What happens after you sell your company for $100M+? Ryan Blair, a serial entrepreneur with over $2B in sales and $1B in exits, opens up about the psychological rollercoaster of major business exits. From the thrill of growth to the unexpected identity crisis that follows success, Ryan shares raw insights about his journey from leading a $792M exit at ViSalus to his current ventures in AI.

Sam and Ryan dive deep into what it really takes to build and sell a company, why most corporate executives fail at startups, and the surprising truth about wealth and happiness. Whether you're dreaming of your first exit or scaling your business, this conversation offers a rare glimpse into the mind of a founder who's been through it all.

Key topics:
- The psychological impact of major exits
- Why having too much money can be a hindrance
- What makes a founder worth betting on
- The difference between spending and building culture
- Navigating the transition from operator to investor