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1:15:29ENThe 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.
24:22ENCraftsmanship, First Principles and the Road to Self-Driving: Jim Keller on Working with Elon MuskGuest Jim Keller · Host Lex FridmanThe veteran chip architect explains why he thinks autonomous driving is a tractable engineering problem, how Tesla's cost constraints shaped its hardware, and what he took from Musk's way of thinking.
1:27:23ENGoing All In on AI at Cisco: Jeetu Patel on Platforms, Packet Loss and Telling People the TruthHost Lenny RachitskyCisco's president and chief product officer explains how a 90,000-person company went AI-first, what Cisco does in the AI infrastructure stack, and the leadership and career lessons behind it.
1:27:13ENFour Levels of Product-Market Fit: First Round's Playbook for B2B FoundersGuest Todd Jackson · Host Lenny RachitskyTodd Jackson of First Round Capital walks through a staged framework for finding product-market fit, the benchmarks for each stage, and the four Ps you can change when you're stuck.
1:21:35ENLook Outside the Building: Shaun Clowes on Why Most PMs Fall Short and How AI Changes the JobGuest Shaun Clowes · Host Lenny RachitskyConfluent's chief product officer explains how to become a far better product manager, why data matters more than models, and what AI will and won't do to SaaS.
1:35:11ENDon't Chase the Fake Rabbit: A Meta Product Leader's Guide to a 60-Year PM CareerGuest Nikhyl Singhal · Host Lenny RachitskyNikhyl Singhal walks through early, mid and late career for product managers, from avoiding ex-growth companies to finding a North Star for "act three".
1:08:29ENTaste, Authenticity and Small Pods: Instagram's Adam Mosseri on Building Products in an AI WorldHost Lenny RachitskyThe head of Instagram explains how Meta's product teams are shrinking, why human judgment and creator identity matter more as AI content grows, and what he learned from his biggest failures.
48:08ENDylan Field on Taste, Simplicity, and Designing Through the AI HypeHost Lenny RachitskyFigma's CEO explains how intuition, feedback, and relentless simplification shape products—and why craft matters more as AI generates more software.
1:04:53ENThe Pathless Path: Stepping Off the Default Script for Work and LifeGuest Paul Millerd · Host Lenny RachitskyAuthor Paul Millerd explains how to question the default career script, create space to explore, and live with the fears that come with choosing your own work.
1:00:51ENInflict Pain, But Do It With a Smile: Julia Schottenstein on dbt's Rise and the Art of Getting AcquiredGuest Julia Schottenstein · Host Lenny RachitskyA former NEA investor turned dbt Cloud product leader explains why dbt won, how to approach M&A and pricing, and how venture habits make her a better PM.
1:22:03ENWin Where Rivals Say "Life's Too Short": Roger Martin on the Five Questions of StrategyGuest Roger Martin · Host Lenny RachitskyThe Playing to Win author walks through his strategy choice cascade, explains why differentiation or low cost is non-negotiable, and shows how to start fixing strategy one gap at a time.
1:10:40ENInside the New York Times' Plan to Build the Essential SubscriptionGuest Alex Hardiman · Host Lenny RachitskyChief Product Officer Alex Hardiman on bundling news, games, cooking and sports, working alongside journalists, and measuring impact against a mission.
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.
53:17ENCharge Sooner, Price Higher, Never Set It and Forget It: Naomi Ionita on MonetizationGuest Naomi Ionita · Host Lenny RachitskyMenlo Ventures partner and former Evernote growth leader Naomi Ionita explains when to start charging, how to set and evolve prices, and what a "modern growth stack" looks like.
9:59ENIs Language or Vision Harder? Ilya Sutskever on the Unity of Machine LearningHost Lex FridmanIn a short clip from his 2020 conversation with Lex Fridman, Ilya Sutskever explains why vision, language and reinforcement learning share the same few principles, and why asking which problem is harder is the wrong question.
1:54:40ENLearning to Take a Punch: Whoop's Hilary Gridley on Leading Through Fear, Ego and Hard ProblemsGuest Hilary Gridley · Host Lenny RachitskyWhoop's head of core product explains how she coaches product teams to handle setbacks, understand how leaders think, build habits through reward loops, and protect their own energy in an AI-anxious era.
19:24ENLex Fridman's 30-Day Challenge: 20,000 Push-ups and Pull-ups, With Advice From David GogginsHost Lex FridmanLex Fridman explains how a tweet became a month-long physical and mental test, and what David Goggins told him about suffering, injuries and habit.
1:16:34ENHow Wise Earns 70% of Its Growth by Word of MouthGuest Nilan Peiris · Host Lenny RachitskyWise chief product officer Nilan Peiris explains how NPS, a 10x-better mindset and a very unusual product culture turned customers into the company's main acquisition channel.
1:37:29ENInside Palantir's Founder Factory: Forward-Deployed Engineers, Ontologies and Deliberately Off-Putting HiringHost Lenny RachitskyFormer Palantir engineer Nabeel Qureshi explains how a services-heavy company became a data-platform giant, and why it keeps producing founders and product leaders.
1:09:54ENThe 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.
1:28:40ENBuild First, Then Product Manage: Kevin Yien's Unorthodox PM PlaybookHost Lenny RachitskyKevin Yien shares contrarian PM lessons on starting as a builder, writing for clarity, decision logs, unsell emails, research automation and career resilience.
1:05:22ENBuild First, Optimize Later: Harrison Chase on LangChain, Evals, and the State-Machine Future of AgentsHost Jacob EffronHarrison Chase explains how LangChain grew from an orchestration layer into LangSmith and LangGraph, why evaluation datasets force product clarity, and why reliable agents look more like state machines than autonomous loops.
1:22:39ENBarrels, Undiscovered Talent and Ugly Babies: Keith Rabois on Building Companies in the AI EraHost Lenny RachitskyKhosla Ventures' Keith Rabois explains how he spots talent, why he avoids customer feedback for consumer products, and how AI is reshaping product, design and engineering roles.
54:44ENLegal Tech's Step-Function Moment: Why Legora Bet on the Last 20%Host Jacob EffronLegora CEO Max explains the $550M Series D, AI-native legal work, foundation-model competition, and the culture required to keep moving fast.
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