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1:24:58ENFewer PMs, More Reps: Whatnot's CPO on Why Senior Product People Should Go Back to Doing the WorkModeration: Lenny RachitskyTom Verrilli explains why Whatnot built its product team on the premise that it regrets product management exists, and what that means for hiring, AI tooling and the shape of the role.
2:35:00ENSilence, Sharpies and Support Tickets: Jeff Weinstein's Product Playbook from StripeGast: Jeff Weinstein · Moderation: Lenny RachitskyThe former Stripe payments and Atlas product lead explains how he finds burning customer problems, picks metrics that matter, keeps quality high, and gets new products shipped inside a big company.
1:28:58ENBret Taylor on Failing Forward: From Google Local to Google Maps to Sierra's AgentsGast: Bret Taylor · Moderation: 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.
1:05:10ENYou Can't Do Homework to Become a Great PM: Fareed Mosavat on Reps, Sponsors and the Leadership CanyonGast: Fareed Mosavat · Moderation: Lenny RachitskyReforge's Fareed Mosavat explains why product management can only be learned on real products, and what trips people up when they move from IC to leader.
21:50ENSharpen the Knife: Why Simplicity Wins in Product, Story, and LifeModeration: Lenny RachitskyA product leader’s case for building the one indispensable thing, using familiar patterns, and telling the story customers already know.
1:03:42ENThe Hamster Wheel and the Patron of the Arts: Inside Spotify's Push to Monetize FandomGast: Camille Hearst · Moderation: Lenny RachitskySpotify's head of fan monetization, Camille Hearst, on why creators struggle to charge, how platforms and marketplaces really work, and what she learned from Patreon, selling her startup and a first day at Apple.
1:21:08ENSpeed Is a Symptom of Competence: How Linear Builds Beloved B2B SoftwareModeration: Lenny RachitskyNan Yu explains Linear’s operating principles for fast iteration, resisting bloat, discovering emotional customer pain, and making product management a go-to-market discipline.
1:10:14ENProgress Beats Pep Talks: Jason Shah on Leading Product Teams Through Web3's Ups and DownsGast: Jason Shah · Moderation: Lenny RachitskyAlchemy's Jason Shah talks with Lenny Rachitsky about Web3 product management, working backwards, leadership habits, pushing back on a CEO, career paths and hiring.
1:40:04ENCompanies Are Equations: Tom Conrad on Pandora, Quibi and the Math Behind Product SuccessGast: Tom Conrad · Moderation: Lenny RachitskyA veteran of Apple, Pandora, Snap, Pets.com and Quibi explains what hits and disasters taught him about choosing teams, business-model math, burnout and why not everyone should found a company.
1:27:22ENAgency Over Job Titles: Notion's Max Schoening on Building in the AI EraModeration: Lenny RachitskyNotion's head of product on why designers should code, why agency separates the people who thrive, and what makes a product great.
1:30:36ENDon't Make Me Think: Stewart Butterfield on Utility Curves, Taste and the Case Against Removing FrictionGast: Stewart Butterfield · Moderation: Lenny RachitskyThe Flickr and Slack co-founder explains how he judged features, why comprehension matters more than click counts, and how large organizations drift into busywork.
1:23:15ENCamille Fournier on Rewrites, One-on-Ones and Building Platform TeamsGast: Camille Fournier · Moderation: Lenny RachitskyThe author of The Manager's Path explains what annoys engineers about PMs, why rewrites are a trap, how to move into management, and what makes platform teams work.
1:08:08ENCastle or Shack? Hamilton Helmer on Which Business Advantages Actually LastGast: Hamilton Helmer · Moderation: 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.
59:50ENThe Nature of Product: Why Feature Factories Lose to Empowered TeamsModeration: Lenny RachitskyMarty Cagan explains why feature teams and real product teams are different animals, how companies lose product mojo as they scale, and what product managers must protect to do the job well.
1:34:01ENQuality Is Growth: Stripe's Katie Dill on Beauty, Walking the Store and Building Design TeamsGast: Katie Dill · Moderation: Lenny RachitskyStripe's head of design explains why beauty and function work together, how Stripe operationalises quality across 15 critical user journeys, and what she has learned leading design at Airbnb, Lyft and Stripe.
58:12ENProduct Management in a Newsroom: Equanimity, Dress Rehearsals and Journalists as CustomersGast: Upasna Gautam · Moderation: Lenny RachitskyCNN product manager Upasna Gautam explains how her team builds a content management system for journalists amid constant breaking news, and how mindfulness shapes the way she leads.
1:07:32ENMinimal Lovable Products, the Airbnb Plus Post-Mortem, and the Trust Bank: Product Lessons from Jiaona ZhangModeration: Lenny RachitskyWebflow's SVP of Product on the mistakes new PMs make, why Airbnb Plus never had a path, roadmap-as-story, OKRs that stretch instead of sandbag, surviving WeWork, and how to spend your first 90 days.
1:25:11ENInside Miro's Product Machine: Empathy, Competition and a Biweekly Demo Party That Saved Three MonthsGast: Varun Parmar · Moderation: Lenny RachitskyMiro chief product officer Varun Parmar walks Lenny Rachitsky through the company's product values, org design, competitive philosophy, planning cadence and growth model.
22:31ENTen Regrets: Marty Cagan on What He Got Wrong About ProductModeration: Lenny RachitskyAt Lenny and Friends Summit, Marty Cagan revisits his decades of product advice and names the ten things he would change.
1:02:49ENStop Being the Arrogant Doctor: Andy Raskin on Pitching a Movement, Not a ProductGast: Andy Raskin · Moderation: Lenny RachitskyStrategic narrative consultant Andy Raskin explains the five-part story structure behind pitches at Salesforce, Zuora and Gong, and how to make it your company's north star.
1:35:39ENMake Time: Pick a Daily Highlight and Build Barriers Against DistractionGast: Jake Knapp, John Zeratsky · Moderation: Lenny RachitskyJake Knapp and John Zeratsky walk through their four-step Make Time framework (highlight, laser, energize, reflect) and close with a short look at the design sprint.
1:19:24ENMercury Said It Didn’t Need PMs—Then It Built a Product Org and a Multi-Product EngineModeration: Lenny RachitskyA product leader’s guide to hiring the first PMs, matching PM archetypes to stage, investing in quality, and building new product lines without letting the core smother them.
1:54:03ENStarving on Purpose: What Atlassian Learned About Building New Products Inside a GiantGast: Tanguy Crusson · Moderation: Lenny RachitskyTanguy Crusson walks through HipChat, Statuspage and Jira Product Discovery to explain why zero-to-one is so hard in a large company and how Atlassian's Point A incubator made room for it.
1:21:34ENGitLab’s Public-by-Default Playbook: Short Toes, Clear Outcomes, and a Platform Built to ShipModeration: Lenny RachitskyDavid DeSanto explains how GitLab turns radical transparency, remote-first operations, and breadth-then-depth product strategy into a faster DevSecOps platform.
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