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1:47:22ENStrategy Is Not a Gift: A Five-Phase Playbook You Can Run in 8–12 WeeksGuest Chandra Janakiraman · Host Lenny RachitskyChandra Janakiraman, CPO of VRChat, walks through an operator's recipe for building product strategy, from leadership interviews to a three-pillar rollout, plus a longer "big S" process for aspirational futures.
1:18:05ENAllow the Fear: J.M. Nickels on Conscious Leadership, Strategy, and Choosing Your Life's Objective FunctionHost Lenny RachitskyA product leader who built Uber Pool and led commercialization at Waymo explains how inner work, first-principles futures, and an explicit life objective function make better leaders and better products.
26:40ENGet to the Punchline: How Figma's Slides Team Won Trust Instead of Just a Green LightHost Lenny RachitskyFigma's Mika and Yuki explain why the standard PM playbook for product reviews backfires — and the tactics they used instead to get Figma Slides built, funded and launched.
1:17:46ENShopify’s Anti-Playbook: Optimize for Churn, Hold Experiments for Years, and Ban KPIsHost Lenny RachitskyArchie Abrams explains how Shopify grows by lowering barriers, measuring cohort GMV, running multi-year holdouts, and letting a 100-year vision guide core product.
1:12:13ENOne Wish From a Genie: A Stanford Professor's Method for Getting Off AutopilotGuest Graham Weaver · Host Lenny RachitskyGraham Weaver, a Stanford GSB lecturer and founder of Alpine Investors, shares practical exercises for working out what you actually want to do with your life and staying with it long enough to succeed.
12:53ENPrinciples, Not Black Boxes: Ray Dalio on When to Trust AIGuest Ray Dalio · Host Lex FridmanRay Dalio explains how Bridgewater turns human thinking into algorithms, why machine learning is risky when the future differs from the past, and why writing down principles is the route to better decisions.
1:22:50ENRadical Self-Inquiry: Jerry Colonna on Growing Up Without Feeling Like CrapGuest Jerry Colonna · Host Lenny RachitskyExecutive coach Jerry Colonna explains why leadership and resilience come from honest inner work, not just practical skills, and how unexamined childhood patterns quietly shape our teams and companies.
1:36:17ENUnderstaff on Purpose, Never Be Chill: Matt MacInnis on Leading Rippling Through EntropyHost Lenny RachitskyRippling's chief product officer and longtime COO explains why extraordinary outcomes demand extraordinary effort, and the frameworks he uses to hire, set process and keep intensity high.
1:18:28ENCuriosity Loops: Ada Chen Rekhi's Method for Better Decisions and a Career You Won't RegretGuest Ada Chen Rekhi · Host Lenny RachitskyAn executive coach and Notejoy co-founder on structured advice-gathering, values exercises, explore-and-exploit careers, coaching and co-founding with a spouse.
1:21:17ENScaling People: Claire Hughes Johnson on Building the Company Behind the ProductGuest Claire Hughes Johnson · Host Lenny RachitskyStripe's former COO explains why operating structure, self-awareness and plain-spoken management matter as much as product-market fit.
1:14:35ENThe User Research Reckoning: Why Most Research Is the Wrong KindGuest Judd Antin · Host Lenny RachitskyFormer Airbnb head of research Judd Antin explains why the UX research field is shrinking, what kind of research actually moves the business, and how PMs and researchers can fix the system together.
1:38:00ENRun Toward the Pain: Ben Horowitz on Hesitation, Confidence and Leading a Company Through the AbyssGuest Ben Horowitz · Host Lenny RachitskyThe Andreessen Horowitz co-founder talks about the psychology of being a CEO, what product managers get wrong about leadership, whether AI is a bubble, and why the US must stay in the AI race.
2:04:21EN"AI Doctors Are Here": A Father's Account of Fighting His Son's Burkitt Leukemia With GPT-5 Pro and Gemini 3Host Nathan LabenzNathan Labenz recounts the first three weeks of his 6-year-old son's cancer diagnosis and how frontier models served as second opinions, bedside co-pilots and relapse planners.
1:12:18ENThe Lego Inside Notion: Ivan Zhao on Lost Years, Small Teams, and Horizontal BetsHost Lenny RachitskyIvan Zhao explains how Notion survived its lost years, stayed lean, corrected a non-Lego product detour, and built a horizontal platform now being reshaped by AI.
2:14:39ENBrains at Work: A Neuroscience Playbook for Meetings, Influence and Team CultureGuest Evan LaPointe · Host Lenny RachitskyCORE Sciences founder Evan LaPointe turns the brain's safety, reward and purpose systems into practical advice for meetings, relationships, culture and focus.
14:38ENPlay Badly, Have Fun: Lex Fridman and RZA Trade Trash Talk Over a Casual Chess GameHost Lex FridmanAn impromptu post-podcast chess match between Lex Fridman and RZA, framed by Lex's case for playing chess for the joy of it.
53:42ENThe Missing Middle: Why Product Teams Work Hard Without a StrategyHost Lenny RachitskyMelissa Perri explains how product organizations scale strategy, hire their first CPO, write a usable vision, and use product operations to make it last.
1:08:37ENBeing Strategic Is a Simple Why Plus a Big Change: Anneka Gupta on Product LeadershipGuest Anneka Gupta · Host Lenny RachitskyRubrik's chief product officer shares how she defines strategy, makes decisions, works with founders, gives feedback and keeps a positive mindset.
1:17:55ENThe Quiet Advantage: How Introverts Can Thrive Without Pretending to Be ExtrovertsHost Lenny RachitskySusan Cain explains what introversion really is and offers practical ways to build visibility, run meetings, parent quiet kids, and design a career around your temperament.
1:18:47ENBefriend the Voice in Your Head: Executive Coach Joe Hudson on Emotions, Enjoyment and ExperimentsGuest Joe Hudson · Host Lenny RachitskyJoe Hudson, a coach to leaders at OpenAI, SpaceX and Apple, explains how to work with your inner critic, welcome your emotions and replace "should" with "want".
1:19:56ENAnalytics With a Seat at the Table: How DoorDash Builds a Centralized Data TeamGuest Jessica Lachs · Host Lenny RachitskyDoorDash analytics chief Jessica Lachs explains why she keeps data scientists in one central org, how she hires for curiosity, and how she picks metrics that actually move a business.
1:08:32ENSmall Teams, Hard Problems First: How Rippling's Jeremy Henrickson Keeps Velocity at ScaleGuest Jeremy Henrickson · Host Lenny RachitskyThe Rippling product chief and former Coinbase CPO on small teams, designing for the hardest case, fast decisions, and going all the way to the ground.
1:33:38ENSell Before You Tell: Wes Kao's Tactics for Communication That Actually LandsHost Lenny RachitskyExecutive-communication teacher Wes Kao breaks down the frameworks — sales before logistics, signposting, MOO, CEDAF — that turn clear thinking into buy-in.
1:29:39ENFive Customers, Three Prototypes, One Day: How to Find Your Bullseye CustomerHost Lenny RachitskyMichael Margolis of GV explains how to narrow to the customer most likely to adopt first — and how to prove it with a one-day research sprint.
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