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54:06ENBryan Johnson on New Ideas, Longevity and Algorithmic DecisionsGast: Bryan Johnson · Moderation: Harry StebbingsThe Blueprint founder explains his survival-centered philosophy and personal routines, while Harry Stebbings questions uncertainty, consent and social consequences.
1:13:37ENSami Inkinen on Success, Family and a Founder’s IdentityGast: Sami Inkinen · Moderation: Harry StebbingsThe Trulia co-founder and Virta Health CEO reflects on the anxiety that followed an IPO, rowing across the Pacific with his wife and building a life beyond work.
1:21:27ENRoger Ehrenberg on Venture Returns, Liquidity and Life After SuccessGast: Roger Ehrenberg · Moderation: Harry StebbingsThe IA Ventures founder examines a changing LP base, continuation funds and the trade-offs behind selling winners, then reflects on wealth and family.
1:04:31ENSimon Sinek on Trust, Listening and the Work of Being a Better LeaderGast: Simon Sinek · Moderation: Harry StebbingsThe author discusses identity, difficult conversations and how leaders can create space for honest feedback and productive dissent.
39:22ENAlex Rodriguez on Business, Mentorship and Life After BaseballGast: Alex Rodriguez · Moderation: Harry StebbingsThe former baseball player discusses building an investment business, lessons from mentors and how his priorities changed after suspension.
1:42:20ENScooter Braun on Success, Vulnerability and Finding Time for FamilyGast: Scooter Braun · Moderation: Harry StebbingsThe music executive and investor reflects on achievement, public identity and the personal work he began after a difficult period in his life.
58:38ENBen Chestnut on Building Mailchimp, Selling to Intuit and Finding ContentmentGast: Ben Chestnut · Moderation: Harry StebbingsThe Mailchimp co-founder recounts a bootstrapped journey from web design to email marketing, and reflects on leadership, family and life after a sale.









