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1:14:02ENScott Galloway on Wealth, Work, Relationships and PurposeGast: Scott Galloway · Moderation: Harry StebbingsThe professor and entrepreneur discusses market power, generational inequality and the personal cost of tying identity to money.
1:11:42ENAlain de Botton on Status Anxiety and Finding Meaning at WorkGast: Alain de Botton · Moderation: Harry StebbingsThe philosopher discusses recognition, parenting, careers and capitalism, and offers a way to think about ambition beyond fame.
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.
1:23:21ENErik Allebest on Building Chess.com, Growth and Life Beyond MetricsGast: Erik Allebest · Moderation: Harry StebbingsChess.com’s co-founder explains how early revenue, content and a global remote team shaped the business, and why its ownership story is more complicated than no outside investment.
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.
1:10:50ENSix Sales Leaders on Building Careers and Raising FamiliesGast: Jessica Arnold, Lauren Schwartz, Stevie Case, Renu Gupta, Maggie Hott, Julie Maresca · Moderation: Harry StebbingsA 20Sales panel discusses boundaries, parental leave, supportive managers and the realities of working motherhood.
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.
1:01:25ENAloe Blacc on Songwriting, Fame and Creating a Life Beyond TouringGast: Aloe Blacc · Moderation: Harry StebbingsThe singer describes his creative process, working with Avicii and the choices that shape his family life and new venture.









