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1:01:00ENControl Over Attention: How Substack Builds Product for Writers and ReadersGuest Sachin Monga · Host Lenny RachitskySubstack's head of product, Sachin Monga, explains the principle behind the company's roadmap, the story of the Recommendations feature, and what he thinks the next era of writing on the internet looks like.
1:27:13ENFour Levels of Product-Market Fit: First Round's Playbook for B2B FoundersGuest Todd Jackson · Host Lenny RachitskyTodd Jackson of First Round Capital walks through a staged framework for finding product-market fit, the benchmarks for each stage, and the four Ps you can change when you're stuck.
1:21:35ENLook Outside the Building: Shaun Clowes on Why Most PMs Fall Short and How AI Changes the JobGuest Shaun Clowes · Host Lenny RachitskyConfluent's chief product officer explains how to become a far better product manager, why data matters more than models, and what AI will and won't do to SaaS.
1:35:11ENDon't Chase the Fake Rabbit: A Meta Product Leader's Guide to a 60-Year PM CareerGuest Nikhyl Singhal · Host Lenny RachitskyNikhyl Singhal walks through early, mid and late career for product managers, from avoiding ex-growth companies to finding a North Star for "act three".
1:00:51ENInflict Pain, But Do It With a Smile: Julia Schottenstein on dbt's Rise and the Art of Getting AcquiredGuest Julia Schottenstein · Host Lenny RachitskyA former NEA investor turned dbt Cloud product leader explains why dbt won, how to approach M&A and pricing, and how venture habits make her a better PM.
1:22:03ENWin Where Rivals Say "Life's Too Short": Roger Martin on the Five Questions of StrategyGuest Roger Martin · Host Lenny RachitskyThe Playing to Win author walks through his strategy choice cascade, explains why differentiation or low cost is non-negotiable, and shows how to start fixing strategy one gap at a time.
1:10:40ENInside the New York Times' Plan to Build the Essential SubscriptionGuest Alex Hardiman · Host Lenny RachitskyChief Product Officer Alex Hardiman on bundling news, games, cooking and sports, working alongside journalists, and measuring impact against a mission.
2:14:15ENEric Ries on the Lean Startup After 12 Years: What MVPs Really Mean, When to Pivot, and Building Companies for Human FlourishingGuest Eric Ries · Host Lenny RachitskyThe author of The Lean Startup revisits misconceptions about MVPs and pivots, offers advice for stuck founders, and argues that governance, not just product, decides whether companies do good.
53:17ENCharge Sooner, Price Higher, Never Set It and Forget It: Naomi Ionita on MonetizationGuest Naomi Ionita · Host Lenny RachitskyMenlo Ventures partner and former Evernote growth leader Naomi Ionita explains when to start charging, how to set and evolve prices, and what a "modern growth stack" looks like.
1:03:09ENCanva's Co-Founder on Joyful Products, Giving Away Your Lego, and Growing to $2.3 BillionGuest Cameron Adams · Host Lenny RachitskyCameron Adams, Canva's co-founder and chief product officer, explains how product obsession, coaching culture, onboarding, SEO, localization, freemium and AI shaped one of the fastest-growing profitable software companies.
1:05:20ENPolite Interest Is Not Demand: How Wiz Found Product-Market Fit, and Then Made Some NoiseGuest Raaz Herzberg · Host Lenny RachitskyRaaz Herzberg, Wiz's CMO and VP of product strategy, tells how the company's early pivot worked, why she moved from product into marketing, and what she learned along the way.
56:15ENPredictably Irrational: How Behavioral Science Reshapes Product DesignGuest Kristen Berman · Host Lenny RachitskyKristen Berman of Irrational Labs explains her three-B framework and the experiments behind TikTok, One Medical and a failed budgeting feature.
1:32:09ENImpact First: How Product Teams Escape the Low-Impact Death SpiralGuest Matt LeMay · Host Lenny RachitskyMatt LeMay explains why product teams must tie their work directly to business-critical outcomes, and the three steps for doing it whatever their company looks like.
1:21:25ENStrategy Before Goals: Ravi Mehta's Product Strategy Stack, Tinder Lessons and Selective MicromanagementGuest Ravi Mehta · Host Lenny RachitskyFormer Tinder CPO Ravi Mehta on how startups differ from big companies, how to layer mission, strategy, roadmap and goals, and how product leaders can grow.
57:19ENMarc Benioff on Beginner's Mind, Agentforce and Staying a Startup After 25 YearsGuest Marc Benioff · Host Lenny RachitskyThe Salesforce co-founder talks Steve Jobs, a legendary launch stunt, what an AI agent actually is, and how he leads through reinvention.
1:21:48ENSeeing Like a Designer: Jessica Hische on Logos, Brands and Knowing When Good Enough Is EnoughGuest Jessica Hische · Host Lenny RachitskyLettering artist Jessica Hische walks through her refresh of Lenny's logo and explains how founders can read type, time a rebrand and avoid overspending on brand.
1:06:40ENWhat Product Ops Really Does: Pendo's Christine Itwaru on a Role Built to Free Up PMsGuest Christine Itwaru · Host Lenny RachitskyA long-time product ops leader at Pendo explains the job, how it differs from PM, program management and product marketing, when to hire for it, and how to move into it.
1:39:47ENPaint the Destination: Ebi Atawodi on Crafting and Selling a Product VisionGuest Ebi Atawodi · Host Lenny RachitskyYouTube's director of product for creator experience shares concrete formats, workshops and habits for building a vision, plus what she learned about culture at Uber, Netflix and Google.
46:51ENInvest Profits, Not People: What Mixpanel Learned from Spreading Too Thin and Refocusing on Its CoreGuest Vijay Iyengar · Host Lenny RachitskyMixpanel's head of product Vijay Iyengar on cutting back to one analytics product, how his team plans and prioritizes, and why you should track events from your servers.
1:21:01ENMake It Explicit: Annie Duke on Deciding Better and Quitting SoonerGuest Annie Duke · Host Lenny RachitskyFormer poker champion Annie Duke explains how independent input, shorter feedback loops, pre-mortems with kill criteria and a willingness to quit improve decisions at companies and in life.
1:14:40ENTwin Turbines: How Product and Operations Built Uber and OpendoorGuest Brian Tolkin · Host Lenny RachitskyOpendoor's head of product and design, Brian Tolkin, on what an ops-first career teaches about building products, running reviews and staying calm.
2:35:00ENSilence, Sharpies and Support Tickets: Jeff Weinstein's Product Playbook from StripeGuest Jeff Weinstein · Host 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.
48:02ENDon't Do AI for AI's Sake: Marily Nika's Starter Guide to AI Product ManagementGuest Marily Nika · Host Lenny RachitskyMeta product lead Marily Nika explains what a model is, when AI is worth building, how PMs can learn, and what working with research scientists is really like.
1:03:42ENThe Hamster Wheel and the Patron of the Arts: Inside Spotify's Push to Monetize FandomGuest Camille Hearst · Host 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.
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