Insider Ledger

OSCR insider buying and SEC filings, explained

Oscar Health, Inc. · CIK 1568651

Tracked: Forms 3/4/5, 8-K, NT · All filings on sec.gov

Insider activity in the last 12 months

Bought
$0
Insiders who bought
0
Sold (not marked 10b5-1)
$595K
Planned sales (10b5-1)
$120.6M

Insider purchases and sales, last 12 months

TradedTypeWhat was filedSource
Sep 18, 2026Planned (10b5-1)Vanessa Ames Wittman (Director) sold 25,000 shares at $32.24 ($806K), marked as a 10b5-1 plan trade. Holdings down 18% to 112,121 shares.SEC filing
Filed Sep 22, 2026
Sep 3, 2026Planned (10b5-1)Victoria Baltrus (Chief Accounting Officer) sold 958 shares at about $31.45 ($30K), marked as a 10b5-1 plan trade. Holdings down <1% to 213,631 shares.SEC filing
Filed Sep 8, 2026
Sep 3, 2026Planned (10b5-1)Mario Schlosser (Director) sold 31,422 shares at about $31.45 ($988K), marked as a 10b5-1 plan trade. Holdings down 7% to 449,444 shares.SEC filing
Filed Sep 8, 2026
Sep 3, 2026Planned (10b5-1)Adam McAnaney (Chief Legal Officer) sold 9,092 shares at about $31.45 ($286K), marked as a 10b5-1 plan trade. Holdings down 4% to 209,004 shares.SEC filing
Filed Sep 8, 2026
Sep 3, 2026Planned (10b5-1)Janet Liang (President / COO) sold 10,360 shares at about $31.45 ($326K), marked as a 10b5-1 plan trade. Holdings down 4% to 248,697 shares.SEC filing
Filed Sep 8, 2026
Sep 3, 2026Planned (10b5-1)Richard Scott Blackley (CFO) sold 28,869 shares at about $31.45 ($908K), marked as a 10b5-1 plan trade. Holdings down 3% to 1,046,108 shares.SEC filing
Filed Sep 8, 2026
Aug 18, 2026SaleRichard Scott Blackley (CFO) sold 18,750 shares indirectly (by trust) at about $31.74 ($595K). Holdings by trust down 25% to 56,250 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Aug 20, 2026
Jul 1, 2026Planned (10b5-1)Mario Schlosser (Director) sold 47,500 shares indirectly (by trust) at about $31.24 ($1.5M), marked as a 10b5-1 plan trade. Holdings by trust down 100% to 0 shares.SEC filing
Filed Jul 6, 2026
Jun 29–30, 2026Planned (10b5-1)Mark T Bertolini (CEO and Director) sold 1,238,996 shares between Jun 29 and Jun 30 at about $28.87 ($35.8M), marked as a 10b5-1 plan trade. Holdings down 14% to 7,751,570 shares.SEC filing
Filed Jul 1, 2026
Jun 25–26, 2026Planned (10b5-1)Mark T Bertolini (CEO and Director) sold 1,206,310 shares between Jun 25 and Jun 26 at about $28.94 ($34.9M), marked as a 10b5-1 plan trade. Holdings down 12% to 8,990,566 shares.SEC filing
Filed Jun 29, 2026
Jun 23, 2026Planned (10b5-1)Mario Schlosser (Director) sold 1,027,500 shares directly and indirectly (by trust) at about $29.38 ($30.2M), marked as a 10b5-1 plan trade. Direct holdings down 65% to 480,866 shares.SEC filing
Filed Jun 25, 2026
Jun 2, 2026Planned (10b5-1)Victoria Baltrus (Chief Accounting Officer) sold 1,523 shares at about $21.94 ($33K), marked as a 10b5-1 plan trade. Holdings down 1% to 214,589 shares.SEC filing
Filed Jun 4, 2026
Jun 2, 2026Planned (10b5-1)Janet Liang (President / COO) sold 12,475 shares at about $21.94 ($274K), marked as a 10b5-1 plan trade. Holdings down 5% to 259,057 shares.SEC filing
Filed Jun 4, 2026
Jun 2, 2026Planned (10b5-1)Mario Schlosser (Director) sold 34,120 shares at about $21.94 ($749K), marked as a 10b5-1 plan trade. Holdings down 7% to 480,866 shares.SEC filing
Filed Jun 4, 2026
Jun 2, 2026Planned (10b5-1)Adam McAnaney (Chief Legal Officer) sold 9,859 shares at about $21.94 ($216K), marked as a 10b5-1 plan trade. Holdings down 4% to 218,096 shares.SEC filing
Filed Jun 4, 2026
Jun 2, 2026Planned (10b5-1)Richard Scott Blackley (CFO) sold 31,683 shares at about $21.94 ($695K), marked as a 10b5-1 plan trade. Holdings down 3% to 1,074,977 shares.SEC filing
Filed Jun 4, 2026
May 18, 2026Planned (10b5-1)Richard Scott Blackley (CFO) sold 110,000 shares at about $25.03 ($2.8M), marked as a 10b5-1 plan trade. Holdings down 9% to 1,106,660 shares.SEC filing
Filed May 20, 2026
May 14, 2026Planned (10b5-1)Richard Scott Blackley (CFO) sold 100,000 shares at about $23.16 ($2.3M), marked as a 10b5-1 plan trade. Holdings down 8% to 1,216,660 shares.SEC filing
Filed May 18, 2026
Apr 6, 2026Other purchaseMark T Bertolini (CEO and Director) bought 1,000,000 Class A Common Stock at $11.92 ($11.9M) in a private placement. Holdings up 11% to 10,196,876 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Apr 7, 2026
Mar 2, 2026Planned (10b5-1)Janet Liang (President / COO) sold 7,453 shares at about $13.39 ($100K), marked as a 10b5-1 plan trade. Holdings down 3% to 271,532 shares.SEC filing
Filed Mar 4, 2026
Mar 2, 2026Planned (10b5-1)Victoria Baltrus (Chief Accounting Officer) sold 4,638 shares at about $13.39 ($62K), marked as a 10b5-1 plan trade. Holdings down 2% to 216,112 shares.SEC filing
Filed Mar 4, 2026
Mar 2, 2026Planned (10b5-1)Adam McAnaney (Chief Legal Officer) sold 18,710 shares at about $13.39 ($251K), marked as a 10b5-1 plan trade. Holdings down 8% to 227,955 shares.SEC filing
Filed Mar 4, 2026
Mar 2, 2026Planned (10b5-1)Mario Schlosser (President / COO and Director) sold 24,335 shares at about $13.39 ($326K), marked as a 10b5-1 plan trade. Holdings down 5% to 514,986 shares.SEC filing
Filed Mar 4, 2026
Mar 2, 2026Planned (10b5-1)Richard Scott Blackley (CFO) sold 19,221 shares at about $13.39 ($257K), marked as a 10b5-1 plan trade. Holdings down 1% to 1,466,660 shares.SEC filing
Filed Mar 4, 2026
Jan 8, 2026Planned (10b5-1)Mario Schlosser (President / COO and Director) sold 23,038 shares at $17.65 ($407K), marked as a 10b5-1 plan trade. Holdings down 6% to 350,180 shares.SEC filing
Filed Jan 12, 2026
Jan 6, 2026Planned (10b5-1)Mario Schlosser (President / COO and Director) sold 76,962 shares at about $17.01 ($1.3M), marked as a 10b5-1 plan trade. Holdings down 18% to 350,180 shares.SEC filing
Filed Jan 8, 2026
Jan 2–5, 2026Planned (10b5-1)Mario Schlosser (President / COO and Director) sold 234,861 shares between Jan 2 and Jan 5 at about $15.28 ($3.6M), marked as a 10b5-1 plan trade. Holdings down 40% to 350,180 shares.SEC filing
Filed Jan 6, 2026
Dec 24, 2025Planned (10b5-1)Mario Schlosser (President / COO and Director) sold 38,835 shares at about $15.00 ($583K), marked as a 10b5-1 plan trade. Holdings down 8% to 438,348 shares.SEC filing
Filed Dec 30, 2025
Dec 2, 2025Planned (10b5-1)Victoria Baltrus (Chief Accounting Officer) sold 4,149 shares at about $16.59 ($69K), marked as a 10b5-1 plan trade. Holdings down 2% to 203,450 shares.SEC filing
Filed Dec 4, 2025
Dec 2, 2025Planned (10b5-1)Janet Liang (President / COO) sold 7,338 shares at about $16.59 ($122K), marked as a 10b5-1 plan trade. Holdings down 4% to 172,527 shares.SEC filing
Filed Dec 4, 2025
Dec 2, 2025Planned (10b5-1)Mario Schlosser (President / COO and Director) sold 23,965 shares at about $16.59 ($398K), marked as a 10b5-1 plan trade. Holdings down 5% to 477,183 shares.SEC filing
Filed Dec 4, 2025
Dec 2, 2025Planned (10b5-1)Adam McAnaney (Chief Legal Officer) sold 1,852 shares at about $16.59 ($31K), marked as a 10b5-1 plan trade. Holdings down 1% to 179,241 shares.SEC filing
Filed Dec 4, 2025
Dec 2, 2025Planned (10b5-1)Richard Scott Blackley (CFO) sold 25,135 shares at about $16.59 ($417K), marked as a 10b5-1 plan trade. Holdings down 2% to 1,351,034 shares.SEC filing
Filed Dec 4, 2025

37 routine transactions (such as grants, option exercises or tax withholding) are not listed.

Cluster buys

No cluster buys in the last 12 months.

Red flags

No red flags in the last 12 months.

Key events

No key events in the last 12 months.

8-K filings, last 12 months

No 8-K filings in the last 12 months.

Red flags are objective triggers only: the item or form filed, never an opinion.

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