Mario Schlosser - Aug 15, 2023 Form 4 Insider Report for Oscar Health, Inc. (OSCR)

Role: President of Technology & CTO, Director
Signature: /s/ Melissa Curtin, Attorney-in-fact
Stock symbol: OSCR
Transactions as of: Aug 15, 2023
Transactions value $: -$1,428,940
Form type: 4
Date filed: 8/17/2023, 04:26 PM
Previous filing: Sep 17, 2021
Next filing: Nov 20, 2023

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	OSCR	Class A Common Stock	Conversion of derivative security		+235K	+410%		292K	Aug 15, 2023	Direct	F1
transaction	OSCR	Class A Common Stock	Sale	-$1.62M	-235K	-80.39%	$6.91	57.3K	Aug 15, 2023	Direct	F2, F3

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	OSCR	Stock Option (Right to Buy)	Options Exercise	$0	-415K	-100%	$0.00^*	0	Aug 15, 2023	Class B Common Stock	415K	$0.47	Direct	F4
transaction	OSCR	Class B Common Stock	Options Exercise	$196K	+415K	+43.41%	$0.47^*	1.37M	Aug 15, 2023	Class A Common Stock	415K		Direct	F1
transaction	OSCR	Class B Common Stock	Conversion of derivative security		-235K	-17.13%		1.14M	Aug 15, 2023	Class A Common Stock	235K		Direct	F1
holding	OSCR	Class B Common Stock						333K	Aug 15, 2023	Class A Common Stock	333K		By Noah Pizzo-Schlosser Dynasty Trust	F1, F5
holding	OSCR	Class B Common Stock						957K	Aug 15, 2023	Class A Common Stock	957K		By Pizzo-Schlosser 2020 GRAT and Spousal Trust	F1, F5
holding	OSCR	Class B Common Stock						633K	Aug 15, 2023	Class A Common Stock	633K		By Pizzo-Schlosser Family Dynasty Trust	F1, F5
holding	OSCR	Class B Common Stock						333K	Aug 15, 2023	Class A Common Stock	333K		By Siena Pizzo-Schlosser Dynasty Trust	F1, F5

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

Explanation of Responses:

Id	Content
F1	The Class B common stock is convertible at any time at the option of the holder into Class A common stock on a one-to-one basis, subject to certain exceptions, and will mandatorily convert into Class A common stock on the date that is seven years from the date of the prospectus used in connection with the Issuer's initial public offering and upon the occurrence of certain events as set forth in the Issuer's certificate of incorporation.
F2	The sale was effected to cover the cost of exercise and to satisfy the Reporting Person's tax withholding obligation arising from the stock option exercise reported above.
F3	The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $6.84 to $6.96, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price at which the transactions were effected.
F4	The stock option is fully vested and exercisable.
F5	Mr. Schlosser disclaims beneficial ownership over the shares held of record by the trust except to the extent of his pecuniary interest therein, if any.