Oscar Health (OSCR) insider withholds 1,845 shares to cover RSU taxes

Rhea-AI Filing Summary

Oscar Health insider reporting: Adam McAnaney, the companys Chief Legal Officer, disposed of 1,845 shares of Class A common stock on 09/02/2025 at a reported price of $16.66 per share. After the transaction, he beneficially owns 181,093 shares, which includes shares to be issued upon vesting of restricted stock units (RSUs). The filing states the 1,845 shares were withheld by the issuer to satisfy tax withholding obligations related to RSU vesting rather than an open-market sale.

Insights

Securities Analyst

TL;DR: Routine tax-withholding disposition; not a discretionary sale and appears immaterial to ownership stake.

The reported disposition is coded as a withholding to cover taxes on vested RSUs, indicating this was an administrative transaction rather than an intentional liquidity event. The amount disposed (1,845 shares) is small relative to the post-transaction beneficial ownership (181,093 shares), so the filing is unlikely to meaningfully change control or signal a shift in insider sentiment. Investors typically treat withholding transactions differently from open-market sales because they do not reflect a decision to monetize shares.

Corporate Governance Expert

TL;DR: Disclosure is appropriate and follows Section 16 reporting; no governance red flags evident.

The form identifies the reporting person and relationship to the issuer, and explains the nature of the disposal as tax withholding for RSU vesting. The use of the correct transaction code and the explicit explanation reduce ambiguity for stakeholders. There are no indications of unusual timing, large-scale insider selling, or related-party issues in this report.

Insider Trade Summary

1 transaction reported

Mixed 1 txn

Insider McAnaney Adam

Role Chief Legal Officer

Type	Security	Shares	Price	Value
Tax Withholding	Class A Common Stock	1,845	$16.66	$31K

Holdings After Transaction: Class A Common Stock — 181,093 shares (Direct)

Footnotes (1)

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

Form 4 Insider Transactions: What Each Field Means →

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
Estimated average burden
hours per response:			0.5

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^*

McAnaney Adam

(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 Legal 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		1,845(1)	D	$16.66	181,093(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 Oscar Health (OSCR) insider Adam McAnaney report?

He reported a disposition of 1,845 shares of Class A common stock, withheld to satisfy tax obligations on vested RSUs, leaving 181,093 shares beneficially owned.

Was the insider sale an open-market sale or tax withholding?

The filing states the shares were withheld by the issuer to satisfy tax withholding obligations incident to RSU vesting, not an open-market sale.

What price per share was reported for the transaction?

The reported price for the withheld shares was $16.66 per share.

What is Adam McAnaneys role at Oscar Health?

He is identified as the companys Chief Legal Officer and the Form 4 was filed by one reporting person.

Does this Form 4 indicate any change in control or large insider selling?

No. The disposition is a tax withholding related to RSU vesting and represents a small portion of the reported post-transaction holdings.