OSCR insider transaction filings
Oscar Health, Inc. — 50 most recent Form 4 filings from SEC EDGAR, normalized by FilingPulse. Latest filing: 2026-09-18. Screen OSCR transaction legs live →
Insider transaction summary — last 90 days
2026-06-24 to 2026-09-22, from the filings listed below: 16 Form 4 filings. Counts and totals are arithmetic on values as filed — descriptive data, not a recommendation.
- Open-market purchases (code P, non-derivative): none reported.
- Open-market sales (code S, non-derivative): 31 legs across 11 filings by 6 insiders — 4,369,757 shares, $128,302,498 total (shares × price as filed).
- Other reported legs (grants, option exercises, tax withholding, gifts, derivative-security transactions, …): 49.
- Largest priced transaction: sale of 600,000 shares @ $30.34 ($18,204,000) by Schlosser Mario, filed 2026-08-31.
By insider — same window
Open-market purchase/sale legs on non-derivative securities, grouped by the filing's reporting owner(s); joint filings appear once. Dollar totals cover priced legs only (shares × price as filed). Ordered by priced transaction value, largest first.
+1 more insider in the window, not shown — every filing appears in the table below.
Recent Form 4 filings — Oscar Health, Inc.
| Filed | Form | Insider | Reported transactions | Source |
|---|---|---|---|---|
| 2026-09-18 | 4 | Kushner Joshua — Co-Founder and Vice Chairman, Director, 10% owner | Other (J): 6,268,097 @ $0 · Other (J): 75,520 @ $0 · Other (J): 1,323,589 @ $0 · Other (J): 4,855,810 @ $0 · Other (J): 164,218 @ $0 · Other (J): 1,323,589 @ $0 · +7 more | EDGAR |
| 2026-09-18 | 4 | Thrive Partners II GP, LLC — Director, 10% owner Thrive Capital Partners II, L.P. — Director, 10% owner Thrive Partners III GP, LLC — Director, 10% owner Thrive Capital Partners III, L.P. — Director, 10% owner Claremount TW, L.P. — Director, 10% owner Thrive Partners VII Growth GP, LLC — Director, 10% owner Thrive Capital Partners VII Growth, L.P. — Director, 10% owner Thrive Partners VII GP, LLC — Director, 10% owner Claremount VII Associates, L.P. — Director, 10% owner | Other (J): 6,268,097 @ $0 · Other (J): 75,520 @ $0 · Other (J): 1,323,589 @ $0 · Other (J): 4,855,810 @ $0 · Other (J): 164,218 @ $0 · Other (J): 1,323,589 @ $0 · +7 more | EDGAR |
| 2026-09-08 | 4 | Liang Janet — President, Oscar Insurance | Sale (S): 10,360 @ $31.45 | EDGAR |
| 2026-09-08 | 4 | Schlosser Mario — Director | Sale (S): 31,422 @ $31.45 | EDGAR |
| 2026-09-08 | 4 | McAnaney Adam — Chief Legal Officer | Sale (S): 9,092 @ $31.45 | EDGAR |
| 2026-09-08 | 4 | Blackley Richard Scott — Chief Financial Officer | Sale (S): 28,869 @ $31.45 | EDGAR |
| 2026-09-08 | 4 | Baltrus Victoria — Chief Accounting Officer | Sale (S): 958 @ $31.45 | EDGAR |
| 2026-08-31 | 4 | Schlosser Mario — Director | Conversion (C): 600,000 · Sale (S): 600,000 @ $30.34 · Conversion (C): 150,000 · Sale (S): 150,000 @ $30.79 · Option exercise (M): 600,000 (derivative) @ $0 · Option exercise (M): 600,000 (derivative) @ $9.75 · +4 more | EDGAR |
| 2026-08-20 | 4 | Blackley Richard Scott — Chief Financial Officer | Sale (S): 18,750 @ $31.74 | EDGAR |
| 2026-07-13 | 4 | Gassen William — Director | Grant/award (A): 684 (derivative) @ $31.20 | EDGAR |
| 2026-07-13 | 4 | Plouffe David — Director | Grant/award (A): 681 (derivative) @ $31.20 | EDGAR |
| 2026-07-13 | 4 | Sankaran Sid — Director | Grant/award (A): 858 (derivative) @ $31.20 | EDGAR |
| 2026-07-06 | 4 | Schlosser Mario — Director | Conversion (C): 47,500 · Sale (S): 3,600 @ $29.50 · Sale (S): 13,672 @ $30.80 · Sale (S): 30,228 @ $31.65 · Conversion (C): 47,500 (derivative) @ $0 | EDGAR |
| 2026-07-01 | 4 | Bertolini Mark T — Chief Executive Officer, Director | Sale (S): 555,826 @ $29.17 · Sale (S): 58,926 @ $30.08 · Sale (S): 488,654 @ $28.35 · Sale (S): 135,590 @ $28.97 | EDGAR |
| 2026-06-29 | 4 | Bertolini Mark T — Chief Executive Officer, Director | Sale (S): 597,942 @ $28.60 · Sale (S): 17,200 @ $29.08 · Sale (S): 441,373 @ $29.11 · Sale (S): 149,795 @ $29.79 | EDGAR |
| 2026-06-25 | 4 | Schlosser Mario — Director | Conversion (C): 880,000 · Sale (S): 286,988 @ $28.95 · Sale (S): 591,213 @ $29.58 · Sale (S): 1,799 @ $30.09 · Conversion (C): 50,000 · Sale (S): 16,307 @ $28.95 · +16 more | EDGAR |
| 2026-06-08 | 4 | Gassen William — Director | Grant/award (A): 8,475 @ $0 | EDGAR |
| 2026-06-08 | 4 | Plouffe David — Director | Grant/award (A): 8,475 @ $0 | EDGAR |
| 2026-06-08 | 4 | Sankaran Sid — Director | Grant/award (A): 8,475 @ $0 | EDGAR |
| 2026-06-08 | 4 | Lang Laura W — Director | Grant/award (A): 8,475 @ $0 | EDGAR |
| 2026-06-08 | 4 | WITTMAN VANESSA AMES — Director | Grant/award (A): 8,475 @ $0 | EDGAR |
| 2026-06-04 | 4 | Baltrus Victoria — Chief Accounting Officer | Sale (S): 1,091 @ $21.74 · Sale (S): 432 @ $22.45 | EDGAR |
| 2026-06-04 | 4 | Liang Janet — President, Oscar Insurance | Sale (S): 8,940 @ $21.74 · Sale (S): 3,535 @ $22.45 | EDGAR |
| 2026-06-04 | 4 | Schlosser Mario — Director | Sale (S): 24,452 @ $21.74 · Sale (S): 9,668 @ $22.45 | EDGAR |
| 2026-06-04 | 4 | McAnaney Adam — Chief Legal Officer | Sale (S): 7,065 @ $21.74 · Sale (S): 2,794 @ $22.45 | EDGAR |
| 2026-06-04 | 4 | Blackley Richard Scott — Chief Financial Officer | Sale (S): 22,706 @ $21.74 · Sale (S): 8,977 @ $22.45 | EDGAR |
| 2026-05-20 | 4 | Blackley Richard Scott — Chief Financial Officer | Sale (S): 110,000 @ $25.03 | EDGAR |
| 2026-05-18 | 4 | Blackley Richard Scott — Chief Financial Officer | Sale (S): 91,259 @ $23.10 · Sale (S): 8,741 @ $23.79 | EDGAR |
| 2026-04-13 | 4 | Gassen William — Director | Grant/award (A): 1,418 (derivative) @ $14.54 | EDGAR |
| 2026-04-13 | 4 | Plouffe David — Director | Grant/award (A): 1,461 (derivative) @ $14.54 | EDGAR |
| 2026-04-13 | 4 | Sankaran Sid — Director | Grant/award (A): 1,203 (derivative) @ $14.54 | EDGAR |
| 2026-04-13 | 4 | BOYD JEFFERY H — Director | Grant/award (A): 3,610 (derivative) @ $14.54 | EDGAR |
| 2026-04-07 | 4 | Bertolini Mark T — Chief Executive Officer, Director | Option exercise (M): 5,733,334 · Tax withholding (F): 1,000,001 @ $11.92 · Purchase (P): 1,000,000 @ $11.92 · Option exercise (M): 5,733,334 (derivative) @ $0 | EDGAR |
| 2026-03-16 | 4 | Blackley Richard Scott — Chief Financial Officer | Gift (G): 75,000 @ $0 · Gift (G): 75,000 @ $0 · Gift (G): 75,000 @ $0 | EDGAR |
| 2026-03-04 | 4 | Liang Janet — President, Oscar Insurance | Grant/award (A): 106,458 @ $0 · Sale (S): 7,453 @ $13.39 | EDGAR |
| 2026-03-04 | 4 | Baltrus Victoria — Chief Accounting Officer | Grant/award (A): 17,300 @ $0 · Sale (S): 4,638 @ $13.39 | EDGAR |
| 2026-03-04 | 4 | McAnaney Adam — Chief Legal Officer | Grant/award (A): 67,424 @ $0 · Sale (S): 18,710 @ $13.39 | EDGAR |
| 2026-03-04 | 4 | Schlosser Mario — President of Technology & CTO, Director | Grant/award (A): 189,141 @ $0 · Sale (S): 24,335 @ $13.39 | EDGAR |
| 2026-03-04 | 4 | Blackley Richard Scott — Chief Financial Officer | Grant/award (A): 134,847 @ $0 · Sale (S): 19,221 @ $13.39 | EDGAR |
| 2026-03-04 | 4 | Bertolini Mark T — Chief Executive Officer, Director | Grant/award (A): 1,596,877 @ $0 | EDGAR |
| 2026-01-12 | 4 | Gassen William — Director | Grant/award (A): 1,220 (derivative) @ $16.90 | EDGAR |
| 2026-01-12 | 4 | Schlosser Mario — President of Technology & CTO, Director | Conversion (C): 23,038 · Sale (S): 23,038 @ $17.65 · Conversion (C): 23,038 (derivative) @ $0 | EDGAR |
| 2026-01-12 | 4 | Plouffe David — Director | Grant/award (A): 1,257 (derivative) @ $16.90 | EDGAR |
| 2026-01-12 | 4 | BOYD JEFFERY H — Director | Grant/award (A): 3,106 (derivative) @ $16.90 | EDGAR |
| 2026-01-08 | 4 | Schlosser Mario — President of Technology & CTO, Director | Conversion (C): 76,962 · Sale (S): 76,962 @ $17.01 · Conversion (C): 76,962 (derivative) @ $0 | EDGAR |
| 2026-01-06 | 4 | Schlosser Mario — President of Technology & CTO, Director | Conversion (C): 59,800 · Sale (S): 137,933 @ $15.02 · Conversion (C): 86,893 · Sale (S): 96,928 @ $15.64 · Conversion (C): 59,800 (derivative) @ $0 · Conversion (C): 86,893 (derivative) @ $0 | EDGAR |
| 2025-12-30 | 4 | Schlosser Mario — President of Technology & CTO, Director | Sale (S): 38,835 @ $15 | EDGAR |
| 2025-12-04 | 4 | Schlosser Mario — President of Technology & CTO, Director | Sale (S): 23,965 @ $16.59 | EDGAR |
| 2025-12-04 | 4 | McAnaney Adam — Chief Legal Officer | Sale (S): 1,852 @ $16.59 | EDGAR |
| 2025-12-04 | 4 | Blackley Richard Scott — Chief Financial Officer | Sale (S): 25,135 @ $16.59 | EDGAR |
Recent 8-K events — Oscar Health, Inc.
| Filed | Form | Items reported | Source |
|---|---|---|---|
| 2026-09-16 | 8-K | 7.01 — Regulation FD Disclosure | EDGAR |
| 2026-08-06 | 8-K | 2.02 — Results of Operations and Financial Condition 9.01 — Financial Statements and Exhibits | EDGAR |
| 2026-06-09 | 8-K | 5.07 — Submission of Matters to a Vote of Security Holders | EDGAR |
| 2026-06-08 | 8-K | 7.01 — Regulation FD Disclosure | EDGAR |
| 2026-06-02 | 8-K | 5.02 — Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers | EDGAR |
| 2026-05-06 | 8-K | 2.02 — Results of Operations and Financial Condition 9.01 — Financial Statements and Exhibits | EDGAR |
| 2026-04-21 | 8-K | 7.01 — Regulation FD Disclosure 9.01 — Financial Statements and Exhibits | EDGAR |
| 2026-03-02 | 8-K | 7.01 — Regulation FD Disclosure | EDGAR |
| 2026-02-10 | 8-K | 1.01 — Entry into a Material Definitive Agreement 2.02 — Results of Operations and Financial Condition 2.03 — Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant 9.01 — Financial Statements and Exhibits | EDGAR |
| 2025-12-29 | 8-K | 5.02 — Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers | EDGAR |
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