OSCR

Oscar Health, Inc.

A maker of individual-market health insurance plans sold through the Affordable Care Act marketplaces in 18 states, Oscar also runs the +Oscar technology platform that partners use to engage their members. Founded in 2012 by Mario Schlosser, Joshua Kushner, and Kevin Nazemi after Schlosser struggled to navigate the healthcare system following his child's birth, the company is a cloud-native tech play aimed at making insurance feel less confusing. The name "Oscar" was deliberately chosen to sound like a friendly person you could talk to, rather than a faceless financial institution.

CUSIP: 687793109HealthcareUS2 holders

Ownership Activity Financials Filings

Insiders

Ranked by how much each holding moved in the last 5 years

Insider

Alphabet Holdings LLC +8 co-filers10% owner · 3 transactions

17.54M-27%

as of Aug 2023

Sold 6.50M

Bertolini Mark TChief Executive Officer, Director · 10 transactions

9.14M—

Granted 9.24M · Bought 1.00M · Sold 1.21M

Schlosser MarioDirector · 55 transactions

8.16M—

Granted 404.6K · Bought 57.3K · Sold 2.91M

Claremount VII Associates, L.P. +3 co-filersDirector, 10% owner · 21 transactions

6.34M+268.2%

as of Nov 2024

Bought 4.62M

Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% owner · 21 transactions

6.34M—

as of Nov 2024

Bought 4.62M

Blackley Richard ScottChief Financial Officer · 83 transactions

2.63M—

Granted 1.84M · Sold 976.3K

Sankaran SidDirector · 10 transactions

818.3K+63.7%

Granted 706.2K · Sold 387.9K

Boyd Jeffery HDirector · 5 transactions

705.7K+1311.3%

as of Jun 2025

Granted 655.7K

Quane Alessandrea C.EVP, Chief Insurance Officer · 66 transactions

507.1K—

as of Dec 2024

Granted 1.04M · Sold 575.2K

Liang JanetPresident, Oscar Insurance · 9 transactions

259.1K—

Granted 300.8K · Sold 27.3K

Bopitiya RanmaliEVP & Chief Legal Officer · 38 transactions

241.5K—

as of Dec 2024

Granted 463.3K · Sold 221.8K

McAnaney AdamChief Legal Officer · 9 transactions

218.1K—

Granted 252.2K · Sold 30.4K

Baltrus VictoriaChief Accounting Officer · 56 transactions

215.0K—

Granted 266.6K · Sold 102.9K

Joyce Meghan V.Chief Operating Officer · 6 transactions

170.3K+33.8%

as of Mar 2022

Granted 72.7K · Sold 29.6K

Plouffe DavidDirector · 5 transactions

137.1K+174.2%

Granted 87.1K

Wittman Vanessa AmesDirector · 5 transactions

137.1K+174.2%

Granted 87.1K

Wolin StevenChief Operating Officer · 25 transactions

103.0K—

as of Dec 2024

Granted 115.4K · Sold 58.3K

Phillips Jr Charles EDirector · 1 transaction

85.8K+71.6%

as of Jun 2022

Granted 35.8K

Gassen WilliamDirector · 5 transactions

82.8K—

Granted 82.8K

Lang Laura WDirector · 5 transactions

82.8K—

Granted 82.8K

Robinson Elbert O. Jr.Director · 5 transactions

64.5K+29%

as of May 2025

Granted 64.5K · Sold 50.0K

Weaver DennisChief Clinical Officer · 17 transactions

27.1K+159370.6%

as of Dec 2022

Granted 39.2K · Sold 12.1K

Insider	Stake change	Holds now	Granted / vested	Bought	Sold
Alphabet Holdings LLC +8 co-filers10% owner · 3 transactions	-27%	17.54Mas of Aug 2023	—	—	6.50M
Bertolini Mark TChief Executive Officer, Director · 10 transactions	—	9.14M	9.24M	1.00M	1.21M
Schlosser MarioDirector · 55 transactions	—	8.16M	404.6K	57.3K	2.91M
Claremount VII Associates, L.P. +3 co-filersDirector, 10% owner · 21 transactions	+268.2%	6.34Mas of Nov 2024	—	4.62M	—
Kushner JoshuaCo-Founder and Vice Chairman, Director, 10% owner · 21 transactions	—	6.34Mas of Nov 2024	—	4.62M	—
Blackley Richard ScottChief Financial Officer · 83 transactions	—	2.63M	1.84M	—	976.3K
Sankaran SidDirector · 10 transactions	+63.7%	818.3K	706.2K	—	387.9K
Boyd Jeffery HDirector · 5 transactions	+1311.3%	705.7Kas of Jun 2025	655.7K	—	—
Quane Alessandrea C.EVP, Chief Insurance Officer · 66 transactions	—	507.1Kas of Dec 2024	1.04M	—	575.2K
Liang JanetPresident, Oscar Insurance · 9 transactions	—	259.1K	300.8K	—	27.3K
Bopitiya RanmaliEVP & Chief Legal Officer · 38 transactions	—	241.5Kas of Dec 2024	463.3K	—	221.8K
McAnaney AdamChief Legal Officer · 9 transactions	—	218.1K	252.2K	—	30.4K
Baltrus VictoriaChief Accounting Officer · 56 transactions	—	215.0K	266.6K	—	102.9K
Joyce Meghan V.Chief Operating Officer · 6 transactions	+33.8%	170.3Kas of Mar 2022	72.7K	—	29.6K
Plouffe DavidDirector · 5 transactions	+174.2%	137.1K	87.1K	—	—
Wittman Vanessa AmesDirector · 5 transactions	+174.2%	137.1K	87.1K	—	—
Wolin StevenChief Operating Officer · 25 transactions	—	103.0Kas of Dec 2024	115.4K	—	58.3K
Phillips Jr Charles EDirector · 1 transaction	+71.6%	85.8Kas of Jun 2022	35.8K	—	—
Gassen WilliamDirector · 5 transactions	—	82.8K	82.8K	—	—
Lang Laura WDirector · 5 transactions	—	82.8K	82.8K	—	—
Robinson Elbert O. Jr.Director · 5 transactions	+29%	64.5Kas of May 2025	64.5K	—	50.0K
Weaver DennisChief Clinical Officer · 17 transactions	+159370.6%	27.1Kas of Dec 2022	39.2K	—	12.1K

Select a row to see that insider’s individual transactions. Sum of the holdings confirmed in the 12 months before this insider's last filing. A Form 4 reports a holding per line — held directly, or through a named trust, partnership or foundation, and in each share class separately — never a person’s total. Lines not restated in that time are left out and shown apart: an active filer restates what they still hold, so a line they did not restate is more often an entity since renamed, whose shares a successor line reports too. An amber marker means some were left out.