๐Ÿ•ต๏ธ Oscar Health, Inc. ($OSCR)

SEC insider & ownership activity, last 12 months ยท CIK 1568651 ยท every row links its SEC filing

Over the last 12 months insiders sold $130.5M against $11.9M of open-market buying. Mark T. Bertolini sold $70.7M through a 10b5-1 trading plan in 8 lots (Aprโ€“Jun). 1 planned sale is pending, the largest $2.4M (Richard Scott Blackley). No red-flag 8-Ks in the window.

๐Ÿšจ 2 signals active โ€” planned-vs-executed verdicts, pre-event flags, and cluster context live in the API and the alerts bot.
Aug 2025: net +$0 Sep 2025: net -$7.3M Oct 2025: net +$0 Nov 2025: net -$6.0M Dec 2025: net -$1.6M Jan 2026: net -$5.3M Mar 2026: net -$996K Mar 2026: net -$996K Apr 2026: net +$11.9M May 2026: net -$5.1M Jun 2026: net -$102.8M Jul 2026: net -$1.5M
Monthly net open-market insider flow, last 12 months (up = net buying)

Insider flow

1 buyer, $11.9M (1 lots) ยท 6 sellers, $130.5M (54 lots)

InsiderBuysBoughtSellsSoldLast
Mark T. Bertolini1$11.9M 8$70.7MJun 30, 2026
Pizzo-Schlosser Family Dynasty Trust0โ€“ 27$52.3MJul 1, 2026
Blackley Richard Scott0โ€“ 7$6.4MJun 2, 2026
McAnaney Adam0โ€“ 4$498KJun 2, 2026
Liang Janet0โ€“ 4$495KJun 2, 2026
Baltrus Victoria0โ€“ 4$164KJun 2, 2026

5%+ holders

HolderStakeClassScheduleEvent
Blackrock, Inc. 6.4% 13GJul 17, 2025 filing โ†—

Planned insider sales (Form 144)

SellerPlannedApprox. sale date
Mark Bertolini$83.1MJun 25, 2026 filing โ†—
Siena Pizzo-Schlosser Dynasty Trust$1.4MJun 23, 2026 filing โ†—
NOAH Pizzo-Schlosser Dynasty Trust$1.4MJun 23, 2026 filing โ†—
Mario Schlosser$25.1MJun 23, 2026 filing โ†—
Pizzo-Schlosser Family Dynasty Trust$2.7MJun 23, 2026 filing โ†—
Richard Scott Blackley$774KJun 2, 2026 filing โ†—
Adam McAnaney$241KJun 2, 2026 filing โ†—
Mario Schlosser$833KJun 2, 2026 filing โ†—
Janet Liang$305KJun 2, 2026 filing โ†—
Richard Scott Blackley$2.6MMay 18, 2026 filing โ†—
Richard Scott Blackley$2.4MMay 14, 2026 filing โ†—
Blackley Richard Scott$268KMar 2, 2026 filing โ†—
Schlosser Mario$282KMar 2, 2026 filing โ†—
Janet Liang$88KMar 2, 2026 filing โ†—
Adam McAnaney$212KMar 2, 2026 filing โ†—
Mario Schlosser$1.7MJan 6, 2026 filing โ†—
Mario Schlosser$3.1MJan 2, 2026 filing โ†—
Mario Schlosser$850KDec 24, 2025 filing โ†—
Blackley Richard Scott$481KDec 2, 2025 filing โ†—
Janet Liang$140KDec 2, 2025 filing โ†—
Adam McAnaney$36KDec 2, 2025 filing โ†—
Schlosser Mario$371KDec 2, 2025 filing โ†—
Mario T Schlosser$1.6MNov 12, 2025 filing โ†—
Mario T Schlosser$4.4MNov 11, 2025 filing โ†—
Mario T Schlosser$7.3MSep 22, 2025 filing โ†—

Material events (8-K)

ItemEvent date
Reg FD disclosure (7.01)Jun 8, 2026 filing โ†—
Shareholder vote (5.07)Jun 4, 2026 filing โ†—
Officer/director changes (5.02)May 29, 2026 filing โ†—
Earnings (2.02)May 6, 2026 filing โ†—
Financial Statements and Exhibits (9.01)May 6, 2026 filing โ†—
Reg FD disclosure (7.01)Apr 21, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Apr 21, 2026 filing โ†—
Reg FD disclosure (7.01)Mar 2, 2026 filing โ†—
Material agreement (1.01)Feb 6, 2026 filing โ†—
Earnings (2.02)Feb 6, 2026 filing โ†—
New financial obligation (2.03)Feb 6, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Feb 6, 2026 filing โ†—
Officer/director changes (5.02)Dec 22, 2025 filing โ†—
Earnings (2.02)Nov 3, 2025 filing โ†—
Other events (8.01)Nov 3, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Nov 3, 2025 filing โ†—
Material agreement (1.01)Sep 18, 2025 filing โ†—
New financial obligation (2.03)Sep 18, 2025 filing โ†—
Unregistered equity sale (3.02)Sep 18, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Sep 18, 2025 filing โ†—
Agreement terminated (1.02)Sep 15, 2025 filing โ†—
Other events (8.01)Sep 15, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Sep 15, 2025 filing โ†—
Material agreement (1.01)Sep 15, 2025 filing โ†—
Reg FD disclosure (7.01)Sep 15, 2025 filing โ†—
Other events (8.01)Sep 15, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Sep 15, 2025 filing โ†—
Reg FD disclosure (7.01)Sep 3, 2025 filing โ†—
Earnings (2.02)Aug 6, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Aug 6, 2025 filing โ†—