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Oscar Health, Inc.

OSCR Net buying
CIK 0001568651 #937 in the set updated 17 Sep 2026
Bought (120 mo)
$208.16M
out of their own pocket, the only kind of buying there is
Sold (120 mo)
$263.02M
$85.92M on a plan · $92.18M straight out of an exercise
Sold at will
$84.92M
114 of 195 sales
Net
−$54.87M
+$123.24M against sales at will

By person

25 insiders · 252 transactions
393×

Mark T. Bertolini holds 393 times base salary in stock. $243.79M of shares against $619.18K in salary for 2025.

Salary from the company's own proxy. The shares are what Mark T. Bertolini last reported holding, valued at $31.45, the price Class A Common Stock was last bought or sold at on the open market here, on 3 Sep 2026.

Insider
Role
Bought
Sold
Net
Holding
Of company
Worth
Change
Kushner Joshua
Co-Founder and Vice Chairman
$97.62M (27)
—
+$97.62M
6,343,617
2.1%
$199.51M
—
Thrive Partners VII Growth GP, LLC entity
Director
$97.61M (27)
—
+$97.61M
6,343,617
2.1%
$199.51M
+1,268,623%
Schlosser Mario
Director
$1.00M (1)
$95.10M (41) scheduled
−$94.10M
449,444
0.149%
$14.14M
+0.1%
Bertolini Mark T
Chief Executive Officer
$11.92M (1)
$70.68M (8) scheduled
−$58.76M
7,751,570
2.6%
$243.79M
+711.2%
Alphabet Inc. entity
10% owner
—
$52.53M (3)
−$52.53M
0
0.000%
$0.00
−100.0%
Blackley Richard Scott
Chief Financial Officer
—
$15.21M (40) scheduled
−$15.21M
1,158,608
0.383%
$36.44M
+134.8%
Quane Alessandrea C.
EVP, Chief Insurance Officer
—
$7.39M (31)
−$7.39M
430,216
0.142%
$13.53M
—
Sankaran Sid
Director
—
$5.18M (4)
−$5.18M
818,295
0.271%
$25.74M
+43.1%
Joyce Meghan V.
Chief Operating Officer
—
$4.18M (4)
−$4.18M
43,070
0.014%
$1.35M
−54.9%
Bopitiya Ranmali
EVP & Chief Legal Officer
—
$3.25M (16)
−$3.25M
241,488
0.080%
$7.59M
—
KLEIN JOEL
Chief Policy & Strat. Officer
—
$2.95M (1)
−$2.95M
17
<0.001%
$534.65
−100.0%
Weaver Dennis
Chief Clinical Officer
—
$1.41M (7)
−$1.41M
27,110
0.009%
$852.61K
−18.7%
Baltrus Victoria
Chief Accounting Officer
—
$1.37M (20)
−$1.37M
213,631
0.071%
$6.72M
+211.6%
Wolin Steven
Chief Operating Officer
—
$1.07M (7)
−$1.07M
102,598
0.034%
$3.23M
+125.7%
Robinson Elbert O. Jr.
Director
—
$837.00K (2)
−$837.00K
64,512
0.021%
$2.03M
—
Liang Janet
President, Oscar Insurance
—
$821.07K (5) scheduled
−$821.07K
248,697
0.082%
$7.82M
—
McAnaney Adam
Chief Legal Officer
—
$783.51K (5) scheduled
−$783.51K
209,004
0.069%
$6.57M
—
Fischel Ari
VP, Finance & Accounting
—
$259.78K (1)
−$259.78K
0
0.000%
$0.00
−100.0%
BOYD JEFFERY H
Director
—
—
—
705,673
0.233%
$22.19M
+1,311%
WITTMAN VANESSA AMES
Director
—
—
—
137,121
0.045%
$4.31M
—
Plouffe David
Director
—
—
—
137,121
0.045%
$4.31M
—
PHILLIPS JR CHARLES E
Director
—
—
—
85,787
0.028%
$2.70M
—
Gassen William
Director
—
—
—
82,840
0.027%
$2.61M
—
Lang Laura W
Director
—
—
—
82,840
0.027%
$2.61M
—
List Teri
Director
—
—
—
50,000
0.017%
$1.57M
—

Individual transactions

114
Insider
Date
Role
Action
Shares
Price
Amount
Blackley Richard Scott
18 Aug 2026
Chief Financial Officer
Sell indirect
18,750
$31.74
$595.13K
Robinson Elbert O. Jr.
12 May 2025
Director
Sell
25,000
$16.43
$410.75K
Blackley Richard Scott
6 Dec 2024
Chief Financial Officer
Sell
11,423
$16.52
$188.71K
Blackley Richard Scott
6 Dec 2024
Chief Financial Officer
Sell
18,516
$15.93
$294.96K
Quane Alessandrea C.
6 Dec 2024
EVP, Chief Insurance Officer
Sell
6,408
$16.52
$105.86K
Quane Alessandrea C.
6 Dec 2024
EVP, Chief Insurance Officer
Sell
10,385
$15.93
$165.43K
Baltrus Victoria
2 Dec 2024
Chief Accounting Officer
Sell
145
$18.48
$2.68K
Baltrus Victoria
2 Dec 2024
Chief Accounting Officer
Sell
7,933
$18.07
$143.35K
Blackley Richard Scott
2 Dec 2024
Chief Financial Officer
Sell
456
$18.48
$8.43K
Blackley Richard Scott
2 Dec 2024
Chief Financial Officer
Sell
24,823
$18.07
$448.55K
Quane Alessandrea C.
2 Dec 2024
EVP, Chief Insurance Officer
Sell
484
$18.48
$8.94K
Quane Alessandrea C.
2 Dec 2024
EVP, Chief Insurance Officer
Sell
26,411
$18.07
$477.25K
Bopitiya Ranmali
2 Dec 2024
EVP & Chief Legal Officer
Sell
345
$18.48
$6.38K
Bopitiya Ranmali
2 Dec 2024
EVP & Chief Legal Officer
Sell
18,812
$18.07
$339.93K
Schlosser Mario
2 Dec 2024
President of Technology & CTO
Sell
117
$18.48
$2.16K
Schlosser Mario
2 Dec 2024
President of Technology & CTO
Sell
6,399
$18.07
$115.63K
Wolin Steven
2 Dec 2024
Chief Operating Officer
Sell
353
$18.48
$6.52K
Wolin Steven
2 Dec 2024
Chief Operating Officer
Sell
19,227
$18.07
$347.43K
Robinson Elbert O. Jr.
20 Nov 2024
Director
Sell
25,000
$17.05
$426.25K
Blackley Richard Scott
6 Sep 2024
Chief Financial Officer
Sell
29,957
$17.06
$511.07K
Quane Alessandrea C.
6 Sep 2024
EVP, Chief Insurance Officer
Sell
16,793
$17.06
$286.49K
Quane Alessandrea C.
4 Sep 2024
EVP, Chief Insurance Officer
Sell
31,616
$17.85
$564.35K
Quane Alessandrea C.
4 Sep 2024
EVP, Chief Insurance Officer
Sell
38,740
$17.46
$676.40K
Baltrus Victoria
4 Sep 2024
Chief Accounting Officer
Sell
1,731
$17.85
$30.90K
Baltrus Victoria
4 Sep 2024
Chief Accounting Officer
Sell
2,121
$17.46
$37.03K
Wolin Steven
4 Sep 2024
Chief Operating Officer
Sell
4,196
$17.85
$74.90K
Wolin Steven
4 Sep 2024
Chief Operating Officer
Sell
5,141
$17.46
$89.76K
Bopitiya Ranmali
4 Sep 2024
EVP & Chief Legal Officer
Sell
14,820
$17.85
$264.54K
Bopitiya Ranmali
4 Sep 2024
EVP & Chief Legal Officer
Sell
18,158
$17.46
$317.04K
Schlosser Mario
4 Sep 2024
President of Technology & CTO
Sell
1,311
$17.85
$23.40K
Schlosser Mario
4 Sep 2024
President of Technology & CTO
Sell
1,605
$17.46
$28.02K
Blackley Richard Scott
4 Sep 2024
Chief Financial Officer
Sell
28,257
$17.85
$504.39K
Blackley Richard Scott
4 Sep 2024
Chief Financial Officer
Sell
34,624
$17.46
$604.54K
Quane Alessandrea C.
3 Sep 2024
EVP, Chief Insurance Officer
Sell
77,181
$17.99
$1.39M
Baltrus Victoria
3 Sep 2024
Chief Accounting Officer
Sell
4,226
$17.99
$76.03K
Wolin Steven
3 Sep 2024
Chief Operating Officer
Sell
10,242
$17.99
$184.25K
Bopitiya Ranmali
3 Sep 2024
EVP & Chief Legal Officer
Sell
36,175
$17.99
$650.79K
Schlosser Mario
3 Sep 2024
President of Technology & CTO
Sell
3,198
$17.99
$57.53K
Blackley Richard Scott
3 Sep 2024
Chief Financial Officer
Sell
68,978
$17.99
$1.24M
Blackley Richard Scott
6 Jun 2024
Chief Financial Officer
Sell
29,978
$19.58
$586.97K
Quane Alessandrea C.
6 Jun 2024
EVP, Chief Insurance Officer
Sell
16,793
$19.58
$328.81K
Baltrus Victoria
4 Jun 2024
Chief Accounting Officer
Sell
199
$19.09
$3.80K
Blackley Richard Scott
4 Jun 2024
Chief Financial Officer
Sell
626
$19.09
$11.95K
Bopitiya Ranmali
4 Jun 2024
EVP & Chief Legal Officer
Sell
447
$19.09
$8.53K
Schlosser Mario
4 Jun 2024
President of Technology & CTO
Sell
152
$19.09
$2.90K
Wolin Steven
4 Jun 2024
Chief Operating Officer
Sell
486
$19.09
$9.28K
Quane Alessandrea C.
4 Jun 2024
EVP, Chief Insurance Officer
Sell
668
$19.09
$12.75K
Baltrus Victoria
3 Jun 2024
Chief Accounting Officer
Sell
7,674
$19.46
$149.34K
Blackley Richard Scott
3 Jun 2024
Chief Financial Officer
Sell
24,016
$19.46
$467.35K
Bopitiya Ranmali
3 Jun 2024
EVP & Chief Legal Officer
Sell
17,168
$19.46
$334.09K
Schlosser Mario
3 Jun 2024
President of Technology & CTO
Sell
5,808
$19.46
$113.02K
Wolin Steven
3 Jun 2024
Chief Operating Officer
Sell
18,607
$19.46
$362.09K
Quane Alessandrea C.
3 Jun 2024
EVP, Chief Insurance Officer
Sell
25,550
$19.46
$497.20K
Quane Alessandrea C.
6 Mar 2024
EVP, Chief Insurance Officer
Sell
13,233
$14.12
$186.85K
Blackley Richard Scott
6 Mar 2024
Chief Financial Officer
Sell
27,043
$14.12
$381.85K
Baltrus Victoria
4 Mar 2024
Chief Accounting Officer
Sell
33,707
$15.88
$535.27K
Quane Alessandrea C.
4 Mar 2024
EVP, Chief Insurance Officer
Sell
15,928
$15.88
$252.94K
Blackley Richard Scott
4 Mar 2024
Chief Financial Officer
Sell
14,346
$15.88
$227.81K
Bopitiya Ranmali
4 Mar 2024
EVP & Chief Legal Officer
Sell
11,426
$15.88
$181.44K
Bopitiya Ranmali
16 Feb 2024
EVP & Chief Legal Officer
Sell
42,865
$18.03
$772.86K
Quane Alessandrea C.
16 Feb 2024
EVP, Chief Insurance Officer
Sell
55,000
$18.02
$991.10K
Blackley Richard Scott
6 Dec 2023
Chief Financial Officer
Sell
30,029
$8.16
$245.04K
Quane Alessandrea C.
6 Dec 2023
EVP, Chief Insurance Officer
Sell
16,793
$8.16
$137.03K
Bopitiya Ranmali
4 Dec 2023
EVP & Chief Legal Officer
Sell
12,625
$8.34
$105.29K
Baltrus Victoria
4 Dec 2023
Chief Accounting Officer
Sell
5,068
$8.34
$42.27K
Quane Alessandrea C.
4 Dec 2023
EVP, Chief Insurance Officer
Sell
22,246
$8.34
$185.53K
Blackley Richard Scott
4 Dec 2023
Chief Financial Officer
Sell
21,171
$8.34
$176.57K
Alphabet Inc.
17 Aug 2023
10% owner
Sell indirect
255,092
$8.08
$2.06M
Alphabet Inc.
17 Aug 2023
10% owner
Sell indirect
525,470
$8.08
$4.25M
Alphabet Inc.
17 Aug 2023
10% owner
Sell indirect
5,719,438
$8.08
$46.22M
Quane Alessandrea C.
6 Mar 2023
EVP, Chief Insurance Officer
Sell
12,473
$4.88
$60.88K
Blackley Richard Scott
6 Mar 2023
Chief Transformation Officer
Sell
30,764
$4.88
$150.16K
Baltrus Victoria
2 Mar 2023
Chief Accounting Officer
Sell
3,480
$4.75
$16.53K
Bopitiya Ranmali
2 Mar 2023
EVP & Chief Legal Officer
Sell
7,252
$4.75
$34.45K
Quane Alessandrea C.
2 Mar 2023
EVP, Chief Insurance Officer
Sell
3,266
$4.75
$15.52K
Blackley Richard Scott
2 Mar 2023
Chief Transformation Officer
Sell
3,981
$4.75
$18.91K
Sankaran Sid
2 Mar 2023
Interim CFO
Sell
110,396
$4.75
$524.44K
Blackley Richard Scott
6 Dec 2022
Chief Transformation Officer
Sell
31,397
$2.64
$82.83K
Quane Alessandrea C.
6 Dec 2022
EVP, Chief Insurance Officer
Sell
17,456
$2.64
$46.05K
Weaver Dennis
2 Dec 2022
Chief Clinical Officer
Sell
1,624
$2.84
$4.61K
Blackley Richard Scott
2 Dec 2022
Chief Transformation Officer
Sell
3,369
$2.84
$9.55K
Quane Alessandrea C.
2 Dec 2022
EVP, Chief Insurance Officer
Sell
3,813
$2.84
$10.81K
Bopitiya Ranmali
2 Dec 2022
EVP & Chief Legal Officer
Sell
6,281
$2.84
$17.81K
Baltrus Victoria
2 Dec 2022
Chief Accounting Officer
Sell
2,789
$2.84
$7.91K
Baltrus Victoria
3 Oct 2022
Chief Accounting Officer
Sell
11,729
$4.96
$58.18K
Quane Alessandrea C.
6 Sep 2022
EVP, Chief Insurance Officer
Sell
17,532
$5.53
$97.02K
Blackley Richard Scott
6 Sep 2022
Chief Financial Officer
Sell
31,615
$5.53
$174.95K
Weaver Dennis
2 Sep 2022
Chief Clinical Officer
Sell
1,596
$5.85
$9.34K
Blackley Richard Scott
2 Sep 2022
Chief Financial Officer
Sell
2,207
$5.85
$12.91K
Quane Alessandrea C.
2 Sep 2022
EVP, Chief Insurance Officer
Sell
2,947
$5.85
$17.24K
Bopitiya Ranmali
2 Sep 2022
EVP & Chief Legal Officer
Sell
6,167
$5.85
$36.08K
Blackley Richard Scott
6 Jun 2022
Chief Financial Officer
Sell
19,546
$5.01
$98.00K
Quane Alessandrea C.
6 Jun 2022
EVP, Chief Insurance Officer
Sell
11,300
$5.01
$56.66K
Quane Alessandrea C.
2 Jun 2022
EVP, Chief Insurance Officer
Sell
2,556
$4.69
$11.98K
Blackley Richard Scott
2 Jun 2022
Chief Financial Officer
Sell
2,135
$4.69
$10.01K
Weaver Dennis
2 Jun 2022
Chief Clinical Officer
Sell
1,548
$4.69
$7.26K
Baltrus Victoria
2 Jun 2022
Chief Accounting Officer
Sell
1,222
$4.69
$5.73K
Bopitiya Ranmali
2 Jun 2022
EVP & Chief Legal Officer
Sell
5,961
$4.69
$27.94K
Quane Alessandrea C.
10 Mar 2022
EVP, Chief Insurance Officer
Sell
11,638
$8.30
$96.60K
Blackley Richard Scott
8 Mar 2022
Chief Financial Officer
Sell
19,204
$7.33
$140.85K
Blackley Richard Scott
2 Mar 2022
Chief Financial Officer
Sell
2,605
$6.91
$18.01K
Quane Alessandrea C.
2 Mar 2022
EVP, Chief Insurance Officer
Sell
2,680
$6.92
$18.55K
Joyce Meghan V.
2 Mar 2022
Chief Operating Officer
Sell
2,540
$6.91
$17.56K
Weaver Dennis
2 Mar 2022
Chief Clinical Officer
Sell
1,890
$6.94
$13.12K
Quane Alessandrea C.
16 Feb 2022
EVP, Chief Insurance Officer
Sell
49,355
$7.18
$354.28K
Blackley Richard Scott
7 Dec 2021
Chief Financial Officer
Sell
86,160
—
no price
Blackley Richard Scott
2 Dec 2021
Chief Financial Officer
Sell
2,090
$8.81
$18.41K
Joyce Meghan V.
2 Dec 2021
Chief Operating Officer
Sell
3,090
$8.75
$27.04K
Weaver Dennis
2 Dec 2021
Chief Clinical Officer
Sell
2,410
$8.79
$21.17K
Fischel Ari
5 Mar 2021
VP, Finance & Accounting
Sell
6,661
$39.00
$259.78K
Joyce Meghan V.
5 Mar 2021
Chief Operating Officer
Sell
95,394
$39.00
$3.72M
KLEIN JOEL
5 Mar 2021
Chief Policy & Strat. Officer
Sell
75,740
$39.00
$2.95M
Weaver Dennis
5 Mar 2021
Chief Clinical Officer
Sell
33,333
$39.00
$1.30M
Sankaran Sid
5 Mar 2021
Chief Financial Officer
Sell
71,666
$39.00
$2.79M
Showing 250 of 252 transactions. The figures above use every one of them.

What was left out

Form 4 filings counted 275
Amendments (4/A) skipped 3
Filings about a different issuer 0
Unreadable filings 0
Joint filings 11
Sales on a Rule 10b5-1 plan 51
Sales straight out of an exercise 30
Sales at will 114
Transactions with no price 1
Shares from compensation/vesting 21,823,638
Sales filed before the plan box existed 44
History held since 5 Mar 2021