March 6, 2026 in HLTHworks

RaeAnn Grossman Honored as Most Iconic Women Leaders of 2026

In healthcare, leadership is rarely about visibility. It is about endurance. About earning trust in rooms where complexity is high, margins are thin, and decisions quietly shape the lives of millions. For women leaders navigating this terrain, credibility is not granted. It is built over time through consistency, precision, and the resolve to deliver when the stakes are highest.

That reality has shaped the career of RaeAnn Grossman, CEO of HLTHWorks LLC. Over more than twenty-eight years, RaeAnn has led growth, turnarounds, and large-scale transformation across Medicare Advantage, Medicaid, and Commercial health plans and provider organizations, operating at the intersection of regulation, innovation, and operational accountability. From building billion-dollar healthcare platforms to advising boards and private equity firms, her leadership reflects a deeply held belief that impact is earned through disciplined execution, not rhetoric.

In conversation with the publication, RaeAnn reflects on resilience, alignment, and what it truly takes to lead healthcare forward. 



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