OSCR
Oscar Health, Inc. · Finance & Insurance · Market cap $11.2B
Insiders sold $129.1M net in the last 90 days ·7 sellers, 0 buyers· 12 of 15 sales under Rule 10b5-1 plans· latest Form 4 filed Sep 22, 2026
Insider Buying
$11.9M
reported purchases (SEC code P)
Insider Selling
$150.0M
reported sales (SEC code S)
Unique Insiders
7
in the rolling window
Latest filing
Sep 22, 2026
WITTMAN VANESSA AMES
Oscar Health, Inc. (OSCR) has 44 SEC Form 4 filings (108 transaction rows) in the rolling window, disclosed by 7 distinct insiders. Most recent filing: Sep 22, 2026.
Inside the rolling window, 7 insiders at Oscar Health, Inc. reported 1 open-market purchase totaling $11.9M and 39 open-market sales totaling $150.0M. The most active filer is Director Schlosser Mario with 15 filings. Insiders have net sold $124.2M over the trailing 6 months. The largest single insider purchase in this window was $11.9M by Chief Executive Officer Bertolini Mark T on Apr 6, 2026. The most recent open-market filing is a sale of 25,000 shares by Director WITTMAN VANESSA AMES, dated Sep 18, 2026, worth $806K.
- Industry:Medical - Healthcare Plans
- CEO:Mark Thomas Bertolini
- Employees:2,305
- HQ:New York City, NY, US
- IPO:2021-03-03
| Source | |||||||
|---|---|---|---|---|---|---|---|
| Director | Sale | 25,000 | $806K | Sep 22 | +9.1% | SEC ↗ | |
Baltrus VictoriaFirst in 3 months | Chief Accounting Officer | Sale | 958 | $30K | Sep 8 | +1.3% | SEC ↗ |
| Director | Sale | 31,422 | $988K | Sep 8 | +1.3% | SEC ↗ | |
| Chief Financial Officer | Sale | 28,869 | $908K | Sep 8 | +1.3% | SEC ↗ | |
Liang JanetFirst in 3 months | President, Oscar Insurance | Sale | 10,360 | $326K | Sep 8 | +1.3% | SEC ↗ |
McAnaney AdamFirst in 3 months | Chief Legal Officer | Sale | 9,092 | $286K | Sep 8 | +1.3% | SEC ↗ |
| Director | Sale | 600,000 | $18.2M | Aug 31 | +11.6% | SEC ↗ | |
| Director | Sale | 150,000 | $4.6M | Aug 31 | +11.6% | SEC ↗ | |
| Chief Financial Officer | Sale | 18,750 | $595K | Aug 20 | +6.0% | SEC ↗ | |
| Director | Sale | 47,500 | $1.5M | Jul 6 | +6.4% | SEC ↗ | |
| Chief Executive Officer | Sale | 614,752 | $18.0M | Jul 1 | — | SEC ↗ | |
| Chief Executive Officer | Sale | 624,244 | $17.8M | Jul 1 | — | SEC ↗ | |
| Chief Executive Officer | Sale | 615,142 | $17.6M | Jun 29 | — | SEC ↗ | |
| Chief Executive Officer | Sale | 591,168 | $17.3M | Jun 29 | — | SEC ↗ | |
| Director | Sale | 1,027,398 | $30.2M | Jun 25 | — | SEC ↗ | |
| Chief Financial Officer | Sale | 31,683 | $695K | Jun 4 | — | SEC ↗ | |
Liang JanetFirst in 3 months | President, Oscar Insurance | Sale | 12,475 | $274K | Jun 4 | — | SEC ↗ |
Baltrus VictoriaFirst in 3 months | Chief Accounting Officer | Sale | 1,523 | $33K | Jun 4 | — | SEC ↗ |
Schlosser MarioFirst in 3 months | Director | Sale | 34,120 | $749K | Jun 4 | — | SEC ↗ |
McAnaney AdamFirst in 3 months | Chief Legal Officer | Sale | 9,859 | $216K | Jun 4 | — | SEC ↗ |
| Chief Financial Officer | Sale | 110,000 | $2.8M | May 20 | — | SEC ↗ | |
| Chief Financial Officer | Sale | 100,000 | $2.3M | May 18 | — | SEC ↗ | |
Bertolini Mark TFirst filing | Chief Executive Officer | Purchase | 1,000,000 | $11.9M | Apr 7 | — | SEC ↗ |
Blackley Richard ScottFirst in 3 months | Chief Financial Officer | Sale | 19,221 | $257K | Mar 4 | — | SEC ↗ |
McAnaney AdamFirst in 3 months | Chief Legal Officer | Sale | 18,710 | $251K | Mar 4 | — | SEC ↗ |
Earnings: last 7 quarters
Frequently asked questions
How many SEC Form 4 insider filings does OSCR have?
Oscar Health, Inc. (OSCR) has 44 SEC Form 4 filings (108 transaction rows) in the rolling 365-day window, disclosed by 7 distinct insiders. Most recent filing: Sep 22, 2026.
When was the most recent SEC Form 4 filing for OSCR?
The most recent Form 4 filing for OSCR on Tracefour is dated Sep 22, 2026.
Who is the most active insider at OSCR?
The most active SEC Form 4 filer at OSCR in the rolling window is Director Schlosser Mario, with 15 filings.
What is the net insider flow at OSCR over the last 6 months?
Over the trailing 180 days, insiders at OSCR have net sold $124.2M based on SEC Form 4 disclosures.
What was the largest insider purchase at OSCR?
The largest single insider open-market purchase at OSCR in the rolling window was $11.9M by Chief Executive Officer Bertolini Mark T on 2026-04-06.
What is the total insider buy and sell value at OSCR in the current window?
Inside the rolling window, insiders at OSCR bought $11.9M and sold $150.0M based on SEC Form 4 filings.
Can I get alerts for OSCR insider trading?
Yes. Tracefour sends a free email when a new SEC Form 4 purchase or sale is filed at Oscar Health, Inc. (OSCR). Alerts are set per company from the page itself, there is no paid tier, and each email links to the original filing on SEC EDGAR.
Related companies
Oscar Health, Inc. is in the Finance & Insurance sector.