Document:

Exhibit 10.1

 

EXECUTION COPY

 

SEPARATION AGREEMENT AND GENERAL
RELEASE

 

SEPARATION
AGREEMENT AND GENERAL RELEASE between MDC Partners Inc. (“MDC” or the “Company”)
and Jonathan Mirsky (“Executive”) dated as of September 22, 2020 (this “Agreement and Release”).

 

WHEREAS, Executive
is General Counsel and Corporate Secretary of the Company pursuant to an Employment Agreement dated as of May 6, 2019 (the
 “Employment Agreement”);

 

WHEREAS, MDC and Executive
intend to terminate their relationship of employee and employer on the mutually agreed terms and conditions set forth below; and

 

NOW, THEREFORE, in
consideration of the mutual covenants herein contained, the parties agree as follows:

 

1.            Termination
of Employment. By mutual agreement, Executive and MDC have determined that Executive’s employment with the Company
will terminate at the close of business on September 30, 2020 (the “Termination Date”). During the period
of time from the date hereof until the Termination Date, the Executive will cooperate in good faith with a newly-appointed General
Counsel and Corporate Secretary on an appropriate transition of duties and responsibilities to the benefit of the Company. For
the avoidance of doubt, the Executive shall cease using the title of General Counsel and Corporate Secretary effective immediately.

 

2.            Severance
Payments. Subject to Executive’s execution and non-revocation of, and compliance with, this Agreement and Release,
and execution and non-revocation of the release set forth in Exhibit A hereto, MDC shall pay to Executive the
following amounts (collectively, the “Severance Payments”):

 

		a.	An amount equal to (i) Executive’s accrued but unpaid base salary and perquisite allowance
through the Termination Date and (ii) reimbursement for any unpaid reimbursable business expenses incurred in the course of
his employment through the Termination Date, in each case in accordance with MDC’s regular payroll and expense reimbursement
practices;

 

		b.	An aggregate amount equal to $275,000, representing six (6) months of Executive’s base
salary, subject to required federal, state and local tax withholdings by MDC, to be paid in a cash lump-sum not later than 60 days
following Termination Date; and

 

		c.	Not later than 60 days after the Termination Date, MDC will pay Executive an additional amount
in respect of accrued and unused vacation days in 2020 under MDC’s current policy.

 

     

     

    

 

3.            Outstanding
Inducement and Incentive Awards. Subject to Executive’s execution and
non-revocation of, and compliance with, this Agreement and Release, and execution and non-revocation of the release set forth in
Exhibit A hereto, Executive’s outstanding inducement and incentive awards shall be treated as follows
(collectively, the “Vesting Entitlements”):

 

		a.	Effective on the Termination Date, 166,666 unvested and outstanding restricted shares of MDC Class A
stock previously granted to him pursuant to that certain Restricted Stock Grant Agreement dated June 26, 2019 shall be deemed
fully vested;

 

		b.	Effective on the Termination Date, 166,666 unvested and outstanding stock appreciation rights in
respect of MDC Class A stock previously granted to him pursuant to that certain Stock Appreciation Rights Agreement dated
June 26, 2019 shall be deemed fully vested and exercisable;

 

		c.	Executive shall remain eligible to vest in restricted shares granted pursuant to the terms and
conditions of that certain Restricted Stock Agreement between MDC and Executive dated as of November 4, 2019 (the “LTIP
Stock Award”). Executive acknowledges and agrees that stock vesting under the LTIP Stock Award, if any, shall be calculated
and prorated based on a service period equal to 12.5% of the vesting period, notwithstanding Executive’s termination without
 “Cause” as of the Termination Date or any subsequent event under the relevant plan or grant agreement (so that the
maximum number of shares eligible to vest pursuant to the LTIP Stock Award is 15,125). The final number of shares vested under
the LTIP Stock Award, if any, will be issued on the date specified in the underlying award agreement and shall also be conditioned
upon and subject to Executive’s ongoing compliance with the terms and conditions of this Agreement and Release following
the Termination Date; and

 

		d.	Executive shall remain eligible to receive a cash payout from MDC pursuant to the terms and conditions
of that certain Award Agreement between MDC and Executive dated as of November 4, 2019 (the “LTIP Cash Award”).
Executive acknowledges and agrees that payment of the amount due under the LTIP Cash Award, if any, shall be calculated and prorated
based on a service period equal to 12.5% of the performance period, notwithstanding Executive’s termination without “Cause”
as of the Termination Date or any subsequent event under the relevant plan or grant agreement (so that the maximum amount he is
eligible to receive pursuant to the LTIP Cash Award is $60,500 (i.e. in the event the “EBITDA Performance Multiplier”
is ultimately determined to be 2)). Payment by MDC of the final amount due under the LTIP Cash Award, if any, will be made on the
payment date specified in the underlying award agreement and shall also be conditioned upon and subject to Executive’s ongoing
compliance with the terms and conditions of this Agreement and Release following the Termination Date.

 

    2

     

    

 

4.            No
Further Entitlements. Except as otherwise set forth in this Agreement and Release,
the Executive is not entitled to any further compensation or benefits from MDC, including without limitation any bonus payment
with respect to calendar year 2020. The Executive expressly acknowledges and agrees that except as set forth in this Agreement
and Release, he has been paid all compensation of any kind to which he is entitled as a result of his employment with MDC. Executive
further acknowledges and agrees, and represents and warrants, that he does not own or have any right to any stock, stock appreciation
rights or other equity in MDC, except for (a) the Vesting Entitlements, (b) 44,084 Class A shares previously vested
and/or purchased in the open market and (c) 83,334 previously vested stock appreciation rights with a strike price of $5.00.

 

5.            Release
of Claims by Executive. By signing this Agreement and Release, Executive, on behalf of himself and his current, former,
and future heirs, executors, administrators, attorneys, agents and assigns, releases and waives all legal claims in law or in equity
of any kind whatsoever that Executive has or may have against MDC, its parents, subsidiaries and affiliates, and their respective
officers, directors, employees, shareholders, members, agents, attorneys, trustees, fiduciaries, representatives, benefit plans
and plan administrators, successors and/or assigns, and all persons or entities acting by, through, under, or in concert with any
or all of them (collectively, the “Released Parties”). This release and waiver covers all rights, claims, actions
and suits of all kinds and descriptions that Executive now has or has ever had, whether known or unknown or based on facts now
known or unknown, fixed or contingent, against the Released Parties, occurring from the beginning of time up to and including the
date that Executive executes this Agreement and Release, including, without limitation:

 

a.            any
claims for wrongful termination, defamation, invasion of privacy, intentional infliction of emotional distress, or any other common
law claims;

 

b.            any
claims for the breach of any written, implied or oral contract between Executive and MDC;

 

c.            any
claims of discrimination, harassment or retaliation based on such things as age, national origin, ancestry, race, religion, sex,
sexual orientation, or physical or mental disability or medical condition;

 

d.            any
claims for payments of any nature, including but not limited to wages, overtime pay, vacation pay, severance pay, commissions,
bonuses and benefits or the monetary equivalent of benefits, but not including any claims for unemployment or workers’ compensation
benefits, or for the consideration being expressly provided to Executive pursuant to this Agreement and Release; and

 

e.            all
claims that Executive has or that may arise under the common law and all federal, state and local statutes, ordinances, rules,
regulations and orders, including but not limited to any claim or cause of action based on the Fair Labor Standards Act, Title VII
of the Civil Rights Act of 1964, the Age Discrimination in Employment Act, the Family and Medical Leave Act, the Americans with
Disabilities Act, the Civil Rights Acts of 1866, 1871 and 1991, the Rehabilitation Act of 1973, the National Labor Relations Act,
the Executive Retirement Income Security Act of 1974, the Worker Adjustment and Retraining Notification Act, the Vietnam Era Veterans'
Readjustment Assistance Act of 1974, Executive Order 11246, and any state laws governing employee rights, as each of them has been
or may be amended.

 

    3

     

    

 

This Agreement and Release shall be binding
upon and inure to the benefit of Executive and the Released Parties and any other individual or entity who may claim any interest
in the matter through Executive. Executive also acknowledges that he has not assigned any of his rights to make the aforementioned
claims or demands.

 

By way of further clarification, Executive
shall not be entitled to receive any of the Severance Payments or Vesting Entitlements under this Agreement and Release unless
Executive executes and delivers to the Company the Release of Claims in the form of Exhibit A hereto upon or
following the Termination Date.

 

6.            Attorney
Review; Review Period; Revocation Period. Executive is hereby advised that he should
consult with an attorney prior to executing this Agreement and Release. Executive is also advised that he has twenty-one (21) days
from the date this Agreement and Release is delivered to him within which to consider whether he will sign it. If Executive signs
this Agreement and Release, he acknowledges that he understands that he may revoke this Agreement within seven (7) days after
he has signed it by notifying MDC in writing that he has revoked this Agreement. Such notice shall be addressed to David Ross,
Executive Vice President, c/o MDC Partners Inc., 330 Hudson Street, 10th Floor, New York, NY 10013. This Agreement shall
not be effective or enforceable in accordance with its terms until the 7-day revocation period has expired.

 

7.            Intellectual
Property Rights. Executive acknowledges and agrees that all concepts, writings and proposals submitted to and accepted
by MDC (“Intellectual Property”) which relate to the business of MDC and which have been conceived or made by him during
the period of his employment, either alone or with others, are the sole and exclusive property of MDC. As of the date hereof, Executive
hereby assigns in favor of MDC all the Intellectual Property covered hereby. On or subsequent to the date hereof, Executive shall
execute any and all other papers and lawful documents required or necessary to vest sole rights, title and interest in MDC or its
nominee of the Intellectual Property.

 

8.            Non-Admission.
This Agreement and Release shall not in any way be construed as an admission by MDC of any liability for any reason, including,
without limitation, based on any claim that MDC has committed any wrongful or discriminatory act.

 

9.            Mutual
Non-Disparagement. Executive agrees that he will not say, write or cause to be said or written any statement that may be
considered defamatory, derogatory or disparaging of any of the Released Parties. MDC agrees to use commercially reasonable efforts
to cause its senior executives to not say, write or cause to be said or written, any statement that may be considered defamatory,
derogatory or disparaging of the Executive.

 

    4

     

    

 

10.            Confidentiality;
Return of Company Property; Cooperation. Executive agrees to keep the terms
and the existence of this Agreement and Release confidential and not to discuss it with anyone other than his attorney, tax advisor
or as may be required by law. Executive covenants that he will return all MDC documents, files, equipment and other property in
his possession to MDC on or prior to the Termination Date and represents
and warrants that he has not retained any copies or excerpts of any MDC documents or files. The Executive agrees that he will not
encourage or cooperate or otherwise participate or confer with any current or former employee of MDC or any other of the Released
Parties, or any potential plaintiff, to commence any legal action or make any claim against MDC or any other of the Released Parties
with respect to such person’s employment with MDC or any other of the Released Parties; provided, however, that nothing in
this Agreement and Release shall prohibit Executive from cooperating with any government agency. The Executive will cooperate with
MDC and its counsel in connection with any investigation, administrative proceeding or litigation relating to any matter in which
Executive was involved or of which he has knowledge as a result of his employment with MDC.

 

11.            Entire
Agreement; No Other Promises. Except as to any confidentiality, non-compete and/or non-solicitation agreements signed by
Executive upon or during his employment with MDC, Executive hereby acknowledges and represents that this Agreement and Release
contains the entire agreement between Executive and MDC, and it supersedes any and all previous agreements concerning the subject
matter hereof. Executive further acknowledges and represents that neither MDC nor any of its agents, representatives or employees
have made any promise, representation or warranty whatsoever, express, implied or statutory, not contained herein, concerning the
subject matter hereof, to induce Executive to execute this Agreement and Release, and Executive acknowledges that he has not executed
this Agreement and Release in reliance on any such promise, representation or warranty.

 

12.            Confirmation
of Restrictive Covenants. Executive hereby acknowledges and reaffirms all of his restrictive covenants set forth in Section 8
of the Employment Agreement, which covenants shall remain in full force and effect following the Termination Date.

 

13.            Equitable
Relief. Executive acknowledges that a remedy at law for any breach or attempted breach of this Agreement will be inadequate,
and agrees that MDC shall be entitled to specific performance and injunctive and other equitable relief in the case of any such
breach or attempted breach. It is also agreed that, in addition to any other remedies, in the event of a breach of this Agreement
by Executive, MDC may withhold and retain all or any portion of the Severance Payments and/or Vesting Entitlements.

 

14.            Severability.
If any term or condition of this Agreement and Release shall be held to be invalid, illegal or unenforceable in any respect by
a court of competent jurisdiction, this Agreement and Release shall be construed without such term or condition. If at the time
of enforcement of any provision of this Agreement, a court shall hold that the duration, scope or area restriction of any provision
hereof is unreasonable under circumstances now or then existing, the parties hereto agree that the maximum duration, scope or area
reasonable under the circumstances shall be substituted by the court for the stated duration, scope or area.

 

15.           Choice
of Law. This Agreement and Release shall be construed
and enforced in accordance with, and governed by, the laws of the State of New York, without regard to its choice of law provisions.

 

    5

     

    

 

16.            Material
Non-Public Information. Executive acknowledges that he may be in possession of material non-public information about MDC,
and covenants not to trade in any MDC securities from and after the date hereof while in possession of material non-public information
or otherwise in violation of any applicable securities law or regulation.

 

17.            Indemnification.
Subject to Section 124 of the Canada Business Corporations Act (as amended or re-enacted from time to time and including the
regulations made pursuant thereto, the “Act”) or, if the Company domesticates to the State of Delaware, Section 145
of the Delaware General Corporation Law (as amended or re-enacted from time to time and including the regulations made pursuant
thereto, the “DGCL”), the
Company shall indemnify and hold harmless the Executive and his heirs, executors, administrators and other legal personal representatives
(each, an “Indemnitee”), to the maximum extent permitted by the Act (or as applicable the DGCL), from and against
(a) any liability and all costs, charges and expenses that an Indemnitee sustains or incurs in respect of any action, suit
or proceeding that is proposed, threatened or commenced against an Indemnitee for or in respect of anything done or permitted by
the Executive in respect of the execution of the duties of his office; and (b) all other costs, charges and expenses that
the Executive sustains or incurs in respect of the affairs of the Company. The Company shall also indemnify the Executive in such
other circumstances to the maximum extent as the Act (or as applicable the DGCL) permits or requires. To the extent permitted by
the Act (or as applicable the DGCL), the Company will advance or reimburse any expenses, including reasonable attorneys’
fees, incurred by an Indemnitee in investigating and defending any actual or threatened action, suit or proceeding for which an
Indemnitee may be entitled to indemnification under this Section 17.

 

18.            Amendment.
This Agreement and Release may not be amended or modified in any way, except pursuant to a written instrument signed by both parties.

 

***

 

    6

     

    

 

HAVING READ AND UNDERSTOOD THE RELEASE,
CONSULTED COUNSEL OR VOLUNTARILY ELECTED NOT TO CONSULT COUNSEL, AND HAVING HAD SUFFICIENT TIME TO CONSIDER WHETHER TO ENTER INTO
THIS AGREEMENT AND RELEASE, THE PARTIES HERETO HAVE EXECUTED THIS AGREEMENT AND RELEASE AS OF THE DAY AND YEAR FIRST WRITTEN BELOW.

 

	 	/s/
    Jonathan Mirsky
	 	Jonathan Mirsky
	 	 
	 	Dated: September 22, 2020
	 	 
	 	 
	 	MDC PARTNERS INC.
	 	 
	 	By: 	/s/ David Ross
	 	 	David Ross, Executive Vice President

 

    7

     

    

 

Exhibit A

 

Release of Claims

 

(i)      I,
Jonathan Mirsky, in consideration of and subject to the performance by MDC Partners Inc. (together with its subsidiaries, the “Company”),
of its material obligations under the Separation and Release Agreement with the Company, dated September __, 2020 (the “Agreement”),
do hereby release and forever discharge, as of the date hereof, the Company and its affiliates and its and all of their respective
present and former directors, officers, agents, representatives, employees, successors, assigns and direct or indirect owners (collectively,
the “Released Parties”) to the extent provided below. Defined terms used herein that are not otherwise defined
shall have the meanings set forth in the Agreement.

 

(ii)      I
have agreed that I will not receive the payments and benefits specified in Section 2 or 3 of the Agreement (A) unless
I execute this Release of Claims and do not revoke it within the time period permitted hereafter or (B) if I breach this Release
of Claims. I also acknowledge and represent that I have received all payments and benefits that I am entitled to receive (as of
the date hereof) by virtue of employment with the Company, other than as provided in the Agreement.

 

(iii)      Except
as provided in paragraph (v) below, I knowingly and voluntarily (for myself, my heirs, executors, administrators and
assigns) release and forever discharge the Company and the other Released Parties from any and all claims, lawsuits, controversies,
actions, causes of action, cross-claims, counter-claims, demands, debts, compensatory damages, liquidated damages, punitive or
exemplary damages, other damages, claims for costs and attorneys’ fees, or liabilities of any nature whatsoever in law and
in equity, both past and present (through the date of this General Release) and whether known or unknown, suspected, or claimed
against the Company or any of the Released Parties which I, my spouse, or any of my heirs, executors, administrators or assigns,
may have, which arise out of or are connected with my employment with, or my separation or termination from, the Company (including,
but not limited to, any allegation, claim or violation, arising under: Title VII of the Civil Rights Act of 1964, as amended; the
Civil Rights Act of 1991; the Age Discrimination in Employment Act of 1967, as amended (including the Older Workers Benefit Protection
Act); the Equal Pay Act of 1963, as amended; the Americans with Disabilities Act of 1990; the Family and Medical Leave Act of 1993;
the Civil Rights Act of 1866, as amended; the Worker Adjustment Retraining and Notification Act; the Employee Retirement Income
Security Act of 1974; any applicable Executive Order Programs; the Fair Labor Standards Act; or their state or local counterparts;
or under any other federal, state or local civil or human rights law, or under any other local, state, or federal law, regulation
or ordinance; or under any public policy, contract or tort, or under common law; or arising under any policies, practices or procedures
of the Company; or any claim for wrongful discharge, breach of contract, infliction of emotional distress, defamation; or any claim
for costs, fees, or other expenses, including attorneys’ fees incurred in these matters) (all of the foregoing collectively
referred to herein as the “Claims”); provided that the foregoing release shall not extend to, and in no event shall
the “Claims” which are being released hereunder include, (a) any rights to reimbursement or indemnification in
my capacity as an officer, director or employee of the Company or any of its Subsidiaries under the governing documents of the
Company or such Subsidiary, any reimbursement or indemnification agreement with the Company, any insurance policy or applicable
law, in accordance with the terms thereof, as a matter of law, or otherwise, or under any power that the Company may have to indemnify
me or hold me harmless, (b) my rights to payments or benefits due under Section 2 and Section 3 of the Agreement,
(c) my rights as a stockholder of the Company or (d) my rights to enforce the terms of this Release of Claims.

 

(iv)      I
represent that I have made no assignment or transfer of any right, claim, demand, cause of action, or other matter covered by paragraph
iii above.

 

    8

     

    

 

(v)      I
agree that this Release of Claims does not waive or release any rights or claims that I may have under the Age Discrimination in
Employment Act of 1967 which arise after the date I execute this Release of Claims. I acknowledge and agree that my separation
from employment with the Company shall not serve as the basis for any claim or action (including, without limitation, any claim
under the Age Discrimination in Employment Act of 1967).

 

(vi)      In
signing this Release of Claims, I acknowledge and intend that it shall be effective as a bar to each and every one of the
Claims hereinabove mentioned or implied. I expressly consent that this General Release shall be given full force and effect according
to each and all of its express terms and provisions, including those relating to unknown and unsuspected Claims (notwithstanding
any state statute that expressly limits the effectiveness of a general release of unknown, unsuspected and unanticipated Claims),
if any, as well as those relating to any other Claims hereinabove mentioned or implied. I acknowledge and agree that this waiver
is an essential and material term of this Release of Claims and that without such waiver the Company would not have agreed to the
terms of the Agreement. I further agree that in the event I should bring a Claim seeking damages against the Company, or in the
event I should seek to recover against the Company in any Claim brought by a governmental agency on my behalf, this Release of
Claims shall serve as a complete defense to such Claims. I further agree that I am not aware of any pending charge or complaint
of the type described in paragraph (iii) as of the execution of this Release of Claims.

 

(vii)      I
agree that neither this Release of Claims, nor the furnishing of the consideration for this Release of Claims, shall be deemed
or construed at any time to be an admission by the Company, any Released Party or myself of any improper or unlawful conduct.

 

(viii)      I
agree that I will forfeit all amounts payable by the Company pursuant to Section 2 and 3 of the Agreement if I challenge the
validity of this Release of Claims. I also agree that if I violate this General Release by suing the Company or the other Released
Parties, I will return all payments received by me pursuant to the Agreement.

 

(ix)      Whenever
possible, each provision of this Release of Claims shall be interpreted in such manner as to be effective and valid under applicable
law, but if any provision of this Release of Claims is held to be invalid, illegal or unenforceable in any respect under any applicable
law or rule in any jurisdiction, such invalidity, illegality or unenforceability shall not affect any other provision or any
other jurisdiction, but this Release of Claims shall be reformed, construed and enforced in such jurisdiction as if such invalid,
illegal or unenforceable provision had never been contained herein.

 

    9

     

    

 

BY SIGNING THIS RELEASE OF CLAIMS, I
REPRESENT AND AGREE THAT:

 

(a)      I
HAVE READ IT CAREFULLY;

 

(b)      I
UNDERSTAND ALL OF ITS TERMS AND KNOW THAT I AM GIVING UP IMPORTANT RIGHTS, INCLUDING BUT NOT LIMITED TO, RIGHTS UNDER THE
AGE DISCRIMINATION IN EMPLOYMENT ACT OF 1967, AS AMENDED; TITLE VII OF THE CIVIL RIGHTS ACT OF 1964, AS AMENDED; THE EQUAL PAY
ACT OF 1963, THE AMERICANS WITH DISABILITIES ACT OF 1990; AND THE EMPLOYEE RETIREMENT INCOME SECURITY ACT OF 1974, AS AMENDED;

 

(c)      I
VOLUNTARILY CONSENT TO EVERYTHING IN IT;

 

I HAVE BEEN ADVISED TO CONSULT WITH AN
ATTORNEY BEFORE EXECUTING IT AND I HAVE DONE SO OR, AFTER CAREFUL READING AND CONSIDERATION, I HAVE CHOSEN NOT TO DO SO OF
MY OWN VOLITION; I HAVE HAD AT LEAST 21 DAYS FROM THE DATE OF MY RECEIPT OF THIS RELEASE OF CLAIMS SUBSTANTIALLY IN ITS FINAL FORM,
TO CONSIDER IT AND THE CHANGES MADE SINCE THE FINAL VERSION OF THIS RELEASE OF CLAIMS ARE NOT MATERIAL AND WILL NOT RESTART THE
REQUIRED 21-DAY PERIOD;

 

(d)      I
UNDERSTAND THAT I HAVE SEVEN DAYS AFTER THE EXECUTION OF THIS RELEASE OF CLAIMS TO REVOKE IT AND THAT THIS RELEASE SHALL NOT BECOME
EFFECTIVE OR ENFORCEABLE UNTIL THE REVOCATION PERIOD HAS EXPIRED;

 

(e)      I
HAVE SIGNED THIS RELEASE OF CLAIMS KNOWINGLY AND VOLUNTARILY AND WITH THE ADVICE OF ANY COUNSEL RETAINED TO ADVISE ME WITH RESPECT
TO IT; AND

 

(f)      I
AGREE THAT THE PROVISIONS OF THIS RELEASE OF CLAIMS MAY NOT BE AMENDED, WAIVED, CHANGED OR MODIFIED EXCEPT BY AN INSTRUMENT
IN WRITING SIGNED BY A REPRESENTATIVE OF THE COMPANY AND BY ME.

 

	 	 
		Jonathan Mirsky	

 

	DATE:	 	, 2020

 

    10EX-10.1

 Exhibit 10.1 

RSU AWARD AGREEMENT 
 Oak Street Health,
Inc. (the “Company”) grants to the Participant named below (“you”) the number of restricted stock units (“RSUs”) set forth below (the “Award”), under this RSU Award Agreement
(“Agreement”). The Award is being granted outside of the Company’s Omnibus Incentive Plan (the “Plan”), but shall be subject to certain terms and conditions of the Plan as specified herein. 

 

					
	Defined Terms:	  	As set forth in the Plan, unless otherwise defined in this Agreement
			
	Participant:	  	Kim Keck	  	
			
	Grant Date:	  	October 2, 2020	  	
			
	Number of RSUs:	  	70,000	  	
		
	Definition of RSU:	  	Each RSU entitles you to earn and receive 1 Share in the future, subject to the terms of this Agreement.
		
	Earning and Payment:	  	The RSUs will become earned and payable as follows, as long as you do not have a Separation from Service before the applicable date:
			
		  	 Date
	  	RSUs Earned and Payable
			
		  	 02/21/2021
	  	17,500
			
		  	 05/21/2021
	  	4,375
			
		  	 08/21/2021
	  	4,375
			
		  	 11/21/2021
	  	4,375
			
		  	 02/21/2022
	  	4,375
			
		  	 05/21/2022
	  	4,375
			
		  	 08/21/2022
	  	4,375
			
		  	 11/21/2022
	  	4,375
			
		  	 02/21/2023
	  	4,375
			
		  	 05/21/2023
	  	4,375
			
		  	 08/21/2023
	  	4,375

  
 4 

					
	                    	  	 11/21/2023
	  	4,375
			
		  	 02/21/2024
	  	4,375
			
		  	 TOTAL
	  	70,000
		
		  	Notwithstanding the foregoing, no RSUs will become earned and payable unless and until this Agreement is approved by a majority of the Company’s stockholders.

 RSU TERMS 
  

	 	1.	 Grant of RSUs. 

(a)    The Award is subject to the terms of Articles II, III and X through XIII and Section 4.2 of the
Plan. Such terms of the Plan are incorporated into this Agreement by this reference. 
 (b)    The Award
is contingent upon the approval of this Agreement by a majority of the Company’s stockholders. In the event the stockholders of the Company do not approve of this Agreement at the Company’s annual stockholder meeting in 2021, the Award
will be cancelled and forfeited in its entirety for no consideration. 
 (c)    You must accept the terms
of this Agreement within 10 business days after the Agreement is presented to you for review by returning a signed copy of this Agreement to the Company in accordance with such procedures as the Company may establish. The Committee may unilaterally
cancel and forfeit all or a portion of the Award if you do not timely accept the terms of this Agreement. 
  

	 	2.	 Restrictions. 

(a)    You will have no rights or privileges of a Stockholder as to the Shares underlying the RSUs before
settlement under Section 5 below (“Settlement”), including no right to vote or receive dividends or other distributions; in addition, the following terms will apply: 

(i)    you will not be entitled to delivery of any Share certificates for the RSUs until Settlement (if at
all), and upon the satisfaction of all other terms; 
 (ii)    you may not sell, transfer (other than by
will or the laws of descent and distribution), assign, pledge, or otherwise encumber or dispose of the RSUs or any rights under the RSUs before Settlement; 

(iii)    you will forfeit all of the RSUs and all of your rights under the RSUs will terminate in their
entirety on the terms set forth in Section 4 below and Section 10(j) below; and 

(iv)    no Share underlying an RSU will be considered earned until the end of the Restricted Period
applicable to the RSU. 
 (b)    Any attempt to dispose of the RSUs, any interest in the RSUs, or any
Shares in respect of the RSUs in a manner contrary to the terms of this Agreement will be void and of no effect. 

  
 5 

 3.    Restricted Period and Payment. The “Restricted
Period” is the period beginning on the Grant Date and ending on the date the RSUs, or such applicable portion of the RSUs, are deemed earned and payable under the terms set forth in the table at the beginning of this Agreement. Notwithstanding
the foregoing, no RSUs will be considered earned and payable until the later of (i) the date(s) set forth in the table at the beginning of this Agreement and (ii) the date this Agreement is approved by a majority of the stockholders of the
Company at the annual stockholder meeting in 2021. 
 4.    Forfeiture. If, during the Restricted Period,
(a) you incur a Separation from Service (for the avoidance of doubt, which does not otherwise result in the immediate or continued earning and payment of the RSUs), (b) you materially breach this Agreement, or (c) you fail to meet the
tax withholding obligations described in Section 6 below, you will immediately and automatically forfeit all of your rights in respect of the RSUs. 

5.    Settlement of RSUs. Delivery of Shares or other amounts under this Agreement will be subject to the
following: 
 (a)    The Company will deliver to you 1 Share for each RSU that has become earned and
payable as soon as administratively practicable after the end of the applicable Restricted Period, but no later than sixty (60) days thereafter. 

(b)    Any issuance of Shares under the Award may be effected on a
non-certificated basis, to the extent not prohibited by Applicable Law. 

(c)    If a certificate for Shares is delivered to you under the Award, the certificate may bear the
following or a similar legend as determined by the Company: 
 The ownership and transferability of this certificate and the shares of stock
represented hereby are subject to the terms (including forfeiture) of the Oak Street Health, Inc. Omnibus Incentive Plan and an RSU award agreement entered into between the registered owner and Oak Street Health, Inc. Copies of such plan and
agreement are on file in the executive offices of Oak Street Health, Inc. 
 In addition, any stock certificates for Shares will be subject
to any stop-transfer orders and other restrictions as the Company may deem advisable under Applicable Law, and the Company may cause a legend or legends to be placed on any certificates to make appropriate reference to these restrictions. In
addition, you acknowledge and expressly agree to the lock-up terms of Section 13.21 of the Plan (and any successor terms). 

6.    Taxes. Regardless of any action the Company may take that is related to any or all income tax, payroll tax,
or other tax-related withholding under the Plan (“Tax-Related Items”), the ultimate liability for all Tax-Related Items
owed by you is and will remain your responsibility. The Company (a) makes no representations or undertakings regarding the treatment of any Tax-Related Items and (b) does not commit to structure the
terms of the Award to reduce or eliminate your liability for Tax-Related Items. You will be required to meet any applicable tax withholding obligation in accordance with the tax withholding terms of
Section 13.5 of the Plan (and any successor terms). The RSUs are intended to be exempt from Section 409A, and this Agreement will be administered and interpreted consistently with that intent and with the terms of Section 13.16 of the
Plan (and any successor terms). 
 7.    Adjustment. Upon any event described in Section 4.2 of the Plan
(and any successor sections) occurring after the Grant Date, the adjustment terms of that section will apply to the Award. 

8.    Bound by Plan and Committee Decisions. By accepting the Award, you acknowledge that you have received a copy
of the Plan and have had an opportunity to review the Plan, and you agree to be bound by all of the terms of the Plan. If there is any conflict between this Agreement and the Plan, the Plan will control. The authority

  
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to manage and control the operation and administration of this Agreement and the Plan is vested in the Committee. The Committee has all powers under this Agreement that it has under the Plan. Any
interpretation of this Agreement or the Plan by the Committee and any decision made by the Committee related to the Agreement or the Plan will be final and binding on all Persons. 

9.    Regulatory and Other Limitations. Notwithstanding anything else in this Agreement, the Committee may impose
conditions, restrictions, and limitations on the issuance of Shares under the Award unless and until the Committee determines that the issuance complies with (a) all registration requirements under the Securities Act, (b) all listing
requirements of any securities exchange or similar entity on which the Shares are listed, (c) all Company policies and administrative rules, and (d) all Applicable Laws. 

10. Miscellaneous. 

(a)    Notices. Any notice that may be required or permitted under this Agreement must be in writing
and may be delivered personally, by intraoffice mail, or by electronic mail or via a postal service (postage prepaid) to the electronic mail or postal address and directed to the person as the receiving party may designate in writing from time to
time. 
 (b)    Waiver. The waiver by any party to this Agreement of a breach of any term of the
Agreement will not operate or be construed as a waiver of any other or subsequent breach. 

(c)    Entire Agreement. This Agreement and the Plan constitute the entire agreement between you and
the Company related to the Award. Any prior agreements, commitments, or negotiations related the Award are superseded. 

(d)    Binding Effect; Successors. The obligations and rights of the Company under this Agreement
will be binding upon and inure to the benefit of the Company and any successor corporation or organization resulting from the merger, consolidation, sale, or other reorganization of the Company, or upon any successor corporation or organization
succeeding to substantially all of the assets and business of the Company. Your obligations and rights under this Agreement will be binding upon and inure to your benefit and the benefit of your beneficiaries, executors, administrators, heirs, and
successors. 
 (e)    Governing Law; Jurisdiction; Waiver of Jury Trial. You acknowledge and
expressly agree to the governing law terms of Section 13.9 of the Plan (and any successor terms) and the jurisdiction and waiver of jury trial terms of Section 13.10 of the Plan (and any successor terms). 

(f)    Amendment. This Agreement may be amended at any time by the Committee, except that no
amendment may, without your consent, materially impair your rights under the Award. 

(g)    Severability. The invalidity or unenforceability of any term of the Plan or this Agreement
will not affect the validity or enforceability of any other term of the Plan or this Agreement, and each other term of the Plan and this Agreement will be severable and enforceable to the extent permitted by Applicable Law. 

(h)    No Rights to Service; No Impact on Other Benefits. Nothing in this Agreement will be
construed as giving you any right to be retained in any position with the Company or its Affiliates. Nothing in this Agreement will interfere with or restrict the rights of the Company or its Affiliates—which are expressly reserved—to
remove, terminate, or discharge you at any time for any reason whatsoever or for no reason, subject to the Company’s certificate of incorporation, bylaws, and other similar governing documents and Applicable Law. The value of the RSUs is not
part of your normal or expected compensation for purposes of calculating any severance, retirement, welfare, insurance, or similar employee benefit. The grant of the RSUs does not create any right to receive any future awards. 

  
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 (i)    Further Assurances. You must, upon request
of the Company, do all acts and execute, deliver, and perform all additional documents, instruments, and agreements that may be reasonably required by the Company to implement this Agreement. 

(j)    Clawback. All awards, amounts, and benefits received or outstanding under the Plan will be
subject to clawback, cancellation, recoupment, rescission, payback, reduction, or other similar action in accordance with the terms of any Company clawback or similar policy or any Applicable Law related to such actions, as may be in effect from
time to time. You acknowledge and consent to the Company’s application, implementation, and enforcement of any applicable Company clawback or similar policy that may apply to you, whether adopted before or after the Grant Date (including the
forfeiture, clawback, and detrimental conduct terms contained in Section 13.22 of the Plan as of the Grant Date (and any successor terms)), and any term of Applicable Law relating to clawback, cancellation, recoupment, rescission, payback, or
reduction of compensation, and the Company may take such actions as may be necessary to effectuate any such policy or Applicable Law, without further consideration or action. 

(k)    Electronic Delivery and Acceptance. The Company may deliver any documents related to current
or future participation in the Plan by electronic means. You consent to receive those documents by electronic delivery and to participate in the Plan through any on-line or electronic system established and
maintained by the Company or a third party designated by the Company. 
 11.    Your Representations. You
represent to the Company that you have read and fully understand this Agreement and the Plan and that your decision to participate in the Plan is completely voluntary. You also understand that the Award is contingent upon the approval of this
Agreement by a majority of the Company’s stockholders and, if the stockholders of the Company do not approve of this Agreement at the Company’s annual stockholder meeting in 2021, the Award will be cancelled and forfeited in full for no
consideration. You also acknowledge that you are relying solely on your own advisors regarding the tax consequences of the Award. 
 By
signing below, you are agreeing that your electronic signature is the legal equivalent of a manual signature on this Agreement and you are agreeing to all of the terms of this Agreement, as of the Grant Date. 

 

			
		
	Participant signature:	 	/s/ Kim Keck
		 	Kim Keck

  

  
 8

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