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1:21:08EN
Lenny'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.
37:23ENLenny's PodcastPodcastFrom Chat to Always-On Agents: OpenAI's Tibo Sottiaux on Dots, Open Ecosystems and What Comes NextHost Lenny RachitskyThe head of ChatGPT and Codex, speaking hours after a DevDay launch of more than 20 products, explains the vision for a personal agent that works around the clock.
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.
1:11:58ENLenny's PodcastPodcast · 2 speakersDare to Be Dull: A Stanford Communication Teacher's Playbook for Calmer, Sharper SpeakingGuest Matt Abrahams · Host Lenny RachitskyMatt Abrahams shares practical ways to calm speaking anxiety and structure on-the-spot talk, from small talk and feedback to toasts, Q&A and apologies.
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.
1:42:28ENLenny's PodcastPodcast · 2 speakersJournalists Don't Care About You: A Magazine Editor's Field Guide to Getting PressGuest Jason Feifer · Host Lenny RachitskyEntrepreneur editor-in-chief Jason Feifer explains how to prepare, pick the right writer, and pitch a story that an editor will actually say yes to.
1:03:27ENLenny's PodcastPodcast · 2 speakersFind the Cultural Erogenous Zone: A Comms Playbook for Making Ideas SpreadGuest Lulu Cheng Meservey · Host Lenny RachitskyLulu Cheng Meservey, the former Substack comms head, explains how underdog startups can build their own audiences, take smarter risks and shape messages people want to repeat.
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.
1:14:35ENLenny'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.
1:28:51ENLenny's PodcastPodcast · 2 speakersSeven Years in the Making: How StackBlitz Turned Bolt into a $40M ARR Overnight SuccessGuest Eric Simons · Host Lenny RachitskyStackBlitz CEO Eric Simons explains how a browser-based operating system, a bootstrapped team and a better Claude model turned a nearly bankrupt company into one of the fastest-growing products ever.
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.
1:13:36ENLenny'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.
1:26:42ENLenny's PodcastPodcast · 2 speakersInside Block's AI-Native Bet: Goose, Functional Orgs and Throwing Code AwayGuest Dhanji R. Prasanna · Host Lenny RachitskyBlock CTO Dhanji Prasanna explains how a reorg, an open-source agent and a learning-first culture made the company unusually AI-forward.
1:12:12ENLenny's PodcastPodcastModels Are Grown, Not Built: What Anthropic's Interpretability Research Sees Inside ClaudeHost Lenny RachitskyAnthropic researcher Emmanuel Ameisen explains how studying a language model's intermediate computations reveals concepts, plans and surprising quirks, and why that matters for alignment.
57:11ENLenny's PodcastPodcast · 2 speakersFrom Artifact to Organism: Microsoft's Asha Sharma on Products That Learn and an Agentic SocietyGuest Asha Sharma · Host Lenny RachitskyMicrosoft's AI platform product chief explains why products are becoming living systems tuned by post-training, why interfaces are shifting toward code and composability, and how agents may reshape the org chart.
1:32:41ENLenny's PodcastPodcastYou Can Patch a Bug but You Can't Patch a Brain: Why AI Guardrails FailHost Lenny RachitskyHackAPrompt's Sander Schulhoff explains why prompt injection and jailbreaking remain unsolved, why the guardrail industry is selling false comfort, and what organizations can do instead.
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.
1:12:18ENLenny'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.
1:35:10ENLenny's PodcastPodcast · 2 speakersTen Growth Tactics That Never Work, According to Elena VernaGuest Elena Verna · Host Lenny RachitskyGrowth leader Elena Verna runs through the growth plays she sees companies waste money on, the three frameworks she trusts instead, and her case for career optionality.Load moreShowing 24 of 354