Mario Schlosser - 11 Nov 2025 Form 4 Insider Report for Oscar Health, Inc. (OSCR)

Signature
/s/ Melissa Curtin, Attorney-in-fact
Issuer symbol
OSCR
Transactions as of
11 Nov 2025
Net transactions value
-$2,423,915
Form type
4
Filing time
13 Nov 2025, 16:18:05 UTC
Previous filing
24 Sep 2025
Next filing
04 Dec 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Schlosser Mario President of Technology & CTO, Director 75 VARICK STREET, 5TH FLOOR, NEW YORK /s/ Melissa Curtin, Attorney-in-fact 13 Nov 2025 0001844320

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction OSCR Class A Common Stock Conversion of derivative security +286,182 +57% 787,330 11 Nov 2025 Direct F1
transaction OSCR Class A Common Stock Sale $4,369,999 -286,182 -36% $15.27 501,148 11 Nov 2025 Direct F2, F3
transaction OSCR Class A Common Stock Conversion of derivative security +105,300 +21% 606,448 12 Nov 2025 Direct F1
transaction OSCR Class A Common Stock Sale $1,584,765 -105,300 -17% $15.05 501,148 12 Nov 2025 Direct F2, F4

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction OSCR Stock Option (Right to Buy) Options Exercise $0 -413,835 -75% $0.000000 141,330 11 Nov 2025 Class B Common Stock 413,835 $6.36 Direct F5
transaction OSCR Class B Common Stock Options Exercise $2,631,991 +413,835 +27% $6.36 1,929,138 11 Nov 2025 Class A Common Stock 413,835 Direct F1
transaction OSCR Class B Common Stock Conversion of derivative security $0 -286,182 -15% $0.000000 1,642,956 11 Nov 2025 Class A Common Stock 286,182 Direct F1
transaction OSCR Stock Option (Right to Buy) Options Exercise $0 -141,330 -100% $0.000000 0 12 Nov 2025 Class B Common Stock 141,330 $6.36 Direct F5
transaction OSCR Class B Common Stock Options Exercise $898,859 +141,330 +8.6% $6.36 1,784,286 12 Nov 2025 Class A Common Stock 141,330 Direct F1
transaction OSCR Class B Common Stock Conversion of derivative security $0 -105,300 -5.9% $0.000000 1,678,986 12 Nov 2025 Class A Common Stock 105,300 Direct F1
holding OSCR Class B Common Stock 333,333 11 Nov 2025 Class A Common Stock 333,333 By Noah Pizzo-Schlosser Dynasty Trust F1, F6
holding OSCR Class B Common Stock 633,333 11 Nov 2025 Class A Common Stock 633,333 By Pizzo-Schlosser Family Dynasty Trust F1, F6
holding OSCR Class B Common Stock 333,333 11 Nov 2025 Class A Common Stock 333,333 By Siena Pizzo-Schlosser Dynasty Trust F1, F6
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
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.