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2:14:15ENEric Ries on the Lean Startup After 12 Years: What MVPs Really Mean, When to Pivot, and Building Companies for Human FlourishingGuest Eric Ries · Host Lenny RachitskyThe author of The Lean Startup revisits misconceptions about MVPs and pivots, offers advice for stuck founders, and argues that governance, not just product, decides whether companies do good.
57:19ENMarc Benioff on Beginner's Mind, Agentforce and Staying a Startup After 25 YearsGuest Marc Benioff · Host Lenny RachitskyThe Salesforce co-founder talks Steve Jobs, a legendary launch stunt, what an AI agent actually is, and how he leads through reinvention.
1:31:41ENThe Worst Model You'll Ever Use: Kevin Weil on Building Products at OpenAI's PaceGuest Kevin Weil · Host Lenny RachitskyOpenAI's chief product officer explains how evals, light planning, fine-tuned model ensembles and a small PM team shape the way the company ships.
1:28:58ENBret Taylor on Failing Forward: From Google Local to Google Maps to Sierra's AgentsGuest Bret Taylor · Host Lenny RachitskyThe co-creator of Google Maps and FriendFeed's like button on career mindset, the future of coding, where AI startups should build, and why agents will bring outcome-based pricing.
1:08:08ENCastle or Shack? Hamilton Helmer on Which Business Advantages Actually LastGuest Hamilton Helmer · Host Lenny RachitskyThe author of 7 Powers explains how to tell real, durable competitive power from things that merely feel like an advantage, and when founders should start looking for it.
1:10:32ENA Billion Dollars, No VC, Under 100 People: Surge AI's Edwin Chen on Data Quality and Where AI Is HeadingGuest Edwin Chen · Host Lenny RachitskySurge AI's founder explains how a bootstrapped team built the leading human-data company, why he distrusts benchmarks, and how reinforcement learning environments are the next frontier.
1:34:57ENFifteen People, Four Products, Zero Handwritten Code: Inside Every's AI-First CompanyGuest Dan Shipper · Host Lenny RachitskyEvery CEO Dan Shipper explains how his small team uses Claude Code, an AI operations lead and compounding engineering to do the work of a much larger company.
1:36:24ENBe a Willow Tree: Julie Zhuo on Managing Agents, Teams of Builders, and Data That DiagnosesGuest Julie Zhuo · Host Lenny RachitskyThe former Facebook head of design and Sundial founder explains how management skills carry over to AI tools, why she hires no product managers, and what new managers still get wrong.
1:55:10ENSEO After AI Overviews: Treat Search as a Product, Not a Keyword GameGuest Eli Schwartz · Host Lenny RachitskyGrowth advisor Eli Schwartz explains how AI answers are swallowing top-of-funnel search, and why the winners will be the teams that build for the buyer's journey.
1:09:01EN"We Might Be Wrong, But We Are Not Confused": How LinkedIn's Tomer Cohen Rebuilt the Feed Around AIGuest Tomer Cohen · Host Lenny RachitskyLinkedIn's chief product officer explains the clarity-first mantra behind the feed turnaround, his AI-first approach to product, and the conviction-driven career path that took him to the top.
1:25:34ENClimbing the Next Hill: How Slack's Product Chief Keeps a Mature Product InnovatingGuest Noah Weiss · Host Lenny RachitskySlack CPO Noah Weiss on working with product-minded founders, incubating new bets, reviving self-service growth and what great PMs actually do.
1:20:12ENThe 10X Growth Advisor: Impact, Hiring, SEO and the End of Search as We Know ItGuest Luc Levesque · Host Lenny RachitskyShopify's chief growth officer Luc Levesque explains how to hire and use growth advisors, why SEO can define a company, and what AI answers mean for search traffic.
1:28:28ENFish Where the Fish Are: Andrew Wilkinson on Boring Businesses, AI Agents and Why Money Didn't Make Him HappyGuest Andrew Wilkinson · Host Lenny RachitskyThe co-founder of Tiny, the "Berkshire Hathaway of the internet", explains how to pick a startup idea, how he runs his life on AI agents, and what actually changed his happiness.
1:23:01ENThe Meteor Is Coming: Intercom's Paul Adams on Going All In on AIGuest Paul Adams · Host Lenny RachitskyIntercom's chief product officer talks about the failures that shaped him, how Intercom ripped up its strategy after ChatGPT, and the simple frameworks he uses to decide what to build.
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.
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.
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.
1:23:20ENBack 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.






