OSCR Oscar Health, Inc.
NYSE · SEC CIK 1568651 · EDGAR
- Bought, last 12 months
- $11.92M 1 purchases by 1 insiders
- Sold, last 12 months
- $150.02M 35 sales by 7 insiders
- Filings on record
- 268 since 2021-08-20, latest 2026-09-22 16:20
BoughtSold
Most active insiders, 12 months
| Insider | Title | Bought | Sold |
|---|---|---|---|
| Bertolini Mark T | CEO, Dir | $11.92M | $70.68M |
| Schlosser Mario | Dir | — | $68.79M |
| Blackley Richard Scott | CFO | — | $7.94M |
| Liang Janet | Pres, Oscar Insurance | — | $821.1K |
| WITTMAN VANESSA AMES | Dir | — | $806.0K |
| McAnaney Adam | CLO | — | $783.5K |
| Baltrus Victoria | CAO | — | $194.5K |
| Gassen William | Dir | — | — |
| Thrive Partners II GP, LLC | Dir, 10% | — | — |
| Plouffe David | Dir | — | — |
Transactions 330
| X | Filed | Traded | Ticker | Insider | Title | Type | Price | Qty | Owned | ΔOwn | Value |
|---|---|---|---|---|---|---|---|---|---|---|---|
| T | 2026-09-22 16:20 | 2026-09-18 | OSCR | WITTMAN VANESSA AMES | Dir | S - Sale | $32.24 | -25.0K | 112.1K | -18% | -$806.0K |
| DMI | 2026-09-18 20:27 | 2026-09-18 | OSCR | Kushner Joshua | Co-Founder, Vice COB, Dir, 10% | J - Other | $0.00 | -6.34M | 0 | -100% | $0 |
| DMI | 2026-09-18 20:21 | 2026-09-18 | OSCR | Thrive Partners II GP, LLC | Dir, 10% | J - Other | $0.00 | -6.34M | 0 | -100% | $0 |
| T | 2026-09-08 16:22 | 2026-09-03 | OSCR | Liang Janet | Pres, Oscar Insurance | S - Sale | $31.45 | -10.4K | 248.7K | -4% | -$325.8K |
| T | 2026-09-08 16:16 | 2026-09-03 | OSCR | Baltrus Victoria | CAO | S - Sale | $31.45 | -958 | 213.6K | -0.4% | -$30.1K |
| T | 2026-09-08 16:16 | 2026-09-03 | OSCR | Blackley Richard Scott | CFO | S - Sale | $31.45 | -28.9K | 1.05M | -3% | -$907.9K |
| T | 2026-09-08 16:16 | 2026-09-03 | OSCR | McAnaney Adam | CLO | S - Sale | $31.45 | -9,092 | 209.0K | -4% | -$285.9K |
| T | 2026-09-08 16:16 | 2026-09-03 | OSCR | Schlosser Mario | Dir | S - Sale | $31.45 | -31.4K | 449.4K | -7% | -$988.2K |
| DM | 2026-08-31 16:16 | 2026-08-27+ | OSCR | Schlosser Mario | Dir | C - Cnv Deriv | — | +750.0K | 630.9K | New | — |
| DM | 2026-08-31 16:16 | 2026-08-27+ | OSCR | Schlosser Mario | Dir | S - Sale | $30.43 | -750.0K | 480.9K | -61% | -$22.82M |
| I | 2026-08-20 16:16 | 2026-08-18 | OSCR | Blackley Richard Scott | CFO | S - Sale | $31.74 | -18.8K | 56.2K | -25% | -$595.1K |
| DTI | 2026-07-06 16:11 | 2026-07-01 | OSCR | Schlosser Mario | Dir | C - Cnv Deriv | — | +47.5K | 47.5K | New | — |
| DMTI | 2026-07-06 16:11 | 2026-07-01 | OSCR | Schlosser Mario | Dir | S - Sale | $31.24 | -47.5K | 0 | -100% | -$1.48M |
| MT | 2026-07-01 16:16 | 2026-06-29+ | OSCR | Bertolini Mark T | CEO, Dir | S - Sale | $28.87 | -1.24M | 7.75M | -14% | -$35.77M |
| MT | 2026-06-29 16:17 | 2026-06-25+ | OSCR | Bertolini Mark T | CEO, Dir | S - Sale | $28.94 | -1.21M | 8.99M | -12% | -$34.91M |
| DT | 2026-06-25 16:17 | 2026-06-23 | OSCR | Schlosser Mario | Dir | C - Cnv Deriv | — | +880.0K | 1.36M | +183% | — |
| DMT | 2026-06-25 16:17 | 2026-06-23 | OSCR | Schlosser Mario | Dir | S - Sale | $29.38 | -880.0K | 480.9K | -65% | -$25.85M |
| DMTI | 2026-06-25 16:17 | 2026-06-23 | OSCR | Schlosser Mario | Dir | C - Cnv Deriv | — | +147.5K | 47.5K | New | — |
| DMTI | 2026-06-25 16:17 | 2026-06-23 | OSCR | Schlosser Mario | Dir | S - Sale | $29.38 | -147.5K | 0 | -100% | -$4.33M |
| 2026-06-08 16:18 | 2026-06-04 | OSCR | Lang Laura W | Dir | A - Grant | $0.00 | +8,475 | 82.8K | +11% | $0 | |
| 2026-06-08 16:18 | 2026-06-04 | OSCR | Plouffe David | Dir | A - Grant | $0.00 | +8,475 | 137.1K | +7% | $0 | |
| 2026-06-08 16:18 | 2026-06-04 | OSCR | Sankaran Sid | Dir | A - Grant | $0.00 | +8,475 | 22.6K | +60% | $0 | |
| 2026-06-08 16:18 | 2026-06-04 | OSCR | Gassen William | Dir | A - Grant | $0.00 | +8,475 | 82.8K | +11% | $0 | |
| 2026-06-08 16:17 | 2026-06-04 | OSCR | WITTMAN VANESSA AMES | Dir | A - Grant | $0.00 | +8,475 | 137.1K | +7% | $0 | |
| MT | 2026-06-04 16:17 | 2026-06-02 | OSCR | Baltrus Victoria | CAO | S - Sale | $21.94 | -1,523 | 214.6K | -0.7% | -$33.4K |
| MT | 2026-06-04 16:16 | 2026-06-02 | OSCR | Schlosser Mario | Dir | S - Sale | $21.94 | -34.1K | 480.9K | -7% | -$748.6K |
| MT | 2026-06-04 16:16 | 2026-06-02 | OSCR | McAnaney Adam | CLO | S - Sale | $21.94 | -9,859 | 218.1K | -4% | -$216.3K |
| MT | 2026-06-04 16:16 | 2026-06-02 | OSCR | Liang Janet | Pres, Oscar Insurance | S - Sale | $21.94 | -12.5K | 259.1K | -5% | -$273.7K |
| MT | 2026-06-04 16:15 | 2026-06-02 | OSCR | Blackley Richard Scott | CFO | S - Sale | $21.94 | -31.7K | 1.07M | -3% | -$695.2K |
| T | 2026-05-20 16:17 | 2026-05-18 | OSCR | Blackley Richard Scott | CFO | S - Sale | $25.03 | -110.0K | 1.11M | -9% | -$2.75M |
| MT | 2026-05-18 16:15 | 2026-05-14 | OSCR | Blackley Richard Scott | CFO | S - Sale | $23.16 | -100.0K | 1.22M | -8% | -$2.32M |
| D | 2026-04-07 16:16 | 2026-04-03 | OSCR | Bertolini Mark T | CEO, Dir | M - OptEx | — | +5.73M | 10.20M | +128% | — |
| D | 2026-04-07 16:16 | 2026-04-06 | OSCR | Bertolini Mark T | CEO, Dir | F - Tax | $11.92 | -1.00M | 9.20M | -10% | -$11.92M |
| D | 2026-04-07 16:16 | 2026-04-06 | OSCR | Bertolini Mark T | CEO, Dir | P - Purchase | $11.92 | +1.00M | 10.20M | +11% | +$11.92M |
| M | 2026-03-16 | 2026-03-12 | OSCR | Blackley Richard Scott | CFO | G - Gift | $0.00 | -150.0K | 1.39M | -10% | $0 |
| I | 2026-03-16 | 2026-03-12 | OSCR | Blackley Richard Scott | CFO | G - Gift | $0.00 | +75.0K | 75.0K | New | $0 |
| 2026-03-04 | 2026-03-02 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | A - Grant | $0.00 | +189.1K | 539.3K | +54% | $0 | |
| 2026-03-04 | 2026-03-02 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | S - Sale | $13.39 | -24.3K | 515.0K | -5% | -$325.8K | |
| 2026-03-04 | 2026-03-02 | OSCR | McAnaney Adam | CLO | S - Sale | $13.39 | -18.7K | 228.0K | -8% | -$250.5K | |
| 2026-03-04 | 2026-03-02 | OSCR | McAnaney Adam | CLO | A - Grant | $0.00 | +67.4K | 246.7K | +38% | $0 | |
| 2026-03-04 | 2026-03-02 | OSCR | Bertolini Mark T | CEO, Dir | A - Grant | $0.00 | +1.60M | 4.46M | +56% | $0 | |
| 2026-03-04 | 2026-03-02 | OSCR | Blackley Richard Scott | CFO | S - Sale | $13.39 | -19.2K | 1.47M | -1% | -$257.4K | |
| 2026-03-04 | 2026-03-02 | OSCR | Blackley Richard Scott | CFO | A - Grant | $0.00 | +134.8K | 1.49M | +10% | $0 | |
| 2026-03-04 | 2026-03-02 | OSCR | Baltrus Victoria | CAO | S - Sale | $13.39 | -4,638 | 216.1K | -2% | -$62.1K | |
| 2026-03-04 | 2026-03-02 | OSCR | Baltrus Victoria | CAO | A - Grant | $0.00 | +17.3K | 220.8K | +9% | $0 | |
| 2026-03-04 | 2026-03-02 | OSCR | Liang Janet | Pres, Oscar Insurance | S - Sale | $13.39 | -7,453 | 271.5K | -3% | -$99.8K | |
| 2026-03-04 | 2026-03-02 | OSCR | Liang Janet | Pres, Oscar Insurance | A - Grant | $0.00 | +106.5K | 279.0K | +62% | $0 | |
| DT | 2026-01-12 | 2026-01-08 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | C - Cnv Deriv | — | +23.0K | 373.2K | +7% | — |
| DT | 2026-01-12 | 2026-01-08 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | S - Sale | $17.65 | -23.0K | 350.2K | -6% | -$406.6K |
| DT | 2026-01-08 | 2026-01-06 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | C - Cnv Deriv | — | +77.0K | 427.1K | +22% | — |
| DT | 2026-01-08 | 2026-01-06 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | S - Sale | $17.01 | -77.0K | 350.2K | -18% | -$1.31M |
| DMT | 2026-01-06 | 2026-01-02+ | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | S - Sale | $15.28 | -234.9K | 360.2K | -39% | -$3.59M |
| DMT | 2026-01-06 | 2026-01-02+ | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | C - Cnv Deriv | — | +146.7K | 498.1K | +42% | — |
| T | 2025-12-30 | 2025-12-24 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | S - Sale | $15.00 | -38.8K | 438.3K | -8% | -$582.5K |
| T | 2025-12-04 | 2025-12-02 | OSCR | Baltrus Victoria | CAO | S - Sale | $16.59 | -4,149 | 203.4K | -2% | -$68.8K |
| T | 2025-12-04 | 2025-12-02 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | S - Sale | $16.59 | -24.0K | 477.2K | -5% | -$397.6K |
| T | 2025-12-04 | 2025-12-02 | OSCR | McAnaney Adam | CLO | S - Sale | $16.59 | -1,852 | 179.2K | -1% | -$30.7K |
| T | 2025-12-04 | 2025-12-02 | OSCR | Liang Janet | Pres, Oscar Insurance | S - Sale | $16.59 | -7,338 | 172.5K | -4% | -$121.7K |
| T | 2025-12-04 | 2025-12-02 | OSCR | Blackley Richard Scott | CFO | S - Sale | $16.59 | -25.1K | 1.35M | -2% | -$417.0K |
| DM | 2025-11-13 | 2025-11-11+ | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | C - Cnv Deriv | — | +391.5K | 787.3K | +99% | — |
| DM | 2025-11-13 | 2025-11-11+ | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | S - Sale | $15.21 | -391.5K | 501.1K | -44% | -$5.95M |
| D | 2025-09-24 | 2025-09-22 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | C - Cnv Deriv | — | +395.0K | 896.1K | +79% | — |
| D | 2025-09-24 | 2025-09-22 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | S - Sale | $18.43 | -395.0K | 501.1K | -44% | -$7.28M |
| 2025-09-04 | 2025-09-02 | OSCR | McAnaney Adam | CLO | F - Tax | $16.66 | -1,845 | 181.1K | -1% | -$30.7K | |
| 2025-09-04 | 2025-09-02 | OSCR | Baltrus Victoria | CAO | F - Tax | $16.66 | -6,266 | 207.6K | -3% | -$104.4K | |
| 2025-09-04 | 2025-09-02 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | F - Tax | $16.66 | -23.9K | 501.1K | -5% | -$397.8K | |
| 2025-09-04 | 2025-09-02 | OSCR | Liang Janet | Pres, Oscar Insurance | F - Tax | $16.66 | -7,303 | 179.9K | -4% | -$121.7K | |
| 2025-09-04 | 2025-09-02 | OSCR | Blackley Richard Scott | CFO | F - Tax | $16.66 | -28.2K | 1.38M | -2% | -$469.2K | |
| 2025-06-06 | 2025-06-04 | OSCR | WITTMAN VANESSA AMES | Dir | A - Grant | $0.00 | +14.1K | 128.6K | +12% | $0 | |
| 2025-06-06 | 2025-06-04 | OSCR | Gassen William | Dir | A - Grant | $0.00 | +14.1K | 74.4K | +23% | $0 | |
| 2025-06-06 | 2025-06-04 | OSCR | Sankaran Sid | Dir | A - Grant | $0.00 | +14.1K | 14.1K | New | $0 | |
| 2025-06-06 | 2025-06-04 | OSCR | Plouffe David | Dir | A - Grant | $0.00 | +14.1K | 128.6K | +12% | $0 | |
| 2025-06-06 | 2025-06-04 | OSCR | Lang Laura W | Dir | A - Grant | $0.00 | +14.1K | 74.4K | +23% | $0 | |
| 2025-06-06 | 2025-06-04 | OSCR | BOYD JEFFERY H | Dir | A - Grant | $0.00 | +14.1K | 705.7K | +2% | $0 | |
| 2025-06-04 | 2025-06-02 | OSCR | Blackley Richard Scott | CFO | F - Tax | $13.80 | -28.2K | 1.40M | -2% | -$389.0K | |
| 2025-06-04 | 2025-06-02 | OSCR | Liang Janet | Pres, Oscar Insurance | F - Tax | $13.80 | -7,196 | 187.2K | -4% | -$99.3K | |
| 2025-06-04 | 2025-06-02 | OSCR | McAnaney Adam | CLO | F - Tax | $13.80 | -1,847 | 182.9K | -1.0% | -$25.5K | |
| 2025-06-04 | 2025-06-02 | OSCR | Baltrus Victoria | CAO | F - Tax | $13.80 | -6,265 | 213.9K | -3% | -$86.5K | |
| 2025-06-04 | 2025-06-02 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | F - Tax | $13.80 | -23.9K | 525.0K | -4% | -$329.5K | |
| 2025-05-14 | 2025-05-12 | OSCR | Robinson Elbert O. Jr. | Dir | S - Sale | $16.43 | -25.0K | 64.5K | -28% | -$410.8K | |
| D | 2025-04-07 | 2025-04-03 | OSCR | Bertolini Mark T | CEO, Dir | M - OptEx | $0.00 | +955.6K | 2.87M | +50% | $0 |
| 2025-03-07 | 2025-03-05 | OSCR | Baltrus Victoria | CAO | A - Grant | $0.00 | +10.6K | 220.1K | +5% | $0 | |
| 2025-03-07 | 2025-03-05 | OSCR | Blackley Richard Scott | CFO | A - Grant | $0.00 | +103.4K | 1.43M | +8% | $0 | |
| 2025-03-07 | 2025-03-05 | OSCR | McAnaney Adam | CLO | A - Grant | $0.00 | +61.4K | 184.8K | +50% | $0 | |
| 2025-03-07 | 2025-03-05 | OSCR | Liang Janet | Pres, Oscar Insurance | A - Grant | $0.00 | +97.0K | 194.4K | +100% | $0 | |
| 2025-03-07 | 2025-03-05 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | A - Grant | $0.00 | +172.3K | 376.0K | +85% | $0 | |
| 2025-03-04 | 2025-03-01 | OSCR | Baltrus Victoria | CAO | F - Tax | $14.61 | -5,084 | 209.5K | -2% | -$74.3K | |
| 2025-03-04 | 2025-03-01 | OSCR | Schlosser Mario | CTO, Pres of Technology, Dir | F - Tax | $14.61 | -7,970 | 203.7K | -4% | -$116.4K | |
| 2025-03-04 | 2025-03-01 | OSCR | Blackley Richard Scott | CFO | F - Tax | $14.61 | -22.4K | 1.33M | -2% | -$327.7K | |
| D | 2025-02-26 | 2025-02-24 | OSCR | Liang Janet | Pres, Oscar Insurance | A - Grant | $0.00 | +97.4K | 97.4K | New | $0 |
| D | 2025-02-26 | 2025-02-24 | OSCR | McAnaney Adam | CLO | A - Grant | $0.00 | +123.4K | 123.4K | New | $0 |
| I | 2025-02-11 | 2025-02-07 | OSCR | Sankaran Sid | Dir | G - Gift | $0.00 | +295.7K | 795.7K | +59% | $0 |
| 2025-02-11 | 2025-02-07 | OSCR | Sankaran Sid | Dir | G - Gift | $0.00 | -295.7K | 0 | -100% | $0 | |
| DM | 2024-12-09 | 2024-12-06 | OSCR | Blackley Richard Scott | CFO | S - Sale+OE | $16.16 | -29.9K | 914.4K | -3% | -$483.7K |
| D | 2024-12-09 | 2024-12-05 | OSCR | Blackley Richard Scott | CFO | M - OptEx | — | +62.5K | 944.3K | +7% | — |
| DM | 2024-12-09 | 2024-12-06 | OSCR | Quane Alessandrea C. | EVP, Chief Insurance Off | S - Sale+OE | $16.16 | -16.8K | 430.2K | -4% | -$271.3K |
| D | 2024-12-09 | 2024-12-05 | OSCR | Quane Alessandrea C. | EVP, Chief Insurance Off | M - OptEx | — | +31.2K | 447.0K | +8% | — |
| DM | 2024-12-03 | 2024-12-01 | OSCR | Quane Alessandrea C. | EVP, Chief Insurance Off | M - OptEx | — | +50.0K | 442.7K | +13% | — |
| DM | 2024-12-03 | 2024-12-02 | OSCR | Quane Alessandrea C. | EVP, Chief Insurance Off | S - Sale+OE | $18.08 | -26.9K | 416.2K | -6% | -$486.2K |
| DM | 2024-12-03 | 2024-12-01 | OSCR | Wolin Steven | COO | M - OptEx | — | +38.5K | 93.1K | +70% | — |
Purchase Sale Sale after option exercise All abbreviations