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1:12:17ENCoaching Product Managers: Five Ingredients, Honest Storytelling, and the Case for CommunityGuest Petra Wille · Host Lenny RachitskyProduct leadership coach Petra Wille explains how to develop PMs, why storytelling is a career skill, and how communities of practice scale learning.
53:08ENManage Up, Get Specific, Say No by Trading Off: Wes Kao's Playbook for Clearer WorkGuest Wes Kao · Host 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.
1:13:28ENThe CEO Is the Chief Product Officer: Brian Chesky's Airbnb Operating SystemHost Lenny RachitskyAirbnb's CEO explains how he rebuilt product management, planning, and launches around functional teams, one roadmap, and leaders who stay in the details.
59:20ENFrom Trello to The Knot: Roles, Velocity and the Question "What Are You Optimizing For?"Guest Nikita Miller · Host 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 ManagersGuest Maggie Crowley · Host 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.
1:02:56ENThink Rigorously, Decide Fast: Lessons from Stripe's Culture and Retool's Innovation MachineGuest Eeke de Milliano · Host 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.
1:12:29ENLazy, Vain, Selfish Users and the Rule of Three: An Indian Product Leader's PlaybookGuest Anuj Rathi · Host 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 HacksGuest Maya Prohovnik · Host 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.
30:20ENDraw the Circle: Julie Zhuo’s Five-Step Playbook for Influencing Hard Product DecisionsHost Lenny RachitskyA practical process for turning prioritization fights into shared learning, evidence gathering, and clear decision ownership.
1:10:02ENLocal CEOs and Wow Products: Inside Revolut's Forge for Product LeadersHost Lenny RachitskyRevolut's global head of product, Dmitry Zlokazov, explains how ownership, depth, polish and raw intellect shape the product owners who ship across 50 countries.
1:17:24ENThe Audience Is the Hero: Nancy Duarte's Playbook for Stories That Move PeopleHost Lenny RachitskyA practical guide to empathy-led presentations, contrast structures, visual alignment, and calming presentation nerves.
29:09ENPlan in 90-Day Windows: How OpenAI's Product Leaders Ship Fast Without Losing the PlotHost Lenny RachitskyOpenAI's Tara Seshan and Nan Yu tell Claire Vo how they ship imperfect features, design agents people can follow, work with research, and think about 2027.
1:10:25ENSoftware Is Not a Moat: Evan Spiegel on Distribution, Ecosystems and a Design Team That Never Stops MakingHost Lenny RachitskySnap's CEO explains why distribution is the hard part of consumer tech, how a 9-to-12-person design team keeps innovating, and why 2026 is Snap's crucible year.







