OSCR (Oscar Health, Inc.)
Insider Trading Activity
Every open-market purchase and sale reported by OSCR officers, directors and 10%+ beneficial owners on SEC Form 4, which must be filed within two business days of the transaction. Sales often reflect scheduled 10b5-1 plans or tax withholding rather than a directional view, so read counts alongside the size and the filer.
Market data may be delayed, incomplete, or inaccurate. Not a recommendation to buy, sell, or hold any security. Verify quotes with your broker before trading. See Terms §17.
| Filed | Insider | Role | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-08-31 | Mario Schlosser | Director | MIXED | — | — |
| 2026-08-20 | Richard Scott Blackley | Chief Financial Officer | Sell | — | — |
| 2026-07-13 | Sid Sankaran | Director | A | — | — |
| 2026-07-13 | David Plouffe | Director | A | — | — |
| 2026-07-13 | William Gassen | Director | A | — | — |
| 2026-07-06 | Mario Schlosser | Director | MIXED | — | — |
| 2026-07-01 | Mark T Bertolini | Chief Executive Officer | Sell | — | — |
| 2026-06-29 | Mark T Bertolini | Chief Executive Officer | Sell | — | — |
| 2026-06-25 | Mario Schlosser | Director | MIXED | — | — |
| 2026-06-08 | William Gassen | Director | A | — | — |
| 2026-06-08 | Sid Sankaran | Director | A | — | — |
| 2026-06-08 | David Plouffe | Director | A | — | — |
| 2026-06-08 | Laura W Lang | Director | A | — | — |
| 2026-06-08 | VANESSA AMES WITTMAN | Director | A | — | — |
| 2026-06-04 | Richard Scott Blackley | Chief Financial Officer | Sell | — | — |
| 2026-06-04 | Victoria Baltrus | Chief Accounting Officer | Sell | — | — |
| 2026-06-04 | Adam McAnaney | Chief Legal Officer | Sell | — | — |
| 2026-06-04 | Janet Liang | President, Oscar Insurance | Sell | — | — |
| 2026-06-04 | Mario Schlosser | Director | Sell | — | — |
| 2026-05-20 | Richard Scott Blackley | Chief Financial Officer | Sell | — | — |
| 2026-05-18 | Richard Scott Blackley | Chief Financial Officer | Sell | — | — |
| 2026-04-13 | Sid Sankaran | Director | A | — | — |
| 2026-04-13 | JEFFERY H BOYD | Director | A | — | — |
| 2026-04-13 | David Plouffe | Director | A | — | — |
| 2026-04-13 | William Gassen | Director | A | — | — |
| 2026-04-07 | Mark T Bertolini | Chief Executive Officer | MIXED | — | — |
| 2026-03-16 | Richard Scott Blackley | Chief Financial Officer | G | — | — |
| 2026-03-04 | Mark T Bertolini | Chief Executive Officer | A | — | — |
| 2026-03-04 | Mario Schlosser | President of Technology & CTO | MIXED | — | — |
| 2026-03-04 | Adam McAnaney | Chief Legal Officer | MIXED | — | — |
| 2026-03-04 | Richard Scott Blackley | Chief Financial Officer | MIXED | — | — |
| 2026-03-04 | Victoria Baltrus | Chief Accounting Officer | MIXED | — | — |
| 2026-03-04 | Janet Liang | President, Oscar Insurance | MIXED | — | — |
| 2026-01-12 | William Gassen | Director | A | — | — |
| 2026-01-12 | Mario Schlosser | President of Technology & CTO | MIXED | — | — |
| 2026-01-12 | David Plouffe | Director | A | — | — |
| 2026-01-12 | JEFFERY H BOYD | Director | A | — | — |
| 2026-01-08 | Mario Schlosser | President of Technology & CTO | MIXED | — | — |
| 2026-01-06 | Mario Schlosser | President of Technology & CTO | MIXED | — | — |
| 2025-12-30 | Mario Schlosser | President of Technology & CTO | Sell | — | — |
| 2025-12-04 | Janet Liang | President, Oscar Insurance | Sell | — | — |
| 2025-12-04 | Victoria Baltrus | Chief Accounting Officer | Sell | — | — |
| 2025-12-04 | Mario Schlosser | President of Technology & CTO | Sell | — | — |
| 2025-12-04 | Richard Scott Blackley | Chief Financial Officer | Sell | — | — |
| 2025-12-04 | Adam McAnaney | Chief Legal Officer | Sell | — | — |
| 2025-11-13 | Mario Schlosser | President of Technology & CTO | MIXED | — | — |
| 2025-10-14 | William Gassen | Director | A | — | — |
| 2025-10-14 | David Plouffe | Director | A | — | — |
| 2025-10-14 | JEFFERY H BOYD | Director | A | — | — |
| 2025-09-24 | Mario Schlosser | President of Technology & CTO | MIXED | — | — |
| Insider | Role | Shares Held | Value |
|---|---|---|---|
| — | Chief Executive Officer | 8,434,740 | — |
| — | Director | 6,343,617 | — |
| — | Co-Founder and Vice Chairman | 6,243,617 | — |
| — | Director | 6,155,222 | — |
| — | Director | 5,810,700 | — |
| — | Chief Financial Officer | 1,131,227 | — |
| — | Director | 818,295 | — |
| — | Director | 705,673 | — |
| — | EVP, Chief Insurance Officer | 523,866 | — |
| — | President of Technology & CTO | 480,866 | — |
| — | President, Oscar Insurance | 262,592 | — |
| — | EVP & Chief Legal Officer | 255,778 | — |
| — | 10%+ Owner | 255,092 | — |
| — | Chief Legal Officer | 218,096 | — |
| — | Chief Accounting Officer | 214,589 | — |
| — | Director | 137,121 | — |
| — | Director | 137,121 | — |
| — | Chief Operating Officer | 102,951 | — |
| — | Director | 85,787 | — |
| — | Director | 82,840 | — |
| — | Director | 82,840 | — |
| — | Director | 64,512 | — |
| — | Chief Operating Officer | 61,506 | — |
| — | Director | 50,000 | — |
| — | Chief Clinical Officer | 28,734 | — |
Form 4 reports a change in beneficial ownership by an officer, director or 10%+ holder, and must be filed within two business days of the transaction — so this is close to real time, unlike the 45-day-lagged 13F institutional data.
Transaction codes matter more than the raw buy/sell count. Code P is an open-market purchase — an insider choosing to buy with their own money, which is the signal most research treats as informative. Code S is a sale, but sales are frequently pre-scheduled under a 10b5-1 plan or cover tax withholding on vesting equity, so a run of sales often says nothing directional. Codes A and M are grants and option exercises rather than open-market decisions.
Full filing history and per-insider positions are on the OSCR quote page; the site-wide leaderboard is on the insider transactions hub.