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20:45EN17 Interview Questions That Reveal How Candidates ThinkHost Lenny RachitskyLenny distills favorite interview questions from more than 100 podcast guests into a practical guide for hiring and being hired.
1:42:05ENSlow Down to Grow Faster: Bangaly Kaba on Understand Work, Adjacent Users and Career ChoicesGuest Bangaly Kaba · Host Lenny RachitskyThe former Instagram head of growth and current YouTube product director explains how to choose where to work, why teams should invest in understanding before executing, and how he found growth levers at Facebook, Instagram and Instacart.
1:25:50ENThe Skip, the Sidecar, and the Rabbit You Should Never Catch: Nikhyl Singhal on Building a 60-Year Product CareerHost Lenny RachitskyMeta and former Credit Karma product leader Nikhyl Singhal explains how to plan a career backwards from the job after next, spot ex-growth companies, diagnose a stalled promotion, and survive the success you've been chasing.
1:37:56ENMove Fast, Own the Details: What Binance, Agoda and N26 Taught Mayur Kamat About ProductGuest Mayur Kamat · Host Lenny RachitskyN26's Chief Product Officer on running products through daily meetings, choosing jobs by strengths and compounding, and why experiments beat strategy decks.
1:16:16ENSharp Problems, Real Virality: Oji Udezue's Playbook for Product-Led GrowthGuest Oji Udezue · Host Lenny RachitskyTypeform's chief product officer draws on Microsoft, Atlassian, Calendly and Twitter to explain how to pick a problem, find your ICP, onboard users and earn word of mouth.
1:33:14ENEarn the Right to Decide: Reference Customers, Coaching and the Craft of Product ManagementGuest Christian Idiodi · Host Lenny RachitskySVPG partner Christian Idiodi explains why product managers get disliked, how to build products with 25 reference customers, and how leaders can coach and promote people well.
1:33:33ENThe Art of Influence: Treat Your Executive Like Your Most Important UserHost Lenny RachitskyWebflow product leader and former Slack chief of staff Jessica Fain explains how executives really decide, and why influence matters even more in the age of AI.
1:35:07ENTony Fadell on Taste, Opinionated Product Decisions, and Refusing to Surrender to AIHost Lenny RachitskyThe iPod and iPhone veteran explains how v1 products get built on informed opinion, why marketing is part of the product, and where AI helps or hurts builders.
1:24:30ENFrom Curation to Recommendation to Generation: Spotify's Gustav Söderström on Rethinking ProductGuest Gustav Soderstrom · Host Lenny RachitskySpotify's co-president and CPO/CTO explains the AI DJ, a bruising homepage redesign, why squads gave way to VP-level autonomy, and what generative music might mean.
1:17:44ENStart at Chapter One: Casey Winters on Executive Communication, Unsexy Work and Growth LoopsGuest Casey Winters · Host Lenny RachitskyEventbrite CPO Casey Winters shares what he has learned about product leadership, simplicity at scale, strategy as the great career filter, and the current state of growth.
18:02ENYour Career Is the Most Important Product You'll Ever ShipHost Lenny RachitskyA product-leadership framework for navigating dozens of jobs, building career stories, avoiding burnout, and turning reputation into opportunity.
1:25:34ENShipping in Days: How Claude Code's Head of Product Runs a Team at AI SpeedHost Lenny RachitskyCat Wu, Head of Product for Claude Code and Cowork at Anthropic, explains how the PM role, hiring, tooling and culture change when features go from idea to users in a week or less.
1:36:17ENUnderstaff on Purpose, Never Be Chill: Matt MacInnis on Leading Rippling Through EntropyHost Lenny RachitskyRippling's chief product officer and longtime COO explains why extraordinary outcomes demand extraordinary effort, and the frameworks he uses to hire, set process and keep intensity high.
1:03:21ENBring the Insight: How a Young Product Leader Earns Trust at AsanaGuest Paige Costello · Host Lenny RachitskyAsana's Paige Costello on planning, the Double Diamond process, coaching PMs, and what holds new product managers back.
1:18:28ENCuriosity Loops: Ada Chen Rekhi's Method for Better Decisions and a Career You Won't RegretGuest Ada Chen Rekhi · Host Lenny RachitskyAn executive coach and Notejoy co-founder on structured advice-gathering, values exercises, explore-and-exploit careers, coaching and co-founding with a spouse.
1:21:57ENBehind the Wheel: How Uber's Product Chief Dogfoods His Way to Better ProductsHost Lenny RachitskySachin Kansal on extreme dogfooding, shipping fast, Uber's hybrid autonomy strategy and making gut calls against the data.
1:21:08ENThe Opposite of Play Is Fear: How Jira's Head of Product Builds Safe, Fast-Moving TeamsGuest Megan Cook · Host Lenny RachitskyMegan Cook of Atlassian on psychological safety, remote work habits, winning buy-in, and how a 12,000-person company keeps launching new products.
1:35:27ENSacred Cows Are Your Roadmap: Kayvon Beykpour on Reviving Twitter's Product CultureGuest Kayvon Beykpour · Host Lenny RachitskyThe former head of product at Twitter on meeting Elon Musk, being fired during paternity leave, shipping through a risk-averse culture, and the lessons of Periscope.
1:32:06ENHow monday.com Turned a Competitor's Surprise Launch into a New Operating SystemHost Lenny RachitskyChief Product and Technology Officer Daniel Lereya explains how impossible goals, radical transparency and timeboxed deadlines took monday.com past $1 billion in ARR.
1:14:35ENThe User Research Reckoning: Why Most Research Is the Wrong KindGuest Judd Antin · Host Lenny RachitskyFormer Airbnb head of research Judd Antin explains why the UX research field is shrinking, what kind of research actually moves the business, and how PMs and researchers can fix the system together.
1:13:36ENAsk for What You Want: Kenneth Berger on Integrity, Hearing No, and Getting Fired from Slack Three TimesGuest Kenneth Berger · Host Lenny RachitskyThe first PM at Slack turned executive coach lays out a three-step practice for naming your desires, asking for them, and accepting whatever answer comes back.
1:38:00ENRun Toward the Pain: Ben Horowitz on Hesitation, Confidence and Leading a Company Through the AbyssGuest Ben Horowitz · Host Lenny RachitskyThe Andreessen Horowitz co-founder talks about the psychology of being a CEO, what product managers get wrong about leadership, whether AI is a bubble, and why the US must stay in the AI race.
1:42:57ENFive Seconds, Real Stakes: Matthew Dicks on How to Tell Stories People RememberGuest Matthew Dicks · Host Lenny RachitskyThe 59-time Moth Story Slam winner and author of Storyworthy explains the single-moment structure of good stories, how to use them at work, and how to calm stage nerves.
40:58ENBuilding AI Products When the Ground Keeps MovingHost Lenny RachitskyOpenAI's Kevin Weil and Anthropic's Mike Krieger discuss how AI product management differs from traditional software, from evals and enterprise buyers to computer use, reasoning models, and proactive agents.
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