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56:39ENDeals Don’t Die From Competition—They Die From IndecisionHost Lenny RachitskyMatt Dixon distills 2.5 million sales conversations into the JOLT method for frozen buyers and the Challenger lesson on teaching insight.
1:21:34ENGitLab’s Public-by-Default Playbook: Short Toes, Clear Outcomes, and a Platform Built to ShipHost Lenny RachitskyDavid DeSanto explains how GitLab turns radical transparency, remote-first operations, and breadth-then-depth product strategy into a faster DevSecOps platform.
1:37:19ENImpact, Inquiry and Letting Fires Burn: Vlad Loktev's Playbook from a Decade Inside AirbnbHost Lenny RachitskyFormer Airbnb homes GM and new Index Ventures partner Vlad Loktev tells Lenny Rachitsky how he prioritizes, disagrees, scales teams and keeps his balance in hypergrowth.
1:36:29ENSmiling Exhaustion: Inside the Tech Worker Sentiment Survey as AI's Honeymoon FadesHost Lenny RachitskyNoam Segal and Lenny Rachitsky walk through the second annual Tech Worker Sentiment Survey, which captured about 6,000 people in tech and found a workforce split down the middle by AI.
1:42:00ENThe Operating Lessons Brian Balfour Keeps Returning ToHost Lenny RachitskyReforge’s founder and CEO shares hard-won lessons on hiring, planning, growth systems, and defining who you are not for.
1:38:45ENWhen Coding Stops Being the Bottleneck: Inside Anthropic's Claude Code and Cowork TeamsHost Lenny RachitskyFiona Fung, who leads the teams behind Claude Code and Cowork, describes how an engineering org that ships roughly eight times more code manages quality, hiring, metrics and culture.
26:42ENSeeing the Matrix as a Product Leader: Scott Belsky’s Cardinal Rules for Products People LoveHost Lenny RachitskyScott Belsky distills hard-won lessons on simplicity, defaults, empathy, talent and taste in the age of AI.
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.
42:16ENThe Product Discipline Behind a Driverless RideHost Lenny RachitskyShweta Shrivastava of Waymo explains how autonomous-driving products earn trust, measure safety, and sustain long-term investment.
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.
1:25:50ENThe 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.
1:33:33ENThe 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.
1:19:36ENWise 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.
1:39:22ENRust-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.
1:36:17ENUnderstaff 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.
1:32:06ENHow 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.
1:26:35ENThe 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.
1:12:18ENThe Lego Inside Notion: Ivan Zhao on Lost Years, Small Teams, and Horizontal BetsHost Lenny RachitskyIvan Zhao explains how Notion survived its lost years, stayed lean, corrected a non-Lego product detour, and built a horizontal platform now being reshaped by AI.
1:02:51ENThe Unreasonable Playbook Behind Gojek: Super Apps, Cash Vaults, and Brand as a MoatHost Lenny RachitskyKevin Aluwi explains how Gojek scaled across Southeast Asia by building brand, running brutal operations, and rejecting copycat strategy.
56:42ENInside Gong's Product Machine: Pods, Design Partners, and Fast 51/49 DecisionsHost Lenny RachitskyEilon Reshef explains how Gong pairs autonomous product pods with design partners, makes quick decisions, and builds AI products with measurement and expertise.
1:30:18ENNight Markets and Chip Foundries: A Week in Taiwan with Jensen HuangHost Lex FridmanLex Fridman follows NVIDIA's CEO through Computex, street food and long chats about Taiwan's tech history, export controls and how to choose business partners.
1:14:41ENCaring Deeply, Measuring Clearly: Melissa Tan on Building High-Performing Growth TeamsHost Lenny RachitskyA growth leader's guide to hiring, developing, and organizing teams—from Dropbox's early lessons to Webflow's operating rhythms.
1:17:55ENThe Quiet Advantage: How Introverts Can Thrive Without Pretending to Be ExtrovertsHost Lenny RachitskySusan Cain explains what introversion really is and offers practical ways to build visibility, run meetings, parent quiet kids, and design a career around your temperament.
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