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1:09:44ENKevin Hartz on Airbnb, Holding Winners and the Tradeoffs of Venture InvestingGast: Kevin Hartz · Moderation: Harry StebbingsThe A* co-founder discusses an exploding term sheet, fund liquidity, founder selection and why he prefers to hold exceptional companies.
53:24ENPedro Franceschi on Brex’s Product Focus, Leadership and IPO ReadinessGast: Pedro Franceschi · Moderation: Harry StebbingsThe Brex CEO discusses founder mental health, enterprise customers, financial infrastructure and building a more predictable business.
1:16:41ENMario Schlosser on Oscar Health, Public Markets and LeadershipGast: Mario Schlosser · Moderation: Harry StebbingsThe Oscar co-founder reflects on a sharp stock decline, seeking support and handing the CEO role to a successor.
1:16:00ENChristian Lanng on Founder Burnout, Investor Relationships and AI at WorkGast: Christian Lanng · Moderation: Harry StebbingsThe former Tradeshift CEO reflects on a medical emergency, the cost of persistence and his vision for a new AI venture.
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.









