We dig into: 

• purpose vs. productivity: are your “interests” secretly utility in disguise? 
• work you’d do for free: speaking, advising founders, making deals—when the driver isn’t dollars. 
• passion projects that create flow: woodworking, wine, art/design, and a wild genealogy case study (printing 400-page family history books). 
• the accumulation trap: why “enough” is a moving target and how to step off the hamster wheel. 
• travel + friendship in the social era: intense, camp-style bonds that used to fade—now they linger in your feed. 
• retirement reality: you don’t need “endless money” to test this—design days you’d love now. 
• the humor & truth of “10 lbs in a 5-lb bag”: busyness, lateness, and why we overcommit by default. 

Takeaway: build a life where your calendar would look the same whether or not you were paid. Identify the few pursuits that reliably put you in deep work/flow—and architect your weeks around them. 

Drop a comment: if you never had to work for money, what would you do all day for the next 60 days? How long before it gets stale? 

Be honest.