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1:54:40ENLearning to Take a Punch: Whoop's Hilary Gridley on Leading Through Fear, Ego and Hard ProblemsGuest Hilary Gridley · Host Lenny RachitskyWhoop's head of core product explains how she coaches product teams to handle setbacks, understand how leaders think, build habits through reward loops, and protect their own energy in an AI-anxious era.
1:31:56ENGive Away Your Legos: Molly Graham's Handbook for Leading Through HypergrowthHost Lenny RachitskyMolly Graham walks through the frameworks she built at Google, Facebook, Quip and CZI, from giving away your Legos and the J-curve to the waterline model and six rules for goals.
1:54:54ENSlow Down, Ask Questions, Sell the Vacation: An Executive Negotiator's PlaybookHost Lenny RachitskyJacob Warwick explains how senior operators win bigger offers by treating a job search like an enterprise sale and negotiating collaboratively rather than confrontationally.
1:05:10ENYou Can't Do Homework to Become a Great PM: Fareed Mosavat on Reps, Sponsors and the Leadership CanyonGuest Fareed Mosavat · Host Lenny RachitskyReforge's Fareed Mosavat explains why product management can only be learned on real products, and what trips people up when they move from IC to leader.
1:22:31ENPower Is a Tool: Stanford's Jeffrey Pfeffer on the Seven Rules of Getting AheadGuest Jeffrey Pfeffer · Host Lenny RachitskyStanford organizational behavior professor Jeffrey Pfeffer walks Lenny Rachitsky through the seven rules of power, the homework that makes them stick, and the price power exacts.
1:23:43ENScripts for the Hard Stuff: How an Executive Coach Handles Feedback, Firing and Founder FightsGuest Alisa Cohn · Host Lenny RachitskyAlisa Cohn walks through word-for-word scripts for difficult workplace conversations, a three-question meeting close, and a founder "prenup" of questions to settle before you start a company.
1:11:08ENFear Gives Bad Advice: An Executive Coach's Playbook for Firing, Layoffs and FocusGuest Matt Mochary · Host Lenny RachitskyExecutive coach Matt Mochary tells Lenny Rachitsky how he helps CEOs act through fear, let people go humanely, run layoffs, innovate inside big companies and audit their energy.
1:26:32ENThe Achiever's Trap: A Growth Leader on Burnout, Healing and Letting the Old Self GoGuest Andy Johns · Host Lenny RachitskyFormer Facebook, Twitter and Wealthfront growth leader Andy Johns explains how achievement became his survival strategy, why it broke down, and the four steps he sees in deep personal change.
1:18:05ENAllow the Fear: J.M. Nickels on Conscious Leadership, Strategy, and Choosing Your Life's Objective FunctionHost Lenny RachitskyA product leader who built Uber Pool and led commercialization at Waymo explains how inner work, first-principles futures, and an explicit life objective function make better leaders and better products.
1:26:39ENCare Personally, Challenge Directly: Kim Scott on Making Feedback a Team SuperpowerGuest Kim Scott · Host Lenny RachitskyThe author of Radical Candor explains the framework, the mistakes most managers make, and a step-by-step routine for asking for, giving and rewarding feedback.
1:12:13ENOne Wish From a Genie: A Stanford Professor's Method for Getting Off AutopilotGuest Graham Weaver · Host 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 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.
1:33:14ENEarn 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.
1:19:36ENWise and Curious: Chip Conley on Mentoring Brian Chesky, Dying Nine Times and Learning to Love MidlifeHost 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.
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.
1:22:50ENRadical Self-Inquiry: Jerry Colonna on Growing Up Without Feeling Like CrapGuest Jerry Colonna · Host Lenny RachitskyExecutive coach Jerry Colonna explains why leadership and resilience come from honest inner work, not just practical skills, and how unexamined childhood patterns quietly shape our teams and companies.
1:51:30ENNever Search Alone: Why a Job Search Council Beats Going It SoloGuest Phyl Terry · Host 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 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.
1:11:58ENDare to Be Dull: A Stanford Communication Teacher's Playbook for Calmer, Sharper SpeakingGuest Matt Abrahams · Host 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.
1:13:36ENAsk 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.
22:08ENHeavy, Patient, Relentless: What a Day on the Mats With Khabib Nurmagomedov Feels LikeHost Lex FridmanLex Fridman trains with Khabib Nurmagomedov and his team, then hears how Khabib thinks about pressure, endurance and never stopping.
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