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1:24:56EN
Lenny'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.
1:34:01ENLenny's PodcastPodcast · 2 speakersQuality 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.
55:48ENLenny's PodcastPodcast · 2 speakersWhen 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.
1:25:11ENLenny's PodcastPodcast · 2 speakersInside 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.
1:31:29ENLenny's PodcastPodcast · 2 speakersLovable's Growth Playbook: Give It Away, Ship Daily and Recapture Product-Market Fit Every Three MonthsGuest Elena Verna · Host Lenny RachitskyElena Verna, head of growth at Lovable, explains why most of her 15-20 years of growth experience no longer applies to a company that passed $200 million ARR in under a year.
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.
1:10:32ENLenny's PodcastPodcast · 2 speakersA Billion Dollars, No VC, Under 100 People: Surge AI's Edwin Chen on Data Quality and Where AI Is HeadingGuest Edwin Chen · Host Lenny RachitskySurge AI's founder explains how a bootstrapped team built the leading human-data company, why he distrusts benchmarks, and how reinforcement learning environments are the next frontier.
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.
1:19:24ENLenny's PodcastPodcastMercury Said It Didn’t Need PMs—Then It Built a Product Org and a Multi-Product EngineHost Lenny RachitskyA product leader’s guide to hiring the first PMs, matching PM archetypes to stage, investing in quality, and building new product lines without letting the core smother them.
1:36:24ENLenny's PodcastPodcast · 2 speakersBe a Willow Tree: Julie Zhuo on Managing Agents, Teams of Builders, and Data That DiagnosesGuest Julie Zhuo · Host Lenny RachitskyThe former Facebook head of design and Sundial founder explains how management skills carry over to AI tools, why she hires no product managers, and what new managers still get wrong.
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.
1:21:34ENLenny'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.
1:23:43ENLenny's PodcastPodcast · 2 speakersScripts for the Hard Stuff: How an Executive Coach Handles Feedback, Firing and Founder FightsGuest Alisa Cohn · Host Lenny RachitskyAlisa Cohn walks through word-for-word scripts for difficult workplace conversations, a three-question meeting close, and a founder "prenup" of questions to settle before you start a company.
1:07:36ENLenny's PodcastPodcast · 2 speakersHow Notion Built a Community That Sold Its Product for ItGuest Camille Ricketts · Host Lenny RachitskyCamille Ricketts, Notion's first marketing hire, explains how community-led growth and content marketing actually work in practice.
1:11:08ENLenny's PodcastPodcast · 2 speakersFear 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.
1:05:00ENLenny's PodcastPodcast · 2 speakersFrom Arctic Code Vault to Autocomplete: How GitHub Copilot Went From Moonshot to ProductGuest Ryan J. Salva · Host Lenny RachitskyGitHub VP of product Ryan J. Salva explains how a small research team's experiment became Copilot, and what it took to scale it responsibly.
1:22:43ENLenny's PodcastPodcastWhy You Won't Know a Great Name When You See It: Inside Lexicon's Naming ProcessHost Lenny RachitskyDavid Placek of Lexicon Branding explains how his team names brands like Sonos, Azure, Windsurf and Vercel, and how founders can do it on a budget.Load moreShowing 24 of 187