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Oscar Health, Inc.

OSCR
Exchange
NYSE
Industry
Hospital & Medical Service Plans
SEC CIK
0001568651

In the last 90 days, Oscar Health, Inc. insiders filed 0 open-market purchases and 10 sales; 403 institutions reported holding it in 13F filings for Q2 2026, worth $5.65B in total; no superinvestor holds it.

Open-market trades, last 90 days

Open-market purchases (P) and sales (S) by Oscar Health, Inc. insiders, counted by Form 4 filing. Trades with a flagged price and duplicate filings are left out.

Open-market buys
0 filings
Open-market sells
10 filings
7 insiders, $64.0M in total
Insiders trading
7
Net value
−$64.0M
Purchases minus sales

Insider roster

Directors, officers and 10% owners who have filed a Form 4 for Oscar Health, Inc., current and former, most recent filer first. Last reported holding is the position after the last non-derivative trade in their latest filing.

Insider roster for Oscar Health, Inc.
NameTitleLast reported holdingLast filingFilings, past year
Wittman Vanessa AmesDirector112,121Sep 22, 20262
Kushner JoshuaCo-Founder and Vice Chairman0IndirectSep 18, 20261
Thrive Capital Partners II, L.P.Director, 10% Owner0IndirectSep 18, 20261
Thrive Capital Partners III, L.P.Director, 10% Owner0IndirectSep 18, 20261
Claremount TW, L.P.Director, 10% Owner0IndirectSep 18, 20261
Thrive Capital Partners VII Growth, L.P.Director, 10% Owner0IndirectSep 18, 20261
Claremount VII Associates, L.P.Director, 10% Owner0IndirectSep 18, 20261
Thrive Partners III GP, LLCDirector, 10% Owner0IndirectSep 18, 20261
Thrive Partners II GP, LLCDirector, 10% Owner0IndirectSep 18, 20261
Thrive Partners VII GP, LLCDirector, 10% Owner0IndirectSep 18, 20261
Thrive Partners VII Growth GP, LLCDirector, 10% Owner0IndirectSep 18, 20261
Liang JanetPresident, Oscar Insurance248,697Sep 8, 20264
Baltrus VictoriaChief Accounting Officer213,631Sep 8, 20264
Blackley Richard ScottChief Financial Officer1,046,108Sep 8, 20268
McAnaney AdamChief Legal Officer209,004Sep 8, 20264
Schlosser MarioDirector449,444Sep 8, 202612
Gassen WilliamDirector82,840Jul 13, 20265
Sankaran SidDirector22,609Jul 13, 20263
Plouffe DavidDirector137,121Jul 13, 20265
Bertolini Mark TChief Executive Officer7,751,570Jul 1, 20264
Lang Laura WDirector82,840Jun 8, 20261
Boyd Jeffery HDirector705,673Apr 13, 20263
Robinson Elbert O. Jr.Director64,512May 14, 20250
Quane Alessandrea C.EVP, Chief Insurance Officer430,216Dec 9, 20240
Bopitiya RanmaliEVP & Chief Legal Officer241,488Dec 3, 20240
Wolin StevenChief Operating Officer102,598Dec 3, 20240
Alphabet Inc.10% Owner0IndirectAug 21, 20230
CapitalG LP10% Owner0IndirectAug 21, 20230
CapitalG GP LLC10% Owner0IndirectAug 21, 20230
GV 2014 GP, L.L.C.10% Owner0IndirectAug 21, 20230
GV 2014, L.P.10% Owner0IndirectAug 21, 20230
CapitalG 2015 LP10% Owner0IndirectAug 21, 20230
CapitalG 2015 GP LLC10% Owner0IndirectAug 21, 20230
Alphabet Holdings LLC10% Owner0IndirectAug 21, 20230
Verily Life Sciences LLC10% Owner0IndirectAug 21, 20230
Weaver DennisChief Clinical Officer27,110Dec 5, 20220
Phillips Jr Charles EDirector85,787Oct 18, 20220
Joyce Meghan V.Chief Operating Officer43,070Mar 3, 20220
Klein JoelChief Policy & Strat. Officer17Aug 20, 20210

Insider trades

Each row adds up one type of transaction in one Form 4 filing. Only open-market purchases (P) and sales (S) are shown by default; use the filters to see grants, option exercises and other codes.

Insider trades
Filed (ET)Trade dateFiling delayInsiderTransactionSharesAvg priceValueHolding changeFlags
Sep 22, 2026 (view filing)4:20 PM ETSep 184 daysWittman Vanessa AmesDirectorSSaleClass A Common Stock−25.0K$32.24−$806.0K−18.2%112.1K after10b5-1
Sep 8, 2026 (view filing)4:22 PM ETSep 35 daysLiang JanetPresident, Oscar InsuranceSSaleClass A Common Stock−10.4K$31.45−$325.8K−4.0%248.7K after10b5-1
Sep 8, 2026 (view filing)4:16 PM ETSep 35 daysBaltrus VictoriaChief Accounting OfficerSSaleClass A Common Stock−958$31.45−$30.1K−0.4%213.6K after10b5-1
Sep 8, 2026 (view filing)4:16 PM ETSep 35 daysBlackley Richard ScottChief Financial OfficerSSaleClass A Common Stock−28.9K$31.45−$907.9K−2.7%1.05M after10b5-1
Sep 8, 2026 (view filing)4:16 PM ETSep 35 daysMcAnaney AdamChief Legal OfficerSSaleClass A Common Stock−9.09K$31.45−$285.9K−4.2%209.0K after10b5-1
Sep 8, 2026 (view filing)4:16 PM ETSep 35 daysSchlosser MarioDirectorSSaleClass A Common Stock−31.4K$31.45−$988.2K−6.5%449.4K after10b5-1
Aug 31, 2026 (view filing)4:16 PM ETAug 27-284 daysSchlosser MarioDirectorSSaleClass A Common Stock−750.0K$30.43−$22.8M−60.9%480.9K after2 lots
Aug 20, 2026 (view filing)4:16 PM ETAug 182 daysBlackley Richard ScottChief Financial OfficerSSaleClass A Common Stock−18.8K$31.74−$595.1K−25.0%56.3K after
Jul 6, 2026 (view filing)4:11 PM ETJul 15 daysSchlosser MarioDirectorSSaleClass A Common Stock−47.5K$31.24−$1.48M−100.0%0 after3 lots10b5-1
Jul 1, 2026 (view filing)4:16 PM ETJun 29-302 daysBertolini Mark TChief Executive OfficerSSaleClass A Common Stock−1.24M$28.87−$35.8M−13.8%7.75M after4 lots10b5-1
Jun 29, 2026 (view filing)Jun 25-264 daysBertolini Mark TChief Executive OfficerSSaleClass A Common Stock−1.21M$28.94−$34.9M−11.8%8.99M after4 lots10b5-1
Jun 25, 2026 (view filing)Jun 232 daysSchlosser MarioDirectorSSaleClass A Common Stock−880.0K$29.38−$25.9M−64.7%480.9K after3 lots10b5-1
Jun 25, 2026 (view filing)Jun 232 daysSchlosser MarioDirectorSSaleClass A Common Stock−147.5K$29.38−$4.33M−100.0%0 after9 lots10b5-1
Jun 4, 2026 (view filing)Jun 22 daysBaltrus VictoriaChief Accounting OfficerSSaleClass A Common Stock−1.52K$21.94−$33.4K−0.7%214.6K after2 lots10b5-1
Jun 4, 2026 (view filing)Jun 22 daysLiang JanetPresident, Oscar InsuranceSSaleClass A Common Stock−12.5K$21.94−$273.7K−4.6%259.1K after2 lots10b5-1
Jun 4, 2026 (view filing)Jun 22 daysSchlosser MarioDirectorSSaleClass A Common Stock−34.1K$21.94−$748.6K−6.6%480.9K after2 lots10b5-1
Jun 4, 2026 (view filing)Jun 22 daysMcAnaney AdamChief Legal OfficerSSaleClass A Common Stock−9.86K$21.94−$216.3K−4.3%218.1K after2 lots10b5-1
Jun 4, 2026 (view filing)Jun 22 daysBlackley Richard ScottChief Financial OfficerSSaleClass A Common Stock−31.7K$21.94−$695.2K−2.9%1.07M after2 lots10b5-1
May 20, 2026 (view filing)May 182 daysBlackley Richard ScottChief Financial OfficerSSaleClass A Common Stock−110.0K$25.03−$2.75M−9.0%1.11M after10b5-1
May 18, 2026 (view filing)May 144 daysBlackley Richard ScottChief Financial OfficerSSaleClass A Common Stock−100.0K$23.16−$2.32M−7.6%1.22M after2 lots10b5-1
Apr 7, 2026 (view filing)Apr 61 dayBertolini Mark TChief Executive OfficerPPurchaseClass A Common Stock+1.00M$11.92+$11.9M+10.9%10.2M after
Mar 4, 2026 (view filing)Mar 22 daysLiang JanetPresident, Oscar InsuranceSSaleClass A Common Stock−7.45K$13.39−$99.8K−2.7%271.5K after10b5-1
Mar 4, 2026 (view filing)Mar 22 daysBaltrus VictoriaChief Accounting OfficerSSaleClass A Common Stock−4.64K$13.39−$62.1K−2.1%216.1K after10b5-1
Mar 4, 2026 (view filing)Mar 22 daysMcAnaney AdamChief Legal OfficerSSaleClass A Common Stock−18.7K$13.39−$250.5K−7.6%228.0K after10b5-1
Mar 4, 2026 (view filing)Mar 22 daysSchlosser MarioPresident of Technology & CTOSSaleClass A Common Stock−24.3K$13.39−$325.8K−4.5%515.0K after10b5-1
Mar 4, 2026 (view filing)Mar 22 daysBlackley Richard ScottChief Financial OfficerSSaleClass A Common Stock−19.2K$13.39−$257.4K−1.3%1.47M after10b5-1
Jan 12, 2026 (view filing)Jan 84 daysSchlosser MarioPresident of Technology & CTOSSaleClass A Common Stock−23.0K$17.65−$406.6K−6.2%350.2K after10b5-1
Jan 8, 2026 (view filing)Jan 62 daysSchlosser MarioPresident of Technology & CTOSSaleClass A Common Stock−77.0K$17.01−$1.31M−18.0%350.2K after10b5-1
Jan 6, 2026 (view filing)Jan 2-54 daysSchlosser MarioPresident of Technology & CTOSSaleClass A Common Stock−234.9K$15.28−$3.59M−40.1%350.2K after2 lots10b5-1
Dec 30, 2025 (view filing)Dec 246 daysSchlosser MarioPresident of Technology & CTOSSaleClass A Common Stock−38.8K$15.00−$582.5K−8.1%438.3K after10b5-1
Dec 4, 2025 (view filing)Dec 22 daysBaltrus VictoriaChief Accounting OfficerSSaleClass A Common Stock−4.15K$16.59−$68.8K−2.0%203.4K after10b5-1
Dec 4, 2025 (view filing)Dec 22 daysLiang JanetPresident, Oscar InsuranceSSaleClass A Common Stock−7.34K$16.59−$121.7K−4.1%172.5K after10b5-1
Dec 4, 2025 (view filing)Dec 22 daysSchlosser MarioPresident of Technology & CTOSSaleClass A Common Stock−24.0K$16.59−$397.6K−4.8%477.2K after10b5-1
Dec 4, 2025 (view filing)Dec 22 daysMcAnaney AdamChief Legal OfficerSSaleClass A Common Stock−1.85K$16.59−$30.7K−1.0%179.2K after10b5-1
Dec 4, 2025 (view filing)Dec 22 daysBlackley Richard ScottChief Financial OfficerSSaleClass A Common Stock−25.1K$16.59−$417.0K−1.8%1.35M after10b5-1
Nov 13, 2025 (view filing)Nov 11-122 daysSchlosser MarioPresident of Technology & CTOSSaleClass A Common Stock−391.5K$15.21−$5.95M−43.9%501.1K after2 lots
Sep 24, 2025 (view filing)Sep 222 daysSchlosser MarioPresident of Technology & CTOSSaleClass A Common Stock−395.0K$18.43−$7.28M−44.1%501.1K after
May 14, 2025 (view filing)May 122 daysRobinson Elbert O. Jr.DirectorSSaleClass A Common Stock−25.0K$16.43−$410.8K−27.9%64.5K after
Dec 9, 2024 (view filing)Dec 63 daysQuane Alessandrea C.EVP, Chief Insurance OfficerSSaleClass A Common Stock−16.8K$16.16−$271.3K−3.8%430.2K after2 lots
Dec 9, 2024 (view filing)Dec 63 daysBlackley Richard ScottChief Financial OfficerSSaleClass A Common Stock−29.9K$16.16−$483.7K−3.2%914.4K after2 lots
Dec 3, 2024 (view filing)Dec 21 dayWolin StevenChief Operating OfficerSSaleClass A Common Stock−19.6K$18.08−$354.0K−16.0%102.6K after2 lots
Dec 3, 2024 (view filing)Dec 21 daySchlosser MarioPresident of Technology & CTOSSaleClass A Common Stock−6.52K$18.08−$117.8K−7.4%82.0K after2 lots
Dec 3, 2024 (view filing)Dec 21 dayBopitiya RanmaliEVP & Chief Legal OfficerSSaleClass A Common Stock−19.2K$18.08−$346.3K−7.3%241.5K after2 lots
Dec 3, 2024 (view filing)Dec 21 dayQuane Alessandrea C.EVP, Chief Insurance OfficerSSaleClass A Common Stock−26.9K$18.08−$486.2K−6.1%415.8K after2 lots
Dec 3, 2024 (view filing)Dec 21 dayBlackley Richard ScottChief Financial OfficerSSaleClass A Common Stock−25.3K$18.08−$457.0K−2.8%881.8K after2 lots
Dec 3, 2024 (view filing)Dec 21 dayBaltrus VictoriaChief Accounting OfficerSSaleClass A Common Stock−8.08K$18.08−$146.0K−5.2%146.0K after2 lots
Nov 22, 2024 (view filing)4:33 PM ETNov 20-212 daysThrive Capital Partners VII Growth, L.P. and 3 othersDirector, 10% OwnerPPurchaseClass A Common Stock+188.4K$16.91+$3.19M+3.1%6.34M after2 lots
Nov 22, 2024 (view filing)Nov 202 daysRobinson Elbert O. Jr.DirectorSSaleClass A Common Stock−25.0K$17.05−$426.3K−21.8%89.5K after
Nov 22, 2024 (view filing)Nov 20-212 daysKushner JoshuaCo-Founder and Vice ChairmanPPurchaseClass A Common Stock+188.4K$16.91+$3.19M+3.1%6.34M after2 lots
Nov 18, 2024 (view filing)5:02 PM ETNov 144 daysThrive Capital Partners VII Growth, L.P. and 3 othersDirector, 10% OwnerPPurchaseClass A Common Stock+344.5K$15.80+$5.44M+5.9%6.16M after2 lots