SEC Form 4
Oscar Health, Inc. (OSCR) insider trading
In the 12 months to Oct 26, 2026, 6 OSCR insiders reported open-market sales of $79.3M across 32 filings; one chief executive officer bought $11.9M.
Latest filing · Last 12 months · Source: SEC EDGAR · How we count
- Open-market sales
- $79.3M
- 32 filings · 6 insiders
- Open-market purchases
- $11.9M
- 1 filing · Mark T. Bertolini, Chief Executive Officer
- Pre-arranged sales (10b5-1)
- 29 of 32
- $50.0M of $79.3M sold (63%)
Who traded OSCR, and when
- Purchase
- Sale
- Sale, pre-arranged (10b5-1)
OSCR daily close from Oct 27, 2025 to Oct 26, 2026, between $10.85 and $34.32, last $30.73. 32 sale and 1 purchase filings by 7 insiders, marked at their filing dates. Mario Schlosser, President of Technology & CTO → Director: sold $68.8M across 12 filings, first filed Nov 13, 2025, last Sep 8, 2026. Mark T. Bertolini, Chief Executive Officer: bought $11.9M across 1 filing, first filed Apr 7, 2026, last Apr 7, 2026. Richard Scott Blackley, Chief Financial Officer: sold $7.9M across 7 filings, first filed Dec 4, 2025, last Sep 8, 2026. Janet Liang, President, Oscar Insurance: sold $821.1K across 4 filings, first filed Dec 4, 2025, last Sep 8, 2026. Vanessa Ames Wittman, Director: sold $806.0K across 1 filing, first filed Sep 22, 2026, last Sep 22, 2026. Adam McAnaney, Chief Legal Officer: sold $783.5K across 4 filings, first filed Dec 4, 2025, last Sep 8, 2026. Victoria Baltrus, Chief Accounting Officer: sold $194.5K across 4 filings, first filed Dec 4, 2025, last Sep 8, 2026.
Largest mark · tap a row for others
Mario Schlosser · Director
Sale $30,183,413
1,027,500 shares at $29.38 avg
Filed Jun 25, 2026 · traded Jun 23
Pre-arranged (10b5-1) · close on filing date $28.67
Mario Schlosser · President of Technology & CTO → Director
President of Technology & CTO → Director
$68.8M soldMark T. Bertolini · Chief Executive Officer
Chief Executive Officer
$11.9M boughtRichard Scott Blackley · Chief Financial Officer
Chief Financial Officer
$7.9M soldJanet Liang · President, Oscar Insurance
President, Oscar Insurance
$821.1K soldVanessa Ames Wittman · Director
Director
$806.0K soldAdam McAnaney · Chief Legal Officer
Chief Legal Officer
$783.5K soldVictoria Baltrus · Chief Accounting Officer
Chief Accounting Officer
$194.5K soldOpen-market trades
33 filings in the last 12 months| Insider | Role | Sold | Bought | Filings | Pre-arranged (10b5-1) | Last filed |
|---|---|---|---|---|---|---|
| Mario Schlosser | President of Technology & CTO → Director | $68.8M | — | 12 | 58% of sales | |
| Mark T. Bertolini | Chief Executive Officer | — | $11.9M | 1 | — | |
| Richard Scott Blackley | Chief Financial Officer | $7.9M | — | 7 | 93% of sales | |
| Janet Liang | President, Oscar Insurance | $821.1K | — | 4 | 100% of sales | |
| Vanessa Ames Wittman | Director | $806.0K | — | 1 | 100% of sales | |
| Adam McAnaney | Chief Legal Officer | $783.5K | — | 4 | 100% of sales | |
| Victoria Baltrus | Chief Accounting Officer | $194.5K | — | 4 | 100% of sales |
| Filed | Insider | Type | Shares | Avg price | Value | Held after | Source |
|---|---|---|---|---|---|---|---|
traded | Vanessa Ames Wittman Director | SalePre-arranged (10b5-1) | 25,000 | $32.24 | $806.0K | 112,121 | |
traded | Richard Scott Blackley Chief Financial Officer | SalePre-arranged (10b5-1) | 28,869 | $31.45 | $907.9K | 1,046,108 | |
traded | Janet Liang President, Oscar Insurance | SalePre-arranged (10b5-1) | 10,360 | $31.45 | $325.8K | 248,697 | |
traded | Adam McAnaney Chief Legal Officer | SalePre-arranged (10b5-1) | 9,092 | $31.45 | $285.9K | 209,004 | |
traded | Mario Schlosser Director | SalePre-arranged (10b5-1) | 31,422 | $31.45 | $988.2K | 449,444 | |
traded | Victoria Baltrus Chief Accounting Officer | SalePre-arranged (10b5-1) | 958 | $31.45 | $30.1K | 213,631 | |
traded | Mario Schlosser Director | Sale | 750,000 | $30.43 | $22.8M | 480,866 | |
traded | Richard Scott Blackley Chief Financial Officer | Sale | 18,750 | $31.74 | $595.1K | 56,250 | |
traded | Mario Schlosser Director | SalePre-arranged (10b5-1) | 47,500 | $31.24 | $1.5M | 43,900 | |
traded | Mario Schlosser Director | SalePre-arranged (10b5-1) | 1,027,500 | $29.38 | $30.2M | Multiple accounts | |
traded | Richard Scott Blackley Chief Financial Officer | SalePre-arranged (10b5-1) | 31,683 | $21.94 | $695.2K | 1,074,977 | |
traded | Adam McAnaney Chief Legal Officer | SalePre-arranged (10b5-1) | 9,859 | $21.94 | $216.3K | 218,096 | |
traded | Mario Schlosser Director | SalePre-arranged (10b5-1) | 34,120 | $21.94 | $748.6K | 490,534 | |
traded | Janet Liang President, Oscar Insurance | SalePre-arranged (10b5-1) | 12,475 | $21.94 | $273.7K | 259,057 | |
traded | Victoria Baltrus Chief Accounting Officer | SalePre-arranged (10b5-1) | 1,523 | $21.94 | $33.4K | 215,021 | |
traded | Richard Scott Blackley Chief Financial Officer | SalePre-arranged (10b5-1) | 110,000 | $25.03 | $2.8M | 1,106,660 | |
traded | Richard Scott Blackley Chief Financial Officer | SalePre-arranged (10b5-1) | 100,000 | $23.16 | $2.3M | 1,225,401 | |
traded | Mark T. Bertolini Chief Executive Officer | Purchase | 1,000,000 | $11.92 | $11.9M | 10,196,876 | |
traded | Richard Scott Blackley Chief Financial Officer | SalePre-arranged (10b5-1) | 19,221 | $13.39 | $257.4K | 1,466,660 | |
traded | Mario Schlosser President of Technology & CTO | SalePre-arranged (10b5-1) | 24,335 | $13.39 | $325.8K | 514,986 | |
traded | Adam McAnaney Chief Legal Officer | SalePre-arranged (10b5-1) | 18,710 | $13.39 | $250.5K | 227,955 | |
traded | Victoria Baltrus Chief Accounting Officer | SalePre-arranged (10b5-1) | 4,638 | $13.39 | $62.1K | 216,112 | |
traded | Janet Liang President, Oscar Insurance | SalePre-arranged (10b5-1) | 7,453 | $13.39 | $99.8K | 271,532 | |
traded | Mario Schlosser President of Technology & CTO | SalePre-arranged (10b5-1) | 23,038 | $17.65 | $406.6K | 350,180 | |
traded | Mario Schlosser President of Technology & CTO | SalePre-arranged (10b5-1) | 76,962 | $17.01 | $1.3M | 350,180 | |
traded | Mario Schlosser President of Technology & CTO | SalePre-arranged (10b5-1) | 234,861 | $15.28 | $3.6M | 350,180 | |
traded | Mario Schlosser President of Technology & CTO | SalePre-arranged (10b5-1) | 38,835 | $15.00 | $582.5K | 438,348 | |
traded | Richard Scott Blackley Chief Financial Officer | SalePre-arranged (10b5-1) | 25,135 | $16.59 | $417.0K | 1,351,034 | |
traded | Adam McAnaney Chief Legal Officer | SalePre-arranged (10b5-1) | 1,852 | $16.59 | $30.7K | 179,241 | |
traded | Mario Schlosser President of Technology & CTO | SalePre-arranged (10b5-1) | 23,965 | $16.59 | $397.6K | 477,183 | |
traded | Janet Liang President, Oscar Insurance | SalePre-arranged (10b5-1) | 7,338 | $16.59 | $121.7K | 172,527 | |
traded | Victoria Baltrus Chief Accounting Officer | SalePre-arranged (10b5-1) | 4,149 | $16.59 | $68.8K | 203,450 | |
traded | Mario Schlosser President of Technology & CTO | Sale | 391,482 | $15.21 | $6.0M | 501,148 |
GET /stocks/filings/vX/form-4?tickers=OSCR&filing_date.gte=2025-10-26&sort=filing_date.desc&limit=500{
"status": "OK",
"results": [
{
"tickers": [
"OSCR"
],
"issuer_cik": "0001568651",
"owner_cik": "0001229265",
"accession_number": "0001229265-26-000024",
"form_type": "4",
"filing_date": "2026-09-22",
"period_of_report": "2026-09-18",
"issuer_name": "Oscar Health, Inc.",
"issuer_trading_symbol": "OSCR",
"owner_name": "WITTMAN VANESSA AMES",
"is_director": true,
"is_officer": false,
"is_ten_percent_owner": false,
"is_other": false,
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "Class A Common Stock",
"transaction_timeliness": "O",
"aff_10b5_one": true,
"transaction_date": "2026-09-18",
"transaction_code": "S",
"equity_swap_involved": false,
"transaction_shares": 25000,
"transaction_price_per_share": 32.24,
"transaction_acquired_disposed": "D",
"shares_owned_following_transaction": 112121,
"transaction_value": 806000,
"not_subject_to_section_16": false,
"direct_or_indirect": "D",
"footnotes": [
{
"id": "F1",
"description": "The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on June 18, 2026."
},
{
"id": "F2",
"description": "Includes shares to be issued in connection with the vesting of one or more restricted stock units."
}
]
},
{
"tickers": [
"OSCR"
],
"issuer_cik": "0001568651",
"owner_cik": "0001844320",
"accession_number": "0001844320-26-000018",
"form_type": "4",
"filing_date": "2026-09-08",
"period_of_report": "2026-09-03",
"issuer_name": "Oscar Health, Inc.",
"issuer_trading_symbol": "OSCR",
"owner_name": "Schlosser Mario",
"is_director": true,
"is_officer": false,
"is_ten_percent_owner": false,
"is_other": false,
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "Class A Common Stock",
"transaction_timeliness": "O",
"aff_10b5_one": true,
"transaction_date": "2026-09-03",
"transaction_code": "S",
"equity_swap_involved": false,
"transaction_shares": 31422,
"transaction_price_per_share": 31.45,
"transaction_acquired_disposed": "D",
"shares_owned_following_transaction": 449444,
"transaction_value": 988221.9,
"not_subject_to_section_16": false,
"direct_or_indirect": "D",
"footnotes": [
{
"id": "F1",
"description": "The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on August 8, 2025 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted\nequity awards."
},
{
"id": "F2",
"description": "The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $30.97 to $31.96, inclusive. The Reporting Person undertakes to\nprovide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at\nwhich the transactions were effected."
},
{
"id": "F3",
"description": "Includes shares to be issued in connection with the vesting of one or more restricted stock units."
}
]
}
]
}
// trimmed to 2 resultsThe response includes every Form 4 record; this page keeps open-market purchases and sales on common stock and removes duplicate joint-filer rows.
Other insider activity (not market trades) · 53 records
- Option exercises1 record
- Tax withholding1 record
- Tax withholding (sold to cover)8 records
- Grants and awards11 records
- Gifts3 records
- Other29 records
Reported on Form 4 but not purchases or sales in the market, so not counted in the totals above.
How to read this page
- Open-market purchase or sale
- A buy or sell of the company's stock at market price. Grants, option exercises, shares withheld for tax, gifts and employee stock plan purchases are listed separately and not counted.
- Pre-arranged (10b5-1)
- The insider marked the filing as made under a trading plan set up in advance (SEC Rule 10b5-1). The mark covers the whole filing, and an unmarked filing may still be under a plan.
- Role
- The title on each filing. Someone whose title changed shows more than one.
- Filing date
- Insiders have two business days to report a trade. Totals and the chart use the filing date, when the trade became public.
Frequently asked questions
Has Oscar Health, Inc.'s CEO sold stock?
No. Mark T. Bertolini (CEO) made no open-market sales filed as CEO in the last 12 months.
How current is OSCR’s insider data?
These are OSCR Form 4 filings from the last year, refreshed daily. The Massive Form 4 API has the full, continuously updated record.
What counts as an open-market buy or sell?
Only purchases and sales at the market price. Option exercises, grants, gifts, and shares withheld for taxes are reported on Form 4 but are left out of the buy and sell totals.
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Track OSCR insider trades with your agent
This page joins two Massive endpoints: Form 4 filings and daily prices. Ask an agent to watch for new filings:
Using the Massive API (massive.com/docs/llms.txt), check Form 4 filings for OSCR every day with transaction_code=P and tell me when an insider files an open-market purchase, with their role, shares, price and the filing link.
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