Oscar Health, Inc. (OSCR) · Insider trading

What Oscar Health's directors, officers and largest holders bought and sold themselves, from the Form 4 each of them files with the SEC within two business days of a trade. Open-market purchases and sales first: those are the trades somebody chose to make at the market price.

Bought, 12 months

$11.92M

1 insider, 1 trade

Sold, 12 months

$150.02M

7 insiders, 80% under a plan

Net, 12 months

−$138.10M

bought less sold

Latest filing

2026-09-22

filings read to 2026-10-19

Bought and sold at the market, by month

Two years. Purchases above the line, sales below, in dollars.

Bought Sold Largest month: $102.83M

Who traded, two years

Insider	Bought	Sold	Trades	Last trade	Holds after
Bertolini Mark TDirector, Chief Executive Officer	$11.92M	$70.68M	9	2026-06-30	7,887,160
Schlosser MarioDirector	–	$76.19M	32	2026-09-03	449,444
Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	$23.06M	–	7	2024-11-21	–
Thrive Capital Partners Vii Growth, L.P.Director, 10% owner	$23.06M	–	7	2024-11-21	–
Blackley Richard ScottChief Financial Officer	–	$8.88M	13	2026-09-03	1,046,108
Robinson Elbert O. Jr.Director	–	$837,000	2	2025-05-12	64,512
Liang JanetPresident, Oscar Insurance	–	$821,071	5	2026-09-03	248,697
Wittman Vanessa AmesDirector	–	$806,000	1	2026-09-18	112,121
McAnaney AdamChief Legal Officer	–	$783,513	5	2026-09-03	209,004
Quane Alessandrea C.EVP, Chief Insurance Officer	–	$757,484	4	2024-12-06	436,624
Wolin StevenChief Operating Officer	–	$353,955	2	2024-12-02	102,951
Bopitiya RanmaliEVP & Chief Legal Officer	–	$346,308	2	2024-12-02	241,833
Baltrus VictoriaChief Accounting Officer	–	$340,509	7	2026-09-03	213,631

Open-market purchases and sales

Newest first. “Plan” marks a trade made under a 10b5-1 plan set up in advance.

Date	Insider	Trade	Shares	Price	Value	Holds after	Filing
2026-09-18	Wittman Vanessa AmesDirector	Saleplan	25,000	32.24	$806,000	112,121	Form 4
2026-09-03	Blackley Richard ScottChief Financial Officer	Saleplan	28,869	31.45	$907,930	1,046,108	Form 4
2026-09-03	Liang JanetPresident, Oscar Insurance	Saleplan	10,360	31.45	$325,822	248,697	Form 4
2026-09-03	McAnaney AdamChief Legal Officer	Saleplan	9,092	31.45	$285,943	209,004	Form 4
2026-09-03	Schlosser MarioDirector	Saleplan	31,422	31.45	$988,222	449,444	Form 4
2026-09-03	Baltrus VictoriaChief Accounting Officer	Saleplan	958	31.45	$30,129	213,631	Form 4
2026-08-28	Schlosser MarioDirector	Sale	150,000	30.79	$4.62M	480,866	Form 4
2026-08-27	Schlosser MarioDirector	Sale	600,000	30.34	$18.20M	480,866	Form 4
2026-08-18	Blackley Richard ScottChief Financial Officer	Saleindirect	18,750	31.74	$595,125	56,250	Form 4
2026-07-01	Schlosser MarioDirector	Saleplanindirect	3,600	29.50	$106,200	43,900	Form 4
2026-07-01	Schlosser MarioDirector	Saleplanindirect	13,672	30.80	$421,098	30,228	Form 4
2026-07-01	Schlosser MarioDirector	Saleplanindirect	30,228	31.65	$956,716	0	Form 4
2026-06-30	Bertolini Mark TDirector, Chief Executive Officer	Saleplan	488,654	28.35	$13.85M	7,887,160	Form 4
2026-06-30	Bertolini Mark TDirector, Chief Executive Officer	Saleplan	135,590	28.97	$3.93M	7,751,570	Form 4
2026-06-29	Bertolini Mark TDirector, Chief Executive Officer	Saleplan	555,826	29.17	$16.21M	8,434,740	Form 4
2026-06-29	Bertolini Mark TDirector, Chief Executive Officer	Saleplan	58,926	30.08	$1.77M	8,375,814	Form 4
2026-06-26	Bertolini Mark TDirector, Chief Executive Officer	Saleplan	441,373	29.11	$12.85M	9,140,361	Form 4
2026-06-26	Bertolini Mark TDirector, Chief Executive Officer	Saleplan	149,795	29.79	$4.46M	8,990,566	Form 4
2026-06-25	Bertolini Mark TDirector, Chief Executive Officer	Saleplan	597,942	28.60	$17.10M	9,598,934	Form 4
2026-06-25	Bertolini Mark TDirector, Chief Executive Officer	Saleplan	17,200	29.08	$500,176	9,581,734	Form 4
2026-06-23	Schlosser MarioDirector	Saleplan	286,988	28.95	$8.31M	1,073,878	Form 4
2026-06-23	Schlosser MarioDirector	Saleplan	591,213	29.58	$17.49M	482,665	Form 4
2026-06-23	Schlosser MarioDirector	Saleplan	1,799	30.09	$54,132	480,866	Form 4
2026-06-23	Schlosser MarioDirector	Saleplanindirect	16,307	28.95	$472,088	33,693	Form 4
2026-06-23	Schlosser MarioDirector	Saleplanindirect	33,591	29.58	$993,622	102	Form 4
2026-06-23	Schlosser MarioDirector	Saleplanindirect	102	30.09	$3,069	0	Form 4
2026-06-23	Schlosser MarioDirector	Saleplanindirect	16,306	28.95	$472,059	33,694	Form 4
2026-06-23	Schlosser MarioDirector	Saleplanindirect	33,592	29.58	$993,651	102	Form 4
2026-06-23	Schlosser MarioDirector	Saleplanindirect	102	30.09	$3,069	0	Form 4
2026-06-23	Schlosser MarioDirector	Saleplanindirect	15,491	28.95	$448,464	32,009	Form 4
2026-06-23	Schlosser MarioDirector	Saleplanindirect	31,912	29.58	$943,957	97	Form 4
2026-06-23	Schlosser MarioDirector	Saleplanindirect	97	30.09	$2,919	0	Form 4
2026-06-02	Blackley Richard ScottChief Financial Officer	Saleplan	22,706	21.74	$493,628	1,083,954	Form 4
2026-06-02	Blackley Richard ScottChief Financial Officer	Saleplan	8,977	22.45	$201,534	1,074,977	Form 4
2026-06-02	McAnaney AdamChief Legal Officer	Saleplan	7,065	21.74	$153,593	220,890	Form 4
2026-06-02	McAnaney AdamChief Legal Officer	Saleplan	2,794	22.45	$62,725	218,096	Form 4
2026-06-02	Schlosser MarioDirector	Saleplan	24,452	21.74	$531,586	490,534	Form 4
2026-06-02	Schlosser MarioDirector	Saleplan	9,668	22.45	$217,047	480,866	Form 4
2026-06-02	Liang JanetPresident, Oscar Insurance	Saleplan	8,940	21.74	$194,356	262,592	Form 4
2026-06-02	Liang JanetPresident, Oscar Insurance	Saleplan	3,535	22.45	$79,361	259,057	Form 4

56 more

2026-06-02	Baltrus VictoriaChief Accounting Officer	Saleplan	1,091	21.74	$23,718	215,021	Form 4
2026-06-02	Baltrus VictoriaChief Accounting Officer	Saleplan	432	22.45	$9,698	214,589	Form 4
2026-05-18	Blackley Richard ScottChief Financial Officer	Saleplan	110,000	25.03	$2.75M	1,106,660	Form 4
2026-05-14	Blackley Richard ScottChief Financial Officer	Saleplan	91,259	23.10	$2.11M	1,225,401	Form 4
2026-05-14	Blackley Richard ScottChief Financial Officer	Saleplan	8,741	23.79	$207,948	1,216,660	Form 4
2026-04-06	Bertolini Mark TDirector, Chief Executive Officer	Buy	1,000,000	11.92	$11.92M	10,196,876	Form 4
2026-03-02	Blackley Richard ScottChief Financial Officer	Saleplan	19,221	13.39	$257,369	1,466,660	Form 4
2026-03-02	Schlosser MarioDirector, President of Technology & CTO	Saleplan	24,335	13.39	$325,846	514,986	Form 4
2026-03-02	McAnaney AdamChief Legal Officer	Saleplan	18,710	13.39	$250,527	227,955	Form 4
2026-03-02	Baltrus VictoriaChief Accounting Officer	Saleplan	4,638	13.39	$62,103	216,112	Form 4
2026-03-02	Liang JanetPresident, Oscar Insurance	Saleplan	7,453	13.39	$99,796	271,532	Form 4
2026-01-08	Schlosser MarioDirector, President of Technology & CTO	Saleplan	23,038	17.65	$406,621	350,180	Form 4
2026-01-06	Schlosser MarioDirector, President of Technology & CTO	Saleplan	76,962	17.01	$1.31M	350,180	Form 4
2026-01-05	Schlosser MarioDirector, President of Technology & CTO	Saleplan	96,928	15.64	$1.52M	350,180	Form 4
2026-01-02	Schlosser MarioDirector, President of Technology & CTO	Saleplan	137,933	15.02	$2.07M	360,215	Form 4
2025-12-24	Schlosser MarioDirector, President of Technology & CTO	Saleplan	38,835	15.00	$582,525	438,348	Form 4
2025-12-02	Blackley Richard ScottChief Financial Officer	Saleplan	25,135	16.59	$416,990	1,351,034	Form 4
2025-12-02	McAnaney AdamChief Legal Officer	Saleplan	1,852	16.59	$30,725	179,241	Form 4
2025-12-02	Schlosser MarioDirector, President of Technology & CTO	Saleplan	23,965	16.59	$397,579	477,183	Form 4
2025-12-02	Liang JanetPresident, Oscar Insurance	Saleplan	7,338	16.59	$121,737	172,527	Form 4
2025-12-02	Baltrus VictoriaChief Accounting Officer	Saleplan	4,149	16.59	$68,832	203,450	Form 4
2025-11-12	Schlosser MarioDirector, President of Technology & CTO	Sale	105,300	15.05	$1.58M	501,148	Form 4
2025-11-11	Schlosser MarioDirector, President of Technology & CTO	Sale	286,182	15.27	$4.37M	501,148	Form 4
2025-09-22	Schlosser MarioDirector, President of Technology & CTO	Sale	395,000	18.43	$7.28M	501,148	Form 4
2025-05-12	Robinson Elbert O. Jr.Director	Sale	25,000	16.43	$410,750	64,512	Form 4
2024-12-06	Blackley Richard ScottChief Financial Officer	Sale	18,516	15.93	$294,960	925,825	Form 4
2024-12-06	Blackley Richard ScottChief Financial Officer	Sale	11,423	16.52	$188,708	914,402	Form 4
2024-12-06	Quane Alessandrea C.EVP, Chief Insurance Officer	Sale	10,385	15.93	$165,433	436,624	Form 4
2024-12-06	Quane Alessandrea C.EVP, Chief Insurance Officer	Sale	6,408	16.52	$105,860	430,216	Form 4
2024-12-02	Baltrus VictoriaChief Accounting Officer	Sale	7,933	18.07	$143,349	146,181	Form 4
2024-12-02	Baltrus VictoriaChief Accounting Officer	Sale	145	18.48	$2,680	146,036	Form 4
2024-12-02	Blackley Richard ScottChief Financial Officer	Sale	24,823	18.07	$448,552	882,297	Form 4
2024-12-02	Blackley Richard ScottChief Financial Officer	Sale	456	18.48	$8,427	881,841	Form 4
2024-12-02	Quane Alessandrea C.EVP, Chief Insurance Officer	Sale	26,411	18.07	$477,247	416,243	Form 4
2024-12-02	Quane Alessandrea C.EVP, Chief Insurance Officer	Sale	484	18.48	$8,944	415,759	Form 4
2024-12-02	Bopitiya RanmaliEVP & Chief Legal Officer	Sale	18,812	18.07	$339,933	241,833	Form 4
2024-12-02	Bopitiya RanmaliEVP & Chief Legal Officer	Sale	345	18.48	$6,376	241,488	Form 4
2024-12-02	Schlosser MarioDirector, President of Technology & CTO	Sale	6,399	18.07	$115,630	82,079	Form 4
2024-12-02	Schlosser MarioDirector, President of Technology & CTO	Sale	117	18.48	$2,162	81,962	Form 4
2024-12-02	Wolin StevenChief Operating Officer	Sale	19,227	18.07	$347,432	102,951	Form 4
2024-12-02	Wolin StevenChief Operating Officer	Sale	353	18.48	$6,523	102,598	Form 4
2024-11-21	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Buyindirect	100,000	16.86	$1.69M	6,343,617	Form 4
2024-11-21	Thrive Capital Partners Vii Growth, L.P.Director, 10% ownerwith Claremount Vii Associates, L.P., Thrive Partners Vii GP, LLC, Thrive Partners Vii Growth GP, LLC	Buyindirect	100,000	16.86	$1.69M	6,343,617	Form 4
2024-11-20	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Buyindirect	88,395	16.97	$1.50M	6,243,617	Form 4
2024-11-20	Thrive Capital Partners Vii Growth, L.P.Director, 10% ownerwith Claremount Vii Associates, L.P., Thrive Partners Vii GP, LLC, Thrive Partners Vii Growth GP, LLC	Buyindirect	88,395	16.97	$1.50M	6,243,617	Form 4
2024-11-20	Robinson Elbert O. Jr.Director	Sale	25,000	17.05	$426,250	89,512	Form 4
2024-11-14	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Buyindirect	158,732	15.61	$2.48M	5,969,432	Form 4
2024-11-14	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Buyindirect	185,790	15.97	$2.97M	6,155,222	Form 4
2024-11-14	Thrive Capital Partners Vii Growth, L.P.Director, 10% ownerwith Claremount Vii Associates, L.P., Thrive Partners Vii GP, LLC, Thrive Partners Vii Growth GP, LLC	Buyindirect	158,732	15.61	$2.48M	5,969,432	Form 4
2024-11-14	Thrive Capital Partners Vii Growth, L.P.Director, 10% ownerwith Claremount Vii Associates, L.P., Thrive Partners Vii GP, LLC, Thrive Partners Vii Growth GP, LLC	Buyindirect	185,790	15.97	$2.97M	6,155,222	Form 4
2024-11-13	Thrive Capital Partners Vii Growth, L.P.Director, 10% ownerwith Claremount Vii Associates, L.P., Thrive Partners Vii GP, LLC, Thrive Partners Vii Growth GP, LLC	Buyindirect	358,619	13.74	$4.93M	5,810,700	Form 4
2024-11-13	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Buyindirect	358,619	13.74	$4.93M	5,810,700	Form 4
2024-11-12	Thrive Capital Partners Vii Growth, L.P.Director, 10% ownerwith Claremount Vii Associates, L.P., Thrive Partners Vii GP, LLC, Thrive Partners Vii Growth GP, LLC	Buyindirect	420,819	13.68	$5.76M	5,452,081	Form 4
2024-11-12	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Buyindirect	420,819	13.68	$5.76M	5,452,081	Form 4
2024-11-11	Thrive Capital Partners Vii Growth, L.P.Director, 10% ownerwith Claremount Vii Associates, L.P., Thrive Partners Vii GP, LLC, Thrive Partners Vii Growth GP, LLC	Buyindirect	276,040	13.58	$3.75M	5,031,262	Form 4
2024-11-11	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Buyindirect	276,040	13.58	$3.75M	5,031,262	Form 4

Grants, exercises and other transactions

Pay, tax and paperwork rather than a choice to trade at the market price. Two years.

25 × option exercise24 × grant or award16 × other14 × conversion14 × shares withheld for tax5 × gift

Show them

Date	Insider	What	Shares	Price	Holds after	Filing
2026-09-18	Thrive Capital Partners II, L.P.Director, 10% owner	Other J	−6,268,097	–	0	Form 4
2026-09-18	Thrive Capital Partners II, L.P.Director, 10% owner	Other J	−75,520	–	0	Form 4
2026-09-18	Thrive Capital Partners II, L.P.Director, 10% owner	Other J	+1,323,589	–	1,323,589	Form 4
2026-09-18	Thrive Capital Partners II, L.P.Director, 10% owner	Other J	+4,855,810	–	4,855,810	Form 4
2026-09-18	Thrive Capital Partners II, L.P.Director, 10% owner	Other J	+164,218	–	164,218	Form 4
2026-09-18	Thrive Capital Partners II, L.P.Director, 10% owner	Other J	−1,323,589	–	0	Form 4
2026-09-18	Thrive Capital Partners II, L.P.Director, 10% owner	Other J	−4,855,810	–	0	Form 4
2026-09-18	Thrive Capital Partners II, L.P.Director, 10% owner	Other J	−164,218	–	0	Form 4
2026-09-18	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Other J	−6,268,097	–	0	Form 4
2026-09-18	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Other J	−75,520	–	0	Form 4
2026-09-18	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Other J	+1,323,589	–	1,323,589	Form 4
2026-09-18	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Other J	+4,855,810	–	4,855,810	Form 4
2026-09-18	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Other J	+164,218	–	164,218	Form 4
2026-09-18	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Other J	−1,323,589	–	0	Form 4
2026-09-18	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Other J	−4,855,810	–	0	Form 4
2026-09-18	Kushner JoshuaDirector, Co-Founder and Vice Chairman, 10% owner	Other J	−164,218	–	0	Form 4
2026-08-28	Schlosser MarioDirector	Conversion C	+150,000	–	630,866	Form 4
2026-08-27	Schlosser MarioDirector	Conversion C	+600,000	–	1,080,866	Form 4
2026-07-01	Schlosser MarioDirector	Conversion C	+47,500	–	47,500	Form 4
2026-06-23	Schlosser MarioDirector	Conversion C	+880,000	–	1,360,866	Form 4
2026-06-23	Schlosser MarioDirector	Conversion C	+50,000	–	50,000	Form 4
2026-06-23	Schlosser MarioDirector	Conversion C	+50,000	–	50,000	Form 4
2026-06-23	Schlosser MarioDirector	Conversion C	+47,500	–	47,500	Form 4
2026-06-04	Wittman Vanessa AmesDirector	Grant or award A	+8,475	–	137,121	Form 4
2026-06-04	Sankaran SidDirector	Grant or award A	+8,475	–	22,609	Form 4
2026-06-04	Lang Laura WDirector	Grant or award A	+8,475	–	82,840	Form 4
2026-06-04	Plouffe DavidDirector	Grant or award A	+8,475	–	137,121	Form 4
2026-06-04	Gassen WilliamDirector	Grant or award A	+8,475	–	82,840	Form 4
2026-04-06	Bertolini Mark TDirector, Chief Executive Officer	Shares withheld for tax F	−1,000,001	11.92	9,196,876	Form 4
2026-04-03	Bertolini Mark TDirector, Chief Executive Officer	Option exercise M	+5,733,334	–	10,196,877	Form 4
2026-03-12	Blackley Richard ScottChief Financial Officer	Gift G	−75,000	–	1,391,660	Form 4
2026-03-12	Blackley Richard ScottChief Financial Officer	Gift G	−75,000	–	1,316,660	Form 4
2026-03-12	Blackley Richard ScottChief Financial Officer	Gift G	+75,000	–	75,000	Form 4
2026-03-02	Blackley Richard ScottChief Financial Officer	Grant or award A	+134,847	–	1,485,881	Form 4
2026-03-02	Schlosser MarioDirector, President of Technology & CTO	Grant or award A	+189,141	–	539,321	Form 4
2026-03-02	McAnaney AdamChief Legal Officer	Grant or award A	+67,424	–	246,665	Form 4
2026-03-02	Baltrus VictoriaChief Accounting Officer	Grant or award A	+17,300	–	220,750	Form 4
2026-03-02	Bertolini Mark TDirector, Chief Executive Officer	Grant or award A	+1,596,877	–	4,463,543	Form 4
2026-03-02	Liang JanetPresident, Oscar Insurance	Grant or award A	+106,458	–	278,985	Form 4
2026-01-08	Schlosser MarioDirector, President of Technology & CTO	Conversion C	+23,038	–	373,218	Form 4
2026-01-06	Schlosser MarioDirector, President of Technology & CTO	Conversion C	+76,962	–	427,142	Form 4
2026-01-05	Schlosser MarioDirector, President of Technology & CTO	Conversion C	+86,893	–	447,108	Form 4
2026-01-02	Schlosser MarioDirector, President of Technology & CTO	Conversion C	+59,800	–	498,148	Form 4
2025-11-12	Schlosser MarioDirector, President of Technology & CTO	Conversion C	+105,300	–	606,448	Form 4
2025-11-11	Schlosser MarioDirector, President of Technology & CTO	Conversion C	+286,182	–	787,330	Form 4
2025-09-22	Schlosser MarioDirector, President of Technology & CTO	Conversion C	+395,000	–	896,148	Form 4
2025-09-02	Blackley Richard ScottChief Financial Officer	Shares withheld for tax F	−28,166	16.66	1,376,169	Form 4
2025-09-02	McAnaney AdamChief Legal Officer	Shares withheld for tax F	−1,845	16.66	181,093	Form 4
2025-09-02	Schlosser MarioDirector, President of Technology & CTO	Shares withheld for tax F	−23,879	16.66	501,148	Form 4
2025-09-02	Liang JanetPresident, Oscar Insurance	Shares withheld for tax F	−7,303	16.66	179,865	Form 4
2025-09-02	Baltrus VictoriaChief Accounting Officer	Shares withheld for tax F	−6,266	16.66	207,599	Form 4
2025-06-04	Gassen WilliamDirector	Grant or award A	+14,134	–	74,365	Form 4
2025-06-04	Sankaran SidDirector	Grant or award A	+14,134	–	14,134	Form 4
2025-06-04	Wittman Vanessa AmesDirector	Grant or award A	+14,134	–	128,646	Form 4
2025-06-04	Plouffe DavidDirector	Grant or award A	+14,134	–	128,646	Form 4
2025-06-04	Lang Laura WDirector	Grant or award A	+14,134	–	74,365	Form 4
2025-06-04	Boyd Jeffery HDirector	Grant or award A	+14,134	–	705,673	Form 4
2025-06-02	Baltrus VictoriaChief Accounting Officer	Shares withheld for tax F	−6,265	13.80	213,865	Form 4
2025-06-02	Blackley Richard ScottChief Financial Officer	Shares withheld for tax F	−28,185	13.80	1,404,335	Form 4
2025-06-02	Schlosser MarioDirector, President of Technology & CTO	Shares withheld for tax F	−23,879	13.80	525,027	Form 4
2025-06-02	Liang JanetPresident, Oscar Insurance	Shares withheld for tax F	−7,196	13.80	187,168	Form 4
2025-06-02	McAnaney AdamChief Legal Officer	Shares withheld for tax F	−1,847	13.80	182,938	Form 4
2025-04-03	Bertolini Mark TDirector, Chief Executive Officer	Option exercise M	+955,556	–	2,866,666	Form 4
2025-03-05	McAnaney AdamChief Legal Officer	Grant or award A	+61,409	–	184,785	Form 4
2025-03-05	Liang JanetPresident, Oscar Insurance	Grant or award A	+96,962	–	194,364	Form 4
2025-03-05	Blackley Richard ScottChief Financial Officer	Grant or award A	+103,426	–	1,432,520	Form 4
2025-03-05	Schlosser MarioDirector, President of Technology & CTO	Grant or award A	+172,269	–	375,966	Form 4
2025-03-05	Baltrus VictoriaChief Accounting Officer	Grant or award A	+10,611	–	220,130	Form 4
2025-03-01	Baltrus VictoriaChief Accounting Officer	Shares withheld for tax F	−5,084	14.61	209,519	Form 4
2025-03-01	Blackley Richard ScottChief Financial Officer	Shares withheld for tax F	−22,428	14.61	1,329,094	Form 4
2025-03-01	Schlosser MarioDirector, President of Technology & CTO	Shares withheld for tax F	−7,970	14.61	203,697	Form 4
2025-02-24	Liang JanetPresident, Oscar Insurance	Grant or award A	+97,402	–	97,402	Form 4
2025-02-24	McAnaney AdamChief Legal Officer	Grant or award A	+123,376	–	123,376	Form 4
2025-02-07	Sankaran SidDirector	Gift G	−295,687	–	0	Form 4
2025-02-07	Sankaran SidDirector	Gift G	+295,687	–	795,686	Form 4
2024-12-05	Blackley Richard ScottChief Financial Officer	Option exercise M	+62,500	–	944,341	Form 4
2024-12-05	Quane Alessandrea C.EVP, Chief Insurance Officer	Option exercise M	+31,250	–	447,009	Form 4
2024-12-01	Baltrus VictoriaChief Accounting Officer	Option exercise M	+4,810	–	141,606	Form 4
2024-12-01	Baltrus VictoriaChief Accounting Officer	Option exercise M	+4,120	–	145,726	Form 4
2024-12-01	Baltrus VictoriaChief Accounting Officer	Option exercise M	+7,500	–	153,226	Form 4
2024-12-01	Baltrus VictoriaChief Accounting Officer	Option exercise M	+888	–	154,114	Form 4
2024-12-01	Blackley Richard ScottChief Financial Officer	Option exercise M	+7,015	–	860,890	Form 4
2024-12-01	Blackley Richard ScottChief Financial Officer	Option exercise M	+37,577	–	898,467	Form 4
2024-12-01	Blackley Richard ScottChief Financial Officer	Option exercise M	+8,653	–	907,120	Form 4
2024-12-01	Quane Alessandrea C.EVP, Chief Insurance Officer	Option exercise M	+7,015	–	399,622	Form 4
2024-12-01	Quane Alessandrea C.EVP, Chief Insurance Officer	Option exercise M	+34,379	–	434,001	Form 4
2024-12-01	Quane Alessandrea C.EVP, Chief Insurance Officer	Option exercise M	+8,653	–	442,654	Form 4
2024-12-01	Bopitiya RanmaliEVP & Chief Legal Officer	Option exercise M	+20,424	–	239,331	Form 4
2024-12-01	Bopitiya RanmaliEVP & Chief Legal Officer	Option exercise M	+16,447	–	255,778	Form 4
2024-12-01	Bopitiya RanmaliEVP & Chief Legal Officer	Option exercise M	+4,867	–	260,645	Form 4
2024-12-01	Schlosser MarioDirector, President of Technology & CTO	Option exercise M	+14,412	–	88,478	Form 4
2024-12-01	Wolin StevenChief Operating Officer	Option exercise M	+6,033	–	89,747	Form 4
2024-12-01	Wolin StevenChief Operating Officer	Option exercise M	+1,483	–	91,230	Form 4
2024-12-01	Wolin StevenChief Operating Officer	Option exercise M	+1,897	–	93,127	Form 4
2024-12-01	Wolin StevenChief Operating Officer	Option exercise M	+24,671	–	117,798	Form 4
2024-12-01	Wolin StevenChief Operating Officer	Option exercise M	+2,920	–	120,718	Form 4
2024-12-01	Wolin StevenChief Operating Officer	Option exercise M	+1,460	–	122,178	Form 4
2024-11-12	Boyd Jeffery HDirector	Option exercise M	+577,027	4.29	691,539	Form 4

How to read it

Buy, sale: Code P and S on the form: shares bought or sold in the market, at the market price. The other codes are mostly pay (a grant, an option exercised) or tax (shares the company withheld), and say little about what the insider thinks of the price.
Plan: A sale or purchase under a Rule 10b5-1 plan, set up in advance and running on its own schedule. Since April 2023 the form has a box for it. Much executive selling is planned and says more about diversifying than about the company.
Holds after: The shares the insider still held after the trade, in the form the trade was in (directly, or indirectly through a trust or a fund).
Value: Shares times the price the form reports, which is often an average over several fills on the day.

Read from the SEC's own quarterly data sets of Forms 3, 4 and 5, and from each day's filings since the last one. A correcting amendment replaces the lines it restates. Every row links to its filing. None of this is advice: insiders sell for many reasons, and buy for fewer.

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