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1:14:02ENScott Galloway on Wealth, Work, Relationships and PurposeInvitado: Scott Galloway · Presenta: 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 WorkInvitado: Alain de Botton · Presenta: 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 IdentityInvitado: Sami Inkinen · Presenta: 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 SuccessInvitado: Roger Ehrenberg · Presenta: 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 MetricsInvitado: Erik Allebest · Presenta: 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 LeaderInvitado: Simon Sinek · Presenta: 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 FamiliesInvitado: Jessica Arnold, Lauren Schwartz, Stevie Case, Renu Gupta, Maggie Hott, Julie Maresca · Presenta: 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 FamilyInvitado: Scooter Braun · Presenta: 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 TouringInvitado: Aloe Blacc · Presenta: Harry StebbingsThe singer describes his creative process, working with Avicii and the choices that shape his family life and new venture.
49:00ENKirsten Green on Scaling a Venture Firm Without Losing FocusInvitado: Kirsten Green · Presenta: Harry StebbingsForerunner’s founder explains how consumer insight guides investments, why growing a team is a second job, and how relationships made her career possible.
32:20ENGary Vaynerchuk on Early Angel Investing, Family Business and a Long View of WorkInvitado: Gary Vaynerchuk · Presenta: Harry StebbingsThe entrepreneur recounts his first investments, a difficult family-business conflict and how he thinks about confidence and time.
32:47ENNick Jones on Building Soho House and Leading Through GrowthInvitado: Nick Jones · Presenta: Harry StebbingsThe founder discusses early restaurant failures, hospitality, hiring and the challenge of balancing work with family.
59:29ENHarley Finkelstein on Shopify, Leadership and Learning to Be Present at HomeInvitado: Harley Finkelstein · Presenta: Harry StebbingsThe Shopify president discusses communication, anxiety and the lessons he and his wife have learned about partnership and parenting.
45:59ENSahil Bloom on Building an Audience and Starting a Venture FundInvitado: Sahil Bloom · Presenta: Harry StebbingsThe writer and investor discusses consistent content, media-led investing, luck and a changing definition of hard work.









