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1:48:35EN
Lenny's PodcastPodcast · 2 speakersDon'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.
1:20:53ENLenny's PodcastPodcast · 2 speakersDon'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.
1:23:46ENLenny's PodcastPodcast · 2 speakersSurviving 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.
1:13:13ENLenny's PodcastPodcast · 2 speakersOKRs 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.
1:52:49ENLenny's PodcastPodcastInside Anthropic's Growth Team: Big Bets, Automated Experiments and Firefighting SuccessHost 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.
1:33:55ENLenny's PodcastPodcast · 2 speakersGetting Startup Press Without a Rolodex: A Practical PR PlaybookGuest Emilie Gerber · Host 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.
1:11:56ENLenny's PodcastPodcast · 2 speakersHow to Get ChatGPT to Recommend Your Product: A Practical Guide to Answer Engine OptimizationGuest Ethan Smith · Host Lenny RachitskyGraphite CEO Ethan Smith explains how AEO differs from SEO, which levers move the needle, and how to measure and test what works.
1:08:08ENLenny's PodcastPodcast · 2 speakersCastle 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.
1:49:13ENLenny's PodcastPodcastThe 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.
1:24:56ENLenny's PodcastPodcast · 2 speakersThe Social Radar: How Jessica Livingston Read Founders in Ten-Minute InterviewsGuest Jessica Livingston · Host 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.
1:10:54ENLenny's PodcastPodcast · 2 speakersFuel and Engine: A Practical Playbook for Hiring Your First B2B MarketerGuest Emily Kramer · Host 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.
1:22:31ENLenny's PodcastPodcast · 2 speakersPower Is a Tool: Stanford's Jeffrey Pfeffer on the Seven Rules of Getting AheadGuest Jeffrey Pfeffer · Host 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.
1:47:31ENLenny's PodcastPodcast · 2 speakersFrom 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.
2:01:57ENLenny's PodcastPodcast · 2 speakersBuild the Sales Team Like a Founder: Jason Lemkin on Hiring, Comp and Keeping Product CloseGuest Jason Lemkin · Host 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.
1:41:44ENLenny's PodcastPodcast · 2 speakersZig When Others Zag: HubSpot Co-founder Dharmesh Shah on Simplicity, Culture as a Product and Building a Company Around Your StrengthsGuest Dharmesh Shah · Host 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.
1:02:49ENLenny's PodcastPodcast · 2 speakersStop Being the Arrogant Doctor: Andy Raskin on Pitching a Movement, Not a ProductGuest Andy Raskin · Host 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.
1:49:39ENLenny's PodcastPodcast · 2 speakersNo Investors, 24 Profitable Years: Jason Fried on Staying Small, Trusting Your Gut and Making Money FirstGuest Jason Fried · Host 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.
1:34:57ENLenny's PodcastPodcast · 2 speakersFifteen People, Four Products, Zero Handwritten Code: Inside Every's AI-First CompanyGuest Dan Shipper · Host 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.
1:54:03ENLenny's PodcastPodcast · 2 speakersStarving on Purpose: What Atlassian Learned About Building New Products Inside a GiantGuest Tanguy Crusson · Host 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.
1:01:41ENLenny's PodcastPodcast · 2 speakersDon't Outsource the Learning: Pete Kazanjy's Case for Founder-Led SalesGuest Pete Kazanjy · Host 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.
1:29:12ENLenny's PodcastPodcast · 2 speakersThe Next Distribution Platform Is Coming, and ChatGPT Is the Likeliest HostGuest Brian Balfour · Host 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.
56:39ENLenny's PodcastPodcastDeals 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.
1:21:34ENLenny's PodcastPodcastGitLab’s Public-by-Default Playbook: Short Toes, Clear Outcomes, and a Platform Built to ShipHost Lenny RachitskyDavid DeSanto explains how GitLab turns radical transparency, remote-first operations, and breadth-then-depth product strategy into a faster DevSecOps platform.
1:16:09ENLenny's PodcastPodcastFrom Free Users to Enterprise Contracts: The Product-Led Sales PlaybookHost 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.Load moreShowing 24 of 131