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

Rhea-AI Filing Summary

Oscar Health, Inc. director and President of Technology & CTO Mario Schlosser reported a planned share sale. On January 8, 2026, he converted 23,038 shares of Class B common stock into 23,038 shares of Class A common stock at an exercise price of $0.00, then sold 23,038 Class A shares at $17.65 per share. The filing notes that the transaction was carried out under a Rule 10b5-1 trading plan adopted on September 23, 2025, which is a pre-arranged program for selling shares.

After these transactions, Schlosser directly owned 350,180 shares of Class A common stock. In addition, Class B shares held by three dynasty trusts associated with him represent 333,333, 633,333, and 333,333 shares of Class A common stock on a one-to-one conversion basis, and he disclaims beneficial ownership of those trust-held shares except to the extent of any pecuniary interest.

Insider Trade Summary

Net Seller: 23,038 shares ($406,621)

Net Sell 6 txns

Insider Schlosser Mario

Role President of Technology & CTO

Sold 23,038 shs ($407K)

Type	Security	Shares	Price	Value
Conversion	Class B Common Stock	23,038	$0.00	--
Conversion	Class A Common Stock	23,038	$0.00	--
Sale	Class A Common Stock	23,038	$17.65	$407K
holding	Class B Common Stock	--	--	--
holding	Class B Common Stock	--	--	--
holding	Class B Common Stock	--	--	--

Holdings After Transaction: Class B Common Stock — 1,432,293 shares (Direct); Class A Common Stock — 373,218 shares (Direct); Class B Common Stock — 333,333 shares (Indirect, By Noah Pizzo-Schlosser Dynasty Trust)

Footnotes (1)

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

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)
01/08/2026

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	01/08/2026		C		23,038(1)	A	(2)	373,218	D
Class A Common Stock	01/08/2026		S		23,038(1)	D	$17.65	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)	01/08/2026		C			23,038(1)	(2)	(2)	Class A Common Stock	23,038	$0.00(2)	1,432,293	D
Class B Common Stock	(2)							(2)	(2)	Class A Common Stock	333,333		333,333	I	By Noah Pizzo-Schlosser Dynasty Trust(3)
Class B Common Stock	(2)							(2)	(2)	Class A Common Stock	633,333		633,333	I	By Pizzo-Schlosser Family Dynasty Trust(3)
Class B Common Stock	(2)							(2)	(2)	Class A Common Stock	333,333		333,333	I	By Siena Pizzo-Schlosser Dynasty Trust(3)

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. 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	01/12/2026
	** 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 OSCR executive Mario Schlosser report?

Mario Schlosser reported converting 23,038 shares of Class B common stock into 23,038 shares of Class A common stock and then selling 23,038 Class A shares at $17.65 per share on January 8, 2026.

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

Yes. The filing states that the transaction was effected under a Rule 10b5-1 trading plan adopted on September 23, 2025, which is a pre-arranged plan for trading company stock.

How many Oscar Health Class A shares does Mario Schlosser own after the reported transaction?

Following the reported conversion and sale, Mario Schlosser directly owned 350,180 shares of Oscar Health Class A common stock.

What is the conversion ratio between Oscar Health Class B and Class A common stock?

The filing explains that Class B common stock is convertible one-to-one into Class A common stock at any time at the option of the holder, subject to certain exceptions, and will mandatorily convert after specified conditions.

How many Oscar Health shares are held through family trusts related to Mario Schlosser?

Family dynasty trusts associated with Mario Schlosser hold Class B shares that are convertible into 333,333, 633,333, and 333,333 shares of Class A common stock, and he disclaims beneficial ownership of those trust-held shares except for any pecuniary interest.

What is Mario Schlosser’s role at Oscar Health (OSCR)?

According to the filing, Mario Schlosser is both a director of Oscar Health, Inc. and serves as its President of Technology & CTO.