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1:25:50EN
Lenny's PodcastPodcastThe 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.
1:31:24ENLenny's PodcastPodcast · 2 speakersEvery Problem Is Our Problem: How HubSpot's Chris Miller Grew a PLG Engine and HimselfGuest Chris Miller · Host Lenny RachitskyHubSpot's VP of Product for Growth and AI on the traits of great growth PMs, the myths of product-led growth, and how HubSpot's flywheel really works.
1:33:28ENLenny's PodcastPodcast · 2 speakersWorking Backwards: How Amazon Turned Customer Obsession into a Repeatable Operating SystemGuest Bill Carr · Host Lenny RachitskyFormer Amazon VP Bill Carr explains the PR/FAQ, single-threaded leaders, input metrics, disagree-and-commit and Bar Raisers, and how other companies can adopt them.
1:26:02ENLenny's PodcastPodcast · 2 speakersGo-to-Market as a Product: Inside Vercel's Agent-Powered Sales MachineGuest Jeanne DeWitt Grosser · Host Lenny RachitskyVercel COO and former Stripe sales leader Jeanne DeWitt Grosser explains how go-to-market engineers, AI agents and product thinking are reshaping sales.
1:33:33ENLenny's PodcastPodcastThe 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.
1:19:36ENLenny's PodcastPodcastWise 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.
1:23:01ENLenny's PodcastPodcast · 2 speakersThe Meteor Is Coming: Intercom's Paul Adams on Going All In on AIGuest Paul Adams · Host Lenny RachitskyIntercom's chief product officer talks about the failures that shaped him, how Intercom ripped up its strategy after ChatGPT, and the simple frameworks he uses to decide what to build.
1:17:44ENLenny's PodcastPodcast · 2 speakersStart 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.
18:02ENLenny's PodcastPodcastYour 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.
1:39:22ENLenny's PodcastPodcastRust-Proofing a Company: Eric Ries on Why Success Corrupts and Governance ProtectsHost Lenny RachitskyThe author of The Lean Startup explains why good companies go bad, and the charters, trusts and habits that keep a mission intact.
1:07:20ENLenny's PodcastPodcast · 2 speakersRiding the Lightning: What Hypergrowth Companies Share, According to Atlassian's Former Marketing ChiefGuest Carilu Dietrich · Host 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.
1:22:50ENLenny's PodcastPodcast · 2 speakersRadical 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.
1:36:17ENLenny's PodcastPodcastUnderstaff 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.
1:08:36ENLenny's PodcastPodcast · 2 speakersStorytelling, 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.
1:18:28ENLenny's PodcastPodcast · 2 speakersCuriosity 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.
1:21:17ENLenny's PodcastPodcast · 2 speakersScaling People: Claire Hughes Johnson on Building the Company Behind the ProductGuest Claire Hughes Johnson · Host Lenny RachitskyStripe's former COO explains why operating structure, self-awareness and plain-spoken management matter as much as product-market fit.
1:11:26ENLenny's PodcastPodcast · 2 speakersManage 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.
1:21:08ENLenny's PodcastPodcast · 2 speakersThe 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.
1:35:27ENLenny's PodcastPodcast · 2 speakersSacred 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.
1:11:58ENLenny's PodcastPodcast · 2 speakersDare 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.
1:32:06ENLenny's PodcastPodcastHow 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.
1:26:35ENLenny's PodcastPodcastThe Low-Heart-Rate Playbook: Sam Lessin on Etiquette Rules Silicon Valley Founders SkipHost 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.
1:13:36ENLenny's PodcastPodcast · 2 speakersAsk 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.
1:38:00ENLenny's PodcastPodcast · 2 speakersRun 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.Load moreShowing 24 of 144