OSCAR HEALTH INC CLASS A (OSCR) — insider trading
Financials · NYSE
OSCAR HEALTH INC CLASS A (OSCR) has 99 reported SEC Form 4 insider transactions in our data, including 45 open-market sales among the most recent 99 (latest 2026-09-18).
Recent Form 4 transactions
| Date | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| 2026-09-18 | WITTMAN VANESSA AMES | Director | Open-market sale | 25,000 | $32.24 | $806.0K | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition (derivative) | 75,520 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition (derivative) | 6,268,097 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition (derivative) | 164,218 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition (derivative) | 4,855,810 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition (derivative) | 1,323,589 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition | 164,218 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition | 4,855,810 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition | 1,323,589 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition | 164,218 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition | 4,855,810 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition | 1,323,589 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition | 75,520 | — | $0 | Form 4 |
| 2026-09-18 | Kushner Joshua | Director, Officer (Co-Founder and Vice Chairman), 10% owner | Other acquisition or disposition | 6,268,097 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition (derivative) | 75,520 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition (derivative) | 6,268,097 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition (derivative) | 164,218 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition (derivative) | 4,855,810 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition (derivative) | 1,323,589 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition | 164,218 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition | 4,855,810 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition | 1,323,589 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition | 164,218 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition | 4,855,810 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition | 1,323,589 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition | 75,520 | — | $0 | Form 4 |
| 2026-09-18 | Thrive Partners II GP, LLC; Thrive Capital Partners II, L.P.; Thrive Partners III GP, LLC; Thrive Capital Partners III, L.P.; Claremount TW, L.P.; Thrive Partners VII Growth GP, LLC; Thrive Capital Partners VII Growth, L.P.; Thrive Partners VII GP, LLC; Claremount VII Associates, L.P. | Director, 10% owner | Other acquisition or disposition | 6,268,097 | — | $0 | Form 4 |
| 2026-09-03 | Schlosser Mario | Director | Open-market sale | 31,422 | $31.45 | $988.2K | Form 4 |
| 2026-09-03 | McAnaney Adam | Officer (Chief Legal Officer) | Open-market sale | 9,092 | $31.45 | $285.9K | Form 4 |
| 2026-09-03 | Liang Janet | Officer (President, Oscar Insurance) | Open-market sale | 10,360 | $31.45 | $325.8K | Form 4 |
| 2026-09-03 | Blackley Richard Scott | Officer (Chief Financial Officer) | Open-market sale | 28,869 | $31.45 | $907.9K | Form 4 |
| 2026-09-03 | Baltrus Victoria | Officer (Chief Accounting Officer) | Open-market sale | 958 | $31.45 | $30.1K | Form 4 |
| 2026-08-28 | Schlosser Mario | Director | Conversion of derivative (derivative) | 150,000 | — | $0 | Form 4 |
| 2026-08-28 | Schlosser Mario | Director | Option exercise / conversion (derivative) | 150,000 | $9.75 | $1.46M | Form 4 |
| 2026-08-28 | Schlosser Mario | Director | Option exercise / conversion (derivative) | 150,000 | — | $0 | Form 4 |
| 2026-08-28 | Schlosser Mario | Director | Open-market sale | 150,000 | $30.79 | $4.62M | Form 4 |
| 2026-08-28 | Schlosser Mario | Director | Conversion of derivative | 150,000 | — | — | Form 4 |
| 2026-08-27 | Schlosser Mario | Director | Conversion of derivative (derivative) | 600,000 | — | $0 | Form 4 |
| 2026-08-27 | Schlosser Mario | Director | Option exercise / conversion (derivative) | 600,000 | $9.75 | $5.85M | Form 4 |
| 2026-08-27 | Schlosser Mario | Director | Option exercise / conversion (derivative) | 600,000 | — | $0 | Form 4 |
| 2026-08-27 | Schlosser Mario | Director | Open-market sale | 600,000 | $30.34 | $18.20M | Form 4 |
| 2026-08-27 | Schlosser Mario | Director | Conversion of derivative | 600,000 | — | — | Form 4 |
| 2026-08-18 | Blackley Richard Scott | Officer (Chief Financial Officer) | Open-market sale | 18,750 | $31.74 | $595.1K | Form 4 |
| 2026-07-09 | Plouffe David | Director | Grant / award / vesting (derivative) | 681 | $31.20 | $21.2K | Form 4 |
| 2026-07-09 | Sankaran Sid | Director | Grant / award / vesting (derivative) | 858 | $31.20 | $26.8K | Form 4 |
| 2026-07-09 | Gassen William | Director | Grant / award / vesting (derivative) | 684 | $31.20 | $21.3K | Form 4 |
| 2026-07-01 | Schlosser Mario | Director | Conversion of derivative (derivative) | 47,500 | — | $0 | Form 4 |
| 2026-07-01 | Schlosser Mario | Director | Open-market sale | 30,228 | $31.65 | $956.7K | Form 4 |
| 2026-07-01 | Schlosser Mario | Director | Open-market sale | 13,672 | $30.80 | $421.1K | Form 4 |
| 2026-07-01 | Schlosser Mario | Director | Open-market sale | 3,600 | $29.50 | $106.2K | Form 4 |
| 2026-07-01 | Schlosser Mario | Director | Conversion of derivative | 47,500 | — | — | Form 4 |
| 2026-06-30 | Bertolini Mark T | Director, Officer (Chief Executive Officer) | Open-market sale | 135,590 | $28.97 | $3.93M | Form 4 |
| 2026-06-30 | Bertolini Mark T | Director, Officer (Chief Executive Officer) | Open-market sale | 488,654 | $28.35 | $13.85M | Form 4 |
| 2026-06-29 | Bertolini Mark T | Director, Officer (Chief Executive Officer) | Open-market sale | 58,926 | $30.08 | $1.77M | Form 4 |
| 2026-06-29 | Bertolini Mark T | Director, Officer (Chief Executive Officer) | Open-market sale | 555,826 | $29.17 | $16.21M | Form 4 |
| 2026-06-26 | Bertolini Mark T | Director, Officer (Chief Executive Officer) | Open-market sale | 149,795 | $29.79 | $4.46M | Form 4 |
| 2026-06-26 | Bertolini Mark T | Director, Officer (Chief Executive Officer) | Open-market sale | 441,373 | $29.11 | $12.85M | Form 4 |
| 2026-06-25 | Bertolini Mark T | Director, Officer (Chief Executive Officer) | Open-market sale | 17,200 | $29.08 | $500.2K | Form 4 |
| 2026-06-25 | Bertolini Mark T | Director, Officer (Chief Executive Officer) | Open-market sale | 597,942 | $28.60 | $17.10M | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Conversion of derivative (derivative) | 47,500 | — | $0 | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Conversion of derivative (derivative) | 50,000 | — | $0 | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Conversion of derivative (derivative) | 50,000 | — | $0 | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Conversion of derivative (derivative) | 880,000 | — | $0 | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Option exercise / conversion (derivative) | 660,000 | $9.75 | $6.43M | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Option exercise / conversion (derivative) | 660,000 | — | $0 | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 97 | $30.09 | $2.9K | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 31,912 | $29.58 | $944.0K | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 15,491 | $28.95 | $448.5K | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Conversion of derivative | 47,500 | — | — | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 102 | $30.09 | $3.1K | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 33,592 | $29.58 | $993.7K | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 16,306 | $28.95 | $472.1K | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Conversion of derivative | 50,000 | — | — | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 102 | $30.09 | $3.1K | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 33,591 | $29.58 | $993.6K | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 16,307 | $28.95 | $472.1K | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Conversion of derivative | 50,000 | — | — | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 1,799 | $30.09 | $54.1K | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 591,213 | $29.58 | $17.49M | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Open-market sale | 286,988 | $28.95 | $8.31M | Form 4 |
| 2026-06-23 | Schlosser Mario | Director | Conversion of derivative | 880,000 | — | — | Form 4 |
| 2026-06-04 | WITTMAN VANESSA AMES | Director | Grant / award / vesting | 8,475 | — | $0 | Form 4 |
| 2026-06-04 | Gassen William | Director | Grant / award / vesting | 8,475 | — | $0 | Form 4 |
| 2026-06-04 | Sankaran Sid | Director | Grant / award / vesting | 8,475 | — | $0 | Form 4 |
| 2026-06-04 | Plouffe David | Director | Grant / award / vesting | 8,475 | — | $0 | Form 4 |
| 2026-06-04 | Lang Laura W | Director | Grant / award / vesting | 8,475 | — | $0 | Form 4 |
| 2026-06-02 | Blackley Richard Scott | Officer (Chief Financial Officer) | Open-market sale | 8,977 | $22.45 | $201.5K | Form 4 |
| 2026-06-02 | Blackley Richard Scott | Officer (Chief Financial Officer) | Open-market sale | 22,706 | $21.74 | $493.6K | Form 4 |
| 2026-06-02 | Liang Janet | Officer (President, Oscar Insurance) | Open-market sale | 3,535 | $22.45 | $79.4K | Form 4 |
| 2026-06-02 | Liang Janet | Officer (President, Oscar Insurance) | Open-market sale | 8,940 | $21.74 | $194.4K | Form 4 |
| 2026-06-02 | McAnaney Adam | Officer (Chief Legal Officer) | Open-market sale | 2,794 | $22.45 | $62.7K | Form 4 |
| 2026-06-02 | McAnaney Adam | Officer (Chief Legal Officer) | Open-market sale | 7,065 | $21.74 | $153.6K | Form 4 |
| 2026-06-02 | Schlosser Mario | Director | Open-market sale | 9,668 | $22.45 | $217.0K | Form 4 |
| 2026-06-02 | Schlosser Mario | Director | Open-market sale | 24,452 | $21.74 | $531.6K | Form 4 |
| 2026-06-02 | Baltrus Victoria | Officer (Chief Accounting Officer) | Open-market sale | 432 | $22.45 | $9.7K | Form 4 |
| 2026-06-02 | Baltrus Victoria | Officer (Chief Accounting Officer) | Open-market sale | 1,091 | $21.74 | $23.7K | Form 4 |
| 2026-05-18 | Blackley Richard Scott | Officer (Chief Financial Officer) | Open-market sale | 110,000 | $25.03 | $2.75M | Form 4 |
| 2026-05-14 | Blackley Richard Scott | Officer (Chief Financial Officer) | Open-market sale | 8,741 | $23.79 | $207.9K | Form 4 |
| 2026-05-14 | Blackley Richard Scott | Officer (Chief Financial Officer) | Open-market sale | 91,259 | $23.10 | $2.11M | Form 4 |
Ask the chat about OSCR's insider activity →
Transaction types are the SEC Form 4 codes: open-market purchases (P) and sales (S) are the only rows that reflect open-market conviction. Awards/vesting (A), option exercises (M/X/C), shares withheld for taxes (F) and gifts (G) are compensation or mechanical, not buying or selling on the open market. Sales may be planned and non-discretionary (e.g. a Rule 10b5-1 plan); open-market buying is not a recommendation to buy. Informational only — not financial advice.
Source: SEC EDGAR Form 3/4/5. See the full company profile: OSCAR HEALTH INC CLASS A (OSCR).
Last updated 2026-09-18 (most recent filing date).
Informational only — NOT financial advice. Insider filings are sourced from SEC EDGAR and shown with their reported dates.