OSCR Oscar Health, Inc.

NYSE
$32.77

Oscar Health, Inc. (OSCR) Insider Activity

What the officers, directors and large holders did with their own shares. Only open-market purchases and sales count toward the totals — grants, option exercises and shares withheld for tax are compensation mechanics, not decisions, and they're listed separately below.

30D 90D 6M 1Y
Insider signal In line Selling ran in line with OSCR's own trailing one-year pace, with 77% of sale value under a prearranged plan.
Cluster activity 0 buyers in the last 30 days 0 buyers in the last 90 days 6 sellers in the last 90 days
Insiders buying
1
1 transaction
Insiders selling
6
62 transactions
Purchases
$11.9M
1,000,000 shares
Sales
$156.5M
5,966,391 shares
Net activity
-$144.6M
purchases less sales

How much of that selling was preplanned? 77% planned / 23% discretionary

10b5-1 plan sales $119.8M 56 transactions · 4,411,159 shares
Discretionary sales $36.7M 6 transactions · 1,555,232 shares

Largest single sale: $18.2M.

Where they traded

Buy Sell Dot area is proportional to transaction value.

Last open-market purchase: April 6, 2026 , by Bertolini Mark T .

Recent open-market activity

Date Insider Role Action Shares Price Value Held after
Schlosser Mario Director Sell 10b5-1 31,422 $31.45 $988.2K 449,444 −6.5% of holding
Blackley Richard Scott Chief Financial Officer Sell 10b5-1 28,869 $31.45 $907.9K 1,046,108 −2.7% of holding
Liang Janet President, Oscar Insurance Sell 10b5-1 10,360 $31.45 $325.8K 248,697 −4% of holding
McAnaney Adam Chief Legal Officer Sell 10b5-1 9,092 $31.45 $285.9K 209,004 −4.2% of holding
Baltrus Victoria Chief Accounting Officer Sell 10b5-1 958 $31.45 $30.1K 213,631 −0.4% of holding
Schlosser Mario Director Sell 150,000 $30.79 $4.6M 480,866 −23.8% of holding
Schlosser Mario Director Sell 600,000 $30.34 $18.2M 480,866 −55.5% of holding
Blackley Richard Scott Chief Financial Officer Sell 18,750 $31.74 $595.1K 56,250 −25% of holding
Schlosser Mario 3 fills Director Sell 10b5-1 47,500 $31.24 $1.5M 43,900 −52% of holding
Bertolini Mark T 2 fills Chief Executive Officer Sell 10b5-1 624,244 $28.48 $17.8M 7,887,160 −7.3% of holding
Bertolini Mark T 2 fills Chief Executive Officer Sell 10b5-1 614,752 $29.26 $18.0M 8,434,740 −6.8% of holding
Bertolini Mark T 2 fills Chief Executive Officer Sell 10b5-1 591,168 $29.28 $17.3M 9,140,361 −6.1% of holding
Bertolini Mark T 2 fills Chief Executive Officer Sell 10b5-1 615,142 $28.61 $17.6M 9,598,934 −6% of holding
Schlosser Mario 12 fills Director Sell 10b5-1 1,027,500 $29.38 $30.2M 1,073,878 −48.9% of holding
Schlosser Mario 2 fills Director Sell 10b5-1 34,120 $21.94 $748.6K 490,534 −6.5% of holding
Blackley Richard Scott 2 fills Chief Financial Officer Sell 10b5-1 31,683 $21.94 $695.2K 1,083,954 −2.8% of holding
Liang Janet 2 fills President, Oscar Insurance Sell 10b5-1 12,475 $21.94 $273.7K 262,592 −4.5% of holding
McAnaney Adam 2 fills Chief Legal Officer Sell 10b5-1 9,859 $21.94 $216.3K 220,890 −4.3% of holding
Baltrus Victoria 2 fills Chief Accounting Officer Sell 10b5-1 1,523 $21.94 $33.4K 215,021 −0.7% of holding
Blackley Richard Scott Chief Financial Officer Sell 10b5-1 110,000 $25.03 $2.8M 1,106,660 −9% of holding
Blackley Richard Scott 2 fills Chief Financial Officer Sell 10b5-1 100,000 $23.16 $2.3M 1,225,401 −7.5% of holding
Bertolini Mark T Chief Executive Officer Buy 1,000,000 $11.92 $11.9M 10,196,876
Schlosser Mario President of Technology & CTO Sell 10b5-1 24,335 $13.39 $325.8K 514,986 −4.5% of holding
Blackley Richard Scott Chief Financial Officer Sell 10b5-1 19,221 $13.39 $257.4K 1,466,660 −1.3% of holding
McAnaney Adam Chief Legal Officer Sell 10b5-1 18,710 $13.39 $250.5K 227,955 −7.6% of holding
Liang Janet President, Oscar Insurance Sell 10b5-1 7,453 $13.39 $99.8K 271,532 −2.7% of holding
Baltrus Victoria Chief Accounting Officer Sell 10b5-1 4,638 $13.39 $62.1K 216,112 −2.1% of holding
Schlosser Mario President of Technology & CTO Sell 10b5-1 23,038 $17.65 $406.6K 350,180 −6.2% of holding
Schlosser Mario President of Technology & CTO Sell 10b5-1 76,962 $17.01 $1.3M 350,180 −18% of holding
Schlosser Mario President of Technology & CTO Sell 10b5-1 96,928 $15.64 $1.5M 350,180 −21.7% of holding
Schlosser Mario President of Technology & CTO Sell 10b5-1 137,933 $15.02 $2.1M 360,215 −27.7% of holding
Schlosser Mario President of Technology & CTO Sell 10b5-1 38,835 $15.00 $582.5K 438,348 −8.1% of holding
Blackley Richard Scott Chief Financial Officer Sell 10b5-1 25,135 $16.59 $417.0K 1,351,034 −1.8% of holding
Schlosser Mario President of Technology & CTO Sell 10b5-1 23,965 $16.59 $397.6K 477,183 −4.8% of holding
Liang Janet President, Oscar Insurance Sell 10b5-1 7,338 $16.59 $121.7K 172,527 −4.1% of holding
Baltrus Victoria Chief Accounting Officer Sell 10b5-1 4,149 $16.59 $68.8K 203,450 −2% of holding
McAnaney Adam Chief Legal Officer Sell 10b5-1 1,852 $16.59 $30.7K 179,241 −1% of holding
Schlosser Mario President of Technology & CTO Sell 105,300 $15.05 $1.6M 501,148 −17.4% of holding
Schlosser Mario President of Technology & CTO Sell 286,182 $15.27 $4.4M 501,148 −36.3% of holding
Schlosser Mario President of Technology & CTO Sell 395,000 $18.43 $7.3M 501,148 −44.1% of holding

Form 4s are due within two business days of a transaction, so this is close to real time — unlike the quarterly 13F data on the Institutional tab. A single large sale often reflects a prearranged 10b5-1 plan rather than a fresh view, so read a pattern of sales rather than any one of them.