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51:08EN
Unsupervised Learning: With Jacob Effron· Apr 15, 2025PodcastThe Transformer Co-Author Who Says Scaling Hit a WallHost Jacob EffronCohere CEO Aidan Gomez tells Redpoint that a $100 million model is still an amnesiac genius, and that enterprise AI money is concentrating in support, research, and the back office.
1:01:53ENUnsupervised Learning: With Jacob Effron· Mar 28, 2025PodcastOpen-source models are 5% of enterprise use — and GPT wrappers wonHost Jacob EffronLatent Space's Swyx and Alessio join Redpoint to map what actually has product-market fit in AI, and why the application layer is the fight that matters.
1:15:29EN
Lenny's PodcastPodcastThe Zero-Day Marketing Exploits Behind Breakout StartupsHost Lenny RachitskyAlistair Croll explains how founders can find unfair distribution advantages by subverting platforms, norms, and regulations—without actually being evil.
1:09:54ENLenny's PodcastPodcastThe Context Makes the Irrational Rational: Bob Moesta's Guide to Jobs to Be DoneHost Lenny RachitskyBob Moesta explains how struggling moments create demand, how to interview customers like an investigator, and how to design products and sales processes around the progress people are trying to make.
10:17EN
Lex FridmanPodcastWhy Great Robots Fail as Businesses, and What iRobot Got RightHost Lex FridmaniRobot co-founder Colin Angle explains why so many robotics companies collapse and how cost, vision and a clear user need shaped the Roomba.
1:05:39ENLenny's PodcastPodcastThe Positioning Fix: Why Great B2B Products Still Need a Story Buyers Can RepeatHost Lenny RachitskyApril Dunford explains how to diagnose weak positioning, build differentiated value, and turn it into a sales narrative that wins B2B deals.
1:00:10ENUnsupervised Learning: With Jacob EffronPodcastThe Long Leash and the Narrow Fences: Eric Ries and Jeremy Howard on Building AI’s Edison LabHost Jacob EffronEric Ries and Jeremy Howard discuss Lean Startup discipline in AI, Answer.AI’s for-profit R&D lab model, efficient fine-tuning, language-heavy applications, and AI safety regulation.
26:42ENLenny's PodcastPodcastSeeing the Matrix as a Product Leader: Scott Belsky’s Cardinal Rules for Products People LoveHost Lenny RachitskyScott Belsky distills hard-won lessons on simplicity, defaults, empathy, talent and taste in the age of AI.
23:57ENLenny's PodcastPodcastWrite Your Last Roadmap: Claire Vo on Building When Code Is CheapHost Lenny RachitskyIn a talk at the Lenny and Friends Summit, Claire Vo argues that cheap AI execution has made feature roadmaps dangerous and that teams should plan around convictions and evidence instead.
1:41:33ENLenny's PodcastPodcastTwo Days to a Founding Hypothesis: Inside the Foundation SprintHost Lenny RachitskyDesign Sprint creators Jake Knapp and John Zeratsky walk through a scripted 10-hour process that pins down customer, differentiation and approach before a startup builds anything.
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.
1:31:50ENLenny'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.
1:11:13ENLenny'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.
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.
1:29:39ENLenny's PodcastPodcastFive Customers, Three Prototypes, One Day: How to Find Your Bullseye CustomerHost Lenny RachitskyMichael Margolis of GV explains how to narrow to the customer most likely to adopt first — and how to prove it with a one-day research sprint.
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.
1:39:23ENLenny's PodcastPodcastProven, Better, New: Mark Pincus on Copying Smartly, Killing Hope and Building an Internet TreasureHost Lenny RachitskyThe Zynga founder shares the framework behind his hit games, why starting small beats starting big, and what he sees coming for consumer apps in the age of AI.
1:31:55ENLenny's PodcastPodcastInnovate, Don't Optimize: Lovable's Growth Chief on Rewriting the Playbook for AIHost Lenny RachitskyElena Verna explains how Lovable reached $200M ARR in under a year with about 100 people, and which growth habits she had to throw away to get there.
1:02:11ENLenny's PodcastPodcastBuild Like a Lab: Josh Woodward on Finding, Testing and Killing Product Ideas in the AI EraHost Lenny RachitskyThe head of Google Labs, the Gemini app and AI Studio explains how to spot ideas that are almost possible, read early product-market fit in people's eyes, and run a frontier team inside a large company.
1:21:35ENLenny's PodcastPodcastSelling the Mario-on-Blast: Jen Abel's Playbook for Growing Enterprise Sales from $1M to $10M ARRHost Lenny RachitskyEnterprise sales veteran Jen Abel explains why startups should chase tier-one logos, price near $100K, sell vision instead of problems, and hire salespeople who can act like founders.
1:06:47ENLenny's PodcastPodcastStop Pushing Customers Through a Funnel: Georgiana Laudi's Customer-Led Growth PlaybookHost Lenny RachitskyHow to replace pirate metrics with customer research, jobs-to-be-done, measurable value milestones, and messaging that actually converts.