As of the latest Form 4 filed Jul 1, 2026.
What Oscar Health Inc insiders — officers, directors and 10% owners — have bought and sold in their own stock, straight from their SEC Form 4 filings. Values are shares × the reported transaction price where both are disclosed.
Buys plotted up, sells down; bar height is the disclosed dollar value (shares × reported price). Our Form 4 history is only complete from mid-2026, so early months are sparse — the series fills in as more filings land. Open-market purchases and sales only.
Newest filing first — the 43 most recent filings for OSCR.
| Filed | Trade date | Insider | Transaction | Shares | Price | Value | 10b5-1 | Filing |
|---|---|---|---|---|---|---|---|---|
| 2026-07-01 | 2026-06-30 | Bertolini Mark T Chief Executive Officer | SSale | −136K | $28.97 | $3.93M | Yes (planned) | Form 4 ↗ |
| 2026-07-01 | 2026-06-30 | Bertolini Mark T, Chief Executive Officer | SSale | −489K | $28.35 | $13.9M | Yes (planned) | Form 4 ↗ |
| 2026-07-01 | 2026-06-29 | Bertolini Mark T, Chief Executive Officer | SSale | −58.9K | $30.08 | $1.77M | Yes (planned) | Form 4 ↗ |
| 2026-07-01 | 2026-06-29 | Bertolini Mark T, Chief Executive Officer | SSale | −556K | $29.17 | $16.2M | Yes (planned) | Form 4 ↗ |
| 2026-06-29 | 2026-06-26 | Bertolini Mark T Chief Executive Officer | SSale | −150K | $29.79 | $4.46M | Yes (planned) | Form 4 ↗ |
| 2026-06-29 | 2026-06-26 | Bertolini Mark T, Chief Executive Officer | SSale | −441K | $29.11 | $12.8M | Yes (planned) | Form 4 ↗ |
| 2026-06-29 | 2026-06-25 | Bertolini Mark T, Chief Executive Officer | SSale | −17.2K | $29.08 | $500K | Yes (planned) | Form 4 ↗ |
| 2026-06-29 | 2026-06-25 | Bertolini Mark T, Chief Executive Officer | SSale | −598K | $28.60 | $17.1M | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario Director | SSale | −97.00 | $30.09 | $2.92K | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −31.9K | $29.58 | $944K | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −15.5K | $28.95 | $448K | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | CConvert | +47.5K | — | — | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −102.00 | $30.09 | $3.07K | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −33.6K | $29.58 | $994K | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −16.3K | $28.95 | $472K | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | CConvert | +50.0K | — | — | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −102.00 | $30.09 | $3.07K | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −33.6K | $29.58 | $994K | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −16.3K | $28.95 | $472K | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | CConvert | +50.0K | — | — | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −1.80K | $30.09 | $54.1K | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −591K | $29.58 | $17.5M | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | SSale | −287K | $28.95 | $8.31M | Yes (planned) | Form 4 ↗ |
| 2026-06-25 | 2026-06-23 | Schlosser Mario, Director | CConvert | +880K | — | — | Yes (planned) | Form 4 ↗ |
| 2026-06-08 | 2026-06-04 | Gassen William Director | AAward | +8.47K | $0.00 | $0.00 | No | Form 4 ↗ |
| 2026-06-08 | 2026-06-04 | Plouffe David Director | AAward | +8.47K | $0.00 | $0.00 | No | Form 4 ↗ |
| 2026-06-08 | 2026-06-04 | Lang Laura W Director | AAward | +8.47K | $0.00 | $0.00 | No | Form 4 ↗ |
| 2026-06-08 | 2026-06-04 | Sankaran Sid Director | AAward | +8.47K | $0.00 | $0.00 | No | Form 4 ↗ |
| 2026-06-08 | 2026-06-04 | WITTMAN VANESSA AMES Director | AAward | +8.47K | $0.00 | $0.00 | No | Form 4 ↗ |
| 2026-06-04 | 2026-06-02 | Baltrus Victoria Chief Accounting Officer | SSale | −432.00 | $22.45 | $9.70K | Yes (planned) | Form 4 ↗ |
| 2026-06-04 | 2026-06-02 | Baltrus Victoria, Chief Accounting Officer | SSale | −1.09K | $21.74 | $23.7K | Yes (planned) | Form 4 ↗ |
| 2026-06-04 | 2026-06-02 | Liang Janet President, Oscar Insurance | SSale | −3.54K | $22.45 | $79.4K | Yes (planned) | Form 4 ↗ |
| 2026-06-04 | 2026-06-02 | Liang Janet, President, Oscar Insurance | SSale | −8.94K | $21.74 | $194K | Yes (planned) | Form 4 ↗ |
| 2026-06-04 | 2026-06-02 | Schlosser Mario Director | SSale | −9.67K | $22.45 | $217K | Yes (planned) | Form 4 ↗ |
| 2026-06-04 | 2026-06-02 | Schlosser Mario, Director | SSale | −24.5K | $21.74 | $532K | Yes (planned) | Form 4 ↗ |
| 2026-06-04 | 2026-06-02 | McAnaney Adam Chief Legal Officer | SSale | −2.79K | $22.45 | $62.7K | Yes (planned) | Form 4 ↗ |
| 2026-06-04 | 2026-06-02 | McAnaney Adam, Chief Legal Officer | SSale | −7.07K | $21.74 | $154K | Yes (planned) | Form 4 ↗ |
| 2026-06-04 | 2026-06-02 | Blackley Richard Scott Chief Financial Officer | SSale | −8.98K | $22.45 | $202K | Yes (planned) | Form 4 ↗ |
| 2026-06-04 | 2026-06-02 | Blackley Richard Scott, Chief Financial Officer | SSale | −22.7K | $21.74 | $494K | Yes (planned) | Form 4 ↗ |
| 2026-05-20 | 2026-05-18 | Blackley Richard Scott Chief Financial Officer | SSale | −110K | $25.03 | $2.75M | Yes (planned) | Form 4 ↗ |
| 2026-04-07 | 2026-04-06 | Bertolini Mark T Chief Executive Officer | PPurchase | +1.00M | $11.92 | $11.9M | No | Form 4 ↗ |
| 2026-04-07 | 2026-04-06 | Bertolini Mark T, Chief Executive Officer | FTax | −1.00M | $11.92 | $11.9M | No | Form 4 ↗ |
| 2026-04-07 | 2026-04-03 | Bertolini Mark T, Chief Executive Officer | MExercise | +5.73M | — | — | No | Form 4 ↗ |
Insiders — a company’s officers, directors and holders of more than 10% of its stock — must report any trade in that stock to the SEC on a Form 4 within two business days. Each row here is one transaction from those filings.
The transaction code tells you what happened: Purchase (P) and Sale (S) are open-market trades — the ones markets watch most; Award (A) is a granted stock or unit, Option exercise (M) converts options into shares, and Gift (G) is a transfer for no consideration. Awards, exercises and gifts are largely compensation or administrative, not a directional bet.
One caveat on sales: many are made under a Rule 10b5-1 plan scheduled months in advance, so a sale is not automatically a bearish signal. Insider activity is a noisy input — read it alongside the filings, not on its own.
See also OSCR’s full analysis or the market-wide insider trading feed. The tabs above jump to OSCR’s other SEC data.
Source: SEC Form 4 filings for OSCR, parsed from EDGAR. Transaction prices are as reported in the filing — SEC public-domain data, not market quotes. Values are shares × reported price where both are disclosed; grants and gifts often carry no price. A delayed record of what insiders reported, not a live position or a recommendation.
Research and education only — not financial advice. TENKis not a registered investment adviser or broker-dealer and gives no personalized advice. Every call is impersonal — identical for all users, generated on a schedule from SEC filings plus a delayed/third-party price feed — may be wrong or out of date, and is not a recommendation to buy or sell any security. The operator and an affiliated trading operation may hold or trade the securities TENK rates; see Disclosures. Past performance does not guarantee future results. Do your own research.