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About Chuck Hollowell

Chuck Hollowell brings a blended background in healthcare, law, and community service to his role as co-founder, Chief Operations Officer and General Counsel of Siftwell Analytics, a healthcare-focused company that uses the latest AI technology to improve data-driven decisions.


His deep understanding of the need for transformational change in health care delivery, costs, outcomes, and equity stems from a career steeped in the regulatory aspects of the healthcare system.


Most recently, Chuck spent eight years as General Counsel for a $1 billion managed care organization, where he oversaw a team of 28 professionals responsible for legal, compliance, regulatory, and government relations.


Earlier in his career, he spent 16 years in private practice with two national law firms, where he gained significant experience representing a wide variety of clients including hospitals and health systems, health plans, skilled nursing facilities, assisted living providers, and medical practices.  


In private practice - first with Kilpatrick Townsend and later with Nelson Mullins – Chuck conducted extensive litigation on behalf of healthcare clients in state and federal court and administrative proceedings, including Medicaid appeals, certificate of need appeals, commercial disputes, various professional licensure matters, and defending medical staff peer review decisions.


Chuck served as President of the North Carolina Society of Healthcare Attorneys, as well as Chair of the Health Law Section of the North Carolina Bar Association, where he led the development of an advanced care planning initiative to create key end-of-life resources, an issue about which he's long been passionate.


Committed to community service, Chuck Hollowell has contributed hundreds of pro bono hours to the North Carolina Guardian ad Litem program, representing the program in a number of key cases, including In re K.M.S. (2014); In re J.W. (2013); In re D.M. (2007); In re M.C. (2006); and In re T.G. (2005).


While in private practice, he was named one of the Best Lawyers in America® in Health Care Law for seven years running (2007-2014), and the Triangle Business Journal named him a "40 Under 40" leader in 2004, in recognition of his outstanding work in North Carolina’s Research Triangle, which encompasses the Raleigh-Durham-Chapel Hill metro area.


Chuck earned his J.D. from the University of Virginia School of Law in 1997, where he was a member of the Virginia Law Review. He graduated, with honors, from the University of North Carolina at Chapel Hill in 1993 with a bachelor's degree in international studies, where he was also named to Phi Beta Kappa.


After graduating from UVA Law, he clerked for North Carolina Supreme Court Justice Willis P. Whichard, where he assisted with drafting decisions for the state’s highest court.


Chuck and his family are outdoor enthusiasts who enjoy mountain biking, wake surfing, and snowboarding. They reside in the Charlotte, NC area.

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