Oscar Health (OSCR) CTO reports 23,965-share sale for tax withholding

Rhea-AI Filing Summary

Oscar Health, Inc. reported an insider stock transaction by a director and its President of Technology & CTO. On 12/02/2025, the executive sold 23,965 shares of Class A common stock in an open-market transaction coded as a sale at a weighted average price of $16.59 per share. Following this transaction, the executive directly owned 477,183 shares of Class A common stock.

The company notes that the sale was made under a Rule 10b5-1 instruction letter entered into on August 8, 2025, and was intended to satisfy the reporting person's tax withholding obligations arising from the vesting of previously granted equity awards. The reported sale occurred through multiple trades at prices ranging from $16.37 to $16.78 per share.

Insider Trade Summary

Net Seller: 23,965 shares ($397,579)

Net Sell 1 txn

Insider Schlosser Mario

Role President of Technology & CTO

Sold 23,965 shs ($398K)

Type	Security	Shares	Price	Value
Sale	Class A Common Stock	23,965	$16.59	$398K

Holdings After Transaction: Class A Common Stock — 477,183 shares (Direct)

Footnotes (1)

1. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on August 8, 2025 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $16.37 to $16.78, 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 sold at each separate price at which the transactions were effected.

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).

X

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^*

Schlosser Mario

(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)

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	President of Technology & CTO

3. Date of Earliest Transaction (Month/Day/Year)
12/02/2025

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	12/02/2025		S		23,965(1)	D	$16.59(2)	477,183	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. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on August 8, 2025 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

2. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $16.37 to $16.78, 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 sold at each separate price at which the transactions were effected.

Remarks:

	/s/ Melissa Curtin, Attorney-in-fact	12/04/2025
	** 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 insider transaction did Oscar Health (OSCR) report in this Form 4?

A director and the President of Technology & CTO of Oscar Health, Inc. reported a sale of 23,965 shares of Class A common stock on 12/02/2025.

At what price were the Oscar Health (OSCR) shares sold in this filing?

The shares were sold at a weighted average price of $16.59 per share, in multiple transactions at prices ranging from $16.37 to $16.78.

Why did the Oscar Health insider sell 23,965 shares?

The sale was effected under a Rule 10b5-1 instruction letter to satisfy the reporting person’s tax withholding obligations from the vesting of previously granted equity awards.

How many Oscar Health (OSCR) shares does the insider own after the sale?

After the reported transaction, the insider directly beneficially owned 477,183 shares of Oscar Health Class A common stock.

What is Rule 10b5-1 and how does it relate to this Oscar Health Form 4?

Rule 10b5-1 allows insiders to trade under pre-set instructions. This sale was made pursuant to a Rule 10b5-1 instruction letter entered into on August 8, 2025.

What roles does the reporting person hold at Oscar Health (OSCR)?

The reporting person is a Director and serves as President of Technology & CTO of Oscar Health, Inc.