Oscar Health's three largest insider shareholders as of April 22, 2026 are Mark T Bertolini (Chief Executive Officer, 10.20Mn shares), Partners Vii Growth Gp, Llc Thrive (Director, 6.34Mn shares), Partners Vii Growth Gp, Llc Thrive (Director, 6.34Mn shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Mark T Bertolini | Chief Executive Officer | 10,196,876 | 0 | 07 Apr, 2026 |
| Partners Vii Growth Gp, Llc Thrive | - | 0 | 6,343,617 | 22 Nov, 2024 |
| Partners Vii Growth Gp, Llc Thrive | - | 0 | 6,343,617 | 22 Nov, 2024 |
| Joshua Kushner | Co Founder And Vice Chairman | 0 | 6,343,617 | 22 Nov, 2024 |
| Partners Vii Growth Gp, Llc Thrive | - | 0 | 6,343,617 | 22 Nov, 2024 |
| Richard Scott Blackley | Chief Financial Officer | 1,316,660 | 75,000 | 16 Mar, 2026 |
| Jeffery H Boyd | - | 705,673 | 0 | 06 Jun, 2025 |
| Mario Schlosser | President Of Technology Cto | 514,986 | 0 | 04 Mar, 2026 |
| Mario Schlosser | President Of Technology Cto | 514,986 | 0 | 04 Mar, 2026 |
| Mario Schlosser | President Of Technology Cto | 514,986 | 0 | 04 Mar, 2026 |
| Alessandrea C. Quane | Evp, Chief Insurance Officer | 430,216 | 0 | 09 Dec, 2024 |
| Alessandrea C. Quane | Evp, Chief Insurance Officer | 430,216 | 0 | 09 Dec, 2024 |
| Alessandrea C. Quane | Evp, Chief Insurance Officer | 430,216 | 0 | 09 Dec, 2024 |
| Janet Liang | President, Oscar Insurance | 271,532 | 0 | 04 Mar, 2026 |
| Ranmali Bopitiya | Evp Chief Legal Officer | 241,488 | 0 | 03 Dec, 2024 |
| Adam Mcananey | Chief Legal Officer | 227,955 | 0 | 04 Mar, 2026 |
| Victoria Baltrus | Chief Accounting Officer | 216,112 | 0 | 04 Mar, 2026 |
| David Plouffe | - | 128,646 | 0 | 06 Jun, 2025 |
| David Plouffe | - | 128,646 | 0 | 06 Jun, 2025 |
| David Plouffe | - | 128,646 | 0 | 06 Jun, 2025 |
| Steven Wolin | Chief Operating Officer | 102,598 | 0 | 03 Dec, 2024 |
| Steven Wolin | Chief Operating Officer | 102,598 | 0 | 03 Dec, 2024 |
| Steven Wolin | Chief Operating Officer | 102,598 | 0 | 03 Dec, 2024 |
| Jr Charles E Phillips | - | 85,787 | 0 | 13 Jun, 2022 |
| Jr Charles E Phillips | - | 85,787 | 0 | 13 Jun, 2022 |
| Laura W Lang | - | 74,365 | 0 | 06 Jun, 2025 |
| William Gassen | - | 74,365 | 0 | 06 Jun, 2025 |
| Elbert O. Jr. Robinson | - | 64,512 | 0 | 14 May, 2025 |
| Elbert O. Jr. Robinson | - | 64,512 | 0 | 14 May, 2025 |
| Elbert O. Jr. Robinson | - | 64,512 | 0 | 14 May, 2025 |
| Meghan V. Joyce | Chief Operating Officer | 43,070 | 0 | 03 Mar, 2022 |
| Dennis Weaver | Chief Clinical Officer | 27,110 | 0 | 05 Dec, 2022 |
| Dennis Weaver | Chief Clinical Officer | 27,110 | 0 | 05 Dec, 2022 |
| Dennis Weaver | Chief Clinical Officer | 27,110 | 0 | 05 Dec, 2022 |
| Joel Klein | Chief Policy Strat. Officer | 17 | 0 | 20 Aug, 2021 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 09 Apr, 2026 | Jeffery H Boyd | Deferred Stock Unit | A | 3,610 | $14.54 | 69,858 | D | A |
| 09 Apr, 2026 | David Plouffe | Deferred Stock Unit | A | 1,461 | $14.54 | 6,854 | D | A |
| 09 Apr, 2026 | William Gassen | Deferred Stock Unit | A | 1,418 | $14.54 | 6,387 | D | A |
| 03 Apr, 2026 | Mark T Bertolini | Class A Common Stock | A | 5,733,334 | - | 10,196,877 | D | M |
| 06 Apr, 2026 | Mark T Bertolini | Class A Common Stock | D | 1,000,001 | $11.92 | 9,196,876 | D | F |
| 06 Apr, 2026 | Mark T Bertolini | Class A Common Stock | A | 1,000,000 | $11.92 | 10,196,876 | D | P |
| 03 Apr, 2026 | Mark T Bertolini | Performance Restricted Stock Units | D | 5,733,334 | $0.00 | 0 | D | M |
| 12 Mar, 2026 | Richard Scott Blackley | Class A Common Stock | D | 75,000 | $0.00 | 1,391,660 | D | G |
| 12 Mar, 2026 | Richard Scott Blackley | Class A Common Stock | D | 75,000 | $0.00 | 1,316,660 | D | G |
| 12 Mar, 2026 | Richard Scott Blackley | Class A Common Stock | A | 75,000 | $0.00 | 75,000 | I | G |
| 02 Mar, 2026 | Mark T Bertolini | Class A Common Stock | A | 1,596,877 | $0.00 | 4,463,543 | D | A |
| 02 Mar, 2026 | Mario Schlosser | Class A Common Stock | A | 189,141 | $0.00 | 539,321 | D | A |
| 02 Mar, 2026 | Richard Scott Blackley | Class A Common Stock | A | 134,847 | $0.00 | 1,485,881 | D | A |
| 02 Mar, 2026 | Victoria Baltrus | Class A Common Stock | A | 17,300 | $0.00 | 220,750 | D | A |
| 02 Mar, 2026 | Mario Schlosser | Class A Common Stock | A | 189,141 | $0.00 | 539,321 | D | A |
| 02 Mar, 2026 | Adam Mcananey | Class A Common Stock | A | 67,424 | $0.00 | 246,665 | D | A |
| 02 Mar, 2026 | Mario Schlosser | Class A Common Stock | A | 189,141 | $0.00 | 539,321 | D | A |
| 02 Mar, 2026 | Janet Liang | Class A Common Stock | A | 106,458 | $0.00 | 278,985 | D | A |
| 02 Mar, 2026 | Adam Mcananey | Class A Common Stock | D | 18,710 | $13.39 | 227,955 | D | S |
| 02 Mar, 2026 | Mario Schlosser | Class A Common Stock | D | 24,335 | $13.39 | 514,986 | D | S |