The Filings Report

Oscar Health, Inc. insider trading

OSCRfinancial statementsForm 4 filings on EDGAR192 transactions since Nov 9, 2024

From August 12, 2026 to November 9, 2026, 0 insiders at Oscar Health, Inc. bought $0 of stock in the open market, and 6 sold $27M. Officers and directors accounted for $0 of purchases and $27M of sales. The last reported transaction was an open-market sale by Wittman Vanessa Ames on September 18, 2026.

The answer card and chart use the same period. Change the range above the chart to update both. Form 4 filings through September 22, 2026; awards, option exercises, tax withholding and gifts are excluded from these totals.

Stock price and insider activity

Daily price candles with insider purchases and sales directly beneath them on the same timeline. Bars show individual days; totals sum all days in the selected period.

OSCR daily priceSplit-adjusted prices in US dollars

Bought $0Sold $27MAug 12, 2026 – Nov 9, 2026

Nov 6, 2026O $32.89 · H $33.66 · L $30.06 · C $30.65Bought $0 (0)Sold $0 (0)
$27$30$33$36$392026-08-12: open $28.00, high $30.03, low $27.81, close $29.612026-08-13: open $30.02, high $30.78, low $29.61, close $30.782026-08-14: open $30.75, high $33.27, low $30.72, close $32.762026-08-17: open $32.22, high $32.35, low $31.05, close $31.552026-08-18: open $31.27, high $32.28, low $31.18, close $31.282026-08-19: open $30.87, high $32.44, low $30.50, close $32.302026-08-20: open $32.16, high $33.48, low $31.27, close $31.572026-08-21: open $31.43, high $32.06, low $30.60, close $32.042026-08-24: open $32.17, high $33.55, low $31.41, close $31.812026-08-25: open $32.29, high $32.31, low $30.37, close $30.932026-08-26: open $30.59, high $32.59, low $30.30, close $31.242026-08-27: open $31.18, high $31.28, low $29.96, close $30.052026-08-28: open $30.00, high $31.51, low $29.24, close $30.472026-08-31: open $30.30, high $30.47, low $29.57, close $29.962026-09-01: open $29.81, high $30.50, low $29.09, close $29.832026-09-02: open $30.00, high $30.74, low $29.38, close $30.332026-09-03: open $30.65, high $32.33, low $30.46, close $32.242026-09-04: open $32.19, high $32.49, low $31.53, close $32.252026-09-08: open $32.00, high $33.24, low $31.46, close $33.012026-09-09: open $33.15, high $33.20, low $30.44, close $31.762026-09-10: open $31.75, high $33.47, low $31.38, close $32.582026-09-11: open $33.04, high $34.23, low $32.58, close $32.772026-09-14: open $33.02, high $34.48, low $32.83, close $33.812026-09-15: open $33.50, high $33.72, low $32.30, close $32.442026-09-16: open $33.50, high $33.63, low $30.75, close $32.342026-09-17: open $33.15, high $34.12, low $31.88, close $31.982026-09-18: open $32.24, high $33.18, low $31.28, close $32.132026-09-21: open $31.00, high $32.16, low $30.37, close $31.292026-09-22: open $31.47, high $31.48, low $29.22, close $30.672026-09-23: open $30.38, high $30.89, low $29.80, close $30.532026-09-24: open $30.30, high $30.70, low $28.30, close $28.872026-09-25: open $29.02, high $29.98, low $28.80, close $29.602026-09-28: open $29.51, high $30.24, low $29.20, close $29.652026-09-29: open $29.73, high $29.83, low $28.99, close $29.772026-09-30: open $29.75, high $30.99, low $29.52, close $30.842026-10-01: open $30.70, high $31.06, low $29.73, close $29.902026-10-02: open $29.82, high $31.17, low $29.69, close $30.942026-10-05: open $30.97, high $32.67, low $30.84, close $32.422026-10-06: open $32.53, high $32.84, low $32.02, close $32.342026-10-07: open $32.03, high $33.51, low $31.80, close $32.912026-10-08: open $32.75, high $33.42, low $32.25, close $33.102026-10-09: open $33.16, high $34.14, low $32.69, close $33.372026-10-12: open $33.70, high $34.40, low $33.23, close $34.012026-10-13: open $34.50, high $35.01, low $33.35, close $33.792026-10-14: open $33.67, high $34.53, low $33.21, close $34.322026-10-15: open $33.75, high $33.90, low $32.65, close $33.472026-10-16: open $33.38, high $33.51, low $31.65, close $31.892026-10-19: open $32.05, high $33.59, low $32.05, close $32.542026-10-20: open $32.78, high $34.04, low $32.64, close $33.662026-10-21: open $33.97, high $34.28, low $33.05, close $33.452026-10-22: open $33.20, high $34.10, low $32.75, close $33.322026-10-23: open $33.00, high $33.17, low $30.68, close $30.992026-10-26: open $31.00, high $32.35, low $30.62, close $31.102026-10-27: open $30.90, high $31.76, low $30.85, close $31.352026-10-28: open $31.35, high $31.85, low $30.18, close $30.482026-10-29: open $30.77, high $31.38, low $30.36, close $30.792026-10-30: open $30.56, high $30.87, low $29.94, close $30.372026-11-02: open $30.42, high $31.57, low $29.62, close $31.002026-11-03: open $30.87, high $32.69, low $30.80, close $32.412026-11-04: open $35.63, high $36.16, low $33.24, close $35.192026-11-05: open $34.32, high $38.50, low $32.94, close $33.182026-11-06: open $32.89, high $33.66, low $30.06, close $30.65Insider purchases / sales · USD$20M$0−$20M2026-08-18: 0 purchases ($0), 1 sales ($595K)2026-08-27: 0 purchases ($0), 1 sales ($18M)2026-08-28: 0 purchases ($0), 1 sales ($5M)2026-09-03: 0 purchases ($0), 5 sales ($3M)2026-09-18: 0 purchases ($0), 1 sales ($806K)Aug 12Sep 2Sep 25Oct 16Nov 6

purchases above zero; sales below. Both use the transaction date and the same dollar scale. Hover, tap, or use arrow keys to inspect a date. Awards, exercises, tax withholding and gifts are excluded.

Dates with prices or insider activity are spaced evenly; empty weekends and holidays are omitted. Prices through Nov 6, 2026. Insider data through Nov 9, 2026. Prices are adjusted for splits; transaction values are reported dollars.

Every transaction

192 transactions from November 9, 2024 to November 9, 2026, newest first. Open-market purchases and sales are coloured; awards, exercises, tax withholding and gifts are grey and not counted.

TradedInsiderRoleTransactionSharesPriceValueHeld afterFiled
Sep 18, 2026Wittman Vanessa AmesDirectoropen-market sale10b5-125,000$32.24$806K112,121Sep 22, 2026
Sep 18, 2026Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% ownerotherindirect6M$0.00—0Sep 18, 2026
Sep 18, 2026Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% ownerotherindirect75,520$0.00—0Sep 18, 2026
Sep 18, 2026Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% ownerotherindirect1M$0.00—1MSep 18, 2026
Sep 18, 2026Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% ownerotherindirect5M$0.00—5MSep 18, 2026
Sep 18, 2026Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% ownerotherindirect164,218$0.00—164,218Sep 18, 2026
Sep 18, 2026Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% ownerotherindirect1M$0.00—0Sep 18, 2026
Sep 18, 2026Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% ownerotherindirect5M$0.00—0Sep 18, 2026
Sep 18, 2026Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% ownerotherindirect164,218$0.00—0Sep 18, 2026
Sep 18, 2026Thrive Partners II GP, LLC+8 moreDirector, 10% ownerotherindirect6M$0.00—0Sep 18, 2026
Sep 18, 2026Thrive Partners II GP, LLC+8 moreDirector, 10% ownerotherindirect75,520$0.00—0Sep 18, 2026
Sep 18, 2026Thrive Partners II GP, LLC+8 moreDirector, 10% ownerotherindirect1M$0.00—1MSep 18, 2026
Sep 18, 2026Thrive Partners II GP, LLC+8 moreDirector, 10% ownerotherindirect5M$0.00—5MSep 18, 2026
Sep 18, 2026Thrive Partners II GP, LLC+8 moreDirector, 10% ownerotherindirect164,218$0.00—164,218Sep 18, 2026
Sep 18, 2026Thrive Partners II GP, LLC+8 moreDirector, 10% ownerotherindirect1M$0.00—0Sep 18, 2026
Sep 18, 2026Thrive Partners II GP, LLC+8 moreDirector, 10% ownerotherindirect5M$0.00—0Sep 18, 2026
Sep 18, 2026Thrive Partners II GP, LLC+8 moreDirector, 10% ownerotherindirect164,218$0.00—0Sep 18, 2026
Sep 3, 2026Liang JanetPresident, Oscar Insuranceopen-market sale10b5-110,360$31.45$326K248,697Sep 8, 2026
Sep 3, 2026Baltrus VictoriaChief Accounting Officeropen-market sale10b5-1958$31.45$30K213,631Sep 8, 2026
Sep 3, 2026Blackley Richard ScottChief Financial Officeropen-market sale10b5-128,869$31.45$908K1MSep 8, 2026
Sep 3, 2026McAnaney AdamChief Legal Officeropen-market sale10b5-19,092$31.45$286K209,004Sep 8, 2026
Sep 3, 2026Schlosser MarioDirectoropen-market sale10b5-131,422$31.45$988K449,444Sep 8, 2026
Aug 28, 2026Schlosser MarioDirectorconversion150,000——630,866Aug 31, 2026
Aug 28, 2026Schlosser MarioDirectoropen-market sale150,000$30.79$5M480,866Aug 31, 2026
Aug 27, 2026Schlosser MarioDirectorconversion600,000——1MAug 31, 2026
Aug 27, 2026Schlosser MarioDirectoropen-market sale600,000$30.34$18M480,866Aug 31, 2026
Aug 18, 2026Blackley Richard ScottChief Financial Officeropen-market saleindirect18,750$31.74$595K56,250Aug 20, 2026
Jul 1, 2026Schlosser MarioDirectorconversionindirect47,500——47,500Jul 6, 2026
Jul 1, 2026Schlosser MarioDirectoropen-market sale10b5-1indirect3,600$29.50$106K43,900Jul 6, 2026
Jul 1, 2026Schlosser MarioDirectoropen-market sale10b5-1indirect13,672$30.80$421K30,228Jul 6, 2026
Jul 1, 2026Schlosser MarioDirectoropen-market sale10b5-1indirect30,228$31.65$957K0Jul 6, 2026
Jun 30, 2026Bertolini Mark TChief Executive Officer, Directoropen-market sale10b5-1488,654$28.35$14M8MJul 1, 2026
Jun 30, 2026Bertolini Mark TChief Executive Officer, Directoropen-market sale10b5-1135,590$28.97$4M8MJul 1, 2026
Jun 29, 2026Bertolini Mark TChief Executive Officer, Directoropen-market sale10b5-1555,826$29.17$16M8MJul 1, 2026
Jun 29, 2026Bertolini Mark TChief Executive Officer, Directoropen-market sale10b5-158,926$30.08$2M8MJul 1, 2026
Jun 26, 2026Bertolini Mark TChief Executive Officer, Directoropen-market sale10b5-1441,373$29.11$13M9MJun 29, 2026
Jun 26, 2026Bertolini Mark TChief Executive Officer, Directoropen-market sale10b5-1149,795$29.79$4M9MJun 29, 2026
Jun 25, 2026Bertolini Mark TChief Executive Officer, Directoropen-market sale10b5-1597,942$28.60$17M10MJun 29, 2026
Jun 25, 2026Bertolini Mark TChief Executive Officer, Directoropen-market sale10b5-117,200$29.08$500K10MJun 29, 2026
Jun 23, 2026Schlosser MarioDirectorconversion880,000——1MJun 25, 2026
Jun 23, 2026Schlosser MarioDirectoropen-market sale10b5-1286,988$28.95$8M1MJun 25, 2026
Jun 23, 2026Schlosser MarioDirectoropen-market sale10b5-1591,213$29.58$17M482,665Jun 25, 2026
Jun 23, 2026Schlosser MarioDirectoropen-market sale10b5-11,799$30.09$54K480,866Jun 25, 2026
Jun 23, 2026Schlosser MarioDirectorconversionindirect50,000——50,000Jun 25, 2026
Jun 23, 2026Schlosser MarioDirectoropen-market sale10b5-1indirect16,307$28.95$472K33,693Jun 25, 2026
Jun 23, 2026Schlosser MarioDirectoropen-market sale10b5-1indirect33,591$29.58$994K102Jun 25, 2026
Jun 23, 2026Schlosser MarioDirectoropen-market sale10b5-1indirect102$30.09$3K0Jun 25, 2026
Jun 23, 2026Schlosser MarioDirectoropen-market sale10b5-1indirect16,306$28.95$472K33,694Jun 25, 2026
Jun 23, 2026Schlosser MarioDirectoropen-market sale10b5-1indirect33,592$29.58$994K102Jun 25, 2026
Jun 23, 2026Schlosser MarioDirectorconversionindirect47,500——47,500Jun 25, 2026

Who the insiders are

Everyone who reported a transaction since November 9, 2024, by open-market value over twelve months. Shares held are after the insider’s latest directly held transaction.

InsiderRoleLast transactionKindShares heldBought, 12 monthsSold, 12 monthsSales under a plan
Bertolini Mark TChief Executive Officer, DirectorJun 30, 2026open-market sale8M$12M (1)$71M (8)8 of 8
Schlosser MarioPresident of Technology & CTO, DirectorSep 3, 2026open-market sale449,444—$69M (28)24 of 28
Blackley Richard ScottChief Financial OfficerSep 3, 2026open-market sale1M—$8M (9)8 of 9
Liang JanetPresident, Oscar InsuranceSep 3, 2026open-market sale248,697—$821K (5)5 of 5
Wittman Vanessa AmesDirectorSep 18, 2026open-market sale112,121—$806K (1)1 of 1
McAnaney AdamChief Legal OfficerSep 3, 2026open-market sale209,004—$784K (5)5 of 5
Baltrus VictoriaChief Accounting OfficerSep 3, 2026open-market sale213,631—$194K (5)5 of 5
Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% ownerSep 18, 2026other————
Thrive Partners II GP, LLCDirector, 10% ownerSep 18, 2026other————
Quane Alessandrea C.EVP, Chief Insurance OfficerDec 6, 2024open-market sale436,624———
Wolin StevenChief Operating OfficerDec 2, 2024open-market sale102,598———
Bopitiya RanmaliEVP & Chief Legal OfficerDec 2, 2024open-market sale241,833———
Thrive Partners VII Growth GP, LLCDirector, 10% ownerNov 21, 2024open-market buy————
Sankaran SidDirectorJun 4, 2026award22,609———
Lang Laura WDirectorJun 4, 2026award82,840———
Plouffe DavidDirectorJun 4, 2026award137,121———
Gassen WilliamDirectorJun 4, 2026award82,840———
Boyd Jeffery HDirectorJun 4, 2025award705,673———
Robinson Elbert O. Jr.DirectorMay 12, 2025open-market sale64,512———
Thrive Capital Partners VII Growth, L.P.Director, 10% ownerNov 14, 2024open-market buy————

Questions

Are Oscar Health, Inc. insiders buying or selling?

Over the twelve months to November 9, 2026, 7 insiders at Oscar Health, Inc. sold $150M of stock in the open market, all by officers and directors, and 1 insider bought $12M, all by officers and directors. Net, insiders sold $138M. Only open-market purchases and sales are counted.

Who sold the most Oscar Health, Inc. stock in the last year?

Bertolini Mark T (Chief Executive Officer, Director) sold $71M in 8 open-market sales over the twelve months to November 9, 2026.

Do Oscar Health, Inc. executives sell under 10b5-1 plans?

56 of the 61 open-market sales in the last twelve months (92%) were reported as made under a Rule 10b5-1 trading plan, set up in advance. A sale under a plan is still counted as a sale.

What counts as insider buying here?

Only open-market purchases (Form 4 code P) and sales (code S) by officers, directors and 10% owners. Stock awards, option exercises, shares withheld for tax and gifts are listed in the table but never counted as buying or selling.

More on Oscar Health, Inc.

From Form 4, 4/A and 5 filings with the SEC. A record of insider transactions, not a recommendation.