Oscar Health (NYSE: OSCR) insider transactions
In the twelve months to 10 November 2026, executives and directors of Oscar Health reported 62 open-market sales of 5,596,391 shares ($150.0m) and 1 open-market purchase of 1,000,000 shares ($11.9m), by 7 people, according to the Form 4 filings they submitted to the SEC.
Latest transactions
| Date | Insider | Role | Transaction | Shares | Price | Held after | Filing |
|---|---|---|---|---|---|---|---|
| 18 September 2026 | Wittman Vanessa Ames | Director | Open-market sale, 10b5-1 plan | −25,000 | $32.24 | 112,121 | Form 4 |
| 18 September 2026 | Thrive Partners II GP, LLC | Director | Other | −6,268,097 | — | 0 | Form 4 |
| 18 September 2026 | Thrive Partners II GP, LLC | Director | Other | −75,520 | — | 0 | Form 4 |
| 18 September 2026 | Thrive Partners II GP, LLC | Director | Other | +1,323,589 | — | 1,323,589 | Form 4 |
| 18 September 2026 | Thrive Partners II GP, LLC | Director | Other | +4,855,810 | — | 4,855,810 | Form 4 |
| 18 September 2026 | Thrive Partners II GP, LLC | Director | Other | +164,218 | — | 164,218 | Form 4 |
| 18 September 2026 | Thrive Partners II GP, LLC | Director | Other | −1,323,589 | — | 0 | Form 4 |
| 18 September 2026 | Thrive Partners II GP, LLC | Director | Other | −4,855,810 | — | 0 | Form 4 |
| 18 September 2026 | Thrive Partners II GP, LLC | Director | Other | −164,218 | — | 0 | Form 4 |
| 18 September 2026 | Kushner Joshua | Co-Founder and Vice Chairman | Other | −6,268,097 | — | 0 | Form 4 |
| 18 September 2026 | Kushner Joshua | Co-Founder and Vice Chairman | Other | −75,520 | — | 0 | Form 4 |
| 18 September 2026 | Kushner Joshua | Co-Founder and Vice Chairman | Other | +1,323,589 | — | 1,323,589 | Form 4 |
| 18 September 2026 | Kushner Joshua | Co-Founder and Vice Chairman | Other | +4,855,810 | — | 4,855,810 | Form 4 |
| 18 September 2026 | Kushner Joshua | Co-Founder and Vice Chairman | Other | +164,218 | — | 164,218 | Form 4 |
| 18 September 2026 | Kushner Joshua | Co-Founder and Vice Chairman | Other | −1,323,589 | — | 0 | Form 4 |
| 18 September 2026 | Kushner Joshua | Co-Founder and Vice Chairman | Other | −4,855,810 | — | 0 | Form 4 |
| 18 September 2026 | Kushner Joshua | Co-Founder and Vice Chairman | Other | −164,218 | — | 0 | Form 4 |
| 3 September 2026 | Blackley Richard Scott | Chief Financial Officer | Open-market sale, 10b5-1 plan | −28,869 | $31.45 | 1,046,108 | Form 4 |
| 3 September 2026 | Liang Janet | President, Oscar Insurance | Open-market sale, 10b5-1 plan | −10,360 | $31.45 | 248,697 | Form 4 |
| 3 September 2026 | McAnaney Adam | Chief Legal Officer | Open-market sale, 10b5-1 plan | −9,092 | $31.45 | 209,004 | Form 4 |
Names appear as in the filing, surname first. A dash in the price column means the filing reports none, as in grants and gifts.
How to read the table
Only open-market purchases and sales are trades the insider chose to make at the market price, and they are the ones counted in the summary above. Grants, option exercises and shares withheld for tax come from pay plans. A sale marked as a 10b5-1 plan was scheduled in advance under a written plan.
Where each row comes from
From the Form 4 that each executive, director or large shareholder must file with the SEC within two business days of a transaction, read up to 10 November 2026. Each row links to its filing on EDGAR. Only transactions in shares are listed, not derivatives, and amended filings are left out. The accounts of the company are on the Oscar Health page; the method, in data sources.
Information prepared from the Form 4 filings submitted to the SEC, for information purposes only. It is not financial advice or a recommendation to buy or sell. Updated on 12 November 2026.