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1:27:13ENFour Levels of Product-Market Fit: First Round's Playbook for B2B FoundersInvitado: Todd Jackson · Presenta: Lenny RachitskyTodd Jackson of First Round Capital walks through a staged framework for finding product-market fit, the benchmarks for each stage, and the four Ps you can change when you're stuck.
1:00:51ENInflict Pain, But Do It With a Smile: Julia Schottenstein on dbt's Rise and the Art of Getting AcquiredInvitado: Julia Schottenstein · Presenta: Lenny RachitskyA former NEA investor turned dbt Cloud product leader explains why dbt won, how to approach M&A and pricing, and how venture habits make her a better PM.
1:22:03ENWin Where Rivals Say "Life's Too Short": Roger Martin on the Five Questions of StrategyInvitado: Roger Martin · Presenta: 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.
1:10:40ENInside the New York Times' Plan to Build the Essential SubscriptionInvitado: Alex Hardiman · Presenta: Lenny RachitskyChief Product Officer Alex Hardiman on bundling news, games, cooking and sports, working alongside journalists, and measuring impact against a mission.
2:14:15ENEric Ries on the Lean Startup After 12 Years: What MVPs Really Mean, When to Pivot, and Building Companies for Human FlourishingInvitado: Eric Ries · Presenta: Lenny RachitskyThe author of The Lean Startup revisits misconceptions about MVPs and pivots, offers advice for stuck founders, and argues that governance, not just product, decides whether companies do good.
1:03:09ENCanva's Co-Founder on Joyful Products, Giving Away Your Lego, and Growing to $2.3 BillionInvitado: Cameron Adams · Presenta: Lenny RachitskyCameron Adams, Canva's co-founder and chief product officer, explains how product obsession, coaching culture, onboarding, SEO, localization, freemium and AI shaped one of the fastest-growing profitable software companies.
1:05:20ENPolite Interest Is Not Demand: How Wiz Found Product-Market Fit, and Then Made Some NoiseInvitado: Raaz Herzberg · Presenta: Lenny RachitskyRaaz Herzberg, Wiz's CMO and VP of product strategy, tells how the company's early pivot worked, why she moved from product into marketing, and what she learned along the way.
1:08:53ENPlay the Long Game: A Top Recruiter's Playbook for Hiring and Becoming a Product LeaderInvitado: Lauren Ipsen · Presenta: Lenny RachitskyRecruiter Lauren Ipsen explains how founders should hire their first senior product leader, how PMs should build their careers, and what recruiters often get wrong.
1:21:25ENStrategy Before Goals: Ravi Mehta's Product Strategy Stack, Tinder Lessons and Selective MicromanagementInvitado: Ravi Mehta · Presenta: Lenny RachitskyFormer Tinder CPO Ravi Mehta on how startups differ from big companies, how to layer mission, strategy, roadmap and goals, and how product leaders can grow.
55:51ENHumble, Customer-Obsessed and Relentless: Inside DoorDash's CultureInvitado: Keith Yandell · Presenta: Lenny RachitskyDoorDash executive Keith Yandell explains how the company hires for culture, leads through crises, and manages people, from WeDash deliveries to a "how to work with me" document.
57:19ENMarc Benioff on Beginner's Mind, Agentforce and Staying a Startup After 25 YearsInvitado: Marc Benioff · Presenta: Lenny RachitskyThe Salesforce co-founder talks Steve Jobs, a legendary launch stunt, what an AI agent actually is, and how he leads through reinvention.
1:21:48ENSeeing Like a Designer: Jessica Hische on Logos, Brands and Knowing When Good Enough Is EnoughInvitado: Jessica Hische · Presenta: Lenny RachitskyLettering artist Jessica Hische walks through her refresh of Lenny's logo and explains how founders can read type, time a rebrand and avoid overspending on brand.
46:51ENInvest Profits, Not People: What Mixpanel Learned from Spreading Too Thin and Refocusing on Its CoreInvitado: Vijay Iyengar · Presenta: Lenny RachitskyMixpanel's head of product Vijay Iyengar on cutting back to one analytics product, how his team plans and prioritizes, and why you should track events from your servers.
1:21:01ENMake It Explicit: Annie Duke on Deciding Better and Quitting SoonerInvitado: Annie Duke · Presenta: 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.
1:36:49ENMission, Retention and an Owl With Attitude: How Duolingo Grew From 3 Million to 200 Million Users Without Paid AdsInvitado: Gina Gotthilf · Presenta: Lenny RachitskyFormer Duolingo growth lead Gina Gotthilf on organic growth, brand voice, her career B-sides, and why she is betting on Latin American startups.
1:14:40ENTwin Turbines: How Product and Operations Built Uber and OpendoorInvitado: Brian Tolkin · Presenta: Lenny RachitskyOpendoor's head of product and design, Brian Tolkin, on what an ops-first career teaches about building products, running reviews and staying calm.
1:34:36ENFounder Is an Attitude, CEO Is a Craft: Jonathan Lowenhar on Failure Modes, Magic Box Exits and HiringInvitado: Jonathan Lowenhar · Presenta: Lenny RachitskyEnjoy The Work's Jonathan Lowenhar lays out the skills founders must learn to become CEOs, from avoiding common failure modes to selling a company, hiring, go-to-market and trusting intuition.
2:35:00ENSilence, Sharpies and Support Tickets: Jeff Weinstein's Product Playbook from StripeInvitado: Jeff Weinstein · Presenta: Lenny RachitskyThe former Stripe payments and Atlas product lead explains how he finds burning customer problems, picks metrics that matter, keeps quality high, and gets new products shipped inside a big company.
1:26:31ENSelling in a Downturn: Bravado CEO Sahil Mansuri on Forecasts, Comp Plans, Retention and Warm IntrosInvitado: Sahil Mansuri · Presenta: Lenny RachitskySahil Mansuri, founder of the sales community Bravado, lays out how B2B founders should change quotas, compensation, customer focus and deal-closing tactics when the market turns.
1:11:57ENKeeping Commerce Human: Etsy's Tim Holley on Ten Years of Marketplace GrowthInvitado: Tim Holley · Presenta: Lenny RachitskyEtsy's VP of product on the 2017 culture reset, the face-mask surge, balancing buyers and sellers, and how his product teams are built.
1:40:04ENCompanies Are Equations: Tom Conrad on Pandora, Quibi and the Math Behind Product SuccessInvitado: Tom Conrad · Presenta: Lenny RachitskyA veteran of Apple, Pandora, Snap, Pets.com and Quibi explains what hits and disasters taught him about choosing teams, business-model math, burnout and why not everyone should found a company.
1:48:35ENDon't Compete for the 24%: Christopher Lochhead on Designing and Dominating Your Own CategoryInvitado: Christopher Lochhead · Presenta: Lenny RachitskyThe self-styled Godfather of Category Design explains why the "better" product usually loses, how to reframe a problem with new language, and how to launch with word of mouth.
1:22:34ENName It, Position It, Give It a Personality: A Startup Brand Playbook from Gmail and Square Veteran Arielle JacksonInvitado: Arielle Jackson · Presenta: Lenny RachitskyArielle Jackson explains how early-stage founders should pick a name, define purpose, positioning and personality, land press coverage, and know when to hire a marketer.
1:20:53ENDon't Die: Y Combinator's Dalton Caldwell on Keeping a Startup AliveInvitado: Dalton Caldwell · Presenta: Lenny RachitskyThe YC group partner on pivots, tarpit ideas, why investors say no, how to talk to customers, and what he hopes founders will build next.
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