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1:22:03ENWin Where Rivals Say "Life's Too Short": Roger Martin on the Five Questions of StrategyGuest Roger Martin · Host Lenny RachitskyThe Playing to Win author walks through his strategy choice cascade, explains why differentiation or low cost is non-negotiable, and shows how to start fixing strategy one gap at a time.
1:09:54ENThe Context Makes the Irrational Rational: Bob Moesta's Guide to Jobs to Be DoneHost Lenny RachitskyBob Moesta explains how struggling moments create demand, how to interview customers like an investigator, and how to design products and sales processes around the progress people are trying to make.
1:28:40ENBuild First, Then Product Manage: Kevin Yien's Unorthodox PM PlaybookHost Lenny RachitskyKevin Yien shares contrarian PM lessons on starting as a builder, writing for clarity, decision logs, unsell emails, research automation and career resilience.
1:31:22ENThe Super IC Playbook: 12 Years of Product Leverage Without ManagementHost Lenny RachitskyTal Raviv explains why he stayed an individual-contributor PM for 12 years, how he uses AI and self-reliant teams to scale his impact, and what failure has taught him.
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.
1:32:09ENImpact First: How Product Teams Escape the Low-Impact Death SpiralGuest Matt LeMay · Host Lenny RachitskyMatt LeMay explains why product teams must tie their work directly to business-critical outcomes, and the three steps for doing it whatever their company looks like.
1:41:43ENPumping Heat Into the Infinite Game: Tobi Lütke on First Principles and Human PotentialHost Lenny RachitskyShopify's founder explains how dissatisfaction with the status quo, long time horizons, and unquantifiable taste drive better products and companies.
1:21:01ENMake It Explicit: Annie Duke on Deciding Better and Quitting SoonerGuest Annie Duke · Host Lenny RachitskyFormer poker champion Annie Duke explains how independent input, shorter feedback loops, pre-mortems with kill criteria and a willingness to quit improve decisions at companies and in life.
19:13ENJudgment Is the Craft: Robby Stein's Three-Chapter Playbook for Product Managers in the AI EraHost Lenny RachitskyGoogle Search's Robby Stein says a PM's core skill is decision making, and walks through how to understand people, diagnose root causes and polish the craft, with AI helping at each step.
1:24:58ENFewer PMs, More Reps: Whatnot's CPO on Why Senior Product People Should Go Back to Doing the WorkHost Lenny RachitskyTom Verrilli explains why Whatnot built its product team on the premise that it regrets product management exists, and what that means for hiring, AI tooling and the shape of the role.
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.
1:21:08ENSpeed Is a Symptom of Competence: How Linear Builds Beloved B2B SoftwareHost Lenny RachitskyNan Yu explains Linear’s operating principles for fast iteration, resisting bloat, discovering emotional customer pain, and making product management a go-to-market discipline.
1:23:46ENSurviving the Next Crisis: Waze Co-Founder Uri Levine on Cash Shocks, Lost Product-Market Fit and Never Giving UpGuest Uri Levine · Host Lenny RachitskyUri Levine explains how founders should diagnose a startup crisis, act within days, keep their teams on board and decide whether to pivot or shut down.
1:23:08ENMost Ideas Fail: Ronny Kohavi on Running A/B Tests You Can TrustGuest Ronny Kohavi · Host Lenny RachitskyThe author of Trustworthy Online Controlled Experiments explains failure rates, overall evaluation criteria, sample ratio mismatch, Twyman's law and how to build an experimentation culture.
59:50ENThe Nature of Product: Why Feature Factories Lose to Empowered TeamsHost Lenny RachitskyMarty Cagan explains why feature teams and real product teams are different animals, how companies lose product mojo as they scale, and what product managers must protect to do the job well.
1:07:32ENMinimal Lovable Products, the Airbnb Plus Post-Mortem, and the Trust Bank: Product Lessons from Jiaona ZhangHost Lenny RachitskyWebflow's SVP of Product on the mistakes new PMs make, why Airbnb Plus never had a path, roadmap-as-story, OKRs that stretch instead of sandbag, surviving WeWork, and how to spend your first 90 days.
1:35:39ENMake Time: Pick a Daily Highlight and Build Barriers Against DistractionGuest Jake Knapp, John Zeratsky · Host Lenny RachitskyJake Knapp and John Zeratsky walk through their four-step Make Time framework (highlight, laser, energize, reflect) and close with a short look at the design sprint.
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.
1:11:08ENFear 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.
45:34ENThe Four Questions Shreyas Doshi Wishes He Had Asked Himself SoonerHost Lenny RachitskyA live conversation about scope, strategy, taste, and listening as the hidden drivers of product leadership.
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.
1:12:52ENFrom Google+ to the Tabbed Inbox: How to Build Products on Evidence, Not OpinionGuest Itamar Gilad · Host Lenny RachitskyFormer Google product manager Itamar Gilad contrasts a failed social network with a hit Gmail feature and walks through the GIST framework from his book Evidence-Guided.
1:24:42ENDistraction Is an Emotion Problem, Not a Technology Problem: Nir Eyal's Playbook for Becoming IndistractableGuest Nir Eyal · Host Lenny RachitskyThe author of Hooked and Indistractable explains why most distraction starts within us, and walks through a dozen tactics for focus, scheduling, pacts and workplace culture.
1:47:22ENStrategy Is Not a Gift: A Five-Phase Playbook You Can Run in 8–12 WeeksGuest Chandra Janakiraman · Host Lenny RachitskyChandra Janakiraman, CPO of VRChat, walks through an operator's recipe for building product strategy, from leadership interviews to a three-pillar rollout, plus a longer "big S" process for aspirational futures.
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