Dysrupt Healthcare Podcast · 2026-04-22 · 20 min
Healthcare is one of the largest line items for employers… but it’s also one of the biggest opportunities for alignment. In this solo episode of the Dysrupt Healthcare Podcast , Lester dives into the evolving relationship between employers and healthcare systems, and why the future depends on moving beyond a purely transactional mindset. Too often, employers experience healthcare as a complex and expensive billing system, while health systems are navigating increasing pressure, rising costs, and operational complexity behind the scenes. Both sides are operating within the same trillion-dollar ecosystem, yet rarely with full alignment. Through conversations with healthcare system leaders, employers, advisors, and investors, a clear pattern begins to emerge: the challenge isn’t a lack of effort, it’s a lack of connection. This episode explores where that misalignment happens, why it exists, and how both sides can begin to rethink their approach. It’s not about pointing fingers or assigning blame. It’s about understanding the realities on both sides and identifying the opportunity to build stronger, more collaborative relationships.
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