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1:12:13ENOne Wish From a Genie: A Stanford Professor's Method for Getting Off AutopilotGast: Graham Weaver · Moderation: Lenny RachitskyGraham Weaver, a Stanford GSB lecturer and founder of Alpine Investors, shares practical exercises for working out what you actually want to do with your life and staying with it long enough to succeed.
20:45EN17 Interview Questions That Reveal How Candidates ThinkModeration: 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 ChoicesGast: Bangaly Kaba · Moderation: 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 CareerModeration: 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 ProductGast: Mayur Kamat · Moderation: Lenny RachitskyN26's Chief Product Officer on running products through daily meetings, choosing jobs by strengths and compounding, and why experiments beat strategy decks.
1:21:13ENBad Friction, Good Friction: Laura Schaffer on User Psychology and Growth ExperimentsGast: Laura Schaffer · Moderation: Lenny RachitskyThe new head of growth at Amplitude explains how she built a growth team at Twilio, why most experiments fail, and why the user's state of mind decides what converts.
1:33:33ENThe Art of Influence: Treat Your Executive Like Your Most Important UserModeration: 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.
1:19:36ENWise and Curious: Chip Conley on Mentoring Brian Chesky, Dying Nine Times and Learning to Love MidlifeModeration: Lenny RachitskyThe hotelier who became Airbnb's "modern elder" at 52 on working for a founder in founder mode, why age diversity is a team asset, and what a near-death experience taught him.
1:14:03ENThere Is No Marketing Playbook: Krithika Shankarraman's DATE FrameworkGast: Krithika Shankarraman · Moderation: Lenny RachitskyThe first marketing hire at OpenAI and Stripe explains why diagnosing your own problem beats copying other companies' tactics.
18:02ENYour Career Is the Most Important Product You'll Ever ShipModeration: Lenny RachitskyA product-leadership framework for navigating dozens of jobs, building career stories, avoiding burnout, and turning reputation into opportunity.
1:07:20ENRiding the Lightning: What Hypergrowth Companies Share, According to Atlassian's Former Marketing ChiefGast: Carilu Dietrich · Moderation: Lenny RachitskyCarilu Dietrich draws on her years at Atlassian and her advisory work with fast-growing B2B companies to explain how to build a career, a brand and a growth engine.
1:51:30ENNever Search Alone: Why a Job Search Council Beats Going It SoloGast: Phyl Terry · Moderation: Lenny RachitskyPhyl Terry explains how job seekers can borrow product-management methods and a small peer group to find work they actually want, even in a down market.
1:03:21ENBring the Insight: How a Young Product Leader Earns Trust at AsanaGast: Paige Costello · Moderation: 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 RegretGast: Ada Chen Rekhi · Moderation: 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.
1:11:26ENManage Your Career Like a Product: Deb Liu on Resilience, Introversion and Big SwingsGast: Deb Liu · Moderation: Lenny RachitskyThe former Facebook VP and current Ancestry CEO explains how to keep learning, bounce back from failure, build new businesses inside large companies, and plan a career with intention.
1:11:58ENDare to Be Dull: A Stanford Communication Teacher's Playbook for Calmer, Sharper SpeakingGast: Matt Abrahams · Moderation: Lenny RachitskyMatt Abrahams shares practical ways to calm speaking anxiety and structure on-the-spot talk, from small talk and feedback to toasts, Q&A and apologies.
1:14:35ENThe User Research Reckoning: Why Most Research Is the Wrong KindGast: Judd Antin · Moderation: 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.
1:26:35ENThe Low-Heart-Rate Playbook: Sam Lessin on Etiquette Rules Silicon Valley Founders SkipModeration: Lenny RachitskySlow Ventures partner Sam Lessin walks through introductions, conversation, dress, dining, scheduling, email and meetings, then closes with a contrarian take on seed investing in AI.
1:13:36ENAsk for What You Want: Kenneth Berger on Integrity, Hearing No, and Getting Fired from Slack Three TimesGast: Kenneth Berger · Moderation: 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.
1:42:57ENFive Seconds, Real Stakes: Matthew Dicks on How to Tell Stories People RememberGast: Matthew Dicks · Moderation: 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.
1:12:19ENThe Three W's: A Practical Framework for Growing as a Product ManagerGast: Vikrama Dhiman · Moderation: Lenny RachitskyGojek's head of product Vikrama Dhiman explains what separates fast-rising PMs from stalled ones, and how to move into product from another discipline.
1:27:51ENOptimism, Laziness and "What If": Lessons from the Man Behind Google DocsGast: Sam Schillace · Moderation: Lenny RachitskySam Schillace, who created Writely (later Google Docs) and now helps lead AI work at Microsoft, on disruptive ideas, user laziness, failing on purpose, and where software is headed.
1:06:53ENLenny Rachitsky Answers Questions From His Wife: How a Newsletter Nobody Planned Became a BusinessModeration: Lenny RachitskyIn a role-reversal episode, author Michelle Rial interviews Lenny about the moments that led to his newsletter, the stress behind the scenes, and what he has learned about quality and iteration.
1:21:08ENThe Magic Loop: How a Former Amazon VP Says You Can Earn Promotions by Helping Your BossGast: Ethan Evans · Moderation: Lenny RachitskyEthan Evans explains his five-step career loop, how to break through at senior manager, how to invent on purpose, and what he learned from failing Jeff Bezos on a very public launch.
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