Oscar Health, Inc. — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| Schlosser Mario | President of Technology & CTO | Sale | 38,835 | $15.00 | $582,525 | 438,348 | Dec 24, 2025 |
| McAnaney Adam | Chief Legal Officer | Sale | 1,852 | $16.59 | $30,725 | 179,241 | Dec 2, 2025 |
| Schlosser Mario | President of Technology & CTO | Sale | 23,965 | $16.59 | $397,579 | 477,183 | Dec 2, 2025 |
| Liang Janet | President, Oscar Insurance | Sale | 7,338 | $16.59 | $121,737 | 172,527 | Dec 2, 2025 |
| Blackley Richard Scott | Chief Financial Officer | Sale | 25,135 | $16.59 | $416,990 | 1,351,034 | Dec 2, 2025 |
| Baltrus Victoria | Chief Accounting Officer | Sale | 4,149 | $16.59 | $68,832 | 203,450 | Dec 2, 2025 |
| Schlosser Mario | President of Technology & CTO | C | 286,182 | — | — | 787,330 | Nov 12, 2025 |
| Schlosser Mario | President of Technology & CTO | Sale | 395,000 | $18.43 | $7,279,850 | 501,148 | Sep 22, 2025 |
| Baltrus Victoria | Chief Accounting Officer | Tax Withholding | 6,266 | $16.66 | $104,392 | 207,599 | Sep 2, 2025 |
| Blackley Richard Scott | Chief Financial Officer | Tax Withholding | 28,166 | $16.66 | $469,246 | 1,376,169 | Sep 2, 2025 |
| Liang Janet | President, Oscar Insurance | Tax Withholding | 7,303 | $16.66 | $121,668 | 179,865 | Sep 2, 2025 |
| McAnaney Adam | Chief Legal Officer | Tax Withholding | 1,845 | $16.66 | $30,738 | 181,093 | Sep 2, 2025 |
| Schlosser Mario | President of Technology & CTO | Tax Withholding | 23,879 | $16.66 | $397,824 | 501,148 | Sep 2, 2025 |
| BOYD JEFFERY H | — | Award / Grant | 14,134 | — | — | 705,673 | Jun 4, 2025 |
| Lang Laura W | — | Award / Grant | 14,134 | — | — | 74,365 | Jun 4, 2025 |
| Plouffe David | — | Award / Grant | 14,134 | — | — | 128,646 | Jun 4, 2025 |
| WITTMAN VANESSA AMES | — | Award / Grant | 14,134 | — | — | 128,646 | Jun 4, 2025 |
| Sankaran Sid | — | Award / Grant | 14,134 | — | — | 14,134 | Jun 4, 2025 |
| Gassen William | — | Award / Grant | 14,134 | — | — | 74,365 | Jun 4, 2025 |
| McAnaney Adam | Chief Legal Officer | Tax Withholding | 1,847 | $13.80 | $25,489 | 182,938 | Jun 2, 2025 |
| Liang Janet | President, Oscar Insurance | Tax Withholding | 7,196 | $13.80 | $99,305 | 187,168 | Jun 2, 2025 |
| Schlosser Mario | President of Technology & CTO | Tax Withholding | 23,879 | $13.80 | $329,530 | 525,027 | Jun 2, 2025 |
| Blackley Richard Scott | Chief Financial Officer | Tax Withholding | 28,185 | $13.80 | $388,953 | 1,404,335 | Jun 2, 2025 |
| Baltrus Victoria | Chief Accounting Officer | Tax Withholding | 6,265 | $13.80 | $86,457 | 213,865 | Jun 2, 2025 |
| Robinson Elbert O. Jr. | — | Sale | 25,000 | $16.43 | $410,750 | 64,512 | May 12, 2025 |
| Bertolini Mark T | Chief Executive Officer | Option Exercise | 955,556 | — | — | 2,866,666 | Apr 3, 2025 |
| Baltrus Victoria | Chief Accounting Officer | Award / Grant | 10,611 | — | — | 220,130 | Mar 5, 2025 |
| Schlosser Mario | President of Technology & CTO | Award / Grant | 172,269 | — | — | 375,966 | Mar 5, 2025 |
| Blackley Richard Scott | Chief Financial Officer | Award / Grant | 103,426 | — | — | 1,432,520 | Mar 5, 2025 |
| Liang Janet | President, Oscar Insurance | Award / Grant | 96,962 | — | — | 194,364 | Mar 5, 2025 |
| McAnaney Adam | Chief Legal Officer | Award / Grant | 61,409 | — | — | 184,785 | Mar 5, 2025 |
| Schlosser Mario | President of Technology & CTO | Tax Withholding | 7,970 | $14.61 | $116,442 | 203,697 | Mar 1, 2025 |
| Blackley Richard Scott | Chief Financial Officer | Tax Withholding | 22,428 | $14.61 | $327,673 | 1,329,094 | Mar 1, 2025 |
| Baltrus Victoria | Chief Accounting Officer | Tax Withholding | 5,084 | $14.61 | $74,277 | 209,519 | Mar 1, 2025 |
| McAnaney Adam | Chief Legal Officer | Award / Grant | 123,376 | — | — | 123,376 | Feb 24, 2025 |
| Liang Janet | President, Oscar Insurance | Award / Grant | 97,402 | — | — | 97,402 | Feb 24, 2025 |
| Sankaran Sid | — | Gift | 295,687 | — | — | — | Feb 7, 2025 |
| Quane Alessandrea C. | EVP, Chief Insurance Officer | Sale | 6,408 | $16.52 | $105,860 | 430,216 | Dec 6, 2024 |
| Blackley Richard Scott | Chief Financial Officer | Option Exercise | 62,500 | — | — | 944,341 | Dec 6, 2024 |
| Bopitiya Ranmali | EVP & Chief Legal Officer | Option Exercise | 16,447 | — | — | 255,778 | Dec 2, 2024 |
| Blackley Richard Scott | Chief Financial Officer | Option Exercise | 7,015 | — | — | 860,890 | Dec 2, 2024 |
| Wolin Steven | Chief Operating Officer | Option Exercise | 1,897 | — | — | 93,127 | Dec 1, 2024 |
| Schlosser Mario | President of Technology & CTO | Sale | 117 | $18.48 | $2,162 | 81,962 | Dec 1, 2024 |
| Quane Alessandrea C. | EVP, Chief Insurance Officer | Option Exercise | 8,653 | — | — | 442,654 | Dec 1, 2024 |
| Baltrus Victoria | Chief Accounting Officer | Sale | 7,933 | $18.07 | $143,349 | 146,181 | Dec 1, 2024 |
| Thrive Partners VII Growth GP, LLC | — | Purchase | 88,395 | $16.97 | $1,500,063 | 6,243,617 | Nov 21, 2024 |
| Kushner Joshua | Co-Founder and Vice Chairman | Purchase | 100,000 | $16.86 | $1,686,000 | 6,343,617 | Nov 20, 2024 |
| Robinson Elbert O. Jr. | — | Sale | 25,000 | $17.05 | $426,250 | 89,512 | Nov 20, 2024 |
| Thrive Capital Partners VII Growth, L.P. | — | Purchase | 185,790 | $15.97 | $2,967,066 | 6,155,222 | Nov 14, 2024 |
| Kushner Joshua | Co-Founder and Vice Chairman | Purchase | 185,790 | $15.97 | $2,967,066 | 6,155,222 | Nov 14, 2024 |