Insider Transactions last 24 months for Oscar Health, Inc. - NYSE: OSCR
Transactions
All
Buy
Sell
Option Exercise
Filer's Name
Relationship/ Title
Trans.
Date
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Value
Total Shares Owned
Blackley Richard Scott Chief Financial Officer 03/12/2026 AG Indirect COM 75,000 $0.00 $0.00 75,000 Blackley Richard Scott Chief Financial Officer 03/12/2026 DG Direct COM 75,000 $0.00 $0.00 1,316,660 Blackley Richard Scott Chief Financial Officer 03/12/2026 DG Direct COM 75,000 $0.00 $0.00 1,391,660 Blackley Richard Scott Chief Financial Officer 03/02/2026 DS Direct COM 19,221 $13.39 $257,369.19 1,466,660 Blackley Richard Scott Chief Financial Officer 03/02/2026 AA Direct COM 134,847 $0.00 $0.00 1,485,881 Schlosser Mario President of Technology & CTO 03/02/2026 DS Direct COM 24,335 $13.39 $325,845.65 514,986 Schlosser Mario President of Technology & CTO 03/02/2026 AA Direct COM 189,141 $0.00 $0.00 539,321 Mcananey Adam Chief Legal Officer 03/02/2026 DS Direct COM 18,710 $13.39 $250,526.90 227,955 Mcananey Adam Chief Legal Officer 03/02/2026 AA Direct COM 67,424 $0.00 $0.00 246,665 Baltrus Victoria Chief Accounting Officer 03/02/2026 DS Direct COM 4,638 $13.39 $62,102.82 216,112 Baltrus Victoria Chief Accounting Officer 03/02/2026 AA Direct COM 17,300 $0.00 $0.00 220,750 Bertolini Mark T Chief Executive Officer 03/02/2026 AA Direct COM 1,596,877 $0.00 $0.00 4,463,543 Liang Janet President, Oscar Insurance 03/02/2026 DS Direct COM 7,453 $13.39 $99,795.67 271,532 Liang Janet President, Oscar Insurance 03/02/2026 AA Direct COM 106,458 $0.00 $0.00 278,985 Schlosser Mario President of Technology & CTO 01/08/2026 DS Direct COM 23,038 $17.65 $406,620.70 350,180 Schlosser Mario President of Technology & CTO 01/08/2026 AC Direct COM 23,038 $0.00 $0.00 373,218 Schlosser Mario President of Technology & CTO 01/06/2026 DS Direct COM 76,962 $17.01 $1,309,123.62 350,180 Schlosser Mario President of Technology & CTO 01/06/2026 AC Direct COM 76,962 $0.00 $0.00 427,142 Schlosser Mario President of Technology & CTO 01/05/2026 DS Direct COM 96,928 $15.64 $1,515,953.92 350,180 Schlosser Mario President of Technology & CTO 01/05/2026 AC Direct COM 86,893 $0.00 $0.00 447,108 Schlosser Mario President of Technology & CTO 01/02/2026 DS Direct COM 137,933 $15.02 $2,071,753.66 360,215 Schlosser Mario President of Technology & CTO 01/02/2026 AC Direct COM 59,800 $0.00 $0.00 498,148 Schlosser Mario President of Technology & CTO 12/24/2025 DS Direct COM 38,835 $15.00 $582,525.00 438,348 Blackley Richard Scott Chief Financial Officer 12/02/2025 DS Direct COM 25,135 $16.59 $416,989.65 1,351,034 Mcananey Adam Chief Legal Officer 12/02/2025 DS Direct COM 1,852 $16.59 $30,724.68 179,241
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Filer's Name
Relationship/ Title
Trans.
Date
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Value
Total Shares Owned
Blackley Richard Scott Chief Financial Officer 03/12/2026 AG Indirect COM 75,000 $0.00 $0.00 75,000 Blackley Richard Scott Chief Financial Officer 03/02/2026 AA Direct COM 134,847 $0.00 $0.00 1,485,881 Schlosser Mario President of Technology & CTO 03/02/2026 AA Direct COM 189,141 $0.00 $0.00 539,321 Mcananey Adam Chief Legal Officer 03/02/2026 AA Direct COM 67,424 $0.00 $0.00 246,665 Baltrus Victoria Chief Accounting Officer 03/02/2026 AA Direct COM 17,300 $0.00 $0.00 220,750 Bertolini Mark T Chief Executive Officer 03/02/2026 AA Direct COM 1,596,877 $0.00 $0.00 4,463,543 Liang Janet President, Oscar Insurance 03/02/2026 AA Direct COM 106,458 $0.00 $0.00 278,985 Schlosser Mario President of Technology & CTO 01/08/2026 AC Direct COM 23,038 $0.00 $0.00 373,218 Schlosser Mario President of Technology & CTO 01/06/2026 AC Direct COM 76,962 $0.00 $0.00 427,142 Schlosser Mario President of Technology & CTO 01/05/2026 AC Direct COM 86,893 $0.00 $0.00 447,108 Schlosser Mario President of Technology & CTO 01/02/2026 AC Direct COM 59,800 $0.00 $0.00 498,148 Schlosser Mario President of Technology & CTO 11/12/2025 AC Direct COM 105,300 $0.00 $0.00 606,448 Schlosser Mario President of Technology & CTO 11/11/2025 AC Direct COM 286,182 $0.00 $0.00 787,330 Schlosser Mario President of Technology & CTO 09/22/2025 AC Direct COM 395,000 $0.00 $0.00 896,148 Gassen William Director 06/04/2025 AA Direct COM 14,134 $0.00 $0.00 74,365 Sankaran Sid Director 06/04/2025 AA Direct COM 14,134 $0.00 $0.00 14,134 Wittman Vanessa Ames Director 06/04/2025 AA Direct COM 14,134 $0.00 $0.00 128,646 Plouffe David Director 06/04/2025 AA Direct COM 14,134 $0.00 $0.00 128,646 Lang Laura W Director 06/04/2025 AA Direct COM 14,134 $0.00 $0.00 74,365 Boyd Jeffery H Director 06/04/2025 AA Direct COM 14,134 $0.00 $0.00 705,673 Mcananey Adam Chief Legal Officer 03/05/2025 AA Direct COM 61,409 $0.00 $0.00 184,785 Liang Janet President, Oscar Insurance 03/05/2025 AA Direct COM 96,962 $0.00 $0.00 194,364 Blackley Richard Scott Chief Financial Officer 03/05/2025 AA Direct COM 103,426 $0.00 $0.00 1,432,520 Schlosser Mario President of Technology & CTO 03/05/2025 AA Direct COM 172,269 $0.00 $0.00 375,966 Baltrus Victoria Chief Accounting Officer 03/05/2025 AA Direct COM 10,611 $0.00 $0.00 220,130
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Filer's Name
Relationship/ Title
Trans.
Date
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Value
Total Shares Owned
Blackley Richard Scott Chief Financial Officer 03/12/2026 DG Direct COM 75,000 $0.00 $0.00 1,316,660 Blackley Richard Scott Chief Financial Officer 03/12/2026 DG Direct COM 75,000 $0.00 $0.00 1,391,660 Blackley Richard Scott Chief Financial Officer 03/02/2026 DS Direct COM 19,221 $13.39 $257,369.19 1,466,660 Schlosser Mario President of Technology & CTO 03/02/2026 DS Direct COM 24,335 $13.39 $325,845.65 514,986 Mcananey Adam Chief Legal Officer 03/02/2026 DS Direct COM 18,710 $13.39 $250,526.90 227,955 Baltrus Victoria Chief Accounting Officer 03/02/2026 DS Direct COM 4,638 $13.39 $62,102.82 216,112 Liang Janet President, Oscar Insurance 03/02/2026 DS Direct COM 7,453 $13.39 $99,795.67 271,532 Schlosser Mario President of Technology & CTO 01/08/2026 DS Direct COM 23,038 $17.65 $406,620.70 350,180 Schlosser Mario President of Technology & CTO 01/06/2026 DS Direct COM 76,962 $17.01 $1,309,123.62 350,180 Schlosser Mario President of Technology & CTO 01/05/2026 DS Direct COM 96,928 $15.64 $1,515,953.92 350,180 Schlosser Mario President of Technology & CTO 01/02/2026 DS Direct COM 137,933 $15.02 $2,071,753.66 360,215 Schlosser Mario President of Technology & CTO 12/24/2025 DS Direct COM 38,835 $15.00 $582,525.00 438,348 Blackley Richard Scott Chief Financial Officer 12/02/2025 DS Direct COM 25,135 $16.59 $416,989.65 1,351,034 Mcananey Adam Chief Legal Officer 12/02/2025 DS Direct COM 1,852 $16.59 $30,724.68 179,241 Schlosser Mario President of Technology & CTO 12/02/2025 DS Direct COM 23,965 $16.59 $397,579.35 477,183 Liang Janet President, Oscar Insurance 12/02/2025 DS Direct COM 7,338 $16.59 $121,737.42 172,527 Baltrus Victoria Chief Accounting Officer 12/02/2025 DS Direct COM 4,149 $16.59 $68,831.91 203,450 Schlosser Mario President of Technology & CTO 11/12/2025 DS Direct COM 105,300 $15.05 $1,584,765.00 501,148 Schlosser Mario President of Technology & CTO 11/11/2025 DS Direct COM 286,182 $15.27 $4,369,999.14 501,148 Schlosser Mario President of Technology & CTO 09/22/2025 DS Direct COM 395,000 $18.43 $7,279,850.00 501,148 Blackley Richard Scott Chief Financial Officer 09/02/2025 DF Direct COM 28,166 $16.66 $469,245.56 1,376,169 Mcananey Adam Chief Legal Officer 09/02/2025 DF Direct COM 1,845 $16.66 $30,737.70 181,093 Schlosser Mario President of Technology & CTO 09/02/2025 DF Direct COM 23,879 $16.66 $397,824.14 501,148 Liang Janet President, Oscar Insurance 09/02/2025 DF Direct COM 7,303 $16.66 $121,667.98 179,865 Baltrus Victoria Chief Accounting Officer 09/02/2025 DF Direct COM 6,266 $16.66 $104,391.56 207,599
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Filer's Name
Relationship/ Title
Trans.
Date
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Value
Total Shares Owned
Bertolini Mark T Chief Executive Officer 04/03/2025 AM Direct COM 955,556 $0.00 $0.00 2,866,666 Blackley Richard Scott Chief Financial Officer 12/05/2024 AM Direct COM 62,500 $0.00 $0.00 944,341 Quane Alessandrea C. EVP, Chief Insurance Officer 12/05/2024 AM Direct COM 31,250 $0.00 $0.00 447,009 Baltrus Victoria Chief Accounting Officer 12/01/2024 AM Direct COM 888 $0.00 $0.00 154,114 Baltrus Victoria Chief Accounting Officer 12/01/2024 AM Direct COM 7,500 $0.00 $0.00 153,226 Baltrus Victoria Chief Accounting Officer 12/01/2024 AM Direct COM 4,120 $0.00 $0.00 145,726 Baltrus Victoria Chief Accounting Officer 12/01/2024 AM Direct COM 4,810 $0.00 $0.00 141,606 Blackley Richard Scott Chief Financial Officer 12/01/2024 AM Direct COM 8,653 $0.00 $0.00 907,120 Blackley Richard Scott Chief Financial Officer 12/01/2024 AM Direct COM 37,577 $0.00 $0.00 898,467 Blackley Richard Scott Chief Financial Officer 12/01/2024 AM Direct COM 7,015 $0.00 $0.00 860,890 Quane Alessandrea C. EVP, Chief Insurance Officer 12/01/2024 AM Direct COM 8,653 $0.00 $0.00 442,654 Quane Alessandrea C. EVP, Chief Insurance Officer 12/01/2024 AM Direct COM 34,379 $0.00 $0.00 434,001 Quane Alessandrea C. EVP, Chief Insurance Officer 12/01/2024 AM Direct COM 7,015 $0.00 $0.00 399,622 Bopitiya Ranmali EVP & Chief Legal Officer 12/01/2024 AM Direct COM 4,867 $0.00 $0.00 260,645 Bopitiya Ranmali EVP & Chief Legal Officer 12/01/2024 AM Direct COM 16,447 $0.00 $0.00 255,778 Bopitiya Ranmali EVP & Chief Legal Officer 12/01/2024 AM Direct COM 20,424 $0.00 $0.00 239,331 Schlosser Mario President of Technology & CTO 12/01/2024 AM Direct COM 14,412 $0.00 $0.00 88,478 Wolin Steven Chief Operating Officer 12/01/2024 AM Direct COM 1,460 $0.00 $0.00 122,178 Wolin Steven Chief Operating Officer 12/01/2024 AM Direct COM 2,920 $0.00 $0.00 120,718 Wolin Steven Chief Operating Officer 12/01/2024 AM Direct COM 24,671 $0.00 $0.00 117,798 Wolin Steven Chief Operating Officer 12/01/2024 AM Direct COM 1,897 $0.00 $0.00 93,127 Wolin Steven Chief Operating Officer 12/01/2024 AM Direct COM 1,483 $0.00 $0.00 91,230 Wolin Steven Chief Operating Officer 12/01/2024 AM Direct COM 6,033 $0.00 $0.00 89,747 Boyd Jeffery H Director 11/12/2024 AM Direct COM 577,027 $4.29 $2,475,445.83 691,539 Blackley Richard Scott Chief Financial Officer 09/05/2024 AM Direct COM 62,500 $0.00 $0.00 883,832
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Transaction Type Key
First letter: A = Acquired, D = Disposed
Second letter:
A = Grant, award or other acquisition pursuant to Rule 16b-3(d)
C = Conversion of derivative security |
D = Disposition to the issuer of issuer equity securities pursuant to Rule 16b-3(e) |
E = Expiration of short derivative position |
F = Payment of exercise price or tax liability by delivering or withholding securities incident to the receipt, exercise or vesting of a security issued in accordance with Rule 16b-3. |
G = Gift |
H = Expiration (or cancellation) of long derivative position with value received |
I = Discretionary transaction in accordance with Rule 16b-3(f) |
J = Other |
L = Small acquisition under Rule 16a-6 |
M = Exercise or conversion of derivative security exempted pursuant to Rule 16b-3 |
O = Exercise of out-of-the-money derivative security |
P = Open market or private purchase |
S = Open market or private sale |
U = Disposition pursuant to a tender of shares in a change of control transaction |
W = Acquisition or disposition by will or the laws of descent and distribution |
X = Exercise of in-the-money or at-the-money derivative security |
Z = Deposit into or withdrawal from voting trust
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