After a sudden health crisis rocked his family, Patrick Hall made an unexpected move: he bought a flower shop. Elan Flowers wasn’t just a creative venture—it was a lifeline. For Patrick, becoming a small business owner was the only way he could guarantee healthcare, financial stability, and a sense of control in a moment that felt anything but secure. 

In this episode, Ben Walter is joined by Dr. Laurie Santos, Yale professor and host of “The Happiness Lab,” to talk about how stability, risk, and security shape our sense of wellbeing. They’re also joined by Dan Mendelson, CEO of Morgan Health, and Stacy Edgar, CEO and Co-Founder of Venteur, to explore the real-world challenges of accessing health insurance as a small business owner—and what it takes to navigate a system that often leaves entrepreneurs behind.