About RaeAnn

RaeAnn Grossman is the CEO of HLTHWorks and the host of Redesigning Healthcare. Unfiltered., and she has spent more than 30 years inside the organizations responsible for driving growth, quality, risk, and operational performance across U.S. healthcare.

A nationally recognized authority on Medicare Advantage, Medicaid, and commercial risk adjustment, RaeAnn has led transformation work at and alongside industry heavyweights including Signify Health, Datavant, Cotiviti, Bright Health, and Molina Healthcare. Her career has centered on the unglamorous mechanics that actually move the needle: value-based care, payment integrity, member engagement, and organizational redesign.

At HLTHWorks, she advises private equity, venture capital, MSO, ACO, and health plan clients navigating an increasingly fragmented system. On the podcast, she trades the boardroom for the microphone - pulling CEOs, CFOs, regulators, operators, and investors into direct, on-the-record conversations about where the next billion dollars in healthcare will be made or lost.

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Recent Episodes

Surfing the AI Tidal Wave: From Compliance to Culture in Healthcare
Redesigning Healthcare. Unfiltered.August 24, 202600:40:1227.64 MB

Surfing the AI Tidal Wave: From Compliance to Culture in Healthcare

Welcome to another episode of Redesigning Healthcare Unfiltered. I’m Raeanne Grossman, CEO of HealthWorks, and today I’m joined by Brian Singer, a seasoned Chief Technology Officer with experience spanning health plans, providers, vendors, and healthcare-adjacent services. In this episode, we dive d...

Accountability Without Visibility: The Hidden Risks of AI in Healthcare Compliance
Redesigning Healthcare. Unfiltered.August 06, 2026x
3
00:23:5716.48 MB

Accountability Without Visibility: The Hidden Risks of AI in Healthcare Compliance

Welcome back to Redesigning Healthcare. Unfiltered. In this episode, host RaeAnn Grossman, CEO of HealthWorks, is joined by seasoned Chief Compliance Officer and consultant Marie to dive into the burning topics surrounding compliance in today’s rapidly evolving healthcare environment. As new regulat...

Hard Lessons and Bold Moves: How Execution Defines Healthcare Success
Redesigning Healthcare. Unfiltered.August 06, 2026x
2
00:27:4319.07 MB

Hard Lessons and Bold Moves: How Execution Defines Healthcare Success

Welcome back to Redesigning Healthcare. Unfiltered. In today’s episode, host RaeAnn, a seasoned healthcare leader with over 25 years of experience and six successful builds under her belt. This isn’t a highlight reel, RaeAnn offers a raw look into the moments that defined her career, the tough decis...

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