Oscar Health CTO exercises 555,165 options; sells 391,482 shares

Q: How many OSCR shares were sold and at what prices?

The insider sold 286,182 shares at a weighted average of $15.27 on 11/11/2025 and 105,300 shares at a weighted average of $15.05 on 11/12/2025.

Q: What was the option exercise price and status?

The option had an exercise price of $6.36, was fully vested, and expires on December 7, 2025.

Q: How many OSCR shares does the insider own after the transactions?

The insider directly owned 501,148 Class A shares after the reported transactions; the filing also lists indirect holdings via trusts.

Oscar Health (OSCR) reported insider activity by its President of Technology & CTO, who also serves as a director.

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Filing Sentiment

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Rhea-AI Filing Summary

Oscar Health (OSCR) reported insider activity by its President of Technology & CTO, who also serves as a director. On 11/11/2025 and 11/12/2025, the insider exercised stock options at $6.36 per share and converted Class B into Class A, then sold shares to cover the cost of exercise and tax withholding.

The insider sold 286,182 Class A shares at a weighted average price of $15.27 on 11/11/2025 and 105,300 shares at a weighted average price of $15.05 on 11/12/2025. Following the transactions, the insider directly owned 501,148 Class A shares. The option referenced is fully vested and expires on December 7, 2025. The filing also lists indirect holdings of Class A shares held by related trusts.

Insider Trade Summary

Exercise and sale activity reported; no spread calculated

Exercise and Sale 13 txns

Insider Schlosser Mario

Role President of Technology & CTO

Sold 391,482 shs ($5.95M)

Approx. gross sale proceeds $5.95M

Approx. exercise cost $3.53M

Type	Security	Shares	Price	Value
Exercise	Stock Option (Right to Buy)	141,330	$0.00	$0.00
Exercise	Class B Common Stock	141,330	$6.36	$899K
Conversion	Class B Common Stock	105,300	$0.00	$0.00
Conversion	Class A Common Stock	105,300	$0.00	$0.00
Sale	Class A Common Stock	105,300	$15.05	$1.58M
Exercise	Stock Option (Right to Buy)	413,835	$0.00	$0.00
Exercise	Class B Common Stock	413,835	$6.36	$2.63M
Conversion	Class B Common Stock	286,182	$0.00	$0.00
Conversion	Class A Common Stock	286,182	$0.00	$0.00
Sale	Class A Common Stock	286,182	$15.27	$4.37M
holding	Class B Common Stock	--	--	--
holding	Class B Common Stock	--	--	--
holding	Class B Common Stock	--	--	--

Holdings After Transaction: Class B Common Stock — 3,321,942 contracts (Direct); Stock Option (Right to Buy) — 0 contracts (Direct); Class A Common Stock — 501,148 shares (Direct); Class B Common Stock — 333,333 contracts (Indirect, By Noah Pizzo-Schlosser Dynasty Trust); Class B Common Stock — 633,333 contracts (Indirect, By Pizzo-Schlosser Family Dynasty Trust); Class B Common Stock — 333,333 contracts (Indirect, By Siena Pizzo-Schlosser Dynasty Trust)

Footnotes (6)

F1. 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.
F2. The sale was effected to cover the cost of exercise and to satisfy the Reporting Person's tax withholding obligation arising from the stock option exercise reported herein.
F3. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $15.00 to $15.50, 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.
F4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.83 to $15.25, 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.
F5. The stock option is fully vested and exercisable, and expires on December 7, 2025.
F6. 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.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider activity did OSCR disclose?

An insider who is President of Technology & CTO and a director exercised options at $6.36 and sold Class A shares on 11/11/2025 and 11/12/2025.

How many OSCR shares were sold and at what prices?

The insider sold 286,182 shares at a weighted average of $15.27 on 11/11/2025 and 105,300 shares at a weighted average of $15.05 on 11/12/2025.

What was the option exercise price and status?

The option had an exercise price of $6.36, was fully vested, and expires on December 7, 2025.

Why were the OSCR shares sold?

Per the filing, sales were made to cover the cost of exercise and satisfy tax withholding obligations from the option exercise.

How many OSCR shares does the insider own after the transactions?

The insider directly owned 501,148 Class A shares after the reported transactions; the filing also lists indirect holdings via trusts.

Were Class B OSCR shares involved?

Yes. Class B shares are convertible into Class A on a one-to-one basis, and were converted in connection with the transactions.

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 4 Insider Transactions: What Each Field Means →

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Accepted by SEC EDGAR 11/13/2025 - 04:18 PM EST

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^*

Schlosser Mario

(Last)

(First)

(Middle)

75 VARICK STREET, 5TH FLOOR

(Street)

NEW YORK

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)
11/11/2025

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)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Class A Common Stock	11/11/2025		C		286,182	A	⁽¹⁾	787,330	D
Class A Common Stock	11/11/2025		S⁽²⁾		286,182	D	$15.27⁽³⁾	501,148	D
Class A Common Stock	11/12/2025		C		105,300	A	⁽¹⁾	606,448	D
Class A Common Stock	11/12/2025		S⁽²⁾		105,300	D	$15.05⁽⁴⁾	501,148	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)
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)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
Stock Option (Right to Buy)	$6.36	11/11/2025		M			413,835	⁽⁵⁾	12/07/2025	Class B Common Stock	413,835	$0.00	141,330	D
Class B Common Stock	⁽¹⁾	11/11/2025		M		413,835		⁽¹⁾	⁽¹⁾	Class A Common Stock	413,835	$6.36	1,929,138	D
Class B Common Stock	⁽¹⁾	11/11/2025		C			286,182	⁽¹⁾	⁽¹⁾	Class A Common Stock	286,182	$0.00⁽¹⁾	1,642,956	D
Stock Option (Right to Buy)	$6.36	11/12/2025		M			141,330	⁽⁵⁾	12/07/2025	Class B Common Stock	141,330	$0.00	0.00	D
Class B Common Stock	⁽¹⁾	11/12/2025		M		141,330		⁽¹⁾	⁽¹⁾	Class A Common Stock	141,330	$6.36	1,784,286	D
Class B Common Stock	⁽¹⁾	11/12/2025		C			105,300	⁽¹⁾	⁽¹⁾	Class A Common Stock	105,300	$0.00⁽¹⁾	1,678,986	D
Class B Common Stock	⁽¹⁾							⁽¹⁾	⁽¹⁾	Class A Common Stock	333,333		333,333	I	By Noah Pizzo-Schlosser Dynasty Trust⁽⁶⁾
Class B Common Stock	⁽¹⁾							⁽¹⁾	⁽¹⁾	Class A Common Stock	633,333		633,333	I	By Pizzo-Schlosser Family Dynasty Trust⁽⁶⁾
Class B Common Stock	⁽¹⁾							⁽¹⁾	⁽¹⁾	Class A Common Stock	333,333		333,333	I	By Siena Pizzo-Schlosser Dynasty Trust⁽⁶⁾

Explanation of Responses:

1. 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.

2. The sale was effected to cover the cost of exercise and to satisfy the Reporting Person's tax withholding obligation arising from the stock option exercise reported herein.

3. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $15.00 to $15.50, 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. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.83 to $15.25, 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.

5. The stock option is fully vested and exercisable, and expires on December 7, 2025.

6. 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	11/13/2025
	** 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.

Source: View Original Filing on SEC EDGAR