Mike Brown sold his oil-and-gas company for eight figures and felt genuine peace for exactly one night.

Then he spent two years chasing the number he'd actually set for himself — $100 million — through increasingly reckless bets that cost him $1.6 million, his friends' trust, and nearly his new marriage before it even started.

Tom DeLong spent decades at Harvard Business School teaching some of the most driven leaders in the world. In this conversation, he unpacks what he calls the high achiever’s paradox: the more you accomplish, the harder it gets to feel like it’s enough...

A conversation about alignment, evolution, and building a life that actually feels like yours.