Geoffrey M. Price - Mar 31, 2023 Form 4 Insider Report for Oak Street Health, Inc. (OSH)

Role: Chief Innovation Officer, Director
Signature: /s/ Robert Guenthner, attorney-in-fact for Geoffrey Price
Stock symbol: OSH
Transactions as of: Mar 31, 2023
Transactions value $: -$7,958,645
Form type: 4
Date filed: 4/3/2023, 07:00 PM
Previous filing: Mar 22, 2023
Next filing: Apr 6, 2023

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	OSH	Common Stock, $0.001 par value	Options Exercise	$4.2M	+200K	+5.15%	$21.00	4.08M	Mar 31, 2023	Direct	F1
transaction	OSH	Common Stock, $0.001 par value	Sale	-$7.74M	-200K	-4.9%	$38.69	3.88M	Mar 31, 2023	Direct	F1, F2
transaction	OSH	Common Stock, $0.001 par value	Options Exercise	$5.25M	+250K	+6.44%	$21.00	4.13M	Mar 31, 2023	Direct	F1
transaction	OSH	Common Stock, $0.001 par value	Sale	-$9.67M	-250K	-6.05%	$38.69	3.88M	Mar 31, 2023	Direct	F1, F3
holding	OSH	Common Stock, $0.001 par value						3.88M	Mar 31, 2023	Direct
holding	OSH	Common Stock, $0.001 par value						1.08M	Mar 31, 2023	By Price-Uhl Living Trust

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	OSH	Employee Stock Option (Right to Buy)	Options Exercise	$0	-250K	-10.28%	$0.00	2.18M	Mar 31, 2023	Common Stock, par value $0.001	250K	$21.00	Direct	F1, F4
transaction	OSH	Employee Stock Option (Right to Buy)	Options Exercise	$0	-200K	-9.16%	$0.00	1.98M	Mar 31, 2023	Common Stock, par value $0.001	200K	$21.00	Direct	F1, F4

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	The option exercises and sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan previously adopted by the Reporting Person.
F2	The price reported in column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $38.675 to $38.720, inclusive. The Reporting Person undertakes to provide to Oak Street Health, Inc., any security holder of Oak Street Health, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within the ranges set forth in this footnote (2).
F3	The price reported in column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $38.670 to $38.720, inclusive. The Reporting Person undertakes to provide to Oak Street Health, Inc., any security holder of Oak Street Health, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within the ranges set forth in this footnote (3).
F4	The reported securities include the aggregate options, all of which were issued at the time of the Issuer's initial public offering, held by the Reporting Person, a portion of which remains subject to vesting.