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Where healthcare’s most consequential decisions get made out loud. The show where healthcare leaders unpack what’s actually driving performance, and where the next billion dollars will be made or lost. Hosted by RaeAnn, a 30-year operator who has built and turned around health plans, provider organizations, and healthcare services companies, this is not theory or trend coverage. It’s direct, on-the-record conversations with the CEOs, CFOs, regulators, operators, and investors responsible for growth, margin, quality, and transformation, this is where healthcare’s most important insights are unpacked in real time. RaeAnn Grossman is the CEO of HLTHWorks, and she has spent more than 30 years inside the organizations responsible for driving growth, quality, risk, and operational performance across U.S. healthcare.
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Welcome to another episode of Redesigning Healthcare Unfiltered . I’m RaeAnn Grossman, CEO of HLTHWORKS, 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 deep into a pressing topic shaking up the industry: the messy tidal wave of artificial intelligence in healthcare. Together, we explore the mounting challenges of integrating AI, from regulatory complexity and technology pitfalls to cultural shifts and accountability in day-to-day operations. We tackle the practical realities of ensuring data quality, establishing disciplined processes, and building effective governance amidst relentless regulatory changes at federal, state, and organizational levels. You’ll hear candid insights about the dangers of shadow AI, the importance of cross-team collaboration, and how organizations must transform their culture to survive and thrive in the face of unstoppable technological waves. Whether you’re a C-suite leader, operator, or simply navigating the evolving healthcare landscape, this episode will arm you with the perspective and strategies needed to redesign healthcare with rigor, transparency, and resilience. 00:00 Discussing AI Responsibility and Challenges 06:11 Risks of AI and automation 09:36 Improving medical data automation 11:15 Optimizing backend efficiency in healthcare 15:31 Challenges with data standardization 18:52 Updating legacy systems and data governance 22:24 Addressing organizational culture change 26:25 Challenges in healthcare AI implementation 31:19 Balancing compliance in AI development 34:37 Evaluating company security and AI use 40:25 Warning about fraud and penalties 42:10 Combining business and technology HLTHworks' Website - hlthworks.com RaeAnn's Linkedin - linkedin.com/in/raeann-grossman-299756a Podcast's Website - redesigning-healthcare.com Podcast Media Partner - tophealth.care
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 regulations, audits, and AI-driven innovations transform the industry faster than ever, healthcare organizations face mounting risks and uncharted territory. Together, RaeAnn Grossman and Amelia Marie Biehler confront the uncomfortable truths compliance officers are grappling with, from invisible risks and gaps in oversight to the critical need for discipline and cross-functional governance. Get ready for a candid, unfiltered conversation about where healthcare compliance is headed and what it will take to stay ahead of the fire. Timestamps: 00:00 Introduction to Compliance in Healthcare 06:23 Discussing AI governance gaps 08:11 AI accountability and inventory gaps 14:11 Evolving role of compliance officers 15:18 Adapting compliance to technical expertise 21:32 Implementing regulatory and AI systems 25:15 AI and compliance discussion 26:13 Preview of AI in Healthcare HLTHworks' Website - hlthworks.com RaeAnn's Linkedin - linkedin.com/in/raeann-grossman-299756a Podcast's Website - redesigning-healthcare.com Podcast Media Partner - tophealth.care
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 decisions she made, and the lessons learned from both her wins and her missteps. She dives into the real execution challenges facing healthcare today, exploring why the industry’s biggest obstacles aren’t about knowledge, but about putting ideas into action. You’ll hear candid stories of navigating conflict, driving innovation without roadmaps, restructuring culture, and aligning people around a shared, outcome-driven vision. Whether you’re a health plan executive, an investor, a clinician, or someone passionate about healthcare transformation, this episode explores the principles, practical experience, and grit it takes to push healthcare forward. Stay tuned as RaeAnn shares the hard-earned wisdom that keeps her motivated to tackle the industry’s toughest problems and help shape the future of care. Timestamps: 00:00 Conflict and Decision-Making in Expansion 04:31 Navigating workplace dynamics as a woman 07:00 Building a company with no roadmap 11:30 Streamlining health system payments 14:44 Aligning Vision, Trust, and Tech 19:20 Building trust through kindness in healthcare 23:12 Aligning roles in healthcare system 25:55 Discussing Community and Innovation in Healthcare 27:40 Connecting with RaeAnn and upcoming episodes HLTHworks' Website - hlthworks.com RaeAnn's Linkedin - linkedin.com/in/raeann-grossman-299756a Podcast's Website - redesigning-healthcare.com Podcast Media Partner - tophealth.care
Welcome to the first episode of Redesigning Healthcare. Unfiltered, where decades of industry know-how collide with raw, candid conversation. Host RaeAnn, a five-time healthcare founder and operator, sets the stage for a show that promises to do more than rehash well-known industry problems, it’s about bringing together seasoned operators, regulators, and policymakers to deliver honest solutions to close healthcare’s execution gap. As record-breaking regulatory pressures, ballooning administrative costs, and declining patient outcomes highlight how “broken” the system really is, this show invites the C-suite and industry decision-makers into a no-nonsense space for actionable dialogue. Tune in for unfiltered insights, tough questions, and the experience-based strategies you won’t hear elsewhere, because healthcare’s future relies on getting real about how we can actually fix what’s not working. Timestamps: 00:00 Aligning Health Industry Leaders 06:20 Evolution of Health Insurance System 08:44 Navigating Medicare and regulatory changes 12:22 Discussing holistic healthcare approach 13:44 Community and healthcare responsibility 17:12 Improving healthcare delivery and trust 19:58 Understanding organizational decision-making 24:32 Encouraging listener interaction HLTHworks' Website - hlthworks.com RaeAnn's Linkedin - linkedin.com/in/raeann-grossman-299756a Podcast's Website - redesigning-healthcare.com Podcast Media Partner - tophealth.care
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