Dudediligence.

Oscar Health, Inc

OSCRNYSE · Hospital & Medical Service Plans
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Last 12 months

Sales planned on beside the trades reported on , and whether each names a .

Planned ·

$186.4M

36 notices · 6,749,223 sh

Oct 2025 to Oct 2026

Reported ·

$51.1M

42 sales · 1 buy · $11.9M bought

Oct 2025 to Jun 2026

The two figures cover different periods.

40 of 42 reported sales carry the 10b5-1 box.

PLANNED · FORM 144Oct 2025 to Oct 2026REPORTED · FORM 4Oct 2025 to Jun 2026N2025DJ2026FMAMJJASO2026-09-18: WITTMAN VANESSA AMES, Form 1442026-09-03: McAnaney Adam, Form 1442026-09-03: Schlosser Mario, Form 1442026-09-03: Liang Janet, Form 1442026-09-03: Blackley Richard Scott, Form 1442026-08-28: Schlosser Mario, Form 1442026-08-27: Schlosser Mario, Form 1442026-08-20: JEFFERY H. BOYD, Form 1442026-08-18: Richard Scott Blackley, Form 1442026-08-13: JEFFERY H. BOYD, Form 1442026-08-10: BOYD JEFFERY H, Form 1442026-08-10: JEFFERY H. BOYD, Form 1442026-06-25: Mark Bertolini, Form 1442026-06-23: Siena Pizzo-Schlosser Dynasty Trust, Form 1442026-06-23: Noah Pizzo-Schlosser Dynasty Trust, Form 1442026-06-23: MARIO SCHLOSSER, Form 1442026-06-23: Pizzo-Schlosser Family Dynasty Trust, Form 1442026-06-02: Richard Scott Blackley, Form 1442026-06-02: Adam McAnaney, Form 1442026-06-02: Mario Schlosser, Form 1442026-06-02: Janet Liang, Form 1442026-05-18: RICHARD SCOTT BLACKLEY, Form 1442026-05-14: RICHARD SCOTT BLACKLEY, Form 1442026-03-02: Blackley Richard Scott, Form 1442026-03-02: Schlosser Mario, Form 1442026-03-02: Janet Liang, Form 1442026-03-02: Adam McAnaney, Form 1442026-01-06: MARIO SCHLOSSER, Form 1442026-01-02: MARIO SCHLOSSER, Form 1442025-12-24: MARIO SCHLOSSER, Form 1442025-12-02: Blackley Richard Scott, Form 1442025-12-02: Janet Liang, Form 1442025-12-02: Adam McAnaney, Form 1442025-12-02: Schlosser Mario, Form 1442025-11-12: MARIO T SCHLOSSER, Form 1442025-11-11: MARIO T SCHLOSSER, Form 1442025-11-11: Schlosser Mario, sold2025-12-02: Blackley Richard Scott, sold2025-12-02: McAnaney Adam, sold2025-12-02: Schlosser Mario, sold2025-12-02: Liang Janet, sold2025-12-02: Baltrus Victoria, sold2025-12-24: Schlosser Mario, sold2026-01-02: Schlosser Mario, sold2026-01-06: Schlosser Mario, sold2026-01-08: Schlosser Mario, sold2026-03-02: Blackley Richard Scott, sold2026-03-02: Schlosser Mario, sold2026-03-02: McAnaney Adam, sold2026-03-02: Baltrus Victoria, sold2026-03-02: Liang Janet, sold2026-04-06: Bertolini Mark T, bought2026-05-14: Blackley Richard Scott, sold2026-05-18: Blackley Richard Scott, sold2026-06-02: Blackley Richard Scott, sold2026-06-02: McAnaney Adam, sold2026-06-02: Schlosser Mario, sold2026-06-02: Liang Janet, sold2026-06-02: Baltrus Victoria, sold2026-06-23: Schlosser Mario, sold
under a no plan named▼ sale▲ buysize is dollars

Form 144 notices, newest first

2026-09-18WITTMAN VANESSA AMES, Officer$806,000
25,000 shplan 2026-06-18Form 4s on file end Jun 23144 ↗
2026-09-03McAnaney Adam, Chief Legal Officer$285,950
9,092 shno plan dateForm 4s on file end Jun 23144 ↗
2026-09-03Schlosser Mario, Officer, Director$988,244
31,422 shno plan dateForm 4s on file end Jun 23144 ↗
2026-09-03Liang Janet, President, Oscar Insurance$325,829
10,360 shno plan dateForm 4s on file end Jun 23144 ↗
2026-09-03Blackley Richard Scott, Chief Financial Officer$907,950
28,869 shno plan dateForm 4s on file end Jun 23144 ↗
2026-08-28Schlosser Mario, Officer, Director$4,618,991
150,000 shno plan dateForm 4s on file end Jun 23144 ↗
2026-08-27Schlosser Mario, Officer, Director$18.2M
600,000 shno plan dateForm 4s on file end Jun 23144 ↗
2026-08-20JEFFERY H. BOYD, Former Affiliate$9,564,297
288,514 shno plan dateForm 4s on file end Jun 23144 ↗
2026-08-18Richard Scott Blackley, Chief Financial Officer$614,250
18,750 shno plan dateForm 4s on file end Jun 23144 ↗
2026-08-13JEFFERY H. BOYD, Former Affiliate$8,687,790
288,513 shno plan dateForm 4s on file end Jun 23144 ↗
2026-08-10BOYD JEFFERY H, Former Director$3,281,655
116,666 shno plan dateForm 4s on file end Jun 23144 ↗
2026-08-10JEFFERY H. BOYD, Former Affiliate$3,799,231
134,370 shno plan dateForm 4s on file end Jun 23144 ↗
2026-06-25Mark Bertolini, Chief Executive Officer$83.1M
2,776,937 shplan 2026-03-24144 ↗
Form 4, 2026-06-29: sold 1,206,310 at $28.94 Form 4 ↗
2026-06-23Siena Pizzo-Schlosser Dynasty Trust, Director$1,427,000
50,000 shplan 2026-03-24144 ↗
Form 4, 2026-06-25: sold 1,027,500 at $29.38 Form 4 ↗
2026-06-23Noah Pizzo-Schlosser Dynasty Trust, Director$1,427,000
50,000 shplan 2026-03-24Form 4s on file end Jun 23144 ↗
2026-06-23MARIO SCHLOSSER, Director$25.1M
880,000 shplan 2026-03-24Form 4s on file end Jun 23144 ↗
2026-06-23Pizzo-Schlosser Family Dynasty Trust, Director$2,711,300
95,000 shplan 2026-03-24Form 4s on file end Jun 23144 ↗
2026-06-02Richard Scott Blackley, Chief Financial Officer$773,782
34,808 shplan 2025-08-08144 ↗
Form 4, 2026-06-04: sold 31,683 at $21.94 Form 4 ↗
2026-06-02Adam McAnaney, Chief Legal Officer$240,795
10,832 shplan 2025-08-08144 ↗
Form 4, 2026-06-04: sold 9,859 at $21.94 Form 4 ↗
2026-06-02Mario Schlosser, Director$833,358
37,488 shplan 2025-08-08144 ↗
Form 4, 2026-06-04: sold 34,120 at $21.94 Form 4 ↗
2026-06-02Janet Liang, President, Oscar Insurance$304,684
13,706 shplan 2025-08-08144 ↗
Form 4, 2026-06-04: sold 12,475 at $21.94 Form 4 ↗
2026-05-18RICHARD SCOTT BLACKLEY, Chief Financial Officer$2,565,200
110,000 shplan 2026-02-12144 ↗
Form 4, 2026-05-20: sold 110,000 at $25.03 Form 4 ↗
2026-05-14RICHARD SCOTT BLACKLEY, Chief Financial Officer$2,362,000
100,000 shplan 2026-02-12144 ↗
Form 4, 2026-05-18: sold 100,000 at $23.16 Form 4 ↗
2026-03-02Blackley Richard Scott, Chief Financial Officer$268,255
19,638 shplan 2025-08-08144 ↗
Form 4, 2026-03-04: sold 19,221 at $13.39 Form 4 ↗
2026-03-02Schlosser Mario, Officer / Director$281,792
20,629 shplan 2025-08-08144 ↗
Form 4, 2026-03-04: sold 24,335 at $13.39 Form 4 ↗
2026-03-02Janet Liang, President, Oscar Insurance$88,353
6,468 shplan 2025-08-08144 ↗
Form 4, 2026-03-04: sold 7,453 at $13.39 Form 4 ↗
2026-03-02Adam McAnaney, Chief Legal Officer$212,140
15,530 shplan 2025-08-08144 ↗
Form 4, 2026-03-04: sold 18,710 at $13.39 Form 4 ↗
2026-01-06MARIO SCHLOSSER, Director, Officer$1,657,000
100,000 shplan 2025-09-23144 ↗
Form 4, 2026-01-08: sold 76,962 at $17.01 Form 4 ↗
2026-01-02MARIO SCHLOSSER, Director, Officer$3,109,611
216,396 shplan 2025-09-23144 ↗
Form 4, 2026-01-06: sold 234,861 at $15.28 Form 4 ↗
2025-12-24MARIO SCHLOSSER, Director, Officer$850,332
57,300 shplan 2025-09-23144 ↗
Form 4, 2025-12-30: sold 38,835 at $15.00 Form 4 ↗
2025-12-02Blackley Richard Scott, Chief Financial Officer$480,770
28,737 shplan 2025-08-08144 ↗
Form 4, 2025-12-04: sold 25,135 at $16.59 Form 4 ↗
2025-12-02Janet Liang, President, Oscar Insurance$140,499
8,398 shplan 2025-08-08144 ↗
Form 4, 2025-12-04: sold 7,338 at $16.59 Form 4 ↗
2025-12-02Adam McAnaney, Chief Legal Officer$35,518
2,123 shplan 2025-08-08144 ↗
Form 4, 2025-12-04: sold 1,852 at $16.59 Form 4 ↗
2025-12-02Schlosser Mario, Officer / Director$371,322
22,195 shplan 2025-08-08144 ↗
Form 4, 2025-12-04: sold 23,965 at $16.59 Form 4 ↗
2025-11-12MARIO T SCHLOSSER, Officer, Director$1,585,134
105,300 shno plan dateno Form 4 on file144 ↗
2025-11-11MARIO T SCHLOSSER, Officer, Director$4,369,513
286,182 shno plan date144 ↗
Form 4, 2025-11-13: sold 391,482 at $15.21 Form 4 ↗