How Successful Founders Quietly Burn Out and What They Do to Recover

How Successful Founders Quietly Burn Out and What They Do to Recover

May 13, 2026 · 49 min · Episode 149

About this episode

The episode discusses the hidden struggles of successful founders with burnout and recovery, featuring insights from entrepreneur Kasey D’Amato.

What happens when success looks good on the outside—but feels overwhelming on the inside? In this powerful episode of Her Unshakeable Confidence, Simone and Olivia sit down with Kasey D’Amato—strategic advisor, executive coach, and former dermatology PA turned entrepreneur—to unpack what it really takes to lead, grow, and make high-stakes decisions without losing yourself in the process. Kasey shares her journey from 20 years in clinical medicine to building multiple businesses, including a global skincare brand, and ultimately stepping away after a complex exit and personal burnout. She opens up about the “messy middle” of entrepreneurship, decision fatigue in high-performance careers, and why so many high-achievers struggle with life outside their craft. Together, they explore leadership, emotional intelligence, failure, and why stepping away from constant doing can completely shift how you see yourself—and your life. From a solo four-month experience in Morocco during COVID to redefining how she works and lives today, Kasey reminds us that confidence isn’t about control—it’s about clarity, presence, and choosing what truly matters. If you’ve ever felt stretched too thin, stuck…

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