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1:03:25ENJake Paul and Geoffrey Woo on Attention, Investing and BoxingGast: Jake Paul, Geoffrey Woo · Moderation: Harry StebbingsThe Anti Fund partners discuss their venture strategy, creator culture, public life and ambitions in sport and business.
38:28ENOscar Hoglund on Value Chains, AI Tools, and Building Epidemic Sound Without Losing Your LifeGast: Oscar Hoglund · Moderation: Marina MogilkoEpidemic Sound’s cofounder joins Marina Mogilko to explain creative contrast, the move from feature to platform, and the discipline behind sustainable company building.
45:17ENA Click From OpenAI Is 750 Times Harder Than From Google a Decade AgoModeration: Sarah Guo, Elad GilCloudflare CEO Matthew Prince on Content Independence Day, why traffic is a broken proxy for value, and how to price the holes in the models.
2:19:08ENOliver Anthony sang the pain of working America, then refused the machineGast: Oliver Anthony · Moderation: Lex FridmanLex Fridman sits with the Virginia singer-songwriter whose carport hit became a working-class anthem, and who still treats fame as a test of integrity rather than a prize.
1:41:29ENFiverr’s CEO Sent a Wake-Up Memo: AI Won’t Take Your Job. A Peer Who Uses It Will.Moderation: Nathan LabenzMicha Kaufman tells Nathan Labenz how a 15-year freelance marketplace is trying to give creators their own models instead of letting public AI eat their work for free.
30:16ENSuno's CEO Thinks a Billion People Will Make Music, Not Just Stream ItModeration: Sarah Guo, Elad GilMikey Shulman tells No Priors why Suno skipped speech, charges from day one, and wants the line between listener and creator to disappear.
2:51:59ENWhat's on Your Mind: Andrew Callaghan's Gonzo Tour of the American EdgeGast: Andrew Callaghan · Moderation: Lex FridmanThe Channel 5 host tells Lex Fridman how a three-word question, a 70-day hitchhike, and a Molotov on Lake Street turned comedy bits into a beat at the margins.
3:31:03ENAsk for the Definition First: David Pakman on Labels, Trump, and a Tweet He Should Have Left UpGast: David Pakman · Moderation: Lex FridmanThe progressive host sits with Lex Fridman for a long walk through political words, Trump versus Biden, January 6th, and why most of his own show sits at the top of the information food pyramid.
2:17:46ENOne Great Video Beats a Hundred Mediocre OnesGast: MrBeast · Moderation: Lex FridmanMrBeast tells Lex Fridman why evergreen hits outlast volume, why YouTube comments are a disgrace, and why an AI clone of himself would drain every video of meaning.
3:33:18ENIf you cheat, you play God: GothamChess on Magnus, Hans, and a 0.00 that is not a drawGast: GothamChess · Moderation: Lex FridmanLevy Rozman sits with Lex Fridman to unpack how he reads a rating, why Magnus Carlsen can squeeze a dead-looking endgame for seven hours, and how the Hans Niemann scandal turned chess into a forensic sport.
2:35:37ENYou Play Better Chess When You Stop Caring About the NumberGast: Botez Sisters · Moderation: Lex FridmanAlexandra and Andrea Botez talk with Lex Fridman about ratings, streaming personas, depression, and why obsession with a board game can swallow a life.
1:01:00ENControl Over Attention: How Substack Builds Product for Writers and ReadersGast: Sachin Monga · Moderation: Lenny RachitskySubstack's head of product, Sachin Monga, explains the principle behind the company's roadmap, the story of the Recommendations feature, and what he thinks the next era of writing on the internet looks like.
1:04:53ENThe Pathless Path: Stepping Off the Default Script for Work and LifeGast: Paul Millerd · Moderation: Lenny RachitskyAuthor Paul Millerd explains how to question the default career script, create space to explore, and live with the fears that come with choosing your own work.
1:03:42ENThe Hamster Wheel and the Patron of the Arts: Inside Spotify's Push to Monetize FandomGast: Camille Hearst · Moderation: Lenny RachitskySpotify's head of fan monetization, Camille Hearst, on why creators struggle to charge, how platforms and marketplaces really work, and what she learned from Patreon, selling her startup and a first day at Apple.
1:17:35ENStick With It: Chris Hutchins on Big Product Bets and Building a Top Business PodcastGast: Chris Hutchins · Moderation: Lenny RachitskyThe former Wealthfront product lead behind All the Hacks explains how to run bold bets inside a company and how to launch, grow and sustain a podcast.
1:22:51ENCold DMs, Dinner-Party Communities, and the Case Against Jobs-to-Be-DoneModeration: Lenny RachitskyAarthi Ramamurthy and Sriram Krishnan on techno-optimism, relationship-driven careers, content creation, imposter syndrome, executive reviews, and why real products are trade-offs.
1:06:53ENLenny Rachitsky Answers Questions From His Wife: How a Newsletter Nobody Planned Became a BusinessModeration: Lenny RachitskyIn a role-reversal episode, author Michelle Rial interviews Lenny about the moments that led to his newsletter, the stress behind the scenes, and what he has learned about quality and iteration.
1:14:51ENLeaving Uber to Write Full Time: Gergely Orosz on Building The Pragmatic EngineerGast: Gergely Orosz · Moderation: Lenny RachitskyThe author of the top engineering newsletter on Substack explains why he walked away from a big-tech career, what a week of full-time writing really looks like, and what it takes to make it work.
1:07:36ENMake a Podcast to Build for Podcasters: Maya Prohovnik on Dogfooding, Gut Calls and Anchor's Unscalable HacksGast: Maya Prohovnik · Moderation: Lenny RachitskySpotify's head of podcast product and Anchor's employee number one explains how she dogfoods, balances intuition with data, and keeps a startup mindset inside a giant company.








