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1:25:34EN
Lenny's PodcastPodcastShipping in Days: How Claude Code's Head of Product Runs a Team at AI SpeedHost Lenny RachitskyCat Wu, Head of Product for Claude Code and Cowork at Anthropic, explains how the PM role, hiring, tooling and culture change when features go from idea to users in a week or less.
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.
1:03:21ENLenny's PodcastPodcast · 2 speakersBring the Insight: How a Young Product Leader Earns Trust at AsanaGuest Paige Costello · Host Lenny RachitskyAsana's Paige Costello on planning, the Double Diamond process, coaching PMs, and what holds new product managers back.
1:18:28ENLenny's PodcastPodcast · 2 speakersCuriosity 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.
1:21:57ENLenny's PodcastPodcastBehind the Wheel: How Uber's Product Chief Dogfoods His Way to Better ProductsHost Lenny RachitskySachin Kansal on extreme dogfooding, shipping fast, Uber's hybrid autonomy strategy and making gut calls against the data.
1:21:08ENLenny's PodcastPodcast · 2 speakersThe Opposite of Play Is Fear: How Jira's Head of Product Builds Safe, Fast-Moving TeamsGuest Megan Cook · Host Lenny RachitskyMegan Cook of Atlassian on psychological safety, remote work habits, winning buy-in, and how a 12,000-person company keeps launching new products.
1:35:27ENLenny's PodcastPodcast · 2 speakersSacred Cows Are Your Roadmap: Kayvon Beykpour on Reviving Twitter's Product CultureGuest Kayvon Beykpour · Host Lenny RachitskyThe former head of product at Twitter on meeting Elon Musk, being fired during paternity leave, shipping through a risk-averse culture, and the lessons of Periscope.
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.
1:14:35ENLenny's PodcastPodcast · 2 speakersThe 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.
1:13:36ENLenny's PodcastPodcast · 2 speakersAsk for What You Want: Kenneth Berger on Integrity, Hearing No, and Getting Fired from Slack Three TimesGuest Kenneth Berger · Host Lenny RachitskyThe first PM at Slack turned executive coach lays out a three-step practice for naming your desires, asking for them, and accepting whatever answer comes back.
1:38:00ENLenny's PodcastPodcast · 2 speakersRun 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.
1:42:57ENLenny's PodcastPodcast · 2 speakersFive Seconds, Real Stakes: Matthew Dicks on How to Tell Stories People RememberGuest Matthew Dicks · Host Lenny RachitskyThe 59-time Moth Story Slam winner and author of Storyworthy explains the single-moment structure of good stories, how to use them at work, and how to calm stage nerves.
40:58ENLenny's PodcastPodcastBuilding AI Products When the Ground Keeps MovingHost Lenny RachitskyOpenAI's Kevin Weil and Anthropic's Mike Krieger discuss how AI product management differs from traditional software, from evals and enterprise buyers to computer use, reasoning models, and proactive agents.
1:12:19ENLenny's PodcastPodcast · 2 speakersThe Three W's: A Practical Framework for Growing as a Product ManagerGuest Vikrama Dhiman · Host Lenny RachitskyGojek's head of product Vikrama Dhiman explains what separates fast-rising PMs from stalled ones, and how to move into product from another discipline.
1:27:51ENLenny's PodcastPodcast · 2 speakersOptimism, Laziness and "What If": Lessons from the Man Behind Google DocsGuest Sam Schillace · Host Lenny RachitskySam Schillace, who created Writely (later Google Docs) and now helps lead AI work at Microsoft, on disruptive ideas, user laziness, failing on purpose, and where software is headed.
1:22:51ENLenny's PodcastPodcastCold DMs, Dinner-Party Communities, and the Case Against Jobs-to-Be-DoneHost 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.
2:14:39ENLenny's PodcastPodcast · 2 speakersBrains 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.
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.
1:17:34ENLenny's PodcastPodcastThe Three Flavors of AI Product Management — and What Separates the Top 5%Host Lenny RachitskyAman Khan, director of product at Arize AI, explains how PMs can break into AI, prototype their way to influence, and thrive as a long-term individual contributor.
1:08:37ENLenny's PodcastPodcast · 2 speakersBeing 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.
1:14:41ENLenny'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.
1:06:22ENLenny's PodcastPodcastWhen AI Writes 90% of the Code: Anthropic's CPO on New Bottlenecks, Builders and MCPHost Lenny RachitskyMike Krieger on how product work changes inside Anthropic, why he shut down Artifact, and where AI founders can build without being squashed.
1:08:32ENLenny's PodcastPodcast · 2 speakersSmall 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.
1:12:04ENLenny's PodcastPodcastBeyond the Chat Box: OpenAI's Head of Design on Adaptive Interfaces and the Designer's FutureHost Lenny RachitskyIan Silber, head of product design at OpenAI, discusses designer anxiety, shifting roles, designing for a billion very different users, and where ChatGPT and Codex are headed.Load moreShowing 24 of 131