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1:20:47EN
20VC with Harry Stebbings· Aug 15, 2026Podcast · 2 speakersMatt Swulinski on Building and Measuring a Product-Led Growth EngineGuest Matt Swulinski · Host Harry StebbingsThe growth leader shares lessons from Superhuman, Wispr Flow and Viktor on paid acquisition, creative testing, referrals and AI-assisted workflows.
1:02:42EN20VC with Harry Stebbings· Jul 25, 2026Podcast · 2 speakersMercor’s Osvald Nitski on AI Training Data, Product and Customer ConcentrationGuest Osvald Nitski · Host Harry StebbingsMercor’s head of product discusses how the company supplies expert data to AI labs, designs its marketplace and plans to reach more enterprise customers.
57:42EN20VC with Harry Stebbings· Jun 6, 2026Podcast · 2 speakersJacob Lauritzen on AI Engineering, Legal Work and Building LegoraGuest Jacob Lauritzen · Host Harry StebbingsLegora’s CTO discusses code review, token budgets, enterprise adoption and how legal workflows might change.
1:57:54EN20VC with Harry Stebbings· May 9, 2026Podcast · 2 speakersCliff Weitzman on Speechify, AI Tools and Learning Through IterationGuest Cliff Weitzman · Host Harry StebbingsThe Speechify founder discusses growth experiments, engineering culture, personal health experiences and the promise and risks he sees in AI.
42:12EN
No Priors: AI, Machine Learning, Tech, & Startups· Aug 21, 2025Podcast · 2 speakersHire the AI First: Andrew Ng on Agentic Workflows and the Scarcity of JudgmentHost Sarah Guo, Elad GilOn No Priors, Andrew Ng argues that agentic AI has made software cheap and fast, which moves the bottleneck to product judgment, error analysis, and the instinct to try an AI before adding headcount.
3:13ENHow Jane Street’s Strategy and Product Team Works Across the FirmTeam members describe rotations, cross-functional projects and the skills they use to tackle ambiguous problems.
46:53EN20VC with Harry Stebbings· Feb 7, 2025Podcast · 2 speakersBrian Tolkin on Hiring Product Teams and Finding the Problem That MattersGuest Brian Tolkin · Host Harry StebbingsOpendoor’s head of product draws on Uber and Opendoor to discuss user choice, AI prototypes, decision-making and hiring.
1:06:04EN20VC with Harry Stebbings· Jan 8, 2025Podcast · 2 speakersDan Gill on Carvana’s Unit Economics, Product Decisions and TurnaroundGuest Dan Gill · Host Harry StebbingsThe Carvana product leader discusses financing, logistics, prioritization and leading through a dramatic market-cap decline.
1:00:24EN20VC with Harry Stebbings· Nov 15, 2024Podcast · 2 speakersRaman Malik on Perplexity’s Growth: Retention, Partnerships and ExperimentsGuest Raman Malik · Host Harry StebbingsPerplexity’s growth leader explains how he evaluates activation, organic acquisition, paid channels and a growing team.
53:03EN20VC with Harry Stebbings· Oct 4, 2024Podcast · 2 speakersMaria Angelidou-Smith on Product Reviews, Hiring and Building Better TeamsGuest Maria Angelidou-Smith · Host Harry StebbingsThe Personio product and technology leader shares lessons from Meta on product careers, decision-making, resource allocation and leading distributed teams.
1:09:13EN20VC with Harry Stebbings· Sep 13, 2024Podcast · 2 speakersMike Hudack on Product Simplicity, Experimentation and Building TeamsGuest Mike Hudack · Host Harry StebbingsThe Sling Money founder shares lessons from Facebook, Deliveroo and Monzo on customer choice, data and product leadership.
1:05:48EN20VC with Harry Stebbings· Aug 14, 2024Podcast · 2 speakersKaz Nejatian on Shopify: Building Complete Products and a Company for the Long TermGuest Kaz Nejatian · Host Harry StebbingsShopify’s COO explains its product culture, internal tools and partnerships, and reflects on remote work, information flow and leadership.
55:08EN
Cognitive Revolution "How AI Changes Everything"· Aug 29, 2023PodcastOne Model Inside 38 Products: Paige Bailey on How Google Trains and Ships PaLM 2Host Nathan LabenzAt Google I/O in May 2023, PaLM 2 arrived already running in more than two dozen products — and its lead product manager walks through what that actually took.
1:02:17ENPeter Bogart-Johnson on Product Management, Poetry and ListeningYaron Minsky, Peter Bogart-Johnson · Jane StreetA poet and program manager explains how to earn a team’s trust, preserve what works and coordinate change without separating engineers from their users.
2:44:38EN
Lex Fridman· Nov 23, 2021Podcast · 2 speakersPosting a photo of this moment was not a product category yetGuest Kevin Systrom · Host Lex FridmanKevin Systrom tells Lex Fridman how Instagram began as a failed check-in app, hid a slow upload behind a caption screen, and later sold a thirteen-person company to Facebook for a billion dollars.
1:10:27EN
Lenny's PodcastPodcast · 2 speakersHard Skills, Soft Skills and Mentors: Jules Walter's Playbook for Growing as a PMGuest Jules Walter · Host Lenny RachitskyYouTube product lead Jules Walter explains how he builds IQ and EQ skills, asks for honest feedback, and recruits mentors with the smallest possible ask.
1:01:00ENLenny's PodcastPodcast · 2 speakersControl Over Attention: How Substack Builds Product for Writers and ReadersGuest Sachin Monga · Host Lenny RachitskySubstack's head of product, Sachin Monga, explains the principle behind the company's roadmap, the story of the Recommendations feature, and what he thinks the next era of writing on the internet looks like.
1:27:13ENLenny's PodcastPodcast · 2 speakersFour Levels of Product-Market Fit: First Round's Playbook for B2B FoundersGuest Todd Jackson · Host 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.
1:21:35ENLenny's PodcastPodcast · 2 speakersLook Outside the Building: Shaun Clowes on Why Most PMs Fall Short and How AI Changes the JobGuest Shaun Clowes · Host Lenny RachitskyConfluent's chief product officer explains how to become a far better product manager, why data matters more than models, and what AI will and won't do to SaaS.
1:35:11ENLenny's PodcastPodcast · 2 speakersDon't Chase the Fake Rabbit: A Meta Product Leader's Guide to a 60-Year PM CareerGuest Nikhyl Singhal · Host Lenny RachitskyNikhyl Singhal walks through early, mid and late career for product managers, from avoiding ex-growth companies to finding a North Star for "act three".
48:08ENLenny's PodcastPodcastDylan Field on Taste, Simplicity, and Designing Through the AI HypeHost Lenny RachitskyFigma's CEO explains how intuition, feedback, and relentless simplification shape products—and why craft matters more as AI generates more software.
1:22:03ENLenny's PodcastPodcast · 2 speakersWin Where Rivals Say "Life's Too Short": Roger Martin on the Five Questions of StrategyGuest Roger Martin · Host 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.
1:10:40ENLenny's PodcastPodcast · 2 speakersInside the New York Times' Plan to Build the Essential SubscriptionGuest Alex Hardiman · Host Lenny RachitskyChief Product Officer Alex Hardiman on bundling news, games, cooking and sports, working alongside journalists, and measuring impact against a mission.
1:54:40ENLenny's PodcastPodcast · 2 speakersLearning to Take a Punch: Whoop's Hilary Gridley on Leading Through Fear, Ego and Hard ProblemsGuest Hilary Gridley · Host Lenny RachitskyWhoop's head of core product explains how she coaches product teams to handle setbacks, understand how leaders think, build habits through reward loops, and protect their own energy in an AI-anxious era.Load moreShowing 24 of 167