Dan Berger, who sold his company Social Tables for $100 million, shares the surprising truth about his unchanged net worth since then. He dives into his biggest financial blunders, like angel investing and a lavish NYC apartment. Berger reflects on the deeper issues founders face after a big exit, including the quest for belonging and personal identity. He discusses living by the 'Die With Zero' philosophy and how early life challenges shaped his journey. Through his insights, he emphasizes the importance of relationships and community for true fulfillment.