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1:24:38ENPlant Seeds, Don't Pour Concrete: Alex Komoroske on Gardening Your Way Through the LLM EraGuest Alex Komoroske · Host Lenny RachitskyA former Google and Stripe strategist explains why LLMs are "magical duct tape," how organizations lie to themselves, and why gardeners beat builders when the playbook is changing.
1:39:22ENRust-Proofing a Company: Eric Ries on Why Success Corrupts and Governance ProtectsHost Lenny RachitskyThe author of The Lean Startup explains why good companies go bad, and the charters, trusts and habits that keep a mission intact.
1:11:43ENTwo 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.
1:19:24ENLoops, 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.
57:11ENFrom 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.
40:58ENBuilding 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.
1:27:51ENOptimism, 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.
1:02:33ENEmpathy, Half-Built Products and Staying Power: Scott Belsky on Product Sense in the Age of AIGuest Scott Belsky · Host Lenny RachitskyAdobe's chief strategy officer explains how he builds product intuition, why he kills features, how AI could change creative work, and when a founder should quit.
1:40:42ENThe IC CEO: How Airtable's Howie Liu Is Re-Founding a 13-Year-Old Product for AIGuest Howie Liu · Host Lenny RachitskyAirtable's co-founder explains why he returned to hands-on product work, split his org into fast- and slow-thinking groups, and what skills every product team now needs.
1:39:10ENAfter 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.
1:11:13ENAfter 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.
1:17:34ENThe 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.
1:19:34ENFei-Fei Li on ImageNet, World Models and Why Everyone Has a Role in AIHost Lenny RachitskyThe scientist often called the godmother of AI traces how big data sparked deep learning, explains why spatial intelligence is the next frontier, and shows what World Labs' first product, Marble, can do.
1:19:50ENIt's 1997 for AI: Benedict Evans on Why It's a Huge Deal, but Only as Big as the InternetHost Lenny RachitskyAnalyst Benedict Evans explains why he thinks AI is as big as the internet or mobile and no bigger, and what that means for jobs, model companies, distribution and the backlash.
20:16ENProduct Management Is Dead. What Comes Next Is an AI-Powered Triple ThreatHost Lenny RachitskyClaire argues that AI is collapsing the PM craft and replacing the product triad with multi-skilled leaders backed by agents, tools and a culture of automation.
1:44:35ENMarc Andreessen on Why AI Arrives Just in Time, and Why You Should Not Be FungibleHost Lenny RachitskyThe a16z co-founder argues that AI lands in an economy starved of productivity growth and short of workers, and explains how individuals, parents and founders should respond.
1:34:14ENGive Away Your Legos, Except the Ones AI Doesn't DeserveHost Lenny RachitskyMolly Graham revisits her famous career advice for a world of AI, grief, burnout and fast-changing jobs.
1:34:06ENRide the Models: Dan Shipper's Bets on Super-Agents, Codex, SaaS and the Human Jobs AI CreatesHost Lenny RachitskyEvery CEO Dan Shipper makes a dozen predictions for how work will look in a year, from company-wide Slack agents to why the AI job apocalypse isn't coming.
1:14:37ENLead Like You Own the Next Play: Brian Halligan's Playbook for Founder CEOs in the AI EraHost Lenny RachitskySequoia's in-house CEO coach and HubSpot co-founder on hiring spiky talent, the LOCKS framework, the future of go-to-market, and the "Halliganisms" he learned the hard way.
1:23:20ENBack From the Brink: How Intercom's Founder Rebuilt a Stalled SaaS Company Around the Fin AI AgentGuest Eoghan McCabe · Host Lenny RachitskyIntercom CEO Eoghan McCabe describes the strategy, pricing, culture and personal changes behind turning a plateauing SaaS business into an AI-agent company.
1:10:25ENSoftware Is Not a Moat: Evan Spiegel on Distribution, Ecosystems and a Design Team That Never Stops MakingHost Lenny RachitskySnap's CEO explains why distribution is the hard part of consumer tech, how a 9-to-12-person design team keeps innovating, and why 2026 is Snap's crucible year.






