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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.
1:20:53ENDon'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.
1:23:46ENSurviving the Next Crisis: Waze Co-Founder Uri Levine on Cash Shocks, Lost Product-Market Fit and Never Giving UpInvitado: Uri Levine · Presenta: 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.
1:13:13ENOKRs Are a Vitamin, Not a Medicine: Christina Wodtke on Making Goals Actually WorkInvitado: Christina Wodtke · Presenta: 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.
1:52:49ENInside Anthropic's Growth Team: Big Bets, Automated Experiments and Firefighting SuccessPresenta: Lenny RachitskyAmol Avasare, Anthropic's Head of Growth, explains how a roughly 40-person team handles hypergrowth, automates experimentation with Claude, and rethinks the PM and engineer ratio.
1:33:55ENGetting Startup Press Without a Rolodex: A Practical PR PlaybookInvitado: Emilie Gerber · Presenta: Lenny RachitskyPR agency founder Emilie Gerber walks through which outlets to target, how to write a three-sentence pitch, and how to judge whether press is worth the effort.
1:11:56ENHow to Get ChatGPT to Recommend Your Product: A Practical Guide to Answer Engine OptimizationInvitado: Ethan Smith · Presenta: Lenny RachitskyGraphite CEO Ethan Smith explains how AEO differs from SEO, which levers move the needle, and how to measure and test what works.
1:08:08ENCastle or Shack? Hamilton Helmer on Which Business Advantages Actually LastInvitado: Hamilton Helmer · Presenta: 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.
1:49:13ENThe Unfair Fight: How Breakthrough Startups Escape the PresentPresenta: Lenny RachitskyMike Maples Jr. explains how breakthrough startups combine inflections, non-consensus insights, and founder-future fit, then act through movements, storytelling, and disagreeableness.
1:24:56ENThe Social Radar: How Jessica Livingston Read Founders in Ten-Minute InterviewsInvitado: Jessica Livingston · Presenta: Lenny RachitskyThe Y Combinator co-founder explains what she looked for in early-stage founders, the Airbnb interview she never forgot, and why she started her own podcast.
1:10:54ENFuel and Engine: A Practical Playbook for Hiring Your First B2B MarketerInvitado: Emily Kramer · Presenta: Lenny RachitskyMarketing leader and investor Emily Kramer explains how to diagnose what your startup's marketing needs, who to hire, and how product and marketing teams can work well together.
1:22:31ENPower Is a Tool: Stanford's Jeffrey Pfeffer on the Seven Rules of Getting AheadInvitado: Jeffrey Pfeffer · Presenta: Lenny RachitskyStanford organizational behavior professor Jeffrey Pfeffer walks Lenny Rachitsky through the seven rules of power, the homework that makes them stick, and the price power exacts.
1:47:31ENFrom Fever Dream to Wilderness: Drew Houston on Dropbox's Three ErasInvitado: Drew Houston · Presenta: 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.
2:01:57ENBuild the Sales Team Like a Founder: Jason Lemkin on Hiring, Comp and Keeping Product CloseInvitado: Jason Lemkin · Presenta: Lenny RachitskySaaStr founder Jason Lemkin walks through when to hire your first reps, who to hire, how to pay them, how product and sales should work together, and why customer-hostile tactics don't compound.
1:41:44ENZig When Others Zag: HubSpot Co-founder Dharmesh Shah on Simplicity, Culture as a Product and Building a Company Around Your StrengthsInvitado: Dharmesh Shah · Presenta: Lenny RachitskyThe HubSpot co-founder and CTO explains why he has never had a direct report, how he measures laughs per minute, and the first-principles habits behind HubSpot's contrarian choices.
1:02:49ENStop Being the Arrogant Doctor: Andy Raskin on Pitching a Movement, Not a ProductInvitado: Andy Raskin · Presenta: Lenny RachitskyStrategic narrative consultant Andy Raskin explains the five-part story structure behind pitches at Salesforce, Zuora and Gong, and how to make it your company's north star.
1:49:39ENNo Investors, 24 Profitable Years: Jason Fried on Staying Small, Trusting Your Gut and Making Money FirstInvitado: Jason Fried · Presenta: Lenny RachitskyThe 37signals co-founder explains how a 75-person, investor-free company has out-earned far larger rivals, and why he builds products in two-person, six-week cycles.
1:34:57ENFifteen People, Four Products, Zero Handwritten Code: Inside Every's AI-First CompanyInvitado: Dan Shipper · Presenta: Lenny RachitskyEvery CEO Dan Shipper explains how his small team uses Claude Code, an AI operations lead and compounding engineering to do the work of a much larger company.
1:54:03ENStarving on Purpose: What Atlassian Learned About Building New Products Inside a GiantInvitado: Tanguy Crusson · Presenta: Lenny RachitskyTanguy Crusson walks through HipChat, Statuspage and Jira Product Discovery to explain why zero-to-one is so hard in a large company and how Atlassian's Point A incubator made room for it.
1:01:41ENDon't Outsource the Learning: Pete Kazanjy's Case for Founder-Led SalesInvitado: Pete Kazanjy · Presenta: Lenny RachitskyThe author of Founding Sales explains why B2B founders should sell for a long time themselves, how to know when to hire, and how to get better at selling.
1:29:12ENThe Next Distribution Platform Is Coming, and ChatGPT Is the Likeliest HostInvitado: Brian Balfour · Presenta: Lenny RachitskyReforge founder Brian Balfour lays out the four-step cycle every distribution platform follows, why he expects ChatGPT to open the next one, and how startups and incumbents should bet.
56:39ENDeals Don’t Die From Competition—They Die From IndecisionPresenta: 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 ShipPresenta: Lenny RachitskyDavid DeSanto explains how GitLab turns radical transparency, remote-first operations, and breadth-then-depth product strategy into a faster DevSecOps platform.
1:16:09ENFrom Free Users to Enterprise Contracts: The Product-Led Sales PlaybookPresenta: Lenny RachitskyElena Verna explains how product-led sales turns self-serve usage into enterprise pipeline, and what product, sales, marketing, data, and tooling must change to make it work.
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