Josh Payne, the founder of StackCommerce, shares his journey from selling his company for $80 million to facing post-sale depression. He reveals the surprising void left by financial success and discusses the impact of his Midwestern upbringing on his entrepreneurial drive. Payne reflects on his emotional struggles after the sale and the importance of redefining purpose through therapy, family, and physical challenges like completing an Ironman. Now, he’s focused on building a new venture centered on joy, service, and sustainability.

Join Josh Payne, founder of Stack Commerce and endurance sports enthusiast, alongside Jon Roberts, executive coach at Novus Global. They candidly discuss Josh's post-sale journey, sharing how mindset shifts helped him navigate anxiety and reclaim balance after a $100 million deal. The duo dives into the importance of breaks, the evolution of personal goals, and the transformative power of coaching. They also draw parallels between endurance sports and entrepreneurship, highlighting resilience, community, and the lessons learned along the way.