OSH / Oak Street Health Inc - SEC-arkivering, Årsberetning, Fuldmagtserklæring

OSH / Oak Street Health Inc / Capital Research Global Investors - SEC SCHEDULE 13G Passive Investment

SC 13G/A 1 SEC13GFiling.htm SEC SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1 )* Oak Street Health, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 67181A107 (CUSIP Number) December 29, 2023 (Date of Event Which Requires Filing of this Statement) Check the appropriate bo

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 15 CERTIFICATION AND NOTICE OF TERMINATION OF REGISTRATION UNDER SECTION 12(g) OF THE SECURITIES EXCHANGE ACT OF 1934 OR SUSPENSION OF DUTY TO FILE REPORTS UNDER SECTIONS 13

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 15 CERTIFICATION AND NOTICE OF TERMINATION OF REGISTRATION UNDER SECTION 12(g) OF THE SECURITIES EXCHANGE ACT OF 1934 OR SUSPENSION OF DUTY TO FILE REPORTS UNDER SECTIONS 13 AND 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934. Commission File Number: 001-39427 Oak Street Health, Inc. (Exact name of registrant as specified in

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-39427 Oak Street Health, Inc.

OSH / Oak Street Health Inc / Newlight Harbour Point SPV LLC - SC 13G/A Passive Investment

SC 13G/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13G/A UNDER THE SECURITIES EXCHANGE ACT OF 1934 (Amendment No. 3)* Oak Street Health, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 67181A107 (CUSIP Number) May 2, 2023 (Date of Event Which Requires Filing of this Statement) Check the Appropriate Box to Designate the Rule Pursuant to Which

First Supplemental Indenture, dated as of May 2, 2023, to the Indenture, dated March 16, 2021, between the Company and U.S. Bank National Association, as trustee.

EX-4.1 Exhibit 4.1 FIRST SUPPLEMENTAL INDENTURE FIRST SUPPLEMENTAL INDENTURE (this “Supplemental Indenture”) dated as of May 2, 2023, between OAK STREET HEALTH, INC., a Delaware corporation (the “Company”), and U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, as successor in interest to U.S. BANK NATIONAL ASSOCIATION, a national banking association, as trustee (the “Trustee”). RECITALS OF THE COMPAN

Second Amended and Restated Certificate of Incorporation of Oak Street Health, effective May 2, 2023.

EX-3.1 Exhibit 3.1 SECOND AMENDED AND RESTATED CERTIFICATE OF INCORPORATION OF OAK STREET HEALTH, INC. 1. The name of the corporation is: Oak Street Health, Inc. (the “Corporation”). 2. The address of the registered office of the Corporation in the State of Delaware is Corporation Trust Center, 1209 Orange Street, in the City of Wilmington, County of New Castle 19801. The name of the registered ag

As filed with the Securities and Exchange Commission on May 2, 2023

POSASR As filed with the Securities and Exchange Commission on May 2, 2023 Registration No.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 2, 2023 Oak Street Health, In

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 2, 2023 Oak Street Health, Inc. (Exact name of Registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission Fil

EX-99.25

NOTIFICATION OF THE REMOVAL FROM LISTING AND REGISTRATION OF THE STATED SECURITIES The New York Stock Exchange hereby notifies the SEC of its intention to remove the entire class of the stated securities from listing and registration on the Exchange at the opening of business on May 15, 2023, pursuant to the provisions of Rule 12d2-2 (a).

Second Amended and Restated Bylaws of Oak Street Health, effective May 2, 2023.

EX-3.2 Exhibit 3.2 SECOND AMENDED AND RESTATED BY-LAWS OAK STREET HEALTH, INC. ARTICLE I STOCKHOLDERS Section 1. ANNUAL MEETING. The annual meeting of the stockholders of Oak Street Health, Inc. (the “Corporation”), for the purpose of electing directors and for the transaction of such other business as may be brought before the meeting, shall be held at the principal office of the Corporation, or

OSH / Oak Street Health Inc / GENERAL ATLANTIC LLC - AMENDMENT NO. 3 Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 3)* Oak Street Health, Inc. (Name of Issuer) Common Stock, par value US$0.001 per share (Title of Class of Securities) 67181A107 (CUSIP Number) May 2, 2023 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rul

As filed with the Securities and Exchange Commission on May 2, 2023

S-8 POS As filed with the Securities and Exchange Commission on May 2, 2023 No. 333-243737 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 POST-EFFECTIVE AMENDMENT NO. 1 TO FORM S-8 REGISTRATION STATEMENT NO. 333-243737 UNDER THE SECURITIES ACT OF 1933 OAK STREET HEALTH, INC. (Exact name of registrant as specified in its charter) Delaware 84-3446686 (State or other jurisdic

CVS Health completes acquisition of Oak Street Health

EX-99.1 Exhibit 99.1 Press Release CVS Health completes acquisition of Oak Street Health WOONSOCKET, R.I., May 2, 2023 — CVS Health® (NYSE: CVS) today announced it has completed its acquisition of Oak Street Health. The acquisition will broaden CVS Health’s value-based primary care platform and significantly benefit patients’ long-term health by improving outcomes and reducing costs – particularly

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 28, 2023 Oak Street Health,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 28, 2023 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 20, 2023 Oak Street Health,

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 20, 2023 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Com

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 20, 2023 Oak Street Health,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 20, 2023 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 4, 2023 Oak Street Health,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 4, 2023 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation or organizatio

Default Waiver and First Amendment to Loan and Security Agreement, dated April 4, 2023, by and among the Company and certain of its subsidiaries named thereto, as borrowers, Hercules Capital, Inc. as agent and lender, Silicon Valley Bank and the several banks and other financial institutions or entities from time to time parties thereto as lenders.

Execution Version DEFAULT WAIVER AND FIRST AMENDMENT TO LOAN AND SECURITY AGREEMENT THIS DEFAULT WAIVER AND FIRST AMENDMENT TO LOAN AND SECURITY AGREEMENT (this “Amendment”), dated as of April 4, 2023, is entered into by and among (a) (i) OAK STREET HEALTH, INC.

Oak Street Health Announces Cancellation of its 2023 Annual Meeting of Stockholders

EX-99.1 Exhibit 99.1 Oak Street Health Announces Cancellation of its 2023 Annual Meeting of Stockholders CHICAGO – (BUSINESS WIRE) – Oak Street Health, Inc. (NYSE: OSH or “Oak Street Health”), a network of value-based primary care centers for adults on Medicare and the only primary care provider to carry the AARP name, today announced its Board of Directors has cancelled its 2023 Annual Meeting of

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 30, 2023 Oak Street Health,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 30, 2023 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEFM14A Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Pro

1

CORRESP CONFIDENTIAL March 23, 2023 Ms. Celeste Murphy Ms. Jordan Nimitz United States Securities and Exchange Commission Division of Corporation Finance Office of Industrial Applications and Services 100 F Street NE Washington, D.C. 20549 Re: Oak Street Health, Inc. Preliminary Proxy on Schedule 14A Filed March 9, 2023 File No. 001-39427 Dear Ms. Murphy and Ms. Nimitz, On behalf of our client, Oa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEFA14A Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e

Form 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 10, 2023 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

PREM14A Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

CALCULATION OF FILING FEE TABLES Schedule 14A (Form Type) Oak Street Health, Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Transaction Valuation Proposed Maximum Aggregate Value of Transaction Fee rate Amount of Filing Fee Fees

EX-FILING FEES 2 d477620dexfilingfees.htm EX-FILING FEES Exhibit 107 CALCULATION OF FILING FEE TABLES Schedule 14A (Form Type) Oak Street Health, Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Transaction Valuation Proposed Maximum Aggregate Value of Transaction Fee rate Amount of Filing Fee Fees to be Paid $9,987,679,933.62(1)(2) 0.0001102 $1,100,642.33(3) Fees Previously Pa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. )

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant ¨ Filed by a Party other than the Registrant x Check the appropriate box: ¨ Preliminary Proxy Statement ¨ Confidential, For Use of the Commission Only (as permitted by Rule 14a-6(e)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Pro

List of subsidiaries of Oak Street Health, Inc.

Exhibit 21.1 Subsidiaries of the Registrant Certain subsidiaries of Oak Street Health, Inc. as of December 31, 2022 and their respective state of incorporation or organization are listed below. The names of certain other subsidiaries have been omitted because, considered in the aggregate as a single subsidiary, they would not constitute, as of December 31, 2022, a “significant subsidiary” as that

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 28, 2023 Oak Street Heal

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 28, 2023 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-394

Condensed Consolidated Balance Sheets (in millions) December 31, 2022 December 31, 2021 Assets Current assets: Cash and cash equivalents $ 137.9 $ 104.7 Restricted cash 20.6 15.7 Other receivables, net 2.5 3.1 Capitated accounts receivable 894.0 559.

Exhibit 99.1 Oak Street Health Reports Full Year 2022 Results February 28, 2023 at 4:05 Eastern Time CHICAGO, IL – Oak Street Health, Inc. (NYSE: OSH, or the “Company”), a network of value-based primary care centers for adults on Medicare, today reported financial results for the year ended December 31, 2022. “Our team's commitment and hard work delivered outstanding health outcomes and an unmatch

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Pro

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Pro

OSH / Oak Street Health Inc / Capital International Investors - SEC SCHEDULE 13G Passive Investment

SC 13G/A 1 SEC13GFiling.htm SEC SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1 )* Oak Street Health, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 67181A107 (CUSIP Number) December 30, 2022 (Date of Event Which Requires Filing of this Statement) Check the appropriate bo

OSH / Oak Street Health Inc / Capital Research Global Investors - SEC SCHEDULE 13G Passive Investment

SC 13G 1 SEC13GFiling.htm SEC SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. )* Oak Street Health, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 67181A107 (CUSIP Number) December 30, 2022 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to

OSH / Oak Street Health Inc / GENERAL ATLANTIC LLC - AMENDMENT NO. 2 Passive Investment

SC 13G/A 1 eh23032930013ga2-osh.htm AMENDMENT NO. 2 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 2)* Oak Street Health, Inc. (Name of Issuer) Common Stock, par value US$0.001 per share (Title of Class of Securities) 67181A107 (CUSIP Number) December 31, 2022 (Date of Event Which Requires Filing of this

OSH / Oak Street Health Inc / Newlight Harbour Point SPV LLC - AMENDMENT NO. 2 TO SCHEDULE 13G Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13G UNDER THE SECURITIES EXCHANGE ACT OF 1934 (Amendment No. 2)* Oak Street Health, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 67181A107 (CUSIP Number) December 31, 2022 (Date of Event Which Requires Filing of this Statement) Check the Appropriate Box to Designate the Rule Pursuant to Which this

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEFA14A 1 d424129ddefa14a.htm DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. )

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant ¨ Filed by a Party other than the Registrant x Check the appropriate box: ¨ Preliminary Proxy Statement ¨ Confidential, For Use of the Commission Only (as permitted by Rule 14a-6(e)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. )

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant ¨ Filed by a Party other than the Registrant x Check the appropriate box: ¨ Preliminary Proxy Statement ¨ Confidential, For Use of the Commission Only (as permitted by Rule 14a-6(e)

Agreement and Plan of Merger, dated as of February 7, 2023, by and among CVS Pharmacy, Inc., Halo Merger Sub Corp., Oak Street Health, Inc. and, for the limited purposes set forth therein, CVS Health Corporation (incorporated by reference to Exhibit 2.1 to the Company's Form 8-K filed on February 8, 2023).

EX-2.1 Exhibit 2.1 AGREEMENT AND PLAN OF MERGER by and among CVS PHARMACY, INC., HALO MERGER SUB CORP., OAK STREET HEALTH, INC. and CVS HEALTH CORPORATION, solely for the limited purposes set forth herein Dated as of February 7, 2023 TABLE OF CONTENTS Page ARTICLE I DEFINITIONS & INTERPRETATIONS 2 1.1 Certain Definitions 2 1.2 Index of Defined Terms 16 1.3 Certain Interpretations 18 ARTICLE II THE

FORM OF VOTING AND SUPPORT AGREEMENT

EX-99.1 Exhibit 99.1 FORM OF VOTING AND SUPPORT AGREEMENT This VOTING AND SUPPORT AGREEMENT, dated as of February [•], 2023 (this “Agreement”), by and among Oak Street Health, Inc., a Delaware corporation (the “Company”), the stockholders listed on the signature page(s) hereto (together with any subsequent stockholders or transferees who become “Stockholders” pursuant to Section 3, collectively, t

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 8, 2023 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissio

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

CVS Health to Acquire Oak Street Health Acquisition further advances CVS Health’s care delivery strategy for consumers

EX-99.1 Exhibit 99.1 CVS Health to Acquire Oak Street Health Acquisition further advances CVS Health’s care delivery strategy for consumers WOONSOCKET, R.I., CHICAGO, Feb. 8, 2023 — CVS Health® (NYSE: CVS) and Oak Street Health (NYSE: OSH) have entered into a definitive agreement under which CVS Health will acquire Oak Street Health in an all-cash transaction at $39 per share, representing an ente

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 8, 2023 Oak Street Healt

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 8, 2023 Oak Street Health, Inc. (Exact name of Registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissio

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 9, 2023 Oak Street Health

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 9, 2023 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission

Oak Street Health, Inc J.P. Morgan Healthcare Conference January 9, 2023 Disclaimer 2 The presentation contains forward-looking statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities

EX-99 2 oshjpmconf1092023vfinal.htm EX-99 OAK STREET HEALTH, INC. J.P. MORGAN HEALTHCARE CONFERENCE PRESENTATION Oak Street Health, Inc J.P. Morgan Healthcare Conference January 9, 2023 Disclaimer 2 The presentation contains forward-looking statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, and

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 7, 2022 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissio

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-39427 Oak Street Health, Inc.

Twelve-Months Ending December 31, 2022 Low High (dollars in millions) Centers 169 169 At-risk patients 157,000 159,000 Revenue $ 2,150.0 2,155.0 Adjusted EBITDA $ (292.5) (287.5)

Exhibit 99.1 Oak Street Health Reports Third Quarter 2022 results November 7, 2022 at 4:05 Eastern Time CHICAGO, IL ? Oak Street Health, Inc. (NYSE: OSH, or the ?Company?), a network of value-based primary care centers for adults on Medicare, today reported financial results for its third quarter ended September 30, 2022. ?We reported another strong quarter of results driven by the dedication and

Security and Loan Agreement, dated as of September 30, 2022, by and among the Company and certain of its subsidiaries named thereto, as borrowers, Hercules Capital, Inc. as agent and lender, Silicon Valley Bank and the several banks and other financial institutions or entities from time to time parties thereto as lenders (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on October 3, 2022).

LOAN AND SECURITY AGREEMENT This LOAN AND SECURITY AGREEMENT is made and dated as of September 30, 2022 and is entered into by and among (a) (i) OAK STREET HEALTH, INC.

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 30, 2022 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commiss

Calculation of Filing Fee Tables (Form Type) Oak Street Health, Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities and Carry Forward Securities Security Type Security Class Title Fee Calculation or Carry

Exhibit 107 Calculation of Filing Fee Tables 424(b)(4) (Form Type) Oak Street Health, Inc.

7,000,000 shares Oak Street Health, Inc. Common stock

Table of Contents Filed Pursuant to Rule 424(b)(4) Registration No. 333-266914 Prospectus supplement (To prospectus dated August 16, 2022) 7,000,000 shares Oak Street Health, Inc. Common stock The selling shareholder identified in this prospectus supplement is offering 7,000,000 shares of our common stock. We are not selling any shares under this prospectus supplement and will not receive any proc

7,000,000 shares Oak Street Health, Inc. Common stock

Table of Contents Filed Pursuant to Rule 424(b)(7) Registration No. 333-266914 The information in this preliminary prospectus supplement is not complete and may be changed. This preliminary prospectus supplement and the accompanying prospectus are not an offer to sell, and we are not soliciting an offer to buy, these securities in any state or jurisdiction where the offer or sale is not permitted.

Filing Fee Table

Exhibit 107 Calculation of Filing Fee Tables Form S-3 (Form Type) Oak Street Health, Inc.

As filed with the Securities and Exchange Commission on August 16, 2022

Table of Contents As filed with the Securities and Exchange Commission on August 16, 2022 No.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-39427 Oak Street Health, Inc.

Three-Months Ending September 30, 2022 Twelve-Months Ending December 31, 2022 Low High Low High (dollars in millions) Centers 158 159 169 169 At-risk patients 143,500 144,500 155,000 158,500 Revenue $ 535.0 540.0 $ 2,125.0 2,145.0 Adjusted EBITDA $ (

Exhibit 99.1 Oak Street Health Reports Second Quarter 2022 results August 2, 2022 at 4:05 Eastern Time CHICAGO, IL – Oak Street Health, Inc. (NYSE: OSH, or the “Company”), a network of value-based primary care centers for adults on Medicare, today reported financial results for its second quarter ended June 30, 2022. “We were pleased with another quarter of strong results across the board driven b

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 2, 2022 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission

* * * *

May 25, 2022 United States Securities and Exchange Commission Division of Corporation Finance Office of Life Sciences 100 F Street, N.

Form of RSU Award Agreement (Performance Based) pursuant to Oak Street Health, Inc. Omnibus Incentive Plan, filed herewith.

Exhibit 10.2 RSU AWARD AGREEMENT (PERFORMANCE-BASED) OAK STREET HEALTH, INC. OMNIBUS INCENTIVE PLAN 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?). Governing Plan: Oak Street Health, Inc. Omnibus Incentive Plan, as amended from time to tim

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2022 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-39427 Oak Street Health, Inc.

Form of Option Award Agreement (Performance Based) pursuant to Oak Street Health, Inc. Omnibus Incentive Plan, filed herewith.

Exhibit 10.1 OPTION AWARD AGREEMENT (PERFORMANCE BASED) OAK STREET HEALTH, INC. OMNIBUS INCENTIVE PLAN Oak Street Health, Inc. (the ?Company?) grants to the Participant named below (?you?) [an Incentive/a Nonstatutory] Stock Option to purchase the number of Shares set forth below (the ?Option?), under this Option Award Agreement (?Agreement?). Governing Plan: Oak Street Health, Inc. Omnibus Incent

Three-Months Ending

Exhibit 99.1 Oak Street Health Reports First Quarter 2022 results May 3, 2022 at 4:05 Eastern Time CHICAGO, IL ? Oak Street Health, Inc. (NYSE: OSH, or the ?Company?), a network of value-based primary care centers for adults on Medicare, today reported financial results for its first quarter ended March 31, 2022. ?We were pleased with another strong quarter of results. Most importantly, we are pro

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 3, 2022 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission Fil

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 27, 2022 OAK STREET HEALTH, INC. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission

* * * *

April 20, 2022 United States Securities and Exchange Commission Division of Corporation Finance Office of Life Sciences 100 F Street, N.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 28, 2022 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissi

List of subsidiaries of Oak Street Health, Inc.

Exhibit 21.1 Subsidiaries of the Registrant Subsidiaries of Oak Street Health, Inc. Oak Street Health, LLC (Illinois) Subsidiaries of Oak Street Health, LLC Oak Street Health MSO, LLC (Illinois) Subsidiaries of Oak Street Health MSO, LLC RubiconMD Holdings, Inc. (New York) OSH-ESC Joint Venture, LLC (Illinois) Oak Street Health Medicare Partners, LLC (Illinois) OSH-RI, LLC (Rhode Island) OSH-PCJ J

Three Months Ending

Exhibit 99.1 Oak Street Health Reports Full Year 2021 results February 28, 2022 at 4:05 Eastern Time CHICAGO, IL ? Oak Street Health, Inc. (NYSE: OSH, or the ?Company?), a network of value-based primary care centers for adults on Medicare, today reported financial results for its fiscal year ended December 31, 2021. ?We reported a strong quarter with results favorable to the high end of guidance a

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) ? ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2021 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE TRANSITION PERIOD FROM TO Commission File Number 001-39427 Oak Street Heal

OSH / Oak Street Health Inc / GENERAL ATLANTIC LLC - AMENDMENT NO. 1 Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1)* Oak Street Health, Inc. (Name of Issuer) Common Stock, par value US$0.001 per share (Title of Class of Securities) 67181A107 (CUSIP Number) December 31, 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate t

OSH / Oak Street Health Inc / Capital International Investors - SEC SCHEDULE 13G Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. )* Oak Street Health, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 67181A107 (CUSIP Number) December 31, 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to which this

OSH / Oak Street Health Inc / Newlight Harbour Point SPV LLC - SC 13G/A Passive Investment

SC 13G/A 1 d327365dsc13ga.htm SC 13G/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13G UNDER THE SECURITIES EXCHANGE ACT OF 1934 (Amendment No. 1)* Oak Street Health, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 67181A107 (CUSIP Number) December 31, 2021 (Date of Event Which Requires Filing of this Statement) Check the Appropriate Box to De

JOINT FILING AGREEMENT

EXHIBIT A JOINT FILING AGREEMENT This will confirm the agreement by and among the undersigned that the Schedule 13G filed with the Securities and Exchange Commission on or about the date hereof with respect to the beneficial ownership by the undersigned of the shares of Common Stock, par value $0.

OSH / Oak Street Health Inc / HUMANA INC - SC 13G Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1) Oak Street Health, Inc. (Name of Issuer) Common Stock, par value $0.001 per share (Title of Class of Securities) 67181A107 (CUSIP Number) December 31, 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the

Regulation FD Disclosure

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 10, 2022 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissio

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 29, 2021 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissi

Oak Street Health Acquires Virtual Specialty Care Provider RubiconMD

Exhibit 99.1 Oak Street Health Acquires Virtual Specialty Care Provider RubiconMD CHICAGO, IL ? December 29, 2021 ?? Oak Street Health, Inc. (NYSE: OSH, or the ?Company?), a network of value-based primary care centers for adults on Medicare, today announced that Chief Operating Officer (COO) Geoff Price will transition to the newly formed role of Chief Innovation Officer. Oak Street Health?s curre

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K/A CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 8, 2021 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commiss

Twelve Months Ending

Exhibit 99.1 Oak Street Health Reports Third Quarter 2021 results November 8, 2021 at 4:05 Eastern Time CHICAGO, IL ? Oak Street Health, Inc. (NYSE: OSH, or the ?Company?), a network of value-based primary care centers for adults on Medicare, today reported financial results for its quarter ended September 30, 2021. ?We were pleased with another quarter of strong performance as well as the signifi

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 8, 2021 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissio

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2021 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-39427 Oak Street Health, Inc.

Oak Street Health Acquires Virtual Specialty Care Provider RubiconMD

Exhibit 99.1 Oak Street Health Acquires Virtual Specialty Care Provider RubiconMD CHICAGO, IL ? October 21, 2021 ?? Oak Street Health, Inc. (NYSE: OSH, or the ?Company?), a network of value-based primary care centers for adults on Medicare, today announced it has acquired RubiconMD, the leading technology platform providing access to specialist expertise. The deal enables Oak Street Health to inte

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 21, 2021 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissio

Oak Street Health and Humana Remain Committed to Growing their Strategic Partnership

Exhibit 99.1 Carl Daley to Conclude Service on Oak Street Health?s Board of Directors Oak Street Health and Humana Remain Committed to Growing their Strategic Partnership CHICAGO ??September 7, 2021 ?? Oak Street Health (NYSE: OSH, or the ?Company?), a network of value-based primary care centers for adults on Medicare, announced today that Carl Daley, Senior Vice President of Retail Strategy and O

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 7, 2021 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2021 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-39427 Oak Street Health, Inc.

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 9, 2021 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission

Three Months Ending

Exhibit 99.1 Oak Street Health Reports Second Quarter 2021 Financial Results August 9, 2021 at 4:05 Eastern Time CHICAGO, IL ? Oak Street Health, Inc. (NYSE: OSH, or the ?Company?), a network of value-based primary care centers for adults on Medicare, today reported financial results for its quarter ended June 30, 2021. ?We were pleased with another quarter of strong growth in light of continued u

12,052,258 Shares COMMON STOCK

Table of Contents Filed Pursuant to Rule 424(b)(4) Registration No. 333-256433 12,052,258 Shares COMMON STOCK The selling shareholders identified in this prospectus are offering an aggregate of 12,052,258 shares of common stock. We are not selling any shares under this prospectus and will not receive any proceeds from the sale of shares by the selling shareholders. Our common stock is listed on th

As filed with the Securities and Exchange Commission on May 26, 2021

As filed with the Securities and Exchange Commission on May 26, 2021 No. 333- SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM S-1 REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware (State or other jurisdiction of incorporation or organization) 8000 (Primary Standard Industrial Classification

OAK STREET HEALTH, INC. May 24, 2021

OAK STREET HEALTH, INC. May 24, 2021 VIA EDGAR United States Securities and Exchange Commission 100 F Street, N.E. Washington, D.C. 20549-1090 Attention: David Gessert Re: Oak Street Health, Inc. Registration Statement on Form S-1 Originally Filed May 24, 2021 CIK: 0001564406 Ladies and Gentlemen: Oak Street Health, Inc., a Delaware corporation (the ?Company?), hereby requests acceleration of the

Form of Underwriting Agreement.

Exhibit 1.1 Oak Street Health, Inc. [?] Shares of Common Stock Underwriting Agreement [?], 2021 J.P. Morgan Securities LLC Goldman Sachs & Co. LLC As Representatives of the several Underwriters listed in Schedule 1 hereto c/o J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 c/o Goldman Sachs & Co. LLC 200 West Street New York, NY 10282 Ladies and Gentlemen: Certain stockholde

Power of Attorney (included on the signature pages of the prior Registration Statement (File No. 333-256433), as filed with the Securities and Exchange Commission on May 24, 2021).

Table of Contents As filed with the Securities and Exchange Commission on May 24, 2021 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

J.P. Morgan Securities LLC

J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 Goldman Sachs & Co. LLC 200 West Street New York, New York 10282 May 24, 2021 VIA EDGAR U.S. Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.E. Washington, D.C. 20549 Re: Oak Street Health, Inc. Registration Statement on Form S-1 (No. 333-256433) Request for Acceleration of Effective Date Ladi

Confidential Treatment Requested by Oak Street Health, Inc. Pursuant to 17 C.F.R. Section 200.83 As submitted confidentially to the Securities and Exchange Commission on May 11, 2021 pursuant to the Jumpstart Our Business Startups Act of 2012. This d

Table of Contents Confidential Treatment Requested by Oak Street Health, Inc. Pursuant to 17 C.F.R. Section 200.83 As submitted confidentially to the Securities and Exchange Commission on May 11, 2021 pursuant to the Jumpstart Our Business Startups Act of 2012. This draft registration statement has not been publicly filed with the Securities and Exchange Commission and all information herein remai

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 10, 2021 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission Fi

Three Months Ending

Exhibit 99.1 Oak Street Health Reports First Quarter 2021 Financial Results May 10, 2021 at 4:05 Eastern Time CHICAGO, IL ? Oak Street Health, Inc. (NYSE: OSH, or the ?Company?), a network of value based, primary care centers for adults on Medicare, today reported financial results for its quarter ended March 31, 2021. ?We were pleased with another strong quarter of results. Most importantly, we a

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2021 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-39427 Oak Street Health, Inc.

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 5, 2021 OAK STREET HEALTH, INC. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission Fil

- DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive

Statement on Schedule 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive

- DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive

Indenture, dated March 16, 2021, between Oak Street Health, Inc. and U.S. Bank National Association

Exhibit 4.1 Execution Version OAK STREET HEALTH, INC. AND U.S. BANK NATIONAL ASSOCIATION, as Trustee INDENTURE Dated as of March 16, 2021 0% Convertible Senior Notes due 2026 TABLE OF CONTENTS PAGE ARTICLE 1 DEFINITIONS Section 1.01. Definitions 1 Section 1.02. References to Interest 14 ARTICLE 2 ISSUE, DESCRIPTION, EXECUTION, REGISTRATION AND EXCHANGE OF NOTES Section 2.01. Designation and Amount

Form of Capped Call Confirmation

Exhibit 10.1 []1 To: Oak Street Health, Inc. 30 W. Monroe Street Suite 1200 Chicago, Illinois 60603 Attention: []2 From: [] Re: [Base]3[Additional]4 Capped Call Transaction Ref. No: []5 Date: [], 2021 Dear Ladies and Gentlemen: The purpose of this communication (this ?Confirmation?) is to set forth the terms and conditions of the above-referenced transaction entered into on the Trade Date specifie

Oak Street Health Announces Pricing of $800.0 Million of Convertible Senior Notes

Exhibit 99.1 Oak Street Health Announces Pricing of $800.0 Million of Convertible Senior Notes CHICAGO, March 11, 2021 ? Oak Street Health, Inc. (?Oak Street?) (NYSE: OSH), a network of value-based, primary care centers for adults on Medicare, today announced the pricing of $800.0 million aggregate principal amount of Convertible Senior Notes due 2026 (the ?notes?) in a private offering (the ?offe

Entry into a Material Definitive Agreement, Unregistered Sales of Equity Securities, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 16, 2021 (March 11, 2021) OAK STREET HEALTH, INC. (Exact name of registrant as specified in its charter) Delaware 333-239818 84-3446686 (State or other jurisdiction of incorpora

- PRE 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive

Description of capital stock (incorporated by reference to Exhibit 4.2 to the Company’s Form 10-K filed on March 10, 2021).

Exhibit 4.2 DESCRIPTION OF CAPITAL STOCK General Our authorized capital stock consists of 500,000,000 shares of common stock, par value $0.001 per share, and 50,000,000 shares of undesignated preferred stock, par value $0.001 per share. As of March 4, 2021, we had 240,747,470 shares of our common stock outstanding. The following description of our capital stock is intended as a summary only and is

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 10, 2021 OAK STREET HEALTH, INC. (Exact name of registrant as specified in its charter) Delaware 333-239818 84-3446686 (State or other jurisdiction of incorporation) (Commission

List of Subsidiaries. (incorporated by reference to Exhibit 21.1 to the Company’s Form 10-K filed on March 10, 2021).

Exhibit 21.1 Subsidiaries of the Registrant Subsidiaries of Oak Street Health, Inc. Oak Street Health, LLC (Illinois) Subsidiaries of Oak Street Health, LLC Oak Street Health MSO, LLC (Illinois) Subsidiaries of Oak Street Health MSO, LLC OSH-ESC Joint Venture, LLC (Illinois) Oak Street Health Medicare Partners, LLC (Illinois) OSH-RI, LLC (Rhode Island) OSH-PCJ Joliet, LLC (Illinois) Acorn Network,

Oak Street Health Announces Proposed Private Placement of $750.0 Million of Convertible Senior Notes

Exhibit 99.1 Oak Street Health Announces Proposed Private Placement of $750.0 Million of Convertible Senior Notes CHICAGO, March 10, 2021 ? Oak Street Health, Inc. (?Oak Street?) (NYSE: OSH), a network of value-based, primary care centers for adults on Medicare, today announced that it intends to offer, subject to market conditions and other factors, $750.0 million aggregate principal amount of Co

Annual Report - 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) ? ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2020 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE TRANSITION PERIOD FROM TO Commission File Number 001-39427 Oak Street Heal

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 9, 2021 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commission F

Three Months Ending

Exhibit 99.1 Oak Street Health Reports Fourth Quarter 2020 Financial Results March 9, 2021 at 4:05pm Eastern Daylight Time CHICAGO, IL – Oak Street Health, Inc. (NYSE: OSH) (the “Company”), a network of value-based, primary care centers for adults on Medicare, today reported financial results for its fourth quarter ended December 31, 2020. “We are incredibly proud of the impact the Oak Street team

10,723,821 Shares COMMON STOCK

Table of Contents Filed Pursuant to Rule 424(b)(4) Registration No. 333-252843 10,723,821 Shares COMMON STOCK The selling shareholders identified in this prospectus are offering an aggregate of 10,723,821 shares of common stock. We are not selling any shares under this prospectus and will not receive any proceeds from the sale of shares by the selling shareholders. Our common stock is listed on th

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13G UNDER THE SECURITIES EXCHANGE ACT OF 1934 (Amendment No. )* Oak Street Health, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 67181A107 (CUSIP Num

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13G UNDER THE SECURITIES EXCHANGE ACT OF 1934 (Amendment No. )* Oak Street Health, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 67181A107 (CUSIP Number) December 31, 2020 (Date of Event Which Requires Filing of this Statement) Check the Appropriate Box to Designate the Rule Pursuant to Which this

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. )*

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. )* Oak Street Health, Inc. (Name of Issuer) Common Stock, par value US$0.001 per share (Title of Class of Securities) 67181A107 (CUSIP Number) December 31, 2020 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate th

- S-1MEF

S-1MEF As filed with the Securities and Exchange Commission on February 10, 2021 No.

Power of Attorney (included on the signature pages of the prior Registration Statement (File No. 333-252843), as filed with the Securities and Exchange Commission on February 8, 2021).

S-1 Table of Contents As filed with the Securities and Exchange Commission on February 8, 2021 No.

Form of Underwriting Agreement.

EX-1.1 Exhibit 1.1 Oak Street Health, Inc. [•] Shares of Common Stock Underwriting Agreement February [•], 2021 J.P. Morgan Securities LLC Goldman Sachs & Co. LLC As Representatives of the several Underwriters listed in Schedule 1 hereto c/o J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 c/o Goldman Sachs & Co. LLC 200 West Street New York, NY 10282 Ladies and Gentlemen: Ce

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13G* (Rule 13d-102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO RULES 13d-1(b), (c), AND (d) AND AMENDMENTS THERETO FILED PURSUANT TO RULE 13d-2 (AMENDMENT NO. )*

SC 13G 1 humsc13g20210208.htm HUMANA SCHEDULE 13G DATED FEBRUARY 8, 2021 SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13G* (Rule 13d-102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO RULES 13d-1(b), (c), AND (d) AND AMENDMENTS THERETO FILED PURSUANT TO RULE 13d-2 (AMENDMENT NO. )* Oak Street Health, Inc. (Name of Issuer) Common Stock, par value $0.001 per share

Results of Operations and Financial Condition - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 8, 2021 OAK STREET HEALTH, INC. (Exact name of registrant as specified in its charter) Delaware 333-239818 84-3446686 (State or other jurisdiction of incorporation) (Comm

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CORRESP 1 filename1.htm J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 Goldman Sachs & Co. LLC 200 West Street New York, New York 10282 February 8, 2021 VIA EDGAR U.S. Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.E. Washington, D.C. 20549 Re: Oak Street Health, Inc. Registration Statement on Form S-1 (No. 333-252843) Request for Acceler

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OAK STREET HEALTH, INC. February 8, 2021 VIA EDGAR United States Securities and Exchange Commission 100 F Street, N.E. Washington, D.C. 20549-1090 Attention: Abby Adams Re: Oak Street Health, Inc. Registration Statement on Form S-1 Originally Filed February 8, 2021 CIK: 0001564406 Ladies and Gentlemen: Oak Street Health, Inc., a Delaware corporation (the ?Company?), hereby requests acceleration of

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DRS Table of Contents Confidential Treatment Requested by Oak Street Health, Inc. Pursuant to 17 C.F.R. Section 200.83 As submitted confidentially to the Securities and Exchange Commission on January 29, 2021 pursuant to the Jumpstart Our Business Startups Act of 2012. This draft registration statement has not been publicly filed with the Securities and Exchange Commission and all information here

5,632,430 Shares COMMON STOCK

424B4 Table of Contents Filed Pursuant to Rule 424(b)(4) Registration Statement No.

- S-1MEF

S-1MEF As filed with the Securities and Exchange Commission on December 2, 2020 No.

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CORRESP J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 Goldman Sachs & Co. LLC 200 West Street New York, New York 10282 November 30, 2020 VIA EDGAR U.S. Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.E. Washington, D.C. 20549 Re: Oak Street Health, Inc. Registration Statement on Form S-1 (No. 333-251026) Request for Acceleration of Effect

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CORRESP OAK STREET HEALTH, INC. November 30, 2020 VIA EDGAR United States Securities and Exchange Commission 100 F Street, N.E. Washington, D.C. 20549-1090 Attention: Courtney Lindsay Re: Oak Street Health, Inc. Registration Statement on Form S-1 Originally filed November 30, 2020 CIK: 0001564406 Ladies and Gentlemen: Oak Street Health, Inc., a Delaware corporation (the “Company”), hereby requests

Form of Underwriting Agreement.

EX-1.1 Exhibit 1.1 Oak Street Health, Inc. [●] Shares of Common Stock Underwriting Agreement December [●], 2020 J.P. Morgan Securities LLC Goldman Sachs & Co. LLC As Representatives of the several Underwriters listed in Schedule 1 hereto c/o J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 c/o Goldman Sachs & Co. LLC 200 West Street New York, NY 10282 Ladies and Gentlemen: Ce

Power of Attorney (included on the signature pages of the prior Registration Statement (File No. 333-251026), as filed with the Securities and Exchange Commission on November 30, 2020).

S-1 Table of Contents As filed with the Securities and Exchange Commission on November 30, 2020 No.

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DRS Table of Contents Confidential Treatment Requested by Oak Street Health, Inc. Pursuant to 17 C.F.R. Section 200.83 As submitted confidentially to the Securities and Exchange Commission on November 12, 2020 pursuant to the Jumpstart Our Business Startups Act of 2012. This draft registration statement has not been publicly filed with the Securities and Exchange Commission and all information her

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2020 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-39427 Oak Street Health, Inc.

Twelve Months Ending

Exhibit 99.1 Oak Street Health Reports Third Quarter 2020 Financial Results November 9, 2020 at 4:05 PM Eastern Standard Time CHICAGO, IL ? Oak Street Health, Inc. (NYSE: OSH) (the ?Company?), a network of value-based, primary care centers for adults on Medicare, today reported financial results for its third quarter ended September 30, 2020. ?Our strong third quarter results were highlighted by 3

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 9, 2020 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commissio

August 5, 2020 POWER OF ATTORNEY FOR SECTION 16 REPORTING OBLIGATIONS

Exhibit 24.1 August 5, 2020 POWER OF ATTORNEY FOR SECTION 16 REPORTING OBLIGATIONS KNOW ALL BY THESE PRESENTS, that the undersigned hereby constitutes and appoints each of David Taylor and Alyssa Rosner, signing singly, the undersigned's true and lawful attorney-in-fact to: (i) execute for and on behalf of the undersigned, in the undersigned's capacity as an officer and/or director and/or owner of

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 6, 2020 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or Other Jurisdiction of Incorporation or Organ

Oak Street Health Bolsters Board of Directors with Appointment of Three Healthcare Veterans Former U.S. Surgeon General Dr. Regina Benjamin is Newest Member to Join Board of Innovative Primary Care Company

EX-99.1 Exhibit 99.1 Oak Street Health Bolsters Board of Directors with Appointment of Three Healthcare Veterans Former U.S. Surgeon General Dr. Regina Benjamin is Newest Member to Join Board of Innovative Primary Care Company CHICAGO, IL — October 7, 2020 — Oak Street Health (NYSE: OSH), a network of value-based, primary care centers for adults on Medicare, is proud to announce the addition of th

Restricted Stock Unit Award Agreement with Kim Keck dated October 1, 2020 (incorporated by reference to Exhibit 10.1 on the Company’s Form 8-K filed on October 2, 2020).

EX-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 P

Entry into a Material Definitive Agreement, Financial Statements and Exhibits - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 2, 2020 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Commis

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q/A Amendment No. 1

10-Q/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q/A Amendment No.

Financial Statements and Exhibits, Results of Operations and Financial Condition - 8-K

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 16, 2020 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 001-39427 84-3446686 (State or other jurisdiction of incorporation) (Com

Condensed Consolidated Balance Sheets (in thousands) As of As of June 30, December 31, 2020 (unaudited) 2019 ASSETS Current assets: Cash $ 185,561 $ 33,987 Restricted cash 10,391 8,266 Other patient service receivables, net 789 729 Capitated accounts

EX-99.1 Exhibit 99.1 Oak Street Health Reports Second Quarter 2020 Financial Results September 16, 2020 at 4:05 PM Eastern Daylight Time CHICAGO, IL — Oak Street Health, Inc. (NYSE: OSH) (the “Company”), a network of value-based, primary care centers for adults on Medicare, today reported financial results for its second quarter ended June 30, 2020. “We were pleased with our second quarter financi

Quarterly Report - 10-Q

10-Q UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2020 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-39427 Oak Street Health, Inc.

Contribution and Exchange Agreement, dated as of August 10, 2020, by and among the Company and the other signatories party thereto (incorporated by reference to Exhibit 10.6 to the Company’s Form 8-K filed on August 11, 2020).

EX-10.6 Exhibit 10.6 CONTRIBUTION AND EXCHANGE AGREEMENT THIS CONTRIBUTION AND EXCHANGE AGREEMENT (this “Agreement”) is made as of August 10, 2020, by and among Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”), General Atlantic (OSH) Interholdco L.P, a Delaware limited partnership (“GA Interholdco”), General Atlantic (OSH) LLC, a Delaware limited liability company (“GA Blocker”), Quant

Humana Director Nomination Agreement, dated as of August 10, 2020, by and among the Company and the other signatories party thereto (incorporated by reference to Exhibit 10.2 to the Company’s Form 8-K filed on August 11, 2020).

EX-10.2 Exhibit 10.2 DIRECTOR NOMINATION AGREEMENT THIS DIRECTOR NOMINATION AGREEMENT (this “Agreement”) is made and entered into as of August 10, 2020, by and between Oak Street Health, Inc., a Delaware corporation (the “Company”) and Humana Inc., a Delaware corporation (“Humana”). This Agreement shall become effective (the “Effective Date”) upon the closing of the Company’s initial public offeri

Amended and Restated Bylaws of Oak Street Health, Inc., dated August 10, 2020 (incorporated by reference to Exhibit 3.2 to the Company’s Form 8-K filed on August 11, 2020).

EX-3.2 Exhibit 3.2 AMENDED AND RESTATED BYLAWS OF OAK STREET HEALTH, INC. A Delaware corporation (Adopted as of August 10, 2020) Oak Street Health, Inc. (the “Corporation”), pursuant to the provisions of Section 109 of the General Corporation Law of the State of Delaware (the “DGCL”), hereby adopts these Amended and Restated Bylaws (these “Bylaws”), which restate, amend and supersede the bylaws of

Master Structuring Agreement, dated as of August 10, 2020, by and among the Company and the other signatories party thereto (incorporated by reference to Exhibit 10.3 to the Company’s Form 8-K filed on August 11, 2020).

EX-10.3 Exhibit 10.3 MASTER STRUCTURING AGREEMENT* THIS MASTER STRUCTURING AGREEMENT (this “Agreement”), dated as of August 10, 2020, is entered into by and among: (1) Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”); (2) (i) OSH Merger Sub 1, LLC, a Delaware limited liability company and a wholly-owned subsidiary of OSH Inc. (“Merger Sub 1”) and (ii) OSH Merger Sub 2, LLC, a Delaware

Underwriting Agreement, dated as of August 5, 2020, among Oak Street Health, Inc. and J.P. Morgan Securities LLC and Goldman Sachs & Co. LLC, as representatives for the underwriters named therein.

EX-1.1 Exhibit 1.1 Oak Street Health, Inc. 15,625,000 Shares of Common Stock Underwriting Agreement August 5, 2020 J.P. Morgan Securities LLC Goldman Sachs & Co. LLC As Representatives of the several Underwriters listed in Schedule 1 hereto c/o J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 c/o Goldman Sachs & Co. LLC 200 West Street New York, NY 10282 Ladies and Gentlemen:

Oak Street Health Announces Closing of Initial Public Offering and Full Exercise of the Underwriters’ Option to Purchase Additional Shares

EX-99.1 Exhibit 99.1 Oak Street Health Announces Closing of Initial Public Offering and Full Exercise of the Underwriters’ Option to Purchase Additional Shares CHICAGO, August 11, 2020 — Oak Street Health, Inc. (“Oak Street”), a fast-growing network of value-based, primary care centers for adults on Medicare, today announced the closing of its initial public offering of 17,968,750 shares of its co

Company Merger Agreement, dated as of August 10, 2020, by and among the Company and the other signatories party thereto (incorporated by reference to Exhibit 10.4 to the Company’s Form 8-K filed on August 11, 2020).

EX-10.4 Exhibit 10.4 AGREEMENT AND PLAN OF MERGER* THIS AGREEMENT AND PLAN OF MERGER (this “Agreement”) is entered into as of August 10, 2020 by and among Oak Street Health, LLC, an Illinois limited liability company (“OSH LLC”), Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”), and OSH Merger Sub 1, LLC, a Delaware limited liability company and wholly-owned subsidiary of OSH Inc. (“Me

Sponsor Director Nomination Agreement, dated as of August 10, 2020, by and among the Company and the other signatories party thereto (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on August 11, 2020).

EX-10.1 Exhibit 10.1 SPONSOR DIRECTOR NOMINATION AGREEMENT THIS SPONSOR DIRECTOR NOMINATION AGREEMENT (this “Agreement”) is made and entered into as of August 10, 2020, by and among Oak Street Health, Inc., a Delaware corporation (the “Company”), General Atlantic (OSH) Interholdco, L.P., a Delaware limited partnership (together with its affiliated investment entities, “General Atlantic”) and Newli

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Entry into a Material Definitive Agreement, Material Modification to Rights of Security Holders, Financial Statements and Exhibits, Other Events

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 5, 2020 OAK STREET HEALTH, INC. (Exact name of registrant as specified in its charter) Delaware 333-239818 84-3446686 (State or other jurisdiction of incorporation) (Commis

Registration Rights Agreement, dated August 10, 2020, by and among the Company and the other signatories party thereto (incorporated by reference to Exhibit 4.1 to the Company’s Form 8-K filed on August 11, 2020).

EX-4.1 Exhibit 4.1 OAK STREET HEALTH, INC. REGISTRATION RIGHTS AGREEMENT THIS REGISTRATION RIGHTS AGREEMENT (this “Agreement”) is made as of August 10, 2020 among Oak Street Health, Inc., a Delaware corporation (the “Company”), General Atlantic (OSH) Interholdco, L.P., a Delaware limited partnership, and its Affiliates (as defined herein) (collectively, “General Atlantic”), Newlight Harbour Point

Management Merger Agreement, dated as of August 10, 2020, by and among the Company and the other signatories party thereto (incorporated by reference to Exhibit 10.5 to the Company’s Form 8-K filed on August 11, 2020).

EX-10.5 Exhibit 10.5 AGREEMENT AND PLAN OF MERGER* THIS AGREEMENT AND PLAN OF MERGER (this “Agreement”) is entered into as of August 10, 2020 by and among OSH Management Holdings, LLC, an Illinois limited liability company (“OSH MH LLC”), Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”), and OSH Merger Sub 2, LLC, a Delaware limited liability company and wholly-owned subsidiary of OSH

Amended and Restated Certificate of Incorporation of Oak Street Health, Inc., dated August 10, 2020 (incorporated by reference to Exhibit 3.1 to the Company’s Form 8-K filed on August 11, 2020).

EX-3.1 Exhibit 3.1 AMENDED AND RESTATED CERTIFICATE OF INCORPORATION OF OAK STREET HEALTH, INC. * * * * * Robert Guenthner, being the Chief Legal Officer and Secretary of Oak Street Health, Inc., a corporation duly organized and existing under and by virtue of the General Corporation Law of the State of Delaware (the “Corporation”), DOES HEREBY CERTIFY as follows: FIRST: The Corporation was incorp

Tax Matters Agreement, dated as of August 10, 2020, by and among the Company and the other signatories party thereto (incorporated by reference to Exhibit 10.7 to the Company’s Form 8-K filed on August 11, 2020).

EX-10.7 Exhibit 10.7 TAX MATTERS AGREEMENT THIS TAX MATTERS AGREEMENT (this “Agreement”), is made as of August 10, 2020, by and among Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”), Oak Street Health, LLC, an Illinois limited liability company (“OSH LLC”), Geoffrey Price (the “Initial Partnership Representative”), OSH Management Holdings, LLC, an Illinois limited liability company (“

Oak Street Health, Inc. Omnibus Incentive Plan (incorporated by reference to Exhibit 10.1 to the Company’s Form S-8 filed on August 10, 2020).

EX-10.1 3 d14057dex101.htm EX-10.1 Exhibit 10.1 OAK STREET HEALTH, INC. OMNIBUS INCENTIVE PLAN ARTICLE I PURPOSE; EFFECTIVE DATE; TERM 1.1 Purpose. The purpose of this Oak Street Health, Inc. Omnibus Incentive Plan is to enhance the profitability and value of the Company for the benefit of its Stockholders by enabling the Company to offer Eligible Individuals stock- and cash-based incentives in or

- S-8

S-8 As filed with the Securities and Exchange Commission on August 10, 2020 Registration No.

Oak Street Health, Inc. 2020 Employee Stock Purchase Plan (incorporated by reference to Exhibit 10.6 to the Company’s Form S-8 filed on August 10, 2020).

Exhibit 10.6 OAK STREET HEALTH, INC. 2020 EMPLOYEE STOCK PURCHASE PLAN Article I Purpose 1.1 Purpose. The purpose of this Oak Street Health, Inc. 2020 Employee Stock Purchase Plan (as it may be amended, restated or otherwise modified from time to time, the “Plan”) is to assist Eligible Employees of Oak Street Health, Inc., a Delaware corporation (the “Company”), and its Designated Subsidiaries in

15,625,000 Shares COMMON STOCK

424B4 Table of Contents Filed Pursuant to Rule 424(b)(4) Registration Statement No.

Form 8-A

8-A12B UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-A FOR REGISTRATION OF CERTAIN CLASSES OF SECURITIES PURSUANT TO SECTION 12(b) OR (g) OF THE SECURITIES EXCHANGE ACT OF 1934 Oak Street Health, Inc. (Exact name of registrant as specified in its charter) Delaware 84-3446686 (State or other jurisdiction of incorporation) (I.R.S. Employer Identification No.) 30 W. M

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S-1/A Table of Contents As filed with the Securities and Exchange Commission on August 5, 2020 No.

Form of Company Merger Agreement

EX-10.27 Exhibit 10.27 AGREEMENT AND PLAN OF MERGER THIS AGREEMENT AND PLAN OF MERGER (this “Agreement”) is entered into as of [●], 2020 by and among Oak Street Health, LLC, an Illinois limited liability company (“OSH LLC”), Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”), and OSH Merger Sub 1, LLC, a Delaware limited liability company and wholly-owned subsidiary of OSH Inc. (“Merger

Form of Certificate of Incorporation of Oak Street Health, Inc.

EX-3.1 Exhibit 3.1 AMENDED AND RESTATED CERTIFICATE OF INCORPORATION OF OAK STREET HEALTH, INC. * * * * * Robert Guenthner, being the Chief Legal Officer and Secretary of Oak Street Health, Inc., a corporation duly organized and existing under and by virtue of the General Corporation Law of the State of Delaware (the “Corporation”), DOES HEREBY CERTIFY as follows: FIRST: The Corporation was incorp

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CORRESP J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 Goldman Sachs & Co. LLC 200 West Street New York, New York 10282 August 4, 2020 VIA EDGAR U.S. Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.E. Washington, D.C. 20549 Re: Oak Street Health, Inc. Registration Statement on Form S-1 (No. 333-239818) Request for Acceleration of Effective

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CORRESP Robert Goedert, P.C. To Call Writer Directly: +1 312 862 7317 [email protected] 300 North LaSalle Chicago, IL 60654 United States +1 312 862 2000 www.kirkland.com Facsimile: +1 312 862 2200 August 4, 2020 Via EDGAR Submission and Overnight Delivery United States Securities and Exchange Commission Division of Corporation Finance Office of Life Sciences 100 F Street, N.E. Washington, D.C

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CORRESP OAK STREET HEALTH, INC. August 4, 2020 VIA EDGAR United States Securities and Exchange Commission 100 F Street, N.E. Washington, D.C. 20549-1090 Attention: Andi Carpenter Kevin Vaughn Jeffrey Gabor Mary Beth Breslin Re: Oak Street Health, Inc. Registration Statement on Form S-1 Originally Filed July 10, 2020 CIK: 0001564406 Ladies and Gentlemen: Oak Street Health, Inc., a Delaware corporat

Form of Management Merger Agreement

EX-10.28 Exhibit 10.28 AGREEMENT AND PLAN OF MERGER THIS AGREEMENT AND PLAN OF MERGER (this “Agreement”) is entered into as of [●], 2020 by and among OSH Management Holdings, LLC, an Illinois limited liability company (“OSH MH LLC”), Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”), and OSH Merger Sub 2, LLC, a Delaware limited liability company and wholly-owned subsidiary of OSH Inc.

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S-1/A Table of Contents As filed with the Securities and Exchange Commission on August 4, 2020 No.

Form of Tax Matters Agreement

EX-10.29 Exhibit 10.29 TAX MATTERS AGREEMENT THIS TAX MATTERS AGREEMENT (this “Agreement”), is made as of [●], 2020, by and among Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”), Oak Street Health, LLC, an Illinois limited liability company (“OSH LLC”), Geoffrey Price (the “Initial Partnership Representative”), OSH Management Holdings, LLC, an Illinois limited liability company (“OSH

Form of Management Merger Agreement

EX-10.28 Exhibit 10.28 AGREEMENT AND PLAN OF MERGER THIS AGREEMENT AND PLAN OF MERGER (this “Agreement”) is entered into as of [●], 2020 by and among OSH Management Holdings, LLC, an Illinois limited liability company (“OSH MH LLC”), Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”), and OSH Merger Sub 2, LLC, a Delaware limited liability company and wholly-owned subsidiary of OSH Inc.

Form of Humana Director Nomination Agreement

EX-10.31 Exhibit 10.31 DIRECTOR NOMINATION AGREEMENT THIS DIRECTOR NOMINATION AGREEMENT (this “Agreement”) is made and entered into as of [•], 2020, by and between Oak Street Health, Inc., a Delaware corporation (the “Company”) and Humana, Inc., a Delaware corporation (“Humana”). This Agreement shall become effective (the “Effective Date”) upon the closing of the Company’s initial public offering

Form of Master Structuring Agreement

EX-10.25 Exhibit 10.25 MASTER STRUCTURING AGREEMENT THIS MASTER STRUCTURING AGREEMENT (this “Agreement”), dated as of [•], 2020, is entered into by and among: (1) Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”); (2) (i) OSH Merger Sub 1, LLC, a Delaware limited liability company and a wholly-owned subsidiary of OSH Inc. (“Merger Sub 1”) and (ii) OSH Merger Sub 2, LLC, a Delaware limit

Form of Bylaws of Oak Street Health, Inc.

EX-3.2 Exhibit 3.2 AMENDED AND RESTATED BYLAWS OF OAK STREET HEALTH, INC. A Delaware corporation (Adopted as of [●], 2020) Oak Street Health, Inc. (the “Corporation”), pursuant to the provisions of Section 109 of the General Corporation Law of the State of Delaware (the “DGCL”), hereby adopts these Amended and Restated Bylaws (these “Bylaws”), which restate, amend and supersede the bylaws of the C

Form of Sponsor Director Nomination Agreement

EX-10.6 5 d918845dex106.htm EX-10.6 Exhibit 10.6 SPONSOR DIRECTOR NOMINATION AGREEMENT THIS SPONSOR DIRECTOR NOMINATION AGREEMENT (this “Agreement”) is made and entered into as of [•], 2020, by and among Oak Street Health, Inc., a Delaware corporation (the “Company”), General Atlantic (OSH) Interholdco, L.P., a Delaware limited partnership (together with its affiliated investment entities, “Genera

Form of Company Merger Agreement

EX-10.27 Exhibit 10.27 AGREEMENT AND PLAN OF MERGER THIS AGREEMENT AND PLAN OF MERGER (this “Agreement”) is entered into as of [●], 2020 by and among Oak Street Health, LLC, an Illinois limited liability company (“OSH LLC”), Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”), and OSH Merger Sub 1, LLC, a Delaware limited liability company and wholly-owned subsidiary of OSH Inc. (“Merger

Form of 2020 Employee Stock Purchase Plan

EX-10.30 Exhibit 10.30 OAK STREET HEALTH, INC. 2020 EMPLOYEE STOCK PURCHASE PLAN Article I Purpose 1.1 Purpose. The purpose of this Oak Street Health, Inc. 2020 Employee Stock Purchase Plan (as it may be amended, restated or otherwise modified from time to time, the “Plan”) is to assist Eligible Employees of Oak Street Health, Inc., a Delaware corporation (the “Company”), and its Designated Subsid

Form of 2020 Omnibus Incentive Plan

EX-10.8 Exhibit 10.8 OAK STREET HEALTH, INC. OMNIBUS INCENTIVE PLAN ARTICLE I PURPOSE; EFFECTIVE DATE; TERM 1.1 Purpose. The purpose of this Oak Street Health, Inc. Omnibus Incentive Plan is to enhance the profitability and value of the Company for the benefit of its Stockholders by enabling the Company to offer Eligible Individuals stock- and cash-based incentives in order to attract, retain, and

Form of Certificate of Incorporation of Oak Street Health, Inc.

EX-3.1 Exhibit 3.1 AMENDED AND RESTATED CERTIFICATE OF INCORPORATION OF OAK STREET HEALTH, INC. * * * * * Robert Guenthner, being the Chief Legal Officer and Secretary of Oak Street Health, Inc., a corporation duly organized and existing under and by virtue of the General Corporation Law of the State of Delaware (the “Corporation”), DOES HEREBY CERTIFY as follows: FIRST: The Corporation was incorp

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S-1/A Table of Contents As filed with the Securities and Exchange Commission on July 29, 2020 No.

Form of Contribution and Exchange Agreement

EX-10.26 Exhibit 10.26 CONTRIBUTION AND EXCHANGE AGREEMENT THIS CONTRIBUTION AND EXCHANGE AGREEMENT (this “Agreement”) is made as of [●], 2020, by and among Oak Street Health, Inc., a Delaware corporation (“OSH Inc.”), General Atlantic (OSH) Interholdco L.P, a Delaware limited partnership (“GA Interholdco”), General Atlantic (OSH) LLC, a Delaware limited liability company (“GA Blocker”), Quantum S

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S-1/A Table of Contents As filed with the Securities and Exchange Commission on July 21, 2020 No.

Consent of Julie Klapstein

Exhibit 99.2 The undersigned hereby consents to being named in the registration statement on Form S-1 and in all subsequent amendments and post-effective amendments or supplements thereto and in any registration statement for the same offering that is to be effective upon filing pursuant to Rule 462(b) under the Securities Act of 1933, as amended (the ?Registration Statement?) of Oak Street Health

Consent of Cheryl Dorsey

Exhibit 99.1 The undersigned hereby consents to being named in the registration statement on Form S-1 and in all subsequent amendments and post-effective amendments or supplements thereto and in any registration statement for the same offering that is to be effective upon filing pursuant to Rule 462(b) under the Securities Act of 1933, as amended (the ?Registration Statement?) of Oak Street Health

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CORRESP 300 North LaSalle Chicago, IL 60654 Robert Goedert, P.C. United States To Call Writer Directly: Facsimile: +1 312 862 7317 +1 312 862 2000 +1 312 862 2200 [email protected] www.kirkland.com July 21, 2020 Via EDGAR Submission and Overnight Delivery United States Securities and Exchange Commission Division of Corporation Finance Office of Life Sciences 100 F Street, N.E. Washington, D.C.

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CORRESP Robert Goedert, P.C. To Call Writer Directly: +1 312 862 7317 [email protected] 300 North LaSalle Chicago, IL 60654 United States +1 312 862 2000 www.kirkland.com Facsimile: +1 312 862 2200 July 17, 2020 Via EDGAR Submission United States Securities and Exchange Commission Division of Corporation Finance Office of Life Sciences 100 F Street, N.E. Washington, D.C. 20549 *FOIA Confidenti

Power of Attorney

S-1 Table of Contents As filed with the Securities and Exchange Commission on July 10, 2020 No.

Loan and Security Agreement, dated as of August 7, 2017, by and between Oak Street Health, LLC and certain of its subsidiaries as borrowers, the parties named therein as lenders and Hercules Capital, Inc., as administrative agent and collateral agent

EX-10.1 Exhibit 10.1 LOAN AND SECURITY AGREEMENT This LOAN AND SECURITY AGREEMENT is made and dated as of August 7, 2017 and is entered into by and among (a) (i) OAK STREET HEALTH, LLC, an Illinois limited liability company (“Oak Street Health”), (ii) OAK STREET HEALTH MSO, LLC, an Illinois limited liability company (“Oak Street Health MSO”), (iii) ACORN NETWORK, LLC, an Illinois limited liability

Form of Registration Rights Agreement

EX-4.1 Exhibit 4.1 OAK STREET HEALTH, INC. REGISTRATION RIGHTS AGREEMENT THIS REGISTRATION RIGHTS AGREEMENT (this “Agreement”) is made as of , 2020 among Oak Street Health, Inc., a Delaware corporation (the “Company”), General Atlantic (OSH) Interholdco, L.P., a Delaware limited partnership, and its Affiliates (as defined herein) (collectively, “General Atlantic”), Newlight Harbor Point SPV LLC, a

Form of 2020 Omnibus Incentive Plan

EX-10.8 Exhibit 10.8 OAK STREET HEALTH, INC. OMNIBUS INCENTIVE PLAN ARTICLE I PURPOSE; EFFECTIVE DATE; TERM 1.1 Purpose. The purpose of this Oak Street Health, Inc. Omnibus Incentive Plan is to enhance the profitability and value of the Company for the benefit of its Stockholders by enabling the Company to offer Eligible Individuals stock- and cash-based incentives in order to attract, retain, and

Employment agreement, dated as of December 1, 2015, by and between James Chow and Oak Street Health MSO, LLC

EX-10.17 Exhibit 10.17 OAK STREET HEALTH MSO, LLC EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT (the “Agreement”), entered into as of December 1, 2015, by and between Oak Street Health MSO, LLC, a limited liability company organized under the laws of the State of Illinois (the “Company”) and James Chow (the “Employee”) (collectively, the “Parties”). RECITALS 1. The Company desires to employ the E

Consent and First Amendment to Loan and Security Agreement, dated as of July 13, 2018, by and between the Company and certain of its subsidiaries as borrowers, the parties named therein as lenders and Hercules Capital, Inc. as administrative agent and collateral agent

EX-10.2 Exhibit 10.2 CONSENT AND FIRST AMENDMENT TO LOAN AND SECURITY AGREEMENT THIS CONSENT AND FIRST AMENDMENT TO LOAN AND SECURITY AGREEMENT (this “Amendment”), dated as of July 13, 2018 (the “Amendment Effective Date”), is entered into by and among (a) (i) Oak Street Health, LLC, an Illinois limited liability company (“Oak Street Health”), (ii) Oak Street Health MSO, LLC, an Illinois limited l

Employment Agreement, dated as of May 27, 2020, by and between Brian Clem and Oak Street Health MSO, LLC (incorporated by reference to Exhibit 10.21 to the Company’s form S-1 filed on July 10, 2020).

EX-10.21 Exhibit 10.21 OAK STREET HEALTH MSO, LLC EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT (the “Agreement”), entered into as of May 27th, 2020, by and between Oak Street Health MSO, LLC, a limited liability company organized under the laws of the State of Illinois (the “Company”) and Brian Clem (the “Employee”) (collectively, the “Parties”). RECITALS 1. The Company desires to employ the Emp

Form of Director Nomination Agreement

EX-10.6 Exhibit 10.6 DIRECTOR NOMINATION AGREEMENT THIS DIRECTOR NOMINATION AGREEMENT (this “Agreement”) is made and entered into as of [●], 2020, by and among Oak Street Health, Inc., a Delaware corporation (the “Company”), General Atlantic (OSH) Interholdco, L.P. and its Affiliates (as defined herein) (collectively, “General Atlantic”) and Newlight Harbor Point SPV LLC and its Affiliates (as def

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CORRESP Robert Goedert, P.C. To Call Writer Directly: +1 312 862 7317 [email protected] 300 North LaSalle Chicago, IL 60654 United States +1 312 862 2000 www.kirkland.com Facsimile: +1 312 862 2200 July 10, 2020 Via EDGAR Submission and Overnight Delivery United States Securities and Exchange Commission Division of Corporation Finance Office of Life Sciences 100 F Street, N.E. Washington, D.C.

Form of RSU Award Agreement under 2020 Omnibus Incentive Plan (incorporated by reference to Exhibit 10.10 to the Company’s Form S-1 filed on July 10, 2020).

EX-10.10 Exhibit 10.10 RSU AWARD AGREEMENT OAK STREET HEALTH, INC. OMNIBUS INCENTIVE PLAN 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”). Governing Plan: Oak Street Health, Inc. Omnibus Incentive Plan Defined Terms: As set forth in the Pla

Form of SAR Award Agreement under 2020 Omnibus Incentive Plan (incorporated by reference to Exhibit 10.12 to the Company’s Form S-1 filed on July 10, 2020).

EX-10.12 Exhibit 10.12 SAR AWARD AGREEMENT OAK STREET HEALTH, INC. OMNIBUS INCENTIVE PLAN Oak Street Health, Inc. (the “Company”) grants to the Participant named below (“you”) the number of Stock Appreciation Rights (“SARs”) set forth below (the “Award”), under this SAR Award Agreement (“Agreement”). Governing Plan: Oak Street Health, Inc. Omnibus Incentive Plan Defined Terms: As set forth in the

Employment Agreement, dated as of May 27, 2020, by and between Tamara Jurgenson and Oak Street Health MSO, LLC

EX-10.18 Exhibit 10.18 OAK STREET HEALTH MSO, LLC EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT (the “Agreement”), entered into as of May 27th, 2020, by and between Oak Street Health MSO, LLC, a limited liability company organized under the laws of the State of Illinois (the “Company”) and Tamara Jurgenson (the “Employee”) (collectively, the “Parties”). RECITALS 1. The Company desires to employ t

Employment Agreement, dated as of February 27, 2015, by and between Dr. Griffin Myers and Oak Street Health, LLC (incorporated by reference to Exhibit 10.15 to the Company’s form S-1 filed on July 10, 2020).

EX-10.15 Exhibit 10.15 EMPLOYMENT AGREEMENT This Employment Agreement (this “Agreement”), is made and entered into on February 27 2015, by and among Oak Street Health, LLC, an Illinois limited liability company (the “Company”) and Griffin Myers (“Executive”). This Agreement shall become effective as of the Effective Date (as hereinafter defined). WHEREAS, the Company desires to employ Executive on

Limited Liability Company Operating Agreement of OSH Management Holdings, LLC

EX-10.22 Exhibit 10.22 OSH Management Holdings, LLC An Illinois Limited Liability Company LIMITED LIABILITY COMPANY OPERATING AGREEMENT Dated as of December 12, 2016 THE UNITS REPRESENTED BY THIS AGREEMENT HAVE NOT BEEN REGISTERED UNDER THE UNITED STATES SECURITIES ACT OF 1933 OR UNDER ANY OTHER APPLICABLE SECURITIES LAWS. SUCH UNITS MAY NOT BE SOLD, ASSIGNED, PLEDGED OR OTHERWISE DISPOSED OF AT A

Form of Oak Street Health, LLC Incentive Unit Award and Contribution Agreement

EX-10.23 Exhibit 10.23 OAK STREET HEALTH LLC EQUITY INCENTIVE PLAN INCENTIVE UNIT AWARD AND CONTRIBUTION AGREEMENT This Incentive Unit Award and Contribution Agreement (this “Agreement”), is made effective as of , 2019 (hereinafter referred to as the “Date of Grant”), among Oak Street Health, LLC, an Illinois limited liability company (the “Company”), OSH Management Holdings, LLC (“Management LLC”

Third Amendment to Loan and Security Agreement, dated as of January 13, 2020, by and between the Company and certain of its subsidiaries as borrowers, the parties named therein as lenders and Hercules Capital, Inc. as administrative agent and collateral agent.

EX-10.4 Exhibit 10.4 THIRD AMENDMENT TO LOAN AND SECURITY AGREEMENT This THIRD AMENDMENT TO LOAN AND SECURITY AGREEMENT (this “Amendment”) is dated as of January 13, 2020 and is entered into by and among (a) (a) (i) OAK STREET HEALTH, LLC, an Illinois limited liability company (“Oak Street Health”), (ii) OAK STREET HEALTH MSO, LLC, an Illinois limited liability company (“Oak Street Health MSO”), (

List of Subsidiaries (incorporated by reference to Exhibit 21.1 to the Company’s form S-1 filed on July 10, 2020).

EX-21.1 Exhibit 21.1 Subsidiaries of the Registrant Subsidiaries of Oak Street Health, Inc. Oak Street Health, LLC (Illinois) Subsidiaries of Oak Street Health, LLC Oak Street Health MSO, LLC (Illinois) Subsidiaries of Oak Street Health MSO, LLC OSH-ESC Joint Venture, LLC (Illinois) Oak Street Health Medicare Partners, LLC (Illinois) OSH-RI, LLC (Rhode Island) OSH-PCJ Joliet, LLC (Illinois) Acorn

Form of Restricted Shares Award Agreement under 2020 Omnibus Incentive Plan (incorporated by reference to Exhibit 10.9 to the Company’s Form S-1 filed on July 10, 2020).

EX-10.9 Exhibit 10.9 RESTRICTED SHARES AWARD AGREEMENT OAK STREET HEALTH, INC. OMNIBUS INCENTIVE PLAN Oak Street Health, Inc. (the “Company”) grants to the Participant named below (“you”) the number of Restricted Shares set forth below (the “Award”), under this Restricted Shares Award Agreement (“Agreement”). Governing Plan: Oak Street Health, Inc. Omnibus Incentive Plan Defined Terms: As set fort

Joinder and Second Amendment to Loan and Security Agreement, dated as of April 26, 2019, by and between the Company and certain of its subsidiaries as borrowers, the parties named therein as lenders and Hercules Capital, Inc. as administrative agent and collateral agent

EX-10.3 Exhibit 10.3 JOINDER AND SECOND AMENDMENT TO LOAN AND SECURITY AGREEMENT This JOINDER AND SECOND AMENDMENT TO LOAN AND SECURITY AGREEMENT (this “Amendment”) is dated as of April 26, 2019 and is entered into by and among (a) (a) (i) OAK STREET HEALTH, LLC, an Illinois limited liability company (“Oak Street Health”), (ii) OAK STREET HEALTH MSO, LLC, an Illinois limited liability company (“Oa

Form of Oak Street Health MSO, LLC Administrative Services Agreement

EX-10.24 Exhibit 10.24 ADMINISTRATIVE SERVICES AGREEMENT BETWEEN [INSERT PRACTICE NAME] AND OAK STREET HEALTH MSO, LLC This Administrative Services Agreement (“Agreement”) is made by and among [INSERT PRACTICE NAME], a [INSERT JURISDICTION] professional corporation (“Provider”), Griffin Robert Myers, M.D. (“Owner”), the sole owner of Provider and Oak Street Health MSO, LLC, an Illinois limited lia

Employment Agreement, dated as of February 27, 2015, by and between Geoffrey Price and Oak Street Health, LLC (incorporated by reference to Exhibit 10.14 to the Company’s form S-1 filed on July 10, 2020).

EX-10.14 Exhibit 10.14 EMPLOYMENT AGREEMENT This Employment Agreement (this “Agreement”), is made and entered into on February 27, 2015, by and among Oak Street Health, LLC, an Illinois limited liability company (the “Company”) and Geoffrey Price (“Executive”). This Agreement shall become effective as of the Effective Date (as hereinafter defined). WHEREAS, the Company desires to employ Executive

Employment Agreement, dated as of February 27, 2015, by and between Michael Pykosz and Oak Street Health, LLC (incorporated by reference to Exhibit 10.13 to the Company’s form S-1 filed on July 10, 2020).

EX-10.13 Exhibit 10.13 EMPLOYMENT AGREEMENT This Employment Agreement (this “Agreement”), is made and entered into on February 27, 2015, by and among Oak Street Health, LLC, an Illinois limited liability company (the “Company”) and Michael Pykosz (“Executive”). This Agreement shall become effective as of the Effective Date (as hereinafter defined). WHEREAS, the Company desires to employ Executive

Employment Agreement, dated as of January 2, 2018, by and between Robert Guenthner and Oak Street Health MSO, LLC (incorporated by reference to Exhibit 10.19 to the Company’s form S-1 filed on July 10, 2020).

EX-10.19 Exhibit 10.19 OAK STREET HEALTH MSO, LLC EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT (the “Agreement”), entered into effective as of January 2, 2018 (the “Effective Date”), by and between Oak Street Health MSO, LLC, a limited liability company organized under the laws of the State of Illinois (the “Company”) and Robert Guenthner (the “Employee”) (collectively, the “Parties”). RECITALS

Form of Indemnification Agreement (incorporated by reference to Exhibit 10.5 to the Company’s Form S-1 filed on July 10, 2020).

EX-10.5 Exhibit 10.5 INDEMNIFICATION AGREEMENT THIS INDEMNIFICATION AGREEMENT (this “Agreement”) is made and entered into as of , 2020 between Oak Street Health, Inc., a Delaware corporation (the “Company”), and [ ] (“Indemnitee”). WHEREAS, highly competent persons have become more reluctant to serve corporations as directors or officers or in other capacities unless they are provided with adequat

Oak Street Health, LLC Amended and Restated Equity Incentive Plan

EX-10.7 Exhibit 10.7 OAK STREET HEALTH LLC AMENDED AND RESTATED EQUITY INCENTIVE PLAN I. Purpose. The purpose of this Amended and Restated Incentive Plan is to promote the interests of Oak Street Health, LLC, an Illinois limited liability company (the “Company) and its Affiliates by (i) attracting and retaining officers, directors, employees, consultants, and independent contractors of the Company

Form of Underwriting Agreement

EX-1.1 Exhibit 1.1 Oak Street Health, Inc. Shares of Common Stock Underwriting Agreement , 2020 J.P. Morgan Securities LLC Goldman Sachs & Co. LLC As Representatives of the several Underwriters listed in Schedule 1 hereto c/o J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 c/o Goldman Sachs & Co. LLC 200 West Street New York, NY 10282 Ladies and Gentlemen: Oak Street Health,

Employment Agreement, dated as of May 27, 2020, by and between Cynthia Hiskes and Oak Street Health MSO, LLC

EX-10.20 Exhibit 10.20 OAK STREET HEALTH MSO, LLC EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT (the “Agreement”), entered into as of May 27th, 2020, by and between Oak Street Health MSO, LLC, a limited liability company organized under the laws of the State of Illinois (the “Company”) and Cynthia Hiskes (the “Employee”) (collectively, the “Parties”). RECITALS 1. The Company desires to employ the

Employment Agreement, dated as of August 5, 2019, by and between Timothy Cook and Oak Street Health MSO, LLC (incorporated by reference to Exhibit 10.16 to the Company’s form S-1 filed on July 10, 2020).

EX-10.16 Exhibit 10.16 OAK STREET HEALTH MSO, LLC EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT (the “Agreement”), entered into effective as of August 5, 2019 (the “Effective Date”), by and between Oak Street Health MSO, LLC, a limited liability company organized under the laws of the State of Illinois (the “Company”) and Timothy Cook (the “Employee”) (collectively, the “Parties”). RECITALS 1. Th

Form of Option Award Agreement under 2020 Omnibus Incentive Plan (incorporated by reference to Exhibit 10.11 to the Company’s Form S-1 filed on July 10, 2020).

EX-10.11 Exhibit 10.11 OPTION AWARD AGREEMENT OAK STREET HEALTH, INC. OMNIBUS INCENTIVE PLAN Oak Street Health, Inc. (the “Company”) grants to the Participant named below (“you”) [an Incentive/a Nonstatutory] Stock Option to purchase the number of Shares set forth below (the “Option”), under this Option Award Agreement (“Agreement”). Governing Plan: Oak Street Health, Inc. Omnibus Incentive Plan D

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DRSLTR 300 North LaSalle Chicago, IL 60654 Robert Goedert, P.C. United States To Call Writer Directly: Facsimile: +1 312 862 7317 +1 312 862 2000 +1 312 862 2200 [email protected] www.kirkland.com June 12, 2020 Via EDGAR Submission and Overnight Delivery United States Securities and Exchange Commission Division of Corporation Finance Office of Life Sciences 100 F Street, N.E. Washington, D.C.

ADMINISTRATIVE SERVICES AGREEMENT [INSERT PRACTICE NAME] OAK STREET HEALTH MSO, LLC

EX-10.19 4 filename4.htm Exhibit 10.19 ADMINISTRATIVE SERVICES AGREEMENT BETWEEN [INSERT PRACTICE NAME] AND OAK STREET HEALTH MSO, LLC This Administrative Services Agreement (“Agreement”) is made by and among [INSERT PRACTICE NAME], a [INSERT JURISDICTION] professional corporation (“Provider”), Griffin Robert Myers, M.D. (“Owner”), the sole owner of Provider and Oak Street Health MSO, LLC, an Illi

OAK STREET HEALTH MSO, LLC EMPLOYMENT AGREEMENT

EX-10.13 Exhibit 10.13 OAK STREET HEALTH MSO, LLC EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT (the “Agreement”), entered into as of June 19th, 2017, by and between Oak Street Health MSO, LLC, a limited liability company organized under the laws of the State of Illinois (the “Company”) and Tamara Jurgenson (the “Employee”) (collectively, the “Parties”). RECITALS 1. The Company desires to employ

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DRS/A Table of Contents Amendment No. 2 to confidential draft submission As submitted confidentially to the Securities and Exchange Commission on June 12, 2020 pursuant to the Jumpstart Our Business Startups Act. This draft registration statement has not been publicly filed with the Securities and Exchange Commission and all information herein remains strictly confidential. No. 333- SECURITIES AND

OAK STREET HEALTH MSO, LLC EMPLOYMENT AGREEMENT

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