Oscar Health (OSCR) CTO sells 76,962 shares in planned stock trade

Rhea-AI Filing Summary

Oscar Health President of Technology & CTO Mario Schlosser reported converting and selling shares of the company’s stock. On January 6, 2026, he converted 76,962 shares of Class B common stock into 76,962 shares of Class A common stock and then sold 76,962 Class A shares at a weighted average price of $17.01, with individual sale prices ranging from $17.00 to $17.05. The transaction was effected under a Rule 10b5-1 trading plan adopted on September 23, 2025.

Following these transactions, Schlosser directly holds 350,180 shares of Class A common stock and 1,455,331 shares of Class B common stock. Additional Class B shares are held indirectly through three dynasty trusts in amounts of 333,333, 633,333, and 333,333 shares, each convertible into an equal number of Class A shares. Schlosser disclaims beneficial ownership of the trust-held shares except to the extent of any pecuniary interest.

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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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)
01/06/2026

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	01/06/2026		C		76,962(1)	A	(2)	427,142	D
Class A Common Stock	01/06/2026		S		76,962(1)	D	$17.01(3)	350,180	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
Class B Common Stock	(2)	01/06/2026		C			76,962(1)	(2)	(2)	Class A Common Stock	76,962	$0.00(2)	1,455,331	D
Class B Common Stock	(2)							(2)	(2)	Class A Common Stock	333,333		333,333	I	By Noah Pizzo-Schlosser Dynasty Trust(4)
Class B Common Stock	(2)							(2)	(2)	Class A Common Stock	633,333		633,333	I	By Pizzo-Schlosser Family Dynasty Trust(4)
Class B Common Stock	(2)							(2)	(2)	Class A Common Stock	333,333		333,333	I	By Siena Pizzo-Schlosser Dynasty Trust(4)

Explanation of Responses:

1. The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on September 23, 2025.

2. 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.

3. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $17.00 to $17.05, 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.

4. 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.

Remarks:

	/s/ Melissa Curtin, Attorney-in-fact	01/08/2026
	** 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) CTO Mario Schlosser report?

Mario Schlosser reported that on January 6, 2026, he converted 76,962 shares of Class B common stock into 76,962 shares of Class A common stock and then sold 76,962 Class A shares at a weighted average price of $17.01, with individual trades between $17.00 and $17.05 per share.

Was the Oscar Health (OSCR) insider sale made under a Rule 10b5-1 plan?

Yes. The filing states that the transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on September 23, 2025, which is described as a contract, instruction or written plan intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).

How many Oscar Health Class A shares does Mario Schlosser hold after the reported trade?

After the reported transactions, Mario Schlosser directly holds 350,180 shares of Class A common stock of Oscar Health.

What are Mario Schlosser’s holdings of Oscar Health Class B shares after the transaction?

Following the conversion, Mario Schlosser directly holds 1,455,331 shares of Class B common stock. Each Class B share is convertible at any time into one share of Class A common stock, subject to certain exceptions, and will mandatorily convert into Class A on specified future dates and events described in the company’s certificate of incorporation.

What indirect Oscar Health share holdings are reported for trusts associated with Mario Schlosser?

The filing reports indirect holdings of 333,333, 633,333, and 333,333 shares of Class B common stock through three dynasty trusts. Each of these Class B shares is convertible into one share of Class A common stock. The filing notes that Mr. Schlosser disclaims beneficial ownership of the shares held by the trusts except to the extent of his pecuniary interest, if any.

How is the sale price of the Oscar Health shares described in the Form 4?

The sale price is reported as a weighted average price of $17.01 per share. The filing explains that the shares were sold in multiple transactions at prices ranging from $17.00 to $17.05 and that detailed price-by-trade information is available upon request.