23 insiders reported 192 Form 4 transactions for Oscar Health, Inc. (OSCR) over the past 18 months (most recent 2026-09-22). Recent activity: WITTMAN VANESSA AMES (Director) Sell 25,000 shares, Thrive Partners VII GP, LLC (Director) Sell 6.3M shares, Thrive Capital Partners III, L.P. (Director) Sell 6.3M shares, Claremount TW, L.P. (Director) Sell 6.3M shares, Thrive Capital Partners VII Growth, L.P. (Director) Sell 6.3M shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-09-22 | WITTMAN VANESSA AMES | Director | Sell | 25,000 | $806,000 |
| 2026-09-18 | Thrive Partners VII GP, LLC | Director | Sell | 6.3M | $0 |
| 2026-09-18 | Thrive Capital Partners III, L.P. | Director | Sell | 6.3M | $0 |
| 2026-09-18 | Claremount TW, L.P. | Director | Sell | 6.3M | $0 |
| 2026-09-18 | Thrive Capital Partners VII Growth, L.P. | Director | Sell | 6.3M | $0 |
| 2026-09-18 | Claremount VII Associates, L.P. | Director | Sell | 6.3M | $0 |
| 2026-09-18 | Kushner Joshua | Co-Founder and Vice Chairman | Sell | 6.3M | $0 |
| 2026-09-18 | Thrive Partners III GP, LLC | Director | Sell | 6.3M | $0 |
| 2026-09-18 | Thrive Partners II GP, LLC | Director | Sell | 6.3M | $0 |
| 2026-09-18 | Thrive Capital Partners VII Growth, L.P. | Director | Buy | 1.3M | $0 |
| 2026-09-18 | Thrive Partners VII Growth GP, LLC | Director | Sell | 6.3M | $0 |
| 2026-09-18 | Thrive Capital Partners II, L.P. | Director | Sell | 75,520 | $0 |
| 2026-09-18 | Thrive Capital Partners III, L.P. | Director | Sell | 75,520 | $0 |
| 2026-09-18 | Claremount TW, L.P. | Director | Sell | 75,520 | $0 |
| 2026-09-18 | Thrive Capital Partners VII Growth, L.P. | Director | Sell | 75,520 | $0 |
| 2026-09-18 | Claremount VII Associates, L.P. | Director | Sell | 75,520 | $0 |
| 2026-09-18 | Kushner Joshua | Co-Founder and Vice Chairman | Sell | 75,520 | $0 |
| 2026-09-18 | Thrive Partners III GP, LLC | Director | Sell | 75,520 | $0 |
| 2026-09-18 | Thrive Partners II GP, LLC | Director | Sell | 75,520 | $0 |
| 2026-09-18 | Thrive Partners VII GP, LLC | Director | Sell | 75,520 | $0 |
| 2026-09-18 | Thrive Partners VII Growth GP, LLC | Director | Sell | 75,520 | $0 |
| 2026-09-18 | Thrive Capital Partners II, L.P. | Director | Buy | 1.3M | $0 |
| 2026-09-18 | Thrive Capital Partners III, L.P. | Director | Buy | 1.3M | $0 |
| 2026-09-18 | Claremount TW, L.P. | Director | Buy | 1.3M | $0 |
| 2026-09-18 | Thrive Capital Partners II, L.P. | Director | Sell | 6.3M | $0 |
Source: SEC Form 4 filings · as of 2026-09-22