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1:17:46ENShopify’s Anti-Playbook: Optimize for Churn, Hold Experiments for Years, and Ban KPIsPresenta: Lenny RachitskyArchie Abrams explains how Shopify grows by lowering barriers, measuring cohort GMV, running multi-year holdouts, and letting a 100-year vision guide core product.
1:36:17ENUnderstaff on Purpose, Never Be Chill: Matt MacInnis on Leading Rippling Through EntropyPresenta: 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.
2:04:21EN"AI Doctors Are Here": A Father's Account of Fighting His Son's Burkitt Leukemia With GPT-5 Pro and Gemini 3Presenta: Nathan LabenzNathan Labenz recounts the first three weeks of his 6-year-old son's cancer diagnosis and how frontier models served as second opinions, bedside co-pilots and relapse planners.
1:12:18ENThe Lego Inside Notion: Ivan Zhao on Lost Years, Small Teams, and Horizontal BetsPresenta: 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.
14:38ENPlay Badly, Have Fun: Lex Fridman and RZA Trade Trash Talk Over a Casual Chess GamePresenta: Lex FridmanAn impromptu post-podcast chess match between Lex Fridman and RZA, framed by Lex's case for playing chess for the joy of it.
53:42ENThe Missing Middle: Why Product Teams Work Hard Without a StrategyPresenta: Lenny RachitskyMelissa Perri explains how product organizations scale strategy, hire their first CPO, write a usable vision, and use product operations to make it last.
1:17:55ENThe Quiet Advantage: How Introverts Can Thrive Without Pretending to Be ExtrovertsPresenta: 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.
1:33:38ENSell Before You Tell: Wes Kao's Tactics for Communication That Actually LandsPresenta: Lenny RachitskyExecutive-communication teacher Wes Kao breaks down the frameworks — sales before logistics, signposting, MOO, CEDAF — that turn clear thinking into buy-in.
1:29:39ENFive Customers, Three Prototypes, One Day: How to Find Your Bullseye CustomerPresenta: Lenny RachitskyMichael Margolis of GV explains how to narrow to the customer most likely to adopt first — and how to prove it with a one-day research sprint.
1:31:56ENPerfect Is Creepy: What a Child Psychologist Knows About Leading Difficult AdultsPresenta: Lenny RachitskyDr. Becky Kennedy explains how the principles she uses to raise resilient kids apply to managers, teams and colleagues.
10:39ENStatistics as Decision-Making: Michael I. Jordan on Bayesians, Frequentists and the Ideas Between ThemPresenta: Lex FridmanBerkeley's Michael I. Jordan explains where statistics came from, why it is really about decisions, and how empirical Bayes and false discovery rate bridge two rival philosophies.
1:01:12ENThe Failure Dividend: What Leaders from Airbnb, Google, Pets.com, Quibi, Duolingo, and Toast Learned from Their Worst MomentsPresenta: Lenny RachitskyA compilation of product leaders' most searing failures—and the operating lessons they extracted from them.
1:14:37ENLead Like You Own the Next Play: Brian Halligan's Playbook for Founder CEOs in the AI EraPresenta: Lenny RachitskySequoia's in-house CEO coach and HubSpot co-founder on hiring spiky talent, the LOCKS framework, the future of go-to-market, and the "Halliganisms" he learned the hard way.
30:20ENDraw the Circle: Julie Zhuo’s Five-Step Playbook for Influencing Hard Product DecisionsPresenta: Lenny RachitskyA practical process for turning prioritization fights into shared learning, evidence gathering, and clear decision ownership.
24:50ENThe Rituals Behind Great Decisions: Eigenquestions, Dory/Pulse, and the Forum That Replaces Standing MeetingsPresenta: Lenny RachitskyHow Coda and other companies design decision rituals—from eigenquestions and two-way write-ups to multi-threaded forums and proactive stakeholder tags.









