Oscar Health's top three insider shareholders as of May 30, 2026 are Mark T Bertolini (Chief Executive Officer, 10.20Mn shares), Joshua Kushner (Co Founder And Vice Chairman, 6.34Mn shares), Partners Vii Growth Gp, Llc Thrive (Director, 6.34Mn shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Joel Klein | Chief Policy Strat. Officer | 17 | 0 | 20 Aug, 2021 |
| Jeffery H Boyd | - | 705,673 | 0 | 06 Jun, 2025 |
| Laura W Lang | - | 74,365 | 0 | 06 Jun, 2025 |
| Mark T Bertolini | Chief Executive Officer | 10,196,876 | 0 | 07 Apr, 2026 |
| Richard Scott Blackley | Chief Financial Officer | 1,316,660 | 75,000 | 16 Mar, 2026 |
| Alessandrea C. Quane | Evp, Chief Insurance Officer | 430,216 | 0 | 09 Dec, 2024 |
| Meghan V. Joyce | Chief Operating Officer | 43,070 | 0 | 03 Mar, 2022 |
| Adam Mcananey | Chief Legal Officer | 227,955 | 0 | 04 Mar, 2026 |
| Joshua Kushner | Co Founder And Vice Chairman | 0 | 6,343,617 | 22 Nov, 2024 |
| Dennis Weaver | Chief Clinical Officer | 27,110 | 0 | 05 Dec, 2022 |
| Elbert O. Jr. Robinson | - | 64,512 | 0 | 14 May, 2025 |
| David Plouffe | - | 128,646 | 0 | 06 Jun, 2025 |
| Mario Schlosser | President Of Technology Cto | 514,986 | 0 | 04 Mar, 2026 |
| Partners Vii Growth Gp, Llc Thrive | - | 0 | 6,343,617 | 22 Nov, 2024 |
| Janet Liang | President, Oscar Insurance | 271,532 | 0 | 04 Mar, 2026 |
| Ranmali Bopitiya | Evp Chief Legal Officer | 241,488 | 0 | 03 Dec, 2024 |
| Victoria Baltrus | Chief Accounting Officer | 216,112 | 0 | 04 Mar, 2026 |
| William Gassen | - | 74,365 | 0 | 06 Jun, 2025 |
| Steven Wolin | Chief Operating Officer | 102,598 | 0 | 03 Dec, 2024 |
* 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 | William Gassen | Deferred Stock Unit | A | 1,418 | $14.54 | 6,387 | D | A |
| 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 | David Plouffe | Deferred Stock Unit | A | 1,461 | $14.54 | 6,854 | 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 | Janet Liang | Class A Common Stock | A | 106,458 | $0.00 | 278,985 | D | A |
| 02 Mar, 2026 | Mario Schlosser | Class A Common Stock | A | 189,141 | $0.00 | 539,321 | D | A |
| 02 Mar, 2026 | Mario Schlosser | Class A Common Stock | A | 189,141 | $0.00 | 539,321 | 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 | 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 | Victoria Baltrus | Class A Common Stock | A | 17,300 | $0.00 | 220,750 | D | A |
| 02 Mar, 2026 | Richard Scott Blackley | Class A Common Stock | A | 134,847 | $0.00 | 1,485,881 | D | A |