Oscar Health, Inc. (OSCR) Insider Trading

Last 12 months

Insiders bought $11.9M and sold $150M on the open market.

80% of the selling was scheduled in advance under 10b5-1 plans. Director Mario Schlosser sold $22.8M on Aug 28, 61% of their stake, outside a plan.

Net open-market

−$138M

1 buy · 34 sales

Under a 10b5-1 plan

80%

of the value sold

Insiders who bought / sold

1 / 7

executives and directors

Last open-market buy

Apr 2026

Apr 6, 2026

Get an email when OSCR's executives or directors buy, or make a large sale outside a plan.

Trades · last 2 years

Date	Insider	Trade	Shares	Price	Value	Of their stake	Filing
Sep 18	Vanessa Ames Wittman Director	Sold10b5-1 plan	25,000	$32.24	$806k	18%	Form 4
Sep 3	Victoria Baltrus Chief Accounting Officer	Sold10b5-1 plan	958	$31.45	$30k	0.4%	Form 4
Sep 3	Mario Schlosser Director	Sold10b5-1 plan	31,422	$31.45	$988k	6.5%	Form 4
Sep 3	Adam McAnaney Chief Legal Officer	Sold10b5-1 plan	9,092	$31.45	$286k	4.2%	Form 4
Sep 3	Janet Liang President, Oscar Insurance	Sold10b5-1 plan	10,360	$31.45	$326k	4.0%	Form 4
Sep 3	Richard Scott Blackley Chief Financial Officer	Sold10b5-1 plan	28,869	$31.45	$908k	2.6%	Form 4
Aug 27 – 28	Mario Schlosser Director	SoldNo plan 2 parts	750,000	$30.43 average	$22.8M	61%	Form 4
Aug 18	Richard Scott Blackley Chief Financial Officer	SoldNo plan	18,750	$31.74	$595k	1.6%	Form 4
Jul 1	Mario Schlosser Director	Sold10b5-1 plan 3 parts	47,500	$31.24 average	$1.48M	9.0%	Form 4
Jun 29 – 30	Mark T Bertolini Chief Executive Officer	Sold10b5-1 plan 4 parts	1,238,996	$28.87 average	$35.8M	14%	Form 4
Jun 25 – 26	Mark T Bertolini Chief Executive Officer	Sold10b5-1 plan 4 parts	1,206,310	$28.94 average	$34.9M	12%	Form 4
Jun 23	Mario Schlosser Director	Sold10b5-1 plan 12 parts	1,027,500	$29.38 average	$30.2M	68%	Form 4
Jun 2	Victoria Baltrus Chief Accounting Officer	Sold10b5-1 plan 2 parts	1,523	$21.94 average	$33k	0.7%	Form 4
Jun 2	Janet Liang President, Oscar Insurance	Sold10b5-1 plan 2 parts	12,475	$21.94 average	$274k	4.6%	Form 4
Jun 2	Mario Schlosser Director	Sold10b5-1 plan 2 parts	34,120	$21.94 average	$749k	6.6%	Form 4
Jun 2	Adam McAnaney Chief Legal Officer	Sold10b5-1 plan 2 parts	9,859	$21.94 average	$216k	4.3%	Form 4
Jun 2	Richard Scott Blackley Chief Financial Officer	Sold10b5-1 plan 2 parts	31,683	$21.94 average	$695k	2.7%	Form 4
May 18	Richard Scott Blackley Chief Financial Officer	Sold10b5-1 plan	110,000	$25.03	$2.75M	8.5%	Form 4
May 14	Richard Scott Blackley Chief Financial Officer	Sold10b5-1 plan 2 parts	100,000	$23.16 average	$2.32M	7.2%	Form 4
Apr 6	Mark T Bertolini Chief Executive Officer	Bought	1,000,000	$11.92	$11.9M	11%	Form 4
Mar 2	Janet Liang President, Oscar Insurance	Sold10b5-1 plan	7,453	$13.39	$100k	2.7%	Form 4
Mar 2	Victoria Baltrus Chief Accounting Officer	Sold10b5-1 plan	4,638	$13.39	$62k	2.1%	Form 4
Mar 2	Adam McAnaney Chief Legal Officer	Sold10b5-1 plan	18,710	$13.39	$251k	7.6%	Form 4
Mar 2	Mario Schlosser President of Technology & CTO	Sold10b5-1 plan	24,335	$13.39	$326k	4.5%	Form 4
Mar 2	Richard Scott Blackley Chief Financial Officer	Sold10b5-1 plan	19,221	$13.39	$257k	1.3%	Form 4
Jan 8	Mario Schlosser President of Technology & CTO	Sold10b5-1 plan	23,038	$17.65	$407k	6.2%	Form 4
Jan 6	Mario Schlosser President of Technology & CTO	Sold10b5-1 plan	76,962	$17.01	$1.31M	18%	Form 4
Jan 2 – 5	Mario Schlosser President of Technology & CTO	Sold10b5-1 plan 2 parts	234,861	$15.28 average	$3.59M	40%	Form 4
Dec 24, 2025	Mario Schlosser President of Technology & CTO	Sold10b5-1 plan	38,835	$15.00	$583k	8.1%	Form 4
Dec 2, 2025	Victoria Baltrus Chief Accounting Officer	Sold10b5-1 plan	4,149	$16.59	$69k	2.0%	Form 4
Dec 2, 2025	Janet Liang President, Oscar Insurance	Sold10b5-1 plan	7,338	$16.59	$122k	4.1%	Form 4
Dec 2, 2025	Mario Schlosser President of Technology & CTO	Sold10b5-1 plan	23,965	$16.59	$398k	4.8%	Form 4
Dec 2, 2025	Adam McAnaney Chief Legal Officer	Sold10b5-1 plan	1,852	$16.59	$31k	1.0%	Form 4
Dec 2, 2025	Richard Scott Blackley Chief Financial Officer	Sold10b5-1 plan	25,135	$16.59	$417k	1.8%	Form 4
Nov 11, 2025 – Nov 12, 2025	Mario Schlosser President of Technology & CTO	SoldNo plan 2 parts	391,482	$15.21 average	$5.95M	44%	Form 4
Sep 22, 2025	Mario Schlosser President of Technology & CTO	SoldNo plan	395,000	$18.43	$7.28M	44%	Form 4
May 12, 2025	Elbert O. Robinson Jr. Director	SoldNo plan	25,000	$16.43	$411k	28%	Form 4
Dec 6, 2024	Alessandrea C. Quane EVP, Chief Insurance Officer	Sold10b5-1 plan 2 parts	16,793	$16.16 average	$271k	3.2%	Form 4
Dec 6, 2024	Richard Scott Blackley Chief Financial Officer	Sold10b5-1 plan 2 parts	29,939	$16.16 average	$484k	3.2%	Form 4
Dec 2, 2024	Steven Wolin Chief Operating Officer	Sold10b5-1 plan 2 parts	19,580	$18.08 average	$354k	16%	Form 4

Sep 1810b5-1 plan
Vanessa Ames Wittman
Director · sold 25,000 at $32.24
$806k
18% of stake
Sep 310b5-1 plan
Victoria Baltrus
Chief Accounting Officer · sold 958 at $31.45
$30k
0.4% of stake
Sep 310b5-1 plan
Mario Schlosser
Director · sold 31,422 at $31.45
$988k
6.5% of stake
Sep 310b5-1 plan
Adam McAnaney
Chief Legal Officer · sold 9,092 at $31.45
$286k
4.2% of stake
Sep 310b5-1 plan
Janet Liang
President, Oscar Insurance · sold 10,360 at $31.45
$326k
4.0% of stake
Sep 310b5-1 plan
Richard Scott Blackley
Chief Financial Officer · sold 28,869 at $31.45
$908k
2.6% of stake
Aug 27 – 28No plan
Mario Schlosser
Director · sold 750,000 at avg $30.43
$22.8M
61% of stake
Aug 18No plan
Richard Scott Blackley
Chief Financial Officer · sold 18,750 at $31.74
$595k
1.6% of stake
Jul 110b5-1 plan
Mario Schlosser
Director · sold 47,500 at avg $31.24
$1.48M
9.0% of stake
Jun 29 – 3010b5-1 plan
Mark T Bertolini
Chief Executive Officer · sold 1,238,996 at avg $28.87
$35.8M
14% of stake
Jun 25 – 2610b5-1 plan
Mark T Bertolini
Chief Executive Officer · sold 1,206,310 at avg $28.94
$34.9M
12% of stake
Jun 2310b5-1 plan
Mario Schlosser
Director · sold 1,027,500 at avg $29.38
$30.2M
68% of stake
Jun 210b5-1 plan
Victoria Baltrus
Chief Accounting Officer · sold 1,523 at avg $21.94
$33k
0.7% of stake
Jun 210b5-1 plan
Janet Liang
President, Oscar Insurance · sold 12,475 at avg $21.94
$274k
4.6% of stake
Jun 210b5-1 plan
Mario Schlosser
Director · sold 34,120 at avg $21.94
$749k
6.6% of stake
Jun 210b5-1 plan
Adam McAnaney
Chief Legal Officer · sold 9,859 at avg $21.94
$216k
4.3% of stake
Jun 210b5-1 plan
Richard Scott Blackley
Chief Financial Officer · sold 31,683 at avg $21.94
$695k
2.7% of stake
May 1810b5-1 plan
Richard Scott Blackley
Chief Financial Officer · sold 110,000 at $25.03
$2.75M
8.5% of stake
May 1410b5-1 plan
Richard Scott Blackley
Chief Financial Officer · sold 100,000 at avg $23.16
$2.32M
7.2% of stake
Apr 6
Mark T Bertolini
Chief Executive Officer · bought 1,000,000 at $11.92
$11.9M
11% of stake
Mar 210b5-1 plan
Janet Liang
President, Oscar Insurance · sold 7,453 at $13.39
$100k
2.7% of stake
Mar 210b5-1 plan
Victoria Baltrus
Chief Accounting Officer · sold 4,638 at $13.39
$62k
2.1% of stake
Mar 210b5-1 plan
Adam McAnaney
Chief Legal Officer · sold 18,710 at $13.39
$251k
7.6% of stake
Mar 210b5-1 plan
Mario Schlosser
President of Technology & CTO · sold 24,335 at $13.39
$326k
4.5% of stake
Mar 210b5-1 plan
Richard Scott Blackley
Chief Financial Officer · sold 19,221 at $13.39
$257k
1.3% of stake
Jan 810b5-1 plan
Mario Schlosser
President of Technology & CTO · sold 23,038 at $17.65
$407k
6.2% of stake
Jan 610b5-1 plan
Mario Schlosser
President of Technology & CTO · sold 76,962 at $17.01
$1.31M
18% of stake
Jan 2 – 510b5-1 plan
Mario Schlosser
President of Technology & CTO · sold 234,861 at avg $15.28
$3.59M
40% of stake
Dec 24, 202510b5-1 plan
Mario Schlosser
President of Technology & CTO · sold 38,835 at $15.00
$583k
8.1% of stake
Dec 2, 202510b5-1 plan
Victoria Baltrus
Chief Accounting Officer · sold 4,149 at $16.59
$69k
2.0% of stake
Dec 2, 202510b5-1 plan
Janet Liang
President, Oscar Insurance · sold 7,338 at $16.59
$122k
4.1% of stake
Dec 2, 202510b5-1 plan
Mario Schlosser
President of Technology & CTO · sold 23,965 at $16.59
$398k
4.8% of stake
Dec 2, 202510b5-1 plan
Adam McAnaney
Chief Legal Officer · sold 1,852 at $16.59
$31k
1.0% of stake
Dec 2, 202510b5-1 plan
Richard Scott Blackley
Chief Financial Officer · sold 25,135 at $16.59
$417k
1.8% of stake
Nov 11, 2025 – Nov 12, 2025No plan
Mario Schlosser
President of Technology & CTO · sold 391,482 at avg $15.21
$5.95M
44% of stake
Sep 22, 2025No plan
Mario Schlosser
President of Technology & CTO · sold 395,000 at $18.43
$7.28M
44% of stake
May 12, 2025No plan
Elbert O. Robinson Jr.
Director · sold 25,000 at $16.43
$411k
28% of stake
Dec 6, 202410b5-1 plan
Alessandrea C. Quane
EVP, Chief Insurance Officer · sold 16,793 at avg $16.16
$271k
3.2% of stake
Dec 6, 202410b5-1 plan
Richard Scott Blackley
Chief Financial Officer · sold 29,939 at avg $16.16
$484k
3.2% of stake
Dec 2, 202410b5-1 plan
Steven Wolin
Chief Operating Officer · sold 19,580 at avg $18.08
$354k
16% of stake

How to read this. Insiders sell for many reasons: taxes, diversifying, a house. Open-market buys are rarer and say more. A 10b5-1 plan is a trading schedule set up months in advance, so those sales were not timed on news. Large holders (funds and 10% owners) are listed under Everything but not counted as insiders. If you own or watch OSCR, we send a push when an executive buys or makes a large sale outside a plan.

Source: SEC Form 4 filings, filed within two business days of each trade and checked for new ones every hour.

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Spot a number that looks wrong? Check it in OSCR's SEC filings or

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Data sourced from SEC EDGAR filings and third-party price providers. Scores, valuations, and metrics are algorithmic estimates. This is not investment advice. See our Terms and Methodology.

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