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1:25:49EN
Lenny's PodcastPodcastShip Weekly, Cut Scope, and Keep a Secret Roadmap: How Captions Builds in the AI EraHost Lenny RachitskyGaurav Misra explains how a modern AI startup turns constant model progress into weekly shipped products, technical debt as leverage, and talking-video tools for non-professionals.
1:36:17ENLenny's PodcastPodcastUnderstaff 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.
1:11:43ENLenny's PodcastPodcastTwo Engines, One Price: Madhavan Ramanujam on Monetizing AI Products from Day OneHost Lenny RachitskyPricing expert Madhavan Ramanujam walks through the ideas in his book Scaling Innovation, from negotiation tactics and proof-of-concept design to a 2x2 for choosing an AI pricing model.
1:19:24ENLenny's PodcastPodcastLoops, Local Maxima and Ambition: Anish Acharya on How AI Rewires Companies and Consumer ProductsHost Lenny Rachitskya16z's Anish Acharya argues that companies will become stacks of AI loops guided by human intuition, and that the biggest consumer prize is a loop that makes people happier.
1:32:06ENLenny's PodcastPodcastHow monday.com Turned a Competitor's Surprise Launch into a New Operating SystemHost Lenny RachitskyChief Product and Technology Officer Daniel Lereya explains how impossible goals, radical transparency and timeboxed deadlines took monday.com past $1 billion in ARR.
1:31:50ENLenny's PodcastPodcastZero to $80M in Six Months: How a Solo Founder Bootstrapped Base44 to a Wix ExitHost Lenny RachitskyMaor Shlomo explains how he built and grew the AI app builder Base44 without outside funding, the stack and habits that let one person compete with well-funded rivals, and how the Wix acquisition came together.
1:26:35ENLenny's PodcastPodcastThe Low-Heart-Rate Playbook: Sam Lessin on Etiquette Rules Silicon Valley Founders SkipHost Lenny RachitskySlow Ventures partner Sam Lessin walks through introductions, conversation, dress, dining, scheduling, email and meetings, then closes with a contrarian take on seed investing in AI.
1:12:18ENLenny's PodcastPodcastThe 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.
1:02:51ENLenny's PodcastPodcastThe Unreasonable Playbook Behind Gojek: Super Apps, Cash Vaults, and Brand as a MoatHost Lenny RachitskyKevin Aluwi explains how Gojek scaled across Southeast Asia by building brand, running brutal operations, and rejecting copycat strategy.
56:42ENLenny's PodcastPodcastInside Gong's Product Machine: Pods, Design Partners, and Fast 51/49 DecisionsHost Lenny RachitskyEilon Reshef explains how Gong pairs autonomous product pods with design partners, makes quick decisions, and builds AI products with measurement and expertise.
1:06:53ENLenny's PodcastPodcastLenny Rachitsky Answers Questions From His Wife: How a Newsletter Nobody Planned Became a BusinessHost 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.
44:53EN
Unsupervised Learning: With Jacob EffronPodcastLegora's CEO on Building Legal AI That Survives the Next Model ReleaseHost Jacob EffronMax explains how Legora turns fast-moving model capabilities into end-to-end legal work, enterprise adoption, and a durable product strategy.
1:39:10ENLenny's PodcastPodcastAfter the Keyboard: Why Physical AI Is the Next Frontier, According to a Veteran Hardware LeaderHost Lenny RachitskyCaitlin Kalinowski, who has built products at Apple, Meta and OpenAI, explains why robotics is heating up, what actually gates it, and how to build hardware that ships.
1:30:18EN
Lex FridmanPodcastNight Markets and Chip Foundries: A Week in Taiwan with Jensen HuangHost Lex FridmanLex Fridman follows NVIDIA's CEO through Computex, street food and long chats about Taiwan's tech history, export controls and how to choose business partners.
53:42ENLenny's PodcastPodcastThe 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.
1:11:13ENLenny's PodcastPodcastAfter Code: Cursor's CEO on Logic Design, Custom Models and Why One Winner Will Take the MarketHost Lenny RachitskyMichael Truell explains how Cursor went from a mechanical-engineering pivot to a $300M ARR product, and where he thinks programming is heading.
18:32ENLenny's PodcastPodcastBuild a Lab Inside Your Product Team: Dan Shipper on Keeping Up With a Moving AI FrontierHost Lenny RachitskyEvery CEO Dan Shipper explains how a tiny, disposable-experiment lab can coexist with a focused product team, and how to move winners from one into the other.
1:14:41ENLenny's PodcastPodcastCaring Deeply, Measuring Clearly: Melissa Tan on Building High-Performing Growth TeamsHost Lenny RachitskyA growth leader's guide to hiring, developing, and organizing teams—from Dropbox's early lessons to Webflow's operating rhythms.
1:22:31ENLenny's PodcastPodcastFall in Love With the Problem: Uri Levine on Product-Market Fit, Fundraising, and Firing FastHost Lenny RachitskyA tactical founder playbook covering problem validation, product-market fit, fundraising narratives, hard hiring decisions, and user understanding.
1:11:51ENLenny's PodcastPodcastBuild the Skeleton Before the Makeup: Deel’s Playbook for $0 to $295M ARRHost Lenny RachitskyMeltem Kuran Berkowitz explains how Deel used question-answering communities, disciplined SEO, long-tail paid bets and revenue-accountable hiring to scale.
1:01:12ENLenny's PodcastPodcastThe Failure Dividend: What Leaders from Airbnb, Google, Pets.com, Quibi, Duolingo, and Toast Learned from Their Worst MomentsHost Lenny RachitskyA compilation of product leaders' most searing failures—and the operating lessons they extracted from them.
1:19:32ENLenny's PodcastPodcastProduct Ops Is the Operating System Your Product Team Is MissingHost Lenny RachitskyMelissa Perri and Denise Tilles explain how product operations frees product managers from busywork, improves decision speed, and scales product organizations without adding unnecessary overhead.
1:36:53ENLenny's PodcastPodcastIdeology, Restraint and the Core: Peter Sellis on Building Product Teams That WinHost Lenny RachitskySnapchat's first PM and former Discord head of product speaks candidly about team design, why the median PM is weak, and where consumer growth really comes from.
1:16:05ENLenny's PodcastPodcastThe Founder Is the Product: A Tactical Guide to Founder-Led SalesHost Lenny RachitskyJen Abel walks through outbound messaging, first calls, co-authored scoping, procurement, and closing for early-stage founders.Load moreShowing 24 of 118