John Matthews

VP Legal, Regulatory And Government Affairs at Oscar Health

John Matthews is an accomplished legal and regulatory professional with extensive experience in healthcare policy and advocacy. Currently serving as the VP of Legal, Regulatory and Government Affairs at Oscar Health since 2022, John previously held multiple roles at UnitedHealth Group from 2007 to 2022, including General Counsel and Vice President of Regulatory Affairs for the Northeast and Southeast regions. Prior experience includes serving as Executive Director for the State of Florida's health benefits plan, Chief Attorney at the Florida Department of Business and Professional Regulation, partner at Pennington P.A., and judicial clerkship at the United States Courts for the Northern District of Florida. John holds a Bachelor of Science in Economics and Political Science and a Juris Doctor from Florida State University.

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Oscar Health

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Health care is broken; Oscar Health is trying to fix it. The Oscar team is focused on utilizing technology, design and data to humanize health care. Oscar Health is a group of technology and health care professionals who looked at the current state of the US health care system got frustrated by the horrible consumer experience, and decided to do something big about it.


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