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1:38:00EN
Lenny'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.Enterprise & strategyLeadershipCompany Building+3
1:26:42EN
Lenny'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.Enterprise & strategyEnterprise AIAgent engineering+3
1:12:12EN
Lenny'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.Models & trainingModel InterpretabilityAI research+3
57:11EN
Lenny'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.AgentsAgent engineeringAI interface design+3
1:32:41EN
Lenny'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.Security & safetyAI securityPrompt injection+3
1:42:57EN
Lenny'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.Product & UXStorytellingCommunication+3
40:58EN
Lenny'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.Product & UXAI Product ManagementProduct Leadership+3
1:12:19EN
Lenny'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.Product & UXProduct ManagementProduct Leadership+3
1:27:51EN
Lenny'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.Product & UXProduct StrategyProduct Leadership+3
1:12:18EN
Lenny'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.Enterprise & strategyCompany BuildingProduct Strategy+3
1:35:10EN
Lenny'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.Enterprise & strategyGrowth StrategyGo-to-Market+3
1:42:11EN
Lenny's PodcastPodcastTwenty Agents, 1.2 Humans: Inside SaaStr's AI-Run Sales TeamHost Lenny RachitskyJason Lemkin explains how SaaStr replaced a ten-person go-to-market team with AI agents, what it took to train them, and who survives the shift.AgentsEnterprise AIGo-to-Market+3
1:09:38EN
Lenny's PodcastPodcast · 2 speakersRyan Hoover on Experiments, Launches and the Mask Every Founder WearsGuest Ryan Hoover · Host Lenny RachitskyThe Product Hunt founder and Weekend Fund investor talks about starting small, raising money for a reason, launching well, his own regrets and how he now invests.Enterprise & strategyCompany BuildingProduct Strategy+3
1:22:51EN
Lenny's PodcastPodcastCold DMs, Dinner-Party Communities, and the Case Against Jobs-to-Be-DoneHost Lenny RachitskyAarthi Ramamurthy and Sriram Krishnan on techno-optimism, relationship-driven careers, content creation, imposter syndrome, executive reviews, and why real products are trade-offs.Product & UXProduct StrategyProduct Leadership+3
1:01:13EN
Lenny's PodcastPodcast · 2 speakersNLX Is the New UX: Microsoft's Aparna Chennapragada on Designing for AgentsGuest Aparna Chennapragada · Host Lenny RachitskyMicrosoft's chief product officer explains how she is building AI products a year ahead of the market, why conversation is a designable interface, and what stays the same for product builders.Product & UXAI interface designProduct Strategy+3
1:02:51EN
Lenny's PodcastPodcastThe Unreasonable Playbook Behind Gojek: Super Apps, Cash Vaults, and Brand as a MoatHost Lenny RachitskyKevin Aluwi explains how Gojek scaled across Southeast Asia by building brand, running brutal operations, and rejecting copycat strategy.Enterprise & strategyCompany BuildingGo-to-Market+3
56:42EN
Lenny's PodcastPodcastInside Gong's Product Machine: Pods, Design Partners, and Fast 51/49 DecisionsHost Lenny RachitskyEilon Reshef explains how Gong pairs autonomous product pods with design partners, makes quick decisions, and builds AI products with measurement and expertise.Product & UXProduct StrategyCompany Building+3
1:06:53EN
Lenny's PodcastPodcastLenny Rachitsky Answers Questions From His Wife: How a Newsletter Nobody Planned Became a BusinessHost Lenny RachitskyIn a role-reversal episode, author Michelle Rial interviews Lenny about the moments that led to his newsletter, the stress behind the scenes, and what he has learned about quality and iteration.Enterprise & strategyCompany BuildingCreator Economy+3
1:02:33EN
Lenny's PodcastPodcast · 2 speakersEmpathy, 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.Product & UXProduct StrategyProduct Management+3
1:50:55EN
Lenny's PodcastPodcast · 2 speakersTwo Hierarchies for Consumer and Marketplace Startups: Focus First, Tip Second, Dominate LastGuest Sarah Tavel · Host Lenny RachitskyBenchmark partner Sarah Tavel walks through her hierarchy of engagement and hierarchy of marketplaces, and why both start with ruthless focus.Enterprise & strategyCompany BuildingProduct Strategy+3
1:40:42EN
Lenny's PodcastPodcast · 2 speakersThe 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.Enterprise & strategyAI StrategyCompany Building+3
21:48EN
Lenny's PodcastPodcastDon't Build Zombie UI: Katie Dill on Scaling Intent and Craft in the AI Building BoomHost Lenny RachitskyStripe's head of design argues that as AI lets everyone build, a clear point of view, encoded standards, ruthless editing and real creative ambition are what keep products from turning generic.Product & UXAI interface designProduct Strategy+3
1:45:10EN
Lenny's PodcastPodcast · 2 speakersShape Up in Real Life: Fixed Time, Variable Scope, and the Shaping Session That Makes It WorkGuest Ryan Singer · Host Lenny RachitskyRyan Singer, author of Shape Up, explains appetites, six-week time boxes and live shaping sessions, and why copying Basecamp's method without its conditions fails.Product & UXProduct StrategyProduct Management+3
2:14:39EN
Lenny's PodcastPodcast · 2 speakersBrains at Work: A Neuroscience Playbook for Meetings, Influence and Team CultureGuest Evan LaPointe · Host Lenny RachitskyCORE Sciences founder Evan LaPointe turns the brain's safety, reward and purpose systems into practical advice for meetings, relationships, culture and focus.Product & UXLeadershipDecision Making+3
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