CLEM BRIAN (President, Clinical Operations) reported 1 transaction at OAK STREET HEALTH, INC.

Review the transaction codes below to understand the nature of each event.

CLEM BRIAN

Filed: 5/2/2023ACC: 0000899243-23-012021

InsiderCLEM BRIANCIK 1819292

→

IssuerOAK STREET HEALTH, INC.CIK 1564406

Officer· President, Clinical Operations

Since Aug 2020

-1.08M

Net shares

Net seller

$22.22M

Total sold

Open market trades

0B · 0S

Total transactions

73K acquired · 1.15M disposed

Non-Derivative Transactions1

Common stock, $0.001 par value

Direct

D · Disposition

−569.83K

Price / share

$39.00

Trade value

$22.22M

% of position

New position

5/2/2023

569.83K→0.00

Total

Net shares

−569.83K

Net value

-$22.22M

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common stock, $0.001 par value Direct	5/2/2023	D · Disposition	−569.83K	$39.00	$22.22M	New position	569.83K	0.00
Total			−569.83K		-$22.22M

Derivative Transactions5

Employee Stock Option (Right to Buy)

Direct

D · Disposition

Converts to

Common stock, $0.001 par value

198.14K shares

−198.14K

Strike price

21.00

Held after

0.00

Exercisable

—

5/2/2023

Employee Stock Option (Right to Buy)

Direct

D · Disposition

Converts to

Common stock, $0.001 par value

27.88K shares

−27.88K

Strike price

59.63

Held after

0.00

Exercisable

—

5/2/2023

Performance Stock Option (Right to Buy)

Direct

D · Disposition

Converts to

Common stock, $0.001 par value

281.33K shares

−281.33K

Strike price

15.75

Held after

0.00

Exercisable

—

5/2/2023

Performance Stock Option (Right to Buy)

Direct

A · Award

Converts to

Common stock, $0.001 par value

73K shares

+73K

Strike price

21.96

Held after

73K

Exercisable

—

5/2/2023

Performance Stock Option (Right to Buy)

Direct

D · Disposition

Converts to

Common stock, $0.001 par value

73K shares

−73K

Strike price

21.96

Held after

0.00

Exercisable

—

5/2/2023

Security	Converts To	Date	Type	Shares	Strike Price	Exercisable	Held After
Employee Stock Option (Right to Buy) Direct	Common stock, $0.001 par value198.14K shares	5/2/2023	D · Disposition	−198.14K	21.00	—	0.00
Employee Stock Option (Right to Buy) Direct	Common stock, $0.001 par value27.88K shares	5/2/2023	D · Disposition	−27.88K	59.63	—	0.00
Performance Stock Option (Right to Buy) Direct	Common stock, $0.001 par value281.33K shares	5/2/2023	D · Disposition	−281.33K	15.75	—	0.00
Performance Stock Option (Right to Buy) Direct	Common stock, $0.001 par value73K shares	5/2/2023	A · Award	+73K	21.96	—	73K
Performance Stock Option (Right to Buy) Direct	Common stock, $0.001 par value73K shares	5/2/2023	D · Disposition	−73K	21.96	—	0.00