WallStSmart
OSCR

Oscar Health Inc

NYSE: OSCR · HEALTHCARE · HEALTHCARE PLANS

$30.48
-2.78% today

Updated 2026-10-28

Market cap
$9.84B
P/E ratio
24.72
P/S ratio
0.64x
EPS (TTM)
$1.29
Dividend yield
—
52W range
$11 – $35
Volume
5.0M

Oscar Health Inc (OSCR) Insider transactions

Net insider activity
Net selling (23,279,521 shares)
Buy transactions
33
Sell transactions
67

All transactions

DateInsiderTitleTypeSharesPriceValue
2026-10-08SANKARAN, SIDDirectorBuy1,472$33.10$48723.20
2026-10-08PLOUFFE, DAVIDDirectorBuy641$33.10$21217.10
2026-10-08GASSEN, WILLIAMDirectorBuy698$33.10$23103.80
2026-09-18WITTMAN, VANESSA AMESDirectorSale25,000$32.24$806000.00
2026-09-18THRIVE, PARTNERS II GP, LLCDirector, 10% OwnerBuy6,268,097——
2026-09-18THRIVE, PARTNERS II GP, LLCDirector, 10% OwnerSale4,855,810——
2026-09-18THRIVE, PARTNERS II GP, LLCDirector, 10% OwnerSale1,323,589——
2026-09-18THRIVE, PARTNERS II GP, LLCDirector, 10% OwnerSale164,218——
2026-09-18THRIVE, PARTNERS II GP, LLCDirector, 10% OwnerBuy75,520——
2026-09-18THRIVE, PARTNERS II GP, LLCDirector, 10% OwnerSale6,268,097——
2026-09-18THRIVE, PARTNERS II GP, LLCDirector, 10% OwnerSale4,855,810——
2026-09-18THRIVE, PARTNERS II GP, LLCDirector, 10% OwnerBuy1,323,589——
2026-09-18THRIVE, PARTNERS II GP, LLCDirector, 10% OwnerSale164,218——
2026-09-18THRIVE, PARTNERS II GP, LLCDirector, 10% OwnerSale75,520——
2026-09-18KUSHNER, JOSHUADirector, Co-Founder and Vice Chairman, 10% OwnerBuy6,268,097——
2026-09-18KUSHNER, JOSHUADirector, Co-Founder and Vice Chairman, 10% OwnerSale4,855,810——
2026-09-18KUSHNER, JOSHUADirector, Co-Founder and Vice Chairman, 10% OwnerSale1,323,589——
2026-09-18KUSHNER, JOSHUADirector, Co-Founder and Vice Chairman, 10% OwnerSale164,218——
2026-09-18KUSHNER, JOSHUADirector, Co-Founder and Vice Chairman, 10% OwnerBuy75,520——
2026-09-18KUSHNER, JOSHUADirector, Co-Founder and Vice Chairman, 10% OwnerSale6,268,097——
2026-09-18KUSHNER, JOSHUADirector, Co-Founder and Vice Chairman, 10% OwnerSale4,855,810——
2026-09-18KUSHNER, JOSHUADirector, Co-Founder and Vice Chairman, 10% OwnerBuy1,323,589——
2026-09-18KUSHNER, JOSHUADirector, Co-Founder and Vice Chairman, 10% OwnerSale164,218——
2026-09-18KUSHNER, JOSHUADirector, Co-Founder and Vice Chairman, 10% OwnerSale75,520——
2026-09-03SCHLOSSER, MARIODirectorSale31,422$31.45$988221.90
2026-09-03MCANANEY, ADAMChief Legal OfficerSale9,092$31.45$285943.40
2026-09-03LIANG, JANETPresident, Oscar InsuranceSale10,360$31.45$325822.00
2026-09-03BLACKLEY, RICHARD SCOTTChief Financial OfficerSale28,869$31.45$907930.05
2026-09-03BALTRUS, VICTORIAChief Accounting OfficerSale958$31.45$30129.10
2026-08-28SCHLOSSER, MARIODirectorSale150,000——
2026-08-28SCHLOSSER, MARIODirectorBuy150,000$9.75$1.46M
2026-08-28SCHLOSSER, MARIODirectorSale150,000$30.79$4.62M
2026-08-27SCHLOSSER, MARIODirectorSale600,000——
2026-08-27SCHLOSSER, MARIODirectorBuy600,000$9.75$5.85M
2026-08-27SCHLOSSER, MARIODirectorBuy600,000——
2026-08-18BLACKLEY, RICHARD SCOTTChief Financial OfficerSale18,750$31.74$595125.00
2026-07-09SANKARAN, SIDDirectorBuy858$31.20$26769.60
2026-07-09PLOUFFE, DAVIDDirectorBuy681$31.20$21247.20
2026-07-09GASSEN, WILLIAMDirectorBuy684$31.20$21340.80
2026-07-01SCHLOSSER, MARIODirectorSale47,500——
2026-07-01SCHLOSSER, MARIODirectorBuy47,500——
2026-07-01SCHLOSSER, MARIODirectorSale30,228$31.65$956716.20
2026-07-01SCHLOSSER, MARIODirectorSale13,672$30.80$421097.60
2026-07-01SCHLOSSER, MARIODirectorSale3,600$29.50$106200.00
2026-06-30BERTOLINI, MARK TDirector, Chief Executive OfficerSale488,654$28.35$13.85M
2026-06-30BERTOLINI, MARK TDirector, Chief Executive OfficerSale135,590$28.97$3.93M
2026-06-29BERTOLINI, MARK TDirector, Chief Executive OfficerSale555,826$29.17$16.21M
2026-06-29BERTOLINI, MARK TDirector, Chief Executive OfficerSale58,926$30.08$1.77M
2026-06-26BERTOLINI, MARK TDirector, Chief Executive OfficerSale441,373$29.11$12.85M
2026-06-26BERTOLINI, MARK TDirector, Chief Executive OfficerSale149,795$29.79$4.46M
2026-06-25BERTOLINI, MARK TDirector, Chief Executive OfficerSale597,942$28.60$17.10M
2026-06-25BERTOLINI, MARK TDirector, Chief Executive OfficerSale17,200$29.08$500176.00
2026-06-23SCHLOSSER, MARIODirectorSale660,000——
2026-06-23SCHLOSSER, MARIODirectorSale880,000——
2026-06-23SCHLOSSER, MARIODirectorBuy660,000$9.75$6.43M
2026-06-23SCHLOSSER, MARIODirectorSale50,000——
2026-06-23SCHLOSSER, MARIODirectorSale47,500——
2026-06-23SCHLOSSER, MARIODirectorBuy880,000——
2026-06-23SCHLOSSER, MARIODirectorSale591,213$29.58$17.49M
2026-06-23SCHLOSSER, MARIODirectorSale286,988$28.95$8.31M
2026-06-23SCHLOSSER, MARIODirectorBuy50,000——
2026-06-23SCHLOSSER, MARIODirectorBuy47,500——
2026-06-23SCHLOSSER, MARIODirectorSale33,592$29.58$993651.36
2026-06-23SCHLOSSER, MARIODirectorSale33,591$29.58$993621.78
2026-06-23SCHLOSSER, MARIODirectorSale31,912$29.58$943956.96
2026-06-23SCHLOSSER, MARIODirectorSale16,307$28.95$472087.65
2026-06-23SCHLOSSER, MARIODirectorSale16,306$28.95$472058.70
2026-06-23SCHLOSSER, MARIODirectorSale15,491$28.95$448464.45
2026-06-23SCHLOSSER, MARIODirectorSale1,799$30.09$54131.91
2026-06-23SCHLOSSER, MARIODirectorSale102$30.09$3069.18
2026-06-23SCHLOSSER, MARIODirectorSale97$30.09$2918.73
2026-06-04WITTMAN, VANESSA AMESDirectorBuy8,475——
2026-06-04SANKARAN, SIDDirectorBuy8,475——
2026-06-04PLOUFFE, DAVIDDirectorBuy8,475——
2026-06-04LANG, LAURA WDirectorBuy8,475——
2026-06-04GASSEN, WILLIAMDirectorBuy8,475——
2026-06-02SCHLOSSER, MARIODirectorSale24,452$21.74$531586.48
2026-06-02SCHLOSSER, MARIODirectorSale9,668$22.45$217046.60
2026-06-02MCANANEY, ADAMChief Legal OfficerSale7,065$21.74$153593.10
2026-06-02MCANANEY, ADAMChief Legal OfficerSale2,794$22.45$62725.30
2026-06-02LIANG, JANETPresident, Oscar InsuranceSale8,940$21.74$194355.60
2026-06-02LIANG, JANETPresident, Oscar InsuranceSale3,535$22.45$79360.75
2026-06-02BLACKLEY, RICHARD SCOTTChief Financial OfficerSale22,706$21.74$493628.44
2026-06-02BLACKLEY, RICHARD SCOTTChief Financial OfficerSale8,977$22.45$201533.65
2026-06-02BALTRUS, VICTORIAChief Accounting OfficerSale1,091$21.74$23718.34
2026-06-02BALTRUS, VICTORIAChief Accounting OfficerSale432$22.45$9698.40
2026-05-18BLACKLEY, RICHARD SCOTTChief Financial OfficerSale110,000$25.03$2.75M
2026-05-14BLACKLEY, RICHARD SCOTTChief Financial OfficerSale91,259$23.10$2.11M
2026-05-14BLACKLEY, RICHARD SCOTTChief Financial OfficerSale8,741$23.79$207948.39
2026-04-09SANKARAN, SIDDirectorBuy1,203$14.54$17491.62
2026-04-09PLOUFFE, DAVIDDirectorBuy1,461$14.54$21242.94
2026-04-09GASSEN, WILLIAMDirectorBuy1,418$14.54$20617.72
2026-04-09BOYD, JEFFERY HDirectorBuy3,610$14.54$52489.40
2026-04-06BERTOLINI, MARK TDirector, Chief Executive OfficerSale1,000,001$11.92$11.92M
2026-04-06BERTOLINI, MARK TDirector, Chief Executive OfficerBuy1,000,000$11.92$11.92M
2026-04-03BERTOLINI, MARK TDirector, Chief Executive OfficerSale5,733,334——
2026-04-03BERTOLINI, MARK TDirector, Chief Executive OfficerBuy5,733,334——
2026-03-12BLACKLEY, RICHARD SCOTTChief Financial OfficerBuy75,000——
2026-03-02SCHLOSSER, MARIODirector, President of Technology & CTOBuy189,141——
2026-03-02SCHLOSSER, MARIODirector, President of Technology & CTOSale24,335$13.39$325845.65

Frequently asked questions

Are OSCR insiders buying or selling?

Over the transactions on record, OSCR insiders have been net sellers, with about $130.18M in stock sold across 67 sales, against 14 open-market purchases.

Does insider selling at OSCR mean the stock will fall?

Not by itself. Most executive selling is pre-scheduled through 10b5-1 plans filed months in advance, and insiders sell for diversification, taxes, and liquidity far more often than out of any view on the price. Insider buying is the stronger signal, especially when several insiders buy around the same time, because there is usually only one reason to put personal cash into the stock.

Which OSCR insiders are selling the most?

Recent selling is concentrated in a few names. BERTOLINI, MARK T accounts for the largest share on record, with about $82.60M sold. Selling by one or two individuals matters less than broad selling across the whole leadership team, which is the pattern worth watching.