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53:08ENManage Up, Get Specific, Say No by Trading Off: Wes Kao's Playbook for Clearer WorkGast: Wes Kao · Moderation: Lenny RachitskyMaven co-founder Wes Kao walks Lenny Rachitsky through five ideas on writing, teaching, managing your boss and declining requests, after a tour of her path from the Gap to Seth Godin's altMBA.
59:20ENFrom Trello to The Knot: Roles, Velocity and the Question "What Are You Optimizing For?"Gast: Nikita Miller · Moderation: Lenny RachitskyNikita Miller, head of product at The Knot Worldwide, on aligning cross-functional roles, shipping with urgency, working remotely and balancing life and work.
1:22:34ENSimplify, Follow Up, Carry the Water: What Separates Great Product ManagersGast: Maggie Crowley · Moderation: Lenny RachitskyToast VP of Product and former Olympic speed skater Maggie Crowley on the three habits of the best PMs, how she writes strategy, and why "data-driven" can be a red flag.
43:44ENRoblox's 20-Year Bet: Building the Holodeck with Native AI ModelsModeration: Sarah Guo, Elad GilRoblox CEO Dave Baszucki explains how 13 billion monthly hours of 3D interaction data could power smarter NPCs, virtual doppelgängers and a cloud-native future for games.
1:24:56ENPeople Hire Products: Bob Moesta on Struggling Moments, Context and the Real Jobs to Be DoneGast: Bob Moesta · Moderation: Lenny RachitskyThe co-creator of Jobs to Be Done explains how to find the moment customers change behavior, how to interview them, and where the framework doesn't fit.
1:02:56ENThink Rigorously, Decide Fast: Lessons from Stripe's Culture and Retool's Innovation MachineGast: Eeke de Milliano · Moderation: Lenny RachitskyRetool's head of product and early Stripe PM Eeke de Milliano on first-principles thinking, protecting innovation, right-sizing process and building a balanced product team.
1:31:34ENHow Snyk Grew from a Node.js Niche to a Developer Security GiantGast: Ben Williams · Moderation: Lenny RachitskyBen Williams, VP of Product at Snyk, explains the community, loops, team structure and data foundations behind the company's product-led growth.
1:12:29ENLazy, Vain, Selfish Users and the Rule of Three: An Indian Product Leader's PlaybookGast: Anuj Rathi · Moderation: Lenny RachitskyAnuj Rathi of Jupiter Money walks through how product management took shape in India, and the frameworks he uses for onboarding, working backwards, strategy and marketplaces.
1:07:36ENMake a Podcast to Build for Podcasters: Maya Prohovnik on Dogfooding, Gut Calls and Anchor's Unscalable HacksGast: Maya Prohovnik · Moderation: Lenny RachitskySpotify's head of podcast product and Anchor's employee number one explains how she dogfoods, balances intuition with data, and keeps a startup mindset inside a giant company.
29:03ENNotion's Simon Last on Rewriting the AI Harness Every Six Months and Managing a Swarm of AgentsModeration: Sarah Guo, Elad GilThe Notion co-founder traces the product's path from a writing assistant to custom background agents, and describes how coding agents changed the way he builds.
1:25:08ENRahul Vohra on Superhuman: Product-Market Fit Engines, Game Design and a CEO's TimeGast: Rahul Vohra · Moderation: Lenny RachitskyThe Superhuman founder explains how he measures and optimizes product-market fit, why he treats products like games, and how he redesigned his own job to speed up the company.
1:01:49ENFocus Wisely: How Calendly Grew from a Free Viral Tool into a Product-Led Business with a Sales TeamGast: Annie Pearl · Moderation: Lenny RachitskyCalendly's chief product officer Annie Pearl explains how the company picks its customers, plans its roadmap, and layers sales on top of product-led growth.
1:30:53ENObviously Awesome in Practice: April Dunford's Playbook for B2B Product PositioningGast: April Dunford · Moderation: Lenny RachitskyThe author of Obviously Awesome explains how to tell whether positioning is broken, how to rebuild it step by step, and why one persona matters more than the rest.
1:06:10ENColumn B Thinking: How Melanie Perkins Built Canva by Starting From the DreamGast: Melanie Perkins · Moderation: Lenny RachitskyCanva's co-founder and CEO explains how working backward from a wild vision, rejection from over a hundred investors and a two-year rewrite shaped a company valued above $42 billion.








