steps to restrict Executive’s access to, and participation in, any such activities, until the Company determines that such conflict ceases to exist. Any actions taken by the Company under this
Section 16(k) to restrict or limit Executive’s access to information or provision of services shall not constitute Good Reason for purposes of Section 7(e) hereof.

  

	 	(l)	 Severability. The provisions of this Agreement shall be deemed severable and the invalidity or
unenforceability of any provision shall not affect the validity or enforceability of the other provisions hereof. 

  

	 	(m)	 Effectiveness of Agreement. The effectiveness of this Agreement is contingent upon the occurrence of the
Commencement Date within the time provided in Section 1 hereof. 

 17. Entire Agreement.
This Agreement constitutes the entire agreement between the parties hereto and supersedes all prior agreements, term sheets, understandings and arrangements, oral or written, between the parties hereto with respect to the subject matter hereof,
including without limitation any term sheets or other similar presentations (in each case of the foregoing, other than with respect to any intellectual property related matters addressed in any such prior agreements, term sheets, understandings or
arrangements). 
 18. Counterparts. This Agreement may be executed in separate counterparts, any one of which need not contain
signatures of more than one party, but all of which taken together will constitute one and the same Agreement. Signatures transmitted via facsimile or PDF will be deemed the equivalent of originals. 

[Remainder of page left intentionally blank] 

  
 23 

 IN WITNESS WHEREOF, the parties have executed this Employment Agreement as of the day and
year first above written, to be effective as of the Effective Date. 
  

			
	AMERICAN WELL CORPORATION
		
	By:	 	 /s/ Bradford F. Gay

	Name:	 	Bradford F. Gay
	Title:	 	Senior Vice President and General Counsel
	
	EXECUTIVE
		
	By:	 	 /s/ Roy Schoenberg

	Name:	 	Roy Schoenberg

 Signature Page to Roy Schoenberg Employment Agreement 

 EXHIBIT A 

ADDITIONAL RSUS 
 The Additional RSUs shall
be granted with respect to a number of Shares having an Equity Percentage based on the applicable “Price per Share” (as defined below) in the 2020 IPO or 2020 Sale, as applicable, as set forth in the following table. For the
avoidance of doubt, the aggregate Equity Percentage in respect of the Additional RSUs shall not exceed 1.5%. In the event of a dividend, distribution, recapitalization, stock split, reorganization, spin-off or
other corporate transaction or event affecting Shares occurring prior to the 2020 IPO or 2020 Sale, as applicable, the Price per Share and the performance thresholds shall be subject to equitable adjustment by the Board. 

 

													
	 	  	Equity Percentage	 
	 	  	IPO RSUs	 	 	 	 
	 Price per Share
	  	Tranche 1	 	 	Tranche 2	 	 	Sale RSUs	 
	 Less than $100
	  	 	0	% 	 	 	0	% 	 	 	0	% 
	 Equal to or above $100 and less than $110
	  	 	0.375	% 	 	 	0.375	% 	 	 	0.75	% 
	 Equal to or above $110 and less than $120
	  	 	0.4375	% 	 	 	0.4375	% 	 	 	0.875	% 
	 Equal to or above $120 and less than $130
	  	 	0.5	% 	 	 	0.5	% 	 	 	1	% 
	 Equal to or above $130 and less than $140
	  	 	0.5625	% 	 	 	0.5625	% 	 	 	1.125	% 
	 Equal to or above $140 and less than $150
	  	 	0.625	% 	 	 	0.625	% 	 	 	1.25	% 
	 Equal to or above $150 and less than $160
	  	 	0.6875	% 	 	 	0.6875	% 	 	 	1.375	% 
	 Equal to or above $160
	  	 	0.75	% 	 	 	0.75	% 	 	 	1.5	% 

 “Price per Share” shall mean: 
  

	 	(a)	 for the IPO RSUs, (x) in the case of Tranche 1, the closing price per Share on the closing date of the
2020 IPO and (y) in the case of Tranche 2, the average of the five highest closing prices per Share during the period beginning on the earlier to occur of (i) the date of the first earnings release following the 2020 IPO and (ii) the 140-day anniversary of the 2020 IPO closing date, and ending on the 180-day anniversary of the 2020 IPO closing date; provided that if a Corporate Transaction occurs
following the 2020 IPO and prior to the Tranche 2 grant and American Well Corporation is no longer publicly traded as a result of the Corporate Transaction, the Price per Share shall be the price paid per share in the Corporate Transaction and the
grant shall be made immediately prior to the Corporate Transaction; and 

	 	(b)	 for the Sale RSUs, the price per Share paid to the Company’s shareholders on the closing date of the 2020
Sale; provided that in the event of a 2020 Sale involving the sale of all or substantially all of the assets of the Company and its subsidiaries in which the price per Share thresholds set forth in the table are not directly applicable, the
Board shall determine in its good faith discretion the effective price per Share of the business relating to such assets based on the consideration paid in such transaction. 

 EXHIBIT B 

DEFINITIONS 
 For purposes of
Section 7(c) of this Agreement, the following shall constitute “Cause”: (1) Executive’s indictment or conviction for either a felony offense or any other crime involving, or participation in, any
fraud, theft or embezzlement; (2) willful breach of Executive’s duties of good faith and fair dealing that are owed to the Company or any of its subsidiaries; (3) Executive’s material breach or violation of any material agreement
between Executive and the Company or any of its subsidiaries; (4) willful and material failure to comply with the code of conduct of the Company or any of its subsidiaries or any other material policies of the Company that have been approved by
the Board or its authorized delegate and which is materially harmful to the Company and its subsidiaries taken as a whole; or (5) Executive’s willful failure or refusal to follow the lawful directions of the Board; provided that
Executive shall have thirty (30) days after written notice from the Company to cure the deficiency leading to the Cause determination (except with respect to prong (1) above, for which no notice is required) if, in the sole and reasonable
discretion of the Board, such deficiency is curable. Any determination of Cause shall be made by the Board based upon a resolution of a majority of the Board following a reasonable opportunity for Executive and his counsel to be heard before the
Board. No action or inaction shall be treated as willful unless done or not done in bad faith and without a reasonable belief it was in the best interests of the Company. 

“Corporate Transaction” means the occurrence of any one of the following events: 

(a) any “person,” as such term is used in Sections 13(d) and 14(d) of the Securities Exchange Act of 1934, as amended (the “Exchange
Act”) (other than the Company, any trustee or other fiduciary holding securities under any employee benefit plan of the Company, or any company owned, or immediately after the transaction would be owned, directly or indirectly, by the
stockholders of the Company in substantially the same proportions as their ownership of the combined voting power or economic interests of the Company, as applicable, as of immediately prior to such transaction), becoming the beneficial owner (as
defined in Rule 13d-3 under the Exchange Act), directly or indirectly, of securities of the Company representing more than 50% of the combined voting power or economic interests of the Company’s
then outstanding securities; provided that the provisions of this clause (a) are not intended to apply to or include as a Corporate Transaction any transaction that is specifically excepted from the definition of Corporate Transaction
under clause (c) below;
 (b) during any period of 12 months, individuals who at the beginning of such period constitute the Board, and any new
director (other than a director designated by a person who has entered into an agreement with the Company to effect a transaction described in paragraph (a), (c), or (d) of this definition or a director whose initial assumption of office occurs
as a result of either an actual or threatened election contest (as such term is used in Rule 14a-11 of Regulation 14A promulgated under the Exchange Act) or other actual or threatened solicitation of proxies
or consents by or on behalf of a person other than the Board) whose election by the Board or nomination for election by the Company’s stockholders was approved by a vote of at least a majority of the directors then still in office who
either were directors at the beginning of the 12-month period or whose election or nomination for election was previously so approved, cease for any reason to constitute at least a majority of the
Board; 

 (c) a merger or consolidation of the Company with any other corporation or other entity, other than a merger
or consolidation which would result in the voting securities of the Company outstanding immediately prior thereto continuing to represent (either by remaining outstanding or by being converted into voting securities of the surviving entity or parent
company thereof) more than 50% of (i) the combined voting power of the voting securities and (ii) the economic interests of the surviving entity or the ultimate parent company thereof (within the meaning of Section 424(e) of the
Code); provided that, for the avoidance of doubt, a merger or consolidation of the Company following or in connection with which a shareholder of 50% or less of the combined voting power of the voting securities of the Company as of
immediately prior to the transaction becomes the beneficial owner of more than 50% of the combined voting power of the voting securities or the economic interests of the surviving entity or the ultimate parent company thereof shall constitute a
Corporate Transaction pursuant to this clause (c); provided, further, that a merger or consolidation effected to implement an internal recapitalization of the Company (or similar transaction) in which no “person” is or
becomes the beneficial owner, directly or indirectly, of securities of the Company representing more than 50% of either the combined voting power of the Company’s then-outstanding voting securities or the then-outstanding economic interests
shall not be considered a Corporate Transaction; or 
 (d) a complete liquidation or dissolution of the Company or the consummation of a sale or
disposition by the Company of all or substantially all of the Company’s assets in which any “person”, other than a person or persons who beneficially own(s), directly or indirectly, 50% or more of the combined voting power and
economic interests of the outstanding voting securities of the Company immediately prior to the sale, acquires (or has acquired during the 12-month period ending on the most recent acquisition by such
“person”) assets from the Company that have a total gross fair market value equal to 50% or more of the total gross fair market value of all of the assets of the Company as of immediately prior to such sale or disposition of the
Company’s assets. 
 For purposes of Section 7(e) of this Agreement, “Good Reason” means, without
Executive’s express written consent: (1) the establishment of the Company’s primary operations in any place beyond a twenty-five (25) mile radius of Boston, Massachusetts or the relocation of Executive’s employment location
beyond such twenty-five (25) mile radius; provided that Executive primarily provides services in Boston at the time of such relocation or establishment; (2) the failure by the Company to provide Executive with Executive’s Base
Salary, compensation and benefits in accordance with the terms of this Agreement (or subsequent agreed upon compensation changes); (3) a change or diminution in Executive’s authorities, responsibilities, position, reporting or job title, other
than as provided in Section 2(d) hereof; (4) Executive’s removal from the Board or failure to be nominated to the Board; or (5) a material breach by the Company of the

 
terms of this Agreement or any equity compensation award. For the avoidance of doubt, Executive shall not be considered to have terminated Executive’s employment for Good Reason unless
Executive has (A) not expressly consented in writing to the occurrence that Executive alleges constitutes Good Reason; (B) given the Company written Notice of Termination for Good Reason not more than sixty (60) days after
Executive’s knowledge of the initial existence of the alleged condition giving rise to Good Reason; (C) given the Company at least thirty (30) days after receipt of such notice to cure the alleged deficiency; and (D) terminated
Executive’s employment within sixty (60) days following the Company’s receipt of such notice.

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