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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.
1:08:36ENStorytelling, Customer Proximity and Community: How Figma's CPO Thinks About Building Great ProductGuest Yuhki Yamashita · Host Lenny RachitskyYuhki Yamashita on product storytelling, owning the why, staying close to customers, rethinking OKRs, hiring, and community-led growth at Figma.
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.
1:11:26ENManage Your Career Like a Product: Deb Liu on Resilience, Introversion and Big SwingsGuest Deb Liu · Host 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.
1:21:08ENThe 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.
1:11:58ENDare 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.
1:14:35ENThe 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.
1:42:57ENFive 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.
1:12:19ENThe Three W's: A Practical Framework for Growing as a Product ManagerGuest Vikrama Dhiman · Host 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 DocsGuest Sam Schillace · Host 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.
1:01:13ENNLX Is the New UX: Microsoft's Aparna Chennapragada on Designing for AgentsGuest Aparna Chennapragada · Host Lenny RachitskyMicrosoft's chief product officer explains how she is building AI products a year ahead of the market, why conversation is a designable interface, and what stays the same for product builders.
1:02:33ENEmpathy, Half-Built Products and Staying Power: Scott Belsky on Product Sense in the Age of AIGuest Scott Belsky · Host Lenny RachitskyAdobe's chief strategy officer explains how he builds product intuition, why he kills features, how AI could change creative work, and when a founder should quit.
1:45:10ENShape Up in Real Life: Fixed Time, Variable Scope, and the Shaping Session That Makes It WorkGuest Ryan Singer · Host Lenny RachitskyRyan Singer, author of Shape Up, explains appetites, six-week time boxes and live shaping sessions, and why copying Basecamp's method without its conditions fails.
2:14:39ENBrains at Work: A Neuroscience Playbook for Meetings, Influence and Team CultureGuest Evan LaPointe · Host Lenny RachitskyCORE Sciences founder Evan LaPointe turns the brain's safety, reward and purpose systems into practical advice for meetings, relationships, culture and focus.
1:30:00ENInside Stripe's Product Engineering Culture: Friction Logs, Engineer Occasions and 45-Minute DeploysGuest David Singleton · Host Lenny RachitskyStripe CTO David Singleton explains how the company hires, builds with early users, sweats the details and ships constantly without breaking a business-critical system.
1:18:58ENDelta 4, Dharma and Second-Order Thinking: Kunal Shah's Philosophy of Building in IndiaGuest Kunal Shah · Host Lenny RachitskyCRED founder Kunal Shah explains his product framework, why India's market behaves differently, and the habits of curiosity he credits for his success.
52:09ENDifferent, Better, and Instant: What Cash App Taught Ayo Omojola About Building ProductsGuest Ayo Omojola · Host Lenny RachitskyCarbon Health's chief product officer on differentiation at Cash App, building inside a big company, hiring founders, and going deep on the details.
1:08:37ENBeing Strategic Is a Simple Why Plus a Big Change: Anneka Gupta on Product LeadershipGuest Anneka Gupta · Host Lenny RachitskyRubrik's chief product officer shares how she defines strategy, makes decisions, works with founders, gives feedback and keeps a positive mindset.
1:14:34ENInside the Frontier Lab: How Karina Nguyen Builds Products by Training the ModelGuest Karina Nguyen · Host Lenny RachitskyOpenAI researcher Karina Nguyen explains synthetic data, evals, how Canvas and Tasks were made, and which human skills matter as models get smarter.
1:08:32ENSmall Teams, Hard Problems First: How Rippling's Jeremy Henrickson Keeps Velocity at ScaleGuest Jeremy Henrickson · Host Lenny RachitskyThe Rippling product chief and former Coinbase CPO on small teams, designing for the hardest case, fast decisions, and going all the way to the ground.
1:24:03ENBuilding a Marketplace: Lessons from Lyft and Thumbtack on Liquidity, Supply and ControlGuest Benjamin Lauzier · Host Lenny RachitskyFormer Thumbtack product and growth VP Benjamin Lauzier explains how to start a marketplace, measure its health, and grow supply cleverly, drawing on his years at Lyft.
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