Oscar Health, Inc. Insider Trading Activity
Every SEC Form 4 insider transaction reported for Oscar Health, Inc. (OSCR), sourced directly from SEC EDGAR and updated as new filings are accepted.
By Trabud · Insider-trading data from SEC EDGAR
Latest filing:
Compiled automatically from SEC EDGAR Form 4 filings and refreshed daily. Figures count purchases (code P) and sales (code S) only — not grants, option exercises, or gifts. How this page is built. Not investment advice.
Quick Answer
Are OSCR insiders buying or selling?
In the last 12 months, Oscar Health, Inc. insiders reported 1 open-market purchase ($11.9M) and 34 sales ($150.0M) — net selling of $138.1M. Since March 2021, Trabud has recorded 161 Form 4 filings for OSCR: 22 buys ($245.6M) and 139 sells ($263.9M).
Source: SEC EDGAR Form 4
What stands out
- The largest open-market purchase in the last 12 months was $11.9M by Mark T Bertolini (Chief Executive Officer) on Apr 7, 2026. SEC ↗
- The most recent open-market purchase was reported on Apr 7, 2026 (6 months ago).
Key Statistics (March 2021 – Sep 22, 2026)
Total Form 4 filings
161
SEC EDGAR
Insider filers
19
Insider buys (22)
$245.6M
Insider sells (139)
$263.9M
Insider sentiment
Net sellingNet insider flow of $18.3M in net selling since March 2021, and $138.1M in net selling over the last 12 months.
Recent OSCR insider transactions
| Date | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| Sep 22, 2026 | Vanessa Ames Wittman | Director | Sale | 25.0K | $32.24 | $806.0K | SEC ↗ |
| Sep 8, 2026 | Janet Liang | President, Oscar Insurance | Sale | 10.4K | $31.45 | $325.8K | SEC ↗ |
| Sep 8, 2026 | Victoria Baltrus | Chief Accounting Officer | Sale | 958 | $31.45 | $30.1K | SEC ↗ |
| Sep 8, 2026 | Richard Scott Blackley | Chief Financial Officer | Sale | 28.9K | $31.45 | $907.9K | SEC ↗ |
| Sep 8, 2026 | Adam Mcananey | Chief Legal Officer | Sale | 9.1K | $31.45 | $285.9K | SEC ↗ |
| Sep 8, 2026 | Mario Schlosser | Director | Sale | 31.4K | $31.45 | $988.2K | SEC ↗ |
| Aug 31, 2026 | Mario Schlosser | Director | Sale | 750.0K | $30.43 | $22.8M | SEC ↗ |
| Aug 20, 2026 | Richard Scott Blackley | Chief Financial Officer | Sale | 18.8K | $31.74 | $595.1K | SEC ↗ |
| Jul 6, 2026 | Mario Schlosser | Director | Sale | 47.5K | $31.24 | $1.5M | SEC ↗ |
| Jul 1, 2026 | Mark T Bertolini | Chief Executive Officer | Sale | 1.2M | $28.87 | $35.8M | SEC ↗ |
| Jun 29, 2026 | Mark T Bertolini | Chief Executive Officer | Sale | 1.2M | $28.94 | $34.9M | SEC ↗ |
| Jun 25, 2026 | Mario Schlosser | Director | Sale | 1.0M | $29.38 | $30.2M | SEC ↗ |
| Jun 4, 2026 | Victoria Baltrus | Chief Accounting Officer | Sale | 1.5K | $21.94 | $33.4K | SEC ↗ |
| Jun 4, 2026 | Mario Schlosser | Director | Sale | 34.1K | $21.94 | $748.6K | SEC ↗ |
| Jun 4, 2026 | Adam Mcananey | Chief Legal Officer | Sale | 9.9K | $21.94 | $216.3K | SEC ↗ |
| Jun 4, 2026 | Janet Liang | President, Oscar Insurance | Sale | 12.5K | $21.94 | $273.7K | SEC ↗ |
| Jun 4, 2026 | Richard Scott Blackley | Chief Financial Officer | Sale | 31.7K | $21.94 | $695.2K | SEC ↗ |
| May 20, 2026 | Richard Scott Blackley | Chief Financial Officer | Sale | 110.0K | $25.03 | $2.8M | SEC ↗ |
| May 18, 2026 | Richard Scott Blackley | Chief Financial Officer | Sale | 100.0K | $23.16 | $2.3M | SEC ↗ |
| Apr 7, 2026 | Mark T Bertolini | Chief Executive Officer | Purchase | 1.0M | $11.92 | $11.9M | SEC ↗ |
| Mar 4, 2026 | Janet Liang | President, Oscar Insurance | Sale | 7.5K | $13.39 | $99.8K | SEC ↗ |
| Mar 4, 2026 | Victoria Baltrus | Chief Accounting Officer | Sale | 4.6K | $13.39 | $62.1K | SEC ↗ |
| Mar 4, 2026 | Adam Mcananey | Chief Legal Officer | Sale | 18.7K | $13.39 | $250.5K | SEC ↗ |
| Mar 4, 2026 | Mario Schlosser | President of Technology & CTO | Sale | 24.3K | $13.39 | $325.8K | SEC ↗ |
| Mar 4, 2026 | Richard Scott Blackley | Chief Financial Officer | Sale | 19.2K | $13.39 | $257.4K | SEC ↗ |
Showing the 25 most recent of 161 Form 4 filings for Oscar Health, Inc..
Most active OSCR insiders
- Richard Scott Blackley33 filings
- Alessandrea C. Quane26 filings
- Mario Schlosser20 filings
- Victoria Baltrus15 filings
- Ranmali Bopitiya12 filings
Ask anything about OSCR insider activity
Use Trabud's AI agent to query Oscar Health, Inc.'s Form 4 history in plain English — "Show me OSCR CEO purchases this year" or compare it against any other ticker.
Open the AI agentOSCR insider trading FAQ
Are Oscar Health, Inc. insiders buying or selling?
In the last 12 months, Oscar Health, Inc. insiders reported 1 open-market purchase ($11.9M) and 34 sales ($150.0M) — net selling of $138.1M. Since March 2021, Trabud has recorded 161 Form 4 filings for OSCR: 22 buys ($245.6M) and 139 sells ($263.9M). Over the full record that is net selling of $18.3M.
How many insiders trade OSCR stock?
19 distinct insider filers — officers, directors, 10%+ owners, and investment groups filing jointly — have reported Form 4 transactions for Oscar Health, Inc.. The most recent filing was accepted on Sep 22, 2026.
Where does Trabud get OSCR insider trading data?
All OSCR insider trading data comes directly from official SEC EDGAR Form 4 filings, which corporate insiders must submit within two business days of a transaction under Section 16(a) of the Securities Exchange Act of 1934.