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United States Insurance

Oscar Health Inc (OSCR)

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Recent insider trading at Oscar Health Inc. shows significant proposed and planned sales, totaling over $100 million, primarily by executives Mark Bertolini and Mario Schlosser. This activity follows a strong 90-day stock performance of 164.2%. The company's last earnings report showed an 88.18% EPS beat.
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Ticker: OSCR Exchange: NYS
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• Purchase • Sale • Planned purchase • Planned sale Net purchase Net sale Activity signal Earnings
Top insiders
Trades
Mark Bertolini
Director; CEO
1 sale — total 100,000 USD
Proposed sale 25 Jun 2026
Value US$1,758,086.02 | Price 263.68 | Shares 33,442
Planned sale 23 Jun 2026
Value US$2,289,350.45 | Price 200.70 | Shares 67,484
Planned sale 23 Jun 2026
Value US$1,623,352.22 | Price 382.45 | Shares 97,768
Planned sale 23 Jun 2026
Value US$100,000.00 | Price 28.95 | Shares 1,000
Planned sale 23 Jun 2026
Value US$100,000.00 | Price 30.09 | Shares 1,000
Planned sale 23 Jun 2026
Value US$100,000.00 | Price 29.58 | Shares 1,000
Planned sale 23 Jun 2026
Value US$100,000.00 | Price 28.95 | Shares 1,000
Planned sale 23 Jun 2026
Value US$100,000.00 | Price 30.09 | Shares 1,000
Planned sale 23 Jun 2026
Value US$100,000.00 | Price 29.58 | Shares 1,000
Planned sale 23 Jun 2026
Value US$100,000.00 | Price 28.95 | Shares 1,000
Planned sale 23 Jun 2026
Value US$100,000.00 | Price 30.09 | Shares 1,000
Planned sale 23 Jun 2026
Value US$100,000.00 | Price 29.58 | Shares 1,000
Planned sale 23 Jun 2026
Value US$100,000.00 | Price 28.95 | Shares 1,000
Proposed sale 23 Jun 2026
Value US$100,000.00 | Price 28.54 | Shares 1,000
Proposed sale 23 Jun 2026
Value US$100,000.00 | Price 28.54 | Shares 1,000
Proposed sale 23 Jun 2026
Value US$100,000.00 | Price 28.54 | Shares 1,000
Proposed sale 23 Jun 2026
Value US$100,000.00 | Price 28.54 | Shares 1,000
Planned sale 2 Jun 2026
Value US$201,533.65 | Price 22.45 | Shares 8,977
Planned sale 2 Jun 2026
Value US$493,628.44 | Price 21.74 | Shares 22,706
Planned sale 2 Jun 2026
Value US$62,725.30 | Price 22.45 | Shares 2,794
Planned sale 2 Jun 2026
Value US$153,593.10 | Price 21.74 | Shares 7,065
Planned sale 2 Jun 2026
Value US$217,046.60 | Price 22.45 | Shares 9,668
Planned sale 2 Jun 2026
Value US$531,586.48 | Price 21.74 | Shares 24,452
Planned sale 2 Jun 2026
Value US$79,360.75 | Price 22.45 | Shares 3,535
Planned sale 2 Jun 2026
Value US$194,355.60 | Price 21.74 | Shares 8,940
Planned sale 2 Jun 2026
Value US$9,698.40 | Price 22.45 | Shares 432
Planned sale 2 Jun 2026
Value US$23,718.34 | Price 21.74 | Shares 1,091
Proposed sale 2 Jun 2026
Value US$833,358.24 | Price 22.23 | Shares 37,488
Proposed sale 2 Jun 2026
Value US$240,795.36 | Price 22.23 | Shares 10,832
Proposed sale 2 Jun 2026
Value US$773,781.84 | Price 22.23 | Shares 34,808
Proposed sale 2 Jun 2026
Value US$304,684.38 | Price 22.23 | Shares 13,706
Planned sale 18 May 2026
Value US$2,753,300.00 | Price 25.03 | Shares 110,000
Proposed sale 18 May 2026
Value US$2,565,200.00 | Price 23.32 | Shares 110,000
Planned sale 14 May 2026
Value US$207,948.39 | Price 23.79 | Shares 8,741
Planned sale 14 May 2026
Value US$207,948.39 | Price 23.79 | Shares 8,741
Planned sale 14 May 2026
Value US$2,108,082.90 | Price 23.10 | Shares 91,259
Planned sale 14 May 2026
Value US$2,108,082.90 | Price 23.10 | Shares 91,259
Proposed sale 14 May 2026
Value US$2,362,000.00 | Price 23.62 | Shares 100,000
Buy 6 Apr 2026
Value US$11,920,000.00 | Price 11.92 | Shares 1,000,000
Planned sale 2 Mar 2026
Value US$99,795.67 | Price 13.39 | Shares 7,453
Planned sale 2 Mar 2026
Value US$62,102.82 | Price 13.39 | Shares 4,638
Planned sale 2 Mar 2026
Value US$250,526.90 | Price 13.39 | Shares 18,710
Planned sale 2 Mar 2026
Value US$325,845.65 | Price 13.39 | Shares 24,335
Proposed sale 2 Mar 2026
Value US$281,792.14 | Price 13.66 | Shares 20,629
Planned sale 2 Mar 2026
Value US$257,369.19 | Price 13.39 | Shares 19,221
Proposed sale 2 Mar 2026
Value US$268,255.08 | Price 13.66 | Shares 19,638
Proposed sale 2 Mar 2026
Value US$212,139.80 | Price 13.66 | Shares 15,530
Proposed sale 2 Mar 2026
Value US$88,352.88 | Price 13.66 | Shares 6,468
Planned sale 8 Jan 2026
Value US$406,620.70 | Price 17.65 | Shares 23,038
Planned sale 6 Jan 2026
Value US$1,309,123.62 | Price 17.01 | Shares 76,962
Proposed sale 6 Jan 2026
Value US$1,657,000.00 | Price 16.57 | Shares 100,000
Planned sale 5 Jan 2026
Value US$1,515,953.92 | Price 15.64 | Shares 96,928
Planned sale 2 Jan 2026
Value US$2,071,753.66 | Price 15.02 | Shares 137,933
Proposed sale 2 Jan 2026
Value US$3,109,610.52 | Price 14.37 | Shares 216,396
Planned sale 24 Dec 2025
Value US$582,525.00 | Price 15.00 | Shares 38,835
Proposed sale 24 Dec 2025
Value US$850,332.00 | Price 14.84 | Shares 57,300
Planned sale 2 Dec 2025
Value US$68,831.91 | Price 16.59 | Shares 4,149
Planned sale 2 Dec 2025
Value US$397,579.35 | Price 16.59 | Shares 23,965
Proposed sale 2 Dec 2025
Value US$371,322.35 | Price 16.73 | Shares 22,195
Planned sale 2 Dec 2025
Value US$30,724.68 | Price 16.59 | Shares 1,852
Planned sale 2 Dec 2025
Value US$416,989.65 | Price 16.59 | Shares 25,135
Planned sale 2 Dec 2025
Value US$121,737.42 | Price 16.59 | Shares 7,338
Proposed sale 2 Dec 2025
Value US$140,498.54 | Price 16.73 | Shares 8,398
Proposed sale 2 Dec 2025
Value US$35,517.79 | Price 16.73 | Shares 2,123
Sale 12 Nov 2025
Value US$1,584,765.00 | Price 15.05 | Shares 105,300
Proposed sale 12 Nov 2025
Value US$1,585,133.55 | Price 15.05 | Shares 105,300
Sale 11 Nov 2025
Value US$4,369,999.14 | Price 15.27 | Shares 286,182
Proposed sale 11 Nov 2025
Value US$4,369,512.63 | Price 15.27 | Shares 286,182
Sale 22 Sep 2025
Value US$7,279,850.00 | Price 18.43 | Shares 395,000
Proposed sale 22 Sep 2025
Value US$7,280,995.50 | Price 18.43 | Shares 395,000
Proposed sale 20 Jun 2025
Value US$563,100.00 | Price 18.77 | Shares 30,000
Proposed sale 16 May 2025
Value US$2,598,488.38 | Price 17.52 | Shares 148,280
Proposed sale 14 May 2025
Value US$5,252.01 | Price 17.51 | Shares 300
Sale 12 May 2025
Value US$410,750.00 | Price 16.43 | Shares 25,000
Proposed sale 12 May 2025
Value US$410,797.50 | Price 16.43 | Shares 25,000
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value 		Number of shares Price Value Details
2026-06-25 2026-06-25 PrS Proposed sale
Mark Bertolini

Director; CEO

Non-Executive Director
33,442
263.68
US$1,758,086 		33,442 263.68 US$1,758,086
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
67,484 -8.2%
200.70
US$2,289,350 		67,484 -8.2% 200.70 US$2,289,350
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
97,768 -40.7%
382.45
US$1,623,352 		97,768 -40.7% 382.45 US$1,623,352
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
1,000 -32.6%
28.95
US$100,000 		1,000 -32.6% 28.95 US$100,000
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
1,000 -100.0%
30.09
US$100,000 		1,000 -100.0% 30.09 US$100,000
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
1,000 -99.7%
29.58
US$100,000 		1,000 -99.7% 29.58 US$100,000
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
1,000 -32.6%
28.95
US$100,000 		1,000 -32.6% 28.95 US$100,000
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
1,000 -100.0%
30.09
US$100,000 		1,000 -100.0% 30.09 US$100,000
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
1,000 -99.7%
29.58
US$100,000 		1,000 -99.7% 29.58 US$100,000
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
1,000 -32.6%
28.95
US$100,000 		1,000 -32.6% 28.95 US$100,000
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
1,000 -0.4%
30.09
US$100,000 		1,000 -0.4% 30.09 US$100,000
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
1,000 -55.1%
29.58
US$100,000 		1,000 -55.1% 29.58 US$100,000
2026-06-25 2026-06-23 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
1,000 -21.1%
28.95
US$100,000 		1,000 -21.1% 28.95 US$100,000
2026-06-23 2026-06-23 PrS Proposed sale
1.8
Noah Pizzo-Schlosser Dynasty Trust

Director

Non-Executive Director
1,000
28.54
US$100,000 		1,000 28.54 US$100,000
2026-06-23 2026-06-23 PrS Proposed sale
1.8
Pizzo-Schlosser Family Dynasty Trust

Director

Non-Executive Director
1,000
28.54
US$100,000 		1,000 28.54 US$100,000
2026-06-23 2026-06-23 PrS Proposed sale
1.8
Siena Pizzo-Schlosser Dynasty Trust

Director

Non-Executive Director
1,000
28.54
US$100,000 		1,000 28.54 US$100,000
2026-06-23 2026-06-23 PrS Proposed sale
1.8
MARIO SCHLOSSER

Director

Non-Executive Director
1,000
28.54
US$100,000 		1,000 28.54 US$100,000
2026-06-04 2026-06-02 PlS Planned sale
2.2
Blackley Richard Scott

Chief Financial Officer

Officer
8,977 -0.8%
22.45
US$201,534 		8,977 -0.8% 22.45 US$201,534
2026-06-04 2026-06-02 PlS Planned sale
2.2
Blackley Richard Scott

Chief Financial Officer

Officer
22,706 -2.1%
21.74
US$493,628 		22,706 -2.1% 21.74 US$493,628
2026-06-04 2026-06-02 PlS Planned sale
McAnaney Adam

Chief Legal Officer

Officer
2,794 -1.3%
22.45
US$62,725 		2,794 -1.3% 22.45 US$62,725
2026-06-04 2026-06-02 PlS Planned sale
McAnaney Adam

Chief Legal Officer

Officer
7,065 -3.1%
21.74
US$153,593 		7,065 -3.1% 21.74 US$153,593
2026-06-04 2026-06-02 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
9,668 -2.0%
22.45
US$217,047 		9,668 -2.0% 22.45 US$217,047
2026-06-04 2026-06-02 PlS Planned sale
1.8
Schlosser Mario
Non-Executive Director
24,452 -4.7%
21.74
US$531,586 		24,452 -4.7% 21.74 US$531,586
2026-06-04 2026-06-02 PlS Planned sale
Liang Janet

President, Oscar Insurance

Officer
3,535 -1.3%
22.45
US$79,361 		3,535 -1.3% 22.45 US$79,361
2026-06-04 2026-06-02 PlS Planned sale
Liang Janet

President, Oscar Insurance

Officer
8,940 -3.3%
21.74
US$194,356 		8,940 -3.3% 21.74 US$194,356
2026-06-04 2026-06-02 PlS Planned sale
Baltrus Victoria

Chief Accounting Officer

Officer
432 -0.2%
22.45
US$9,698 		432 -0.2% 22.45 US$9,698
2026-06-04 2026-06-02 PlS Planned sale
Baltrus Victoria

Chief Accounting Officer

Officer
1,091 -0.5%
21.74
US$23,718 		1,091 -0.5% 21.74 US$23,718
2026-06-02 2026-06-02 PrS Proposed sale
1.8
Mario Schlosser

Director

Non-Executive Director
37,488
22.23
US$833,358 		37,488 22.23 US$833,358
2026-06-02 2026-06-02 PrS Proposed sale
Adam McAnaney

Chief Legal Officer

Officer
10,832
22.23
US$240,795 		10,832 22.23 US$240,795
2026-06-02 2026-06-02 PrS Proposed sale
2.2
Richard Scott Blackley

CFO
34,808
22.23
US$773,782 		34,808 22.23 US$773,782
2026-06-02 2026-06-02 PrS Proposed sale
Janet Liang

President, Oscar Insurance
13,706
22.23
US$304,684 		13,706 22.23 US$304,684
2026-05-20 2026-05-18 PlS Planned sale
2.2
Blackley Richard Scott

Chief Financial Officer

Officer
110,000 -9.0%
25.03
US$2,753,300 		110,000 -9.0% 25.03 US$2,753,300
2026-05-18 2026-05-18 PrS Proposed sale
2.2
RICHARD SCOTT BLACKLEY

Officer

Officer
110,000
23.32
US$2,565,200 		110,000 23.32 US$2,565,200
2026-05-18 2026-05-14 PlS Planned sale
2.2
Blackley Richard Scott

Chief Financial Officer

Officer
8,741 -0.7%
23.79
US$207,948 		8,741 -0.7% 23.79 US$207,948
2026-05-18 2026-05-14 PlS Planned sale
2.2
Blackley Richard Scott

Chief Financial Officer

Officer
8,741 -0.7%
23.79
US$207,948 		8,741 -0.7% 23.79 US$207,948
2026-05-18 2026-05-14 PlS Planned sale
2.2
Blackley Richard Scott

Chief Financial Officer

Officer
91,259 -6.9%
23.10
US$2,108,083 		91,259 -6.9% 23.10 US$2,108,083
2026-05-18 2026-05-14 PlS Planned sale
2.2
Blackley Richard Scott

Chief Financial Officer

Officer
91,259 -6.9%
23.10
US$2,108,083 		91,259 -6.9% 23.10 US$2,108,083
2026-05-14 2026-05-14 PrS Proposed sale
2.2
RICHARD SCOTT BLACKLEY

Officer

Officer
100,000
23.62
US$2,362,000 		100,000 23.62 US$2,362,000
2026-04-07 2026-04-06 B Purchase
Bertolini Mark T

Chief Executive Officer

Executive Director
1,000,000 +10.9%
11.92
US$11,920,000 		1,000,000 +10.9% 11.92 US$11,920,000
2026-03-04 2026-03-02 PlS Planned sale
Liang Janet

President, Oscar Insurance

Officer
7,453 -2.7%
13.39
US$99,796 		7,453 -2.7% 13.39 US$99,796
2026-03-04 2026-03-02 PlS Planned sale
Baltrus Victoria

Chief Accounting Officer

Officer
4,638 -2.1%
13.39
US$62,103 		4,638 -2.1% 13.39 US$62,103
2026-03-04 2026-03-02 PlS Planned sale
McAnaney Adam

Chief Legal Officer

Officer
18,710 -7.6%
13.39
US$250,527 		18,710 -7.6% 13.39 US$250,527
2026-03-04 2026-03-02 PlS Planned sale
1.8
Schlosser Mario

President of Technology & CTO

Executive Director
24,335 -4.5%
13.39
US$325,846 		24,335 -4.5% 13.39 US$325,846
2026-03-04 2026-03-02 PlS Planned sale
2.2
Blackley Richard Scott

Chief Financial Officer

Officer
19,221 -1.3%
13.39
US$257,369 		19,221 -1.3% 13.39 US$257,369
2026-03-02 2026-03-02 PrS Proposed sale
2.2
Blackley Richard Scott

Chief Financial Officer

Officer
19,638
13.66
US$268,255 		19,638 13.66 US$268,255
2026-03-02 2026-03-02 PrS Proposed sale
Adam McAnaney

Chief Legal Officer

Officer
15,530
13.66
US$212,140 		15,530 13.66 US$212,140
2026-03-02 2026-03-02 PrS Proposed sale
1.8
Schlosser Mario

Officer / Director

Executive Director
20,629
13.66
US$281,792 		20,629 13.66 US$281,792
2026-03-02 2026-03-02 PrS Proposed sale
Janet Liang

President, Oscar Insurance
6,468
13.66
US$88,353 		6,468 13.66 US$88,353
2026-01-12 2026-01-08 PlS Planned sale
1.8
Schlosser Mario

President of Technology & CTO

Executive Director
23,038 -6.2%
17.65
US$406,621 		23,038 -6.2% 17.65 US$406,621
2026-01-08 2026-01-06 PlS Planned sale
1.8
Schlosser Mario

President of Technology & CTO

Executive Director
76,962 -18.0%
17.01
US$1,309,124 		76,962 -18.0% 17.01 US$1,309,124
2026-01-06 2026-01-06 PrS Proposed sale
1.8
MARIO SCHLOSSER

Director; Officer

Executive Director
100,000
16.57
US$1,657,000 		100,000 16.57 US$1,657,000
2026-01-06 2026-01-05 PlS Planned sale
1.8
Schlosser Mario

President of Technology & CTO

Executive Director
96,928 -21.7%
15.64
US$1,515,954 		96,928 -21.7% 15.64 US$1,515,954
2026-01-06 2026-01-02 PlS Planned sale
1.8
Schlosser Mario

President of Technology & CTO

Executive Director
137,933 -27.7%
15.02
US$2,071,754 		137,933 -27.7% 15.02 US$2,071,754
2026-01-02 2026-01-02 PrS Proposed sale
1.8
MARIO SCHLOSSER

Director; Officer

Executive Director
216,396
14.37
US$3,109,611 		216,396 14.37 US$3,109,611
2025-12-30 2025-12-24 PlS Planned sale
1.8
Schlosser Mario

President of Technology & CTO

Executive Director
38,835 -8.1%
15.00
US$582,525 		38,835 -8.1% 15.00 US$582,525
2025-12-29 2025-12-24 PrS Proposed sale
1.8
MARIO SCHLOSSER

Director; Officer

Executive Director
57,300
14.84
US$850,332 		57,300 14.84 US$850,332
2025-12-04 2025-12-02 PlS Planned sale
Baltrus Victoria

Chief Accounting Officer

Officer
4,149 -2.0%
16.59
US$68,832 		4,149 -2.0% 16.59 US$68,832
2025-12-04 2025-12-02 PlS Planned sale
1.8
Schlosser Mario

President of Technology & CTO

Executive Director
23,965 -4.8%
16.59
US$397,579 		23,965 -4.8% 16.59 US$397,579
2025-12-04 2025-12-02 PlS Planned sale
McAnaney Adam

Chief Legal Officer

Officer
1,852 -1.0%
16.59
US$30,725 		1,852 -1.0% 16.59 US$30,725
2025-12-04 2025-12-02 PlS Planned sale
2.2
Blackley Richard Scott

Chief Financial Officer

Officer
25,135 -1.8%
16.59
US$416,990 		25,135 -1.8% 16.59 US$416,990
2025-12-04 2025-12-02 PlS Planned sale
Liang Janet

President, Oscar Insurance

Officer
7,338 -4.1%
16.59
US$121,737 		7,338 -4.1% 16.59 US$121,737
2025-12-02 2025-12-02 PrS Proposed sale
Janet Liang

President, Oscar Insurance
8,398
16.73
US$140,499 		8,398 16.73 US$140,499
2025-12-02 2025-12-02 PrS Proposed sale
Adam McAnaney

Chief Legal Officer

Officer
2,123
16.73
US$35,518 		2,123 16.73 US$35,518
2025-12-02 2025-12-02 PrS Proposed sale
1.8
Schlosser Mario

Officer / Director

Executive Director
22,195
16.73
US$371,322 		22,195 16.73 US$371,322
2025-11-13 2025-11-12 S Sale
1.8
Schlosser Mario

President of Technology & CTO

Executive Director
105,300 -17.4%
15.05
US$1,584,765 		105,300 -17.4% 15.05 US$1,584,765
2025-11-12 2025-11-12 PrS Proposed sale
1.8
MARIO T SCHLOSSER

Officer; Director

Executive Director
105,300
15.05
US$1,585,134 		105,300 15.05 US$1,585,134
2025-11-13 2025-11-11 S Sale
1.8
Schlosser Mario

President of Technology & CTO

Executive Director
286,182 -36.3%
15.27
US$4,369,999 		286,182 -36.3% 15.27 US$4,369,999
2025-11-12 2025-11-11 PrS Proposed sale
1.8
MARIO T SCHLOSSER

Officer; Director

Executive Director
286,182
15.27
US$4,369,513 		286,182 15.27 US$4,369,513
2025-09-24 2025-09-22 S Sale
1.8
Schlosser Mario

President of Technology & CTO

Executive Director
395,000 -44.1%
18.43
US$7,279,850 		395,000 -44.1% 18.43 US$7,279,850
2025-09-22 2025-09-22 PrS Proposed sale
1.8
MARIO T SCHLOSSER

Officer; Director

Executive Director
395,000
18.43
US$7,280,996 		395,000 18.43 US$7,280,996
2025-06-20 2025-06-20 PrS Proposed sale
1.7
RANMALI BOPITIYA

Officer

Officer
30,000
18.77
US$563,100 		30,000 18.77 US$563,100
2025-05-16 2025-05-16 PrS Proposed sale
2.7
ALESSANDREA QUANE

Former Officer

Officer
148,280
17.52
US$2,598,488 		148,280 17.52 US$2,598,488
2025-05-14 2025-05-14 PrS Proposed sale
2.7
ALESSANDREA QUANE

Former Officer

Officer
300
17.51
US$5,252 		300 17.51 US$5,252
2025-05-14 2025-05-12 S Sale
3.1
Robinson Elbert O. Jr.
Non-Executive Director
25,000 -27.9%
16.43
US$410,750 		25,000 -27.9% 16.43 US$410,750
2025-05-12 2025-05-12 PrS Proposed sale
3.1
ELBERT O ROBINSON

Director

Non-Executive Director
25,000
16.43
US$410,798 		25,000 16.43 US$410,798
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