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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.
1:09:38ENLenny'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.
1:22:51ENLenny'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.
1:01:13ENLenny'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.
1:02:51ENLenny'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.
56:42ENLenny'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.
1:06:53ENLenny'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.
1:02:33ENLenny'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.
1:50:55ENLenny'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.
1:40:42ENLenny'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.
1:45:10ENLenny'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.
2:14:39ENLenny'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.
1:21:08ENLenny's PodcastPodcast · 2 speakersThe Magic Loop: How a Former Amazon VP Says You Can Earn Promotions by Helping Your BossGuest Ethan Evans · Host Lenny RachitskyEthan Evans explains his five-step career loop, how to break through at senior manager, how to invent on purpose, and what he learned from failing Jeff Bezos on a very public launch.
1:39:10ENLenny's PodcastPodcastAfter 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.
1:34:27ENLenny's PodcastPodcast · 2 speakersMatt Mullenweg on Open Source Ideals, the WP Engine Fight and Why Llama Isn't Really OpenGuest Matt Mullenweg · Host Lenny RachitskyThe WordPress co-creator and Automattic CEO gives his side of the WP Engine dispute, explains his open source philosophy, and talks AI, community building and acquisitions with Lenny Rachitsky.
1:13:37ENLenny's PodcastPodcast · 2 speakersTen Hot Takes From a Bootstrapped SaaS Founder: Pricing, Retention, Tempo and the Middle of the FunnelGuest Patrick Campbell · Host Lenny RachitskyPatrick Campbell, who sold ProfitWell for more than $200 million without outside funding, runs through ten operating topics, from team culture and bootstrapping to pricing, churn and freemium.
53:42ENLenny's PodcastPodcastThe Missing Middle: Why Product Teams Work Hard Without a StrategyHost Lenny RachitskyMelissa Perri explains how product organizations scale strategy, hire their first CPO, write a usable vision, and use product operations to make it last.
1:30:00ENLenny's PodcastPodcast · 2 speakersInside Stripe's Product Engineering Culture: Friction Logs, Engineer Occasions and 45-Minute DeploysGuest David Singleton · Host Lenny RachitskyStripe CTO David Singleton explains how the company hires, builds with early users, sweats the details and ships constantly without breaking a business-critical system.
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.
1:18:58ENLenny's PodcastPodcast · 2 speakersDelta 4, Dharma and Second-Order Thinking: Kunal Shah's Philosophy of Building in IndiaGuest Kunal Shah · Host Lenny RachitskyCRED founder Kunal Shah explains his product framework, why India's market behaves differently, and the habits of curiosity he credits for his success.
1:17:34ENLenny's PodcastPodcastThe 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.
52:09ENLenny's PodcastPodcast · 2 speakersDifferent, Better, and Instant: What Cash App Taught Ayo Omojola About Building ProductsGuest Ayo Omojola · Host Lenny RachitskyCarbon Health's chief product officer on differentiation at Cash App, building inside a big company, hiring founders, and going deep on the details.
1:08:37ENLenny's PodcastPodcast · 2 speakersBeing Strategic Is a Simple Why Plus a Big Change: Anneka Gupta on Product LeadershipGuest Anneka Gupta · Host Lenny RachitskyRubrik's chief product officer shares how she defines strategy, makes decisions, works with founders, gives feedback and keeps a positive mindset.
1:14:41ENLenny's PodcastPodcastCaring Deeply, Measuring Clearly: Melissa Tan on Building High-Performing Growth TeamsHost Lenny RachitskyA growth leader's guide to hiring, developing, and organizing teams—from Dropbox's early lessons to Webflow's operating rhythms.Load moreShowing 24 of 354