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1:48:35ENDon't Compete for the 24%: Christopher Lochhead on Designing and Dominating Your Own CategoryGuest Christopher Lochhead · Host 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.
1:30:59ENThe SEO Playbook: Why Topics Beat Keywords and Shipping Beats StrategyHost Lenny RachitskyEthan Smith, CEO of Graphite, explains when SEO is worth investing in, how to reverse-engineer the page types Google rewards, and why most SEO strategies never get built.
1:22:34ENName It, Position It, Give It a Personality: A Startup Brand Playbook from Gmail and Square Veteran Arielle JacksonGuest Arielle Jackson · Host 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.
1:27:22ENAgency Over Job Titles: Notion's Max Schoening on Building in the AI EraHost Lenny RachitskyNotion's head of product on why designers should code, why agency separates the people who thrive, and what makes a product great.
1:20:53ENDon't Die: Y Combinator's Dalton Caldwell on Keeping a Startup AliveGuest Dalton Caldwell · Host 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.
1:03:10ENGrowth in the Physics of a Market: Lessons from Gojek, Kumu and Southeast Asia's Super AppsGuest Crystal Widjaja · Host Lenny RachitskyCrystal Widjaja, who built Gojek's growth team and now leads product at Kumu, shares scrappy experiments, retention benchmarks, analytics pitfalls and hiring advice.
1:13:13ENOKRs Are a Vitamin, Not a Medicine: Christina Wodtke on Making Goals Actually WorkGuest Christina Wodtke · Host Lenny RachitskyThe Stanford lecturer and author of Radical Focus explains what OKRs are really for, why they fail, and how to run a healthy weekly cadence.
1:21:38ENSearch Isn't Dying, It's Expanding: Robby Stein on Google's AI Mode and Building Products RelentlesslyGuest Robby Stein · Host Lenny RachitskyGoogle Search's VP of Product explains how AI Overviews, Lens and AI Mode fit together, and the product principles he carried from Instagram Stories to Google.
1:30:36ENDon't Make Me Think: Stewart Butterfield on Utility Curves, Taste and the Case Against Removing FrictionGuest Stewart Butterfield · Host Lenny RachitskyThe Flickr and Slack co-founder explains how he judged features, why comprehension matters more than click counts, and how large organizations drift into busywork.
1:35:38ENInside ChatGPT: How a Hackathon Project Became the World's Most Used AI ProductGuest Nick Turley · Host Lenny RachitskyNick Turley, head of ChatGPT at OpenAI, explains how the product was built, why shipping fast beats polishing first, and where it goes next.
1:05:39ENThe Positioning Fix: Why Great B2B Products Still Need a Story Buyers Can RepeatHost Lenny RachitskyApril Dunford explains how to diagnose weak positioning, build differentiated value, and turn it into a sales narrative that wins B2B deals.
1:08:08ENCastle or Shack? Hamilton Helmer on Which Business Advantages Actually LastGuest Hamilton Helmer · Host Lenny RachitskyThe author of 7 Powers explains how to tell real, durable competitive power from things that merely feel like an advantage, and when founders should start looking for it.
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.
1:49:13ENThe Unfair Fight: How Breakthrough Startups Escape the PresentHost Lenny RachitskyMike Maples Jr. explains how breakthrough startups combine inflections, non-consensus insights, and founder-future fit, then act through movements, storytelling, and disagreeableness.
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.
1:34:01ENQuality Is Growth: Stripe's Katie Dill on Beauty, Walking the Store and Building Design TeamsGuest Katie Dill · Host Lenny RachitskyStripe's head of design explains why beauty and function work together, how Stripe operationalises quality across 15 critical user journeys, and what she has learned leading design at Airbnb, Lyft and Stripe.
58:12ENProduct Management in a Newsroom: Equanimity, Dress Rehearsals and Journalists as CustomersGuest Upasna Gautam · Host Lenny RachitskyCNN product manager Upasna Gautam explains how her team builds a content management system for journalists amid constant breaking news, and how mindfulness shapes the way she leads.
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.
55:48ENWhen to Invent a Category, and How Miro Rebranded Itself into OneGuest Barbra Gago · Host Lenny RachitskyFormer Miro CMO Barbra Gago explains how category creation, a rushed rebrand and opinionated software work in practice.
1:25:11ENInside Miro's Product Machine: Empathy, Competition and a Biweekly Demo Party That Saved Three MonthsGuest Varun Parmar · Host Lenny RachitskyMiro chief product officer Varun Parmar walks Lenny Rachitsky through the company's product values, org design, competitive philosophy, planning cadence and growth model.
22:31ENTen Regrets: Marty Cagan on What He Got Wrong About ProductHost Lenny RachitskyAt Lenny and Friends Summit, Marty Cagan revisits his decades of product advice and names the ten things he would change.
1:01:05ENThe Most Popular Product Lessons of the Year, From Positioning to Hard ConversationsHost Lenny RachitskyA countdown of Lenny's ten most downloaded episodes, distilled into practical lessons on positioning, analytics, growth, career leverage, product leadership, and management.
50:03ENCopilot Is a Copilot, Not a Pilot: Inbal Shani on the Future of AI in Software DevelopmentHost Lenny RachitskyGitHub's chief product officer explains what AI changes for developers, what it does not replace, and how teams should adopt it.
1:47:31ENFrom Fever Dream to Wilderness: Drew Houston on Dropbox's Three ErasGuest Drew Houston · Host Lenny RachitskyDropbox's co-founder and CEO gives a candid account of explosive growth, the Google Photos shock, a painful pivot to productivity, and the personal and organizational reset that followed.
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