Oscar Health, Inc. (OSCR) Insider Trading
Over the last 3 months, OSCR insiders made 1 open-market buy and 13 sales, a net purchase of $4.9M (SEC Form 4). Over the last 6 months, 269 institutions increased and 219 reduced their position (13F).
Insider Activity
Sentiment
64/100
Buys (3m)
1
Sells (3m)
13
Net (3m)
$4.9M
Insiders buyingFirst buy in 6 quarters
Insider trades by month Buys Sells
Dec
Jan
Mar
Apr
May
Jun
Context3-month price +36.2%Institutions mixed (13F)
| Date | Insider | Type | Shares | Price |
|---|---|---|---|---|
| Jun 4, 2026 | McAnaney Adamofficer: Chief Legal Officer | Sell | 7,065 | $21.74 |
| Jun 4, 2026 | Baltrus Victoriaofficer: Chief Accounting Officer | Sell | 1,091 | $21.74 |
| Jun 4, 2026 | Baltrus Victoriaofficer: Chief Accounting Officer | Sell | 432 | $22.45 |
| Jun 4, 2026 | Liang Janetofficer: President, Oscar Insurance | Sell | 3,535 | $22.45 |
| Jun 4, 2026 | Blackley Richard Scottofficer: Chief Financial Officer | Sell | 22,706 | $21.74 |
| Jun 4, 2026 | Schlosser Mariodirector | Sell | 9,668 | $22.45 |
| Jun 4, 2026 | Blackley Richard Scottofficer: Chief Financial Officer | Sell | 8,977 | $22.45 |
| Jun 4, 2026 | McAnaney Adamofficer: Chief Legal Officer | Sell | 2,794 | $22.45 |
| Jun 4, 2026 | Schlosser Mariodirector | Sell | 24,452 | $21.74 |
| Jun 4, 2026 | Liang Janetofficer: President, Oscar Insurance | Sell | 8,940 | $21.74 |
| May 20, 2026 | Blackley Richard Scottofficer: Chief Financial Officer | Sell | 110,000 | $25.03 |
| May 18, 2026 | Blackley Richard Scottofficer: Chief Financial Officer | Sell | 8,741 | $23.79 |
| May 18, 2026 | Blackley Richard Scottofficer: Chief Financial Officer | Sell | 91,259 | $23.10 |
| Apr 13, 2026 | Plouffe Daviddirector | Grant | 1,461 | — |
| Apr 13, 2026 | BOYD JEFFERY Hdirector | Grant | 3,610 | — |
| Apr 13, 2026 | Gassen Williamdirector | Grant | 1,418 | — |
| Apr 13, 2026 | Sankaran Siddirector | Grant | 1,203 | — |
| Apr 7, 2026 | Bertolini Mark Tdirector, officer: Chief Executive Officer | Buy | 1,000,000 | $11.92 |
| Apr 7, 2026 | Bertolini Mark Tdirector, officer: Chief Executive Officer | Tax | 1,000,001 | $11.92 |
| Apr 7, 2026 | Bertolini Mark Tdirector, officer: Chief Executive Officer | Option | 5,733,334 | — |
| Mar 4, 2026 | Schlosser Mariodirector, officer: President of Technology & CTO | Grant | 189,141 | — |
| Mar 4, 2026 | Baltrus Victoriaofficer: Chief Accounting Officer | Grant | 17,300 | — |
| Mar 4, 2026 | Liang Janetofficer: President, Oscar Insurance | Grant | 106,458 | — |
| Mar 4, 2026 | Blackley Richard Scottofficer: Chief Financial Officer | Sell | 19,221 | $13.39 |
| Mar 4, 2026 | Schlosser Mariodirector, officer: President of Technology & CTO | Sell | 24,335 | $13.39 |
| Mar 4, 2026 | Blackley Richard Scottofficer: Chief Financial Officer | Grant | 134,847 | — |
| Mar 4, 2026 | Liang Janetofficer: President, Oscar Insurance | Sell | 7,453 | $13.39 |
| Mar 4, 2026 | McAnaney Adamofficer: Chief Legal Officer | Grant | 67,424 | — |
| Mar 4, 2026 | McAnaney Adamofficer: Chief Legal Officer | Sell | 18,710 | $13.39 |
| Mar 4, 2026 | Baltrus Victoriaofficer: Chief Accounting Officer | Sell | 4,638 | $13.39 |
Source: OSCR SEC Form 4 filings, latest Jun 4, 2026. For informational purposes only — not investment advice.
Institutional activity (13F)
How institutions changed their OSCR positions over the last 6 months (SEC Form 13F).
Increased
269
New positions
111
Reduced
219
Sold out
125
Largest moves
| Institution | Action | Shares | Filed |
|---|---|---|---|
| VANGUARD GROUP INC | Increased | 20.7M | Jan 29, 2026 |
| BLACKROCK, INC. | Increased | 17.3M | May 13, 2026 |
| BLACKROCK, INC. | Increased | 17.3M | Feb 12, 2026 |
| T. ROWE PRICE INVESTMENT MANAGEMENT, INC. | Increased | 11.6M | May 15, 2026 |
| VANGUARD CAPITAL MANAGEMENT LLC | New Position | 10.8M | May 15, 2026 |
| VANGUARD PORTFOLIO MANAGEMENT LLC | New Position | 10.5M | May 8, 2026 |
| T. ROWE PRICE INVESTMENT MANAGEMENT, INC. | Increased | 9.2M | Feb 19, 2026 |
| AMERICAN CENTURY COMPANIES INC | Increased | 7.0M | May 15, 2026 |
| MORGAN STANLEY | Increased | 6.8M | Feb 13, 2026 |
| THRIVE CAPITAL MANAGEMENT, LLC | Unchanged | 6.3M | Mar 13, 2026 |
| THRIVE CAPITAL MANAGEMENT, LLC | Unchanged | 6.3M | May 14, 2026 |
| BIT CAPITAL GMBH | Increased | 6.3M | May 13, 2026 |
| AMERICAN CENTURY COMPANIES INC | Increased | 6.3M | Feb 13, 2026 |
| BIT CAPITAL GMBH | Increased | 6.2M | Feb 11, 2026 |
| D. E. SHAW & CO., INC. | Increased | 6.1M | Feb 17, 2026 |
Source: SEC Form 13F filings. For informational purposes only — not investment advice.