OSCR · Oscar Health, Inc.
Trades by corporate insiders — officers, directors and holders of more than 10% of the shares — disclosed to the SEC on Forms 3, 4 and 5. Form 4 must be filed within two business days of the trade.
Insider Sentiment Score
Peer-relative 0–100 rank of how aggressively insiders accumulated over the trailing 90 days. See the full ranking.
| Date | Insider | Role | Type | Security | Shares |
|---|---|---|---|---|---|
| 2026-07-09 | Sankaran Sid |
Director |
Award↑
Filing footnotes — Deferred Stock Unit (Direct)
Each deferred stock unit represents a right to receive one share of the Issuer's Class A common stock. The Reporting Person elected, pursuant to the Issuer's Amended and Restated Deferred Compensation Plan for Directors, to receive deferred stock units in lieu of cash retainer payments for service on the Issuer's board of directors. The price of the deferred stock units reported herein represents the closing price of the Issuer's Class A common stock on July 9, 2026, which price was used to calculate the number of deferred stock units issued to the Reporting Person. The deferred stock units will be settled for cash or shares of Class A common stock, in the Issuer's discretion, within 45 days of the first to occur of (i) termination of service; (ii) a change in control; (iii) death; or (iv) disability. Deferred stock units issued in lieu of a cash retainer payment are 100% vested on the grant date. |
Deferred Stock Unit
|
858 |
| 2026-07-09 | Gassen William |
Director |
Award↑
Filing footnotes — Deferred Stock Unit (Direct)
Each deferred stock unit represents a right to receive one share of the Issuer's Class A common stock. The Reporting Person elected, pursuant to the Issuer's Amended and Restated Deferred Compensation Plan for Directors, to receive deferred stock units in lieu of cash retainer payments for service on the Issuer's board of directors. The price of the deferred stock units reported herein represents the closing price of the Issuer's Class A common stock on July 9, 2026, which price was used to calculate the number of deferred stock units issued to the Reporting Person. The deferred stock units will be settled for cash or shares of Class A common stock, in the Issuer's discretion, within 45 days of the first to occur of (i) termination of service; (ii) a change in control; (iii) death; or (iv) disability. Deferred stock units issued in lieu of a cash retainer payment are 100% vested on the grant date. |
Deferred Stock Unit
|
684 |
| 2026-07-09 | Plouffe David |
Director |
Award↑
Filing footnotes — Deferred Stock Unit (Direct)
Each deferred stock unit represents a right to receive one share of the Issuer's Class A common stock. The Reporting Person elected, pursuant to the Issuer's Amended and Restated Deferred Compensation Plan for Directors, to receive deferred stock units in lieu of cash retainer payments for service on the Issuer's board of directors. The price of the deferred stock units reported herein represents the closing price of the Issuer's Class A common stock on July 9, 2026, which price was used to calculate the number of deferred stock units issued to the Reporting Person. The deferred stock units will be settled for cash or shares of Class A common stock, in the Issuer's discretion, within 45 days of the first to occur of (i) termination of service; (ii) a change in control; (iii) death; or (iv) disability. Deferred stock units issued in lieu of a cash retainer payment are 100% vested on the grant date. |
Deferred Stock Unit
|
681 |
| 2026-07-01 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $31.10 to $32.02, 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. 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. |
Class A Common Stock
(I)
|
30,228 |
| 2026-07-01 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.05 to $30.01, 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. 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. |
Class A Common Stock
(I)
|
3,600 |
| 2026-07-01 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $30.10 to $31.08, 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. 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. |
Class A Common Stock
(I)
|
13,672 |
| 2026-07-01 | Schlosser Mario |
Director, President of Technology & CTO |
Other↑
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class A Common Stock
(I)
|
47,500 |
| 2026-07-01 | Schlosser Mario |
Director, President of Technology & CTO |
Other↓
Filing footnotes — Class B Common Stock (Indirect)
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. The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class B Common Stock
(I)
|
47,500 |
| 2026-06-30 | Bertolini Mark T |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
Represents sale of shares to satisfy tax withholding obligations in connection with the deferred settlement of performance stock units that vested on April 3, 2026. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on November 10, 2025 and amended and restated on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $28.78 to $29.29, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
135,590 |
| 2026-06-30 | Bertolini Mark T |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
Represents sale of shares to satisfy tax withholding obligations in connection with the deferred settlement of performance stock units that vested on April 3, 2026. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on November 10, 2025 and amended and restated on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $27.78 to $28.77, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
488,654 |
| 2026-06-29 | Bertolini Mark T |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
Represents sale of shares to satisfy tax withholding obligations in connection with the deferred settlement of performance stock units that vested on April 3, 2026. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on November 10, 2025 and amended and restated on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.74 to $30.61, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
58,926 |
| 2026-06-29 | Bertolini Mark T |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
Represents sale of shares to satisfy tax withholding obligations in connection with the deferred settlement of performance stock units that vested on April 3, 2026. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on November 10, 2025 and amended and restated on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $28.74 to $29.73, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
555,826 |
| 2026-06-26 | Bertolini Mark T |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
Represents sale of shares to satisfy tax withholding obligations in connection with the deferred settlement of performance stock units and time-based restricted stock units that vested on April 3, 2026. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on November 10, 2025 and amended and restated on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $28.51 to $29.50, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
441,373 |
| 2026-06-26 | Bertolini Mark T |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
Represents sale of shares to satisfy tax withholding obligations in connection with the deferred settlement of performance stock units and time-based restricted stock units that vested on April 3, 2026. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on November 10, 2025 and amended and restated on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.51 to $30.17, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
149,795 |
| 2026-06-25 | Bertolini Mark T |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
Represents sale of shares to satisfy tax withholding obligations in connection with the deferred settlement of performance stock units and time-based restricted stock units that vested on April 3, 2026. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on November 10, 2025 and amended and restated on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $28.06 to $29.05, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
597,942 |
| 2026-06-25 | Bertolini Mark T |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
Represents sale of shares to satisfy tax withholding obligations in connection with the deferred settlement of performance stock units and time-based restricted stock units that vested on April 3, 2026. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on November 10, 2025 and amended and restated on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.06 to $29.19, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
17,200 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $28.08 to $29.07, 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. 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. |
Class A Common Stock
(I)
|
15,491 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
1,799 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $28.08 to $29.07, 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. 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. |
Class A Common Stock
(I)
|
16,306 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class A Common Stock
(I)
|
97 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Convert↓
Filing footnotes — Stock Option (Right to Buy) (Direct)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The stock option is fully vested and exercisable, and expires on December 16, 2029. |
Stock Option (Right to Buy)
|
660,000 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class A Common Stock
(I)
|
102 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.08 to $30.04, 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. 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. |
Class A Common Stock
(I)
|
31,912 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Other↑
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class A Common Stock
(I)
|
47,500 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class A Common Stock
(I)
|
102 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Other↑
Filing footnotes — Class A Common Stock (Direct)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
880,000 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.08 to $30.04, 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. 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. |
Class A Common Stock
(I)
|
33,591 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.08 to $30.04, 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. 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. |
Class A Common Stock
(I)
|
33,592 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Other↓
Filing footnotes — Class B Common Stock (Indirect)
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. The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class B Common Stock
(I)
|
50,000 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Other↓
Filing footnotes — Class B Common Stock (Indirect)
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. The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class B Common Stock
(I)
|
47,500 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Other↓
Filing footnotes — Class B Common Stock (Indirect)
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. The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class B Common Stock
(I)
|
50,000 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $28.08 to $29.07, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
286,988 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Other↑
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class A Common Stock
(I)
|
50,000 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Other↑
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. 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. |
Class A Common Stock
(I)
|
50,000 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Indirect)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $28.08 to $29.07, 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. 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. |
Class A Common Stock
(I)
|
16,307 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Convert↑
Filing footnotes — Class B Common Stock (Direct)
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. The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. |
Class B Common Stock
|
660,000 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Other↓
Filing footnotes — Class B Common Stock (Direct)
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. The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. |
Class B Common Stock
|
880,000 |
| 2026-06-23 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.08 to $30.04, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
591,213 |
| 2026-06-04 | Gassen William |
Director |
Award↑
Filing footnotes — Class A Common Stock (Direct)
Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date. To the extent vested, the RSUs will be settled in shares of the Issuer's Class A common stock on the earliest of (i) the six-month anniversary of the director's separation from service, death or disability and (ii) within five days following a change in control of the Issuer. |
Class A Common Stock
|
8,475 |
| 2026-06-04 | Plouffe David |
Director |
Award↑
Filing footnotes — Class A Common Stock (Direct)
Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date. To the extent vested, the RSUs will be settled in shares of the Issuer's Class A common stock on the earliest of (i) the six-month anniversary of the director's separation from service, death or disability and (ii) within five days following a change in control of the Issuer. |
Class A Common Stock
|
8,475 |
| 2026-06-04 | WITTMAN VANESSA AMES |
Director |
Award↑
Filing footnotes — Class A Common Stock (Direct)
Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date. To the extent vested, the RSUs will be settled in shares of the Issuer's Class A common stock on the earliest of (i) the six-month anniversary of the director's separation from service, death or disability and (ii) within five days following a change in control of the Issuer. |
Class A Common Stock
|
8,475 |
| 2026-06-04 | Sankaran Sid |
Director |
Award↑
Filing footnotes — Class A Common Stock (Direct)
Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date. To the extent vested, the RSUs will be settled in shares of the Issuer's Class A common stock on the earliest of (i) the six-month anniversary of the director's separation from service, death or disability and (ii) within five days following a change in control of the Issuer. |
Class A Common Stock
|
8,475 |
| 2026-06-04 | Lang Laura W |
Director |
Award↑
Filing footnotes — Class A Common Stock (Direct)
Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date. To the extent vested, the RSUs will be settled in shares of the Issuer's Class A common stock on the earliest of (i) the six-month anniversary of the director's separation from service, death or disability and (ii) within five days following a change in control of the Issuer. |
Class A Common Stock
|
8,475 |
| 2026-06-02 | Baltrus Victoria |
Chief Accounting Officer |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
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 $22.03 to $22.96, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
432 |
| 2026-06-02 | Blackley Richard Scott |
Senior Advisor |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
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 $22.03 to $22.96, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
8,977 |
| 2026-06-02 | Blackley Richard Scott |
Senior Advisor |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
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 $21.03 to $22.02, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
22,706 |
| 2026-06-02 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
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 $21.03 to $22.02, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
24,452 |
| 2026-06-02 | Liang Janet |
President, Oscar Insurance |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
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 $21.03 to $22.02, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
8,940 |
| 2026-06-02 | Schlosser Mario |
Director, President of Technology & CTO |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
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 $22.03 to $22.96, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
9,668 |
| 2026-06-02 | Baltrus Victoria |
Chief Accounting Officer |
Sell↓
Filing footnotes — Class A Common Stock (Direct)
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 $21.03 to $22.02, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units. |
Class A Common Stock
|
1,091 |