[Form 4] Oscar Health, Inc. Insider Trading Activity

Rhea-AI Filing Summary

Oscar Health insider reported a disposition of Class A common stock by Richard Scott Blackley, the company's Chief Financial Officer and director. On 09/02/2025 the filing shows 28,166 shares of Class A common stock were disposed of under transaction code F at a price of $16.66 per share. After the reported transaction, Mr. Blackley beneficially owned 1,376,169 shares. The filing explains 28,166 shares were withheld by the issuer to satisfy tax withholding on vested restricted stock units and that the post-transaction holdings include shares to be issued upon RSU vesting. The Form 4 was signed by an attorney-in-fact on 09/04/2025.

Insights

Financial Analyst

TL;DR: CFO reported a routine tax-withholding sale of vested RSUs; holdings remain substantial at 1.38 million shares.

The transaction is recorded as a disposition under code F indicating shares were withheld to satisfy tax obligations tied to RSU vesting rather than an open-market sale by the insider. The reported price of $16.66 reflects the valuation used for the withholding. The resulting beneficial ownership of 1,376,169 shares shows continued insider exposure to company equity. This filing provides clarity on the nature of the transaction and changes in outstanding insider holdings.

Corporate Governance Expert

TL;DR: Disclosure is timely and specific, identifying the CFO, transaction mechanics, and resulting ownership.

The Form 4 correctly identifies the reporting person as an officer and director and discloses that shares were withheld to satisfy tax withholding from vested RSUs. The signature by an attorney-in-fact is noted with date. From a governance perspective, this is a standard insider disclosure documenting compensation-related share withholding rather than voluntary disposal, supporting transparency in insider reporting obligations.

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
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Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Blackley Richard Scott

(Last) (First) (Middle)

75 VARICK STREET, 5TH FLOOR

(Street)

NEW YORK NY 10013

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
Oscar Health, Inc. [ OSCR ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Financial Officer

3. Date of Earliest Transaction (Month/Day/Year)
09/02/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Class A Common Stock	09/02/2025		F		28,166(1)	D	$16.66	1,376,169(2)	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. Reflects shares of Class A common stock withheld by the Issuer to satisfy tax withholding obligations incident to vesting of restricted stock units ("RSUs").

2. Includes shares to be issued in connection with the vesting of one or more restricted stock units.

Remarks:

	/s/ Melissa Curtin, Attorney-in-fact	09/04/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

What did OSCR CFO Richard Scott Blackley report on Form 4?

The Form 4 reports a disposition of 28,166 Class A shares on 09/02/2025 under transaction code F, with a price of $16.66 per share.

Why were the 28,166 shares disposed of according to the filing?

The filing states the 28,166 shares were withheld by the issuer to satisfy tax withholding obligations incident to the vesting of restricted stock units.

How many shares does the reporting person own after the transaction?

After the reported transaction, the reporting person beneficially owned 1,376,169 shares of Class A common stock.

Who signed the Form 4 and when was it signed?

The Form 4 was signed by Melissa Curtin, Attorney-in-fact on 09/04/2025.

What is the relationship of the reporting person to Oscar Health (OSCR)?

The filing identifies Richard Scott Blackley as a Director and an Officer with the title Chief Financial Officer.