Results
59 articlesSort
58:26EN
20VC with Harry Stebbings· Mar 28, 2026Podcast · 2 speakersGili Raanan on Venture Entry Prices, Growth and Private-Market LiquidityGuest Gili Raanan · Host Harry StebbingsThe Cyberstarts founder explains his approach to cybersecurity investing, when he discusses margins and why secondary sales can help employees and limited partners.
51:08EN
Unsupervised Learning: With Jacob Effron· Apr 15, 2025PodcastThe Transformer Co-Author Who Says Scaling Hit a WallHost Jacob EffronCohere CEO Aidan Gomez tells Redpoint that a $100 million model is still an amnesiac genius, and that enterprise AI money is concentrating in support, research, and the back office.
1:01:53ENUnsupervised Learning: With Jacob Effron· Mar 28, 2025PodcastOpen-source models are 5% of enterprise use — and GPT wrappers wonHost Jacob EffronLatent Space's Swyx and Alessio join Redpoint to map what actually has product-market fit in AI, and why the application layer is the fight that matters.
51:16EN
Sequoia Capital· Mar 18, 2025PodcastGoogle Labs Pops Champagne at 10,000 Weekly UsersJosh Woodward on fifty-day sprints, fading paragraph prompts, and why a number Search would never notice is the point of an AI incubator.
1:15:28EN20VC with Harry Stebbings· Jan 6, 2025Podcast · 2 speakersMike Maples on Seed Investing, Founder Fit and When to SellGuest Mike Maples · Host Harry StebbingsThe Floodgate investor explains his approach to fund economics, exceptional founders, follow-ons and partial exits.
50:08EN20VC with Harry Stebbings· Aug 9, 2024Podcast · 2 speakersDax Dasilva on Bootstrapping Lightspeed, Growth and Returning as CEOGuest Dax Dasilva · Host Harry StebbingsThe Lightspeed founder explains how close customer observation shaped its product, why he returned to lead a profitable-growth transition, and what acquisitions left unfinished.
39:59EN
No Priors: AI, Machine Learning, Tech, & Startups· May 23, 2024Podcast · 2 speakersFrom $6 million to $30 million ARR in three months: Garry Tan on YC’s AI boomHost Sarah Guo, Elad GilThe Y Combinator president tells Sarah Guo and Elad Gil why this batch looks like nothing he has seen in twenty years, and why a weak elephant is good news for startups.
1:10:18EN20VC with Harry Stebbings· May 13, 2024Podcast · 2 speakersTom Blomfield on YC, Fundraising and the Founder’s JobGuest Tom Blomfield · Host Harry StebbingsThe Monzo co-founder and YC partner discusses selecting founders, running a batch and balancing a large vision with immediate execution.
52:54EN20VC with Harry Stebbings· Apr 17, 2024Podcast · 2 speakersVickie Peng on Building Less, Measuring Customer Value and Finding Product-Market FitGuest Vickie Peng · Host Harry StebbingsThe Sequoia product leader explains how to learn with less product, choose meaningful metrics and recognize different customer mindsets.
1:09:17EN20VC with Harry Stebbings· Mar 18, 2024Podcast · 2 speakersGili Raanan on Seed Investing, Founder Selection and Cyberstarts’ Sunrise ProcessGuest Gili Raanan · Host Harry StebbingsThe Cyberstarts founder explains his focus on teams, structured customer discovery and building cybersecurity companies.
1:24:10EN20VC with Harry Stebbings· Sep 20, 2023Podcast · 4 speakersIs the Venture Capital Model Broken? A Debate on Prices, Product-Market Fit and ReturnsGuest Eric Paley, Mike Maples, Jason Lemkin · Host Harry StebbingsEric Paley, Mike Maples and Jason Lemkin debate seed valuations, AI hype, fund returns and the choices founders face after raising too much.
1:10:10EN20VC with Harry Stebbings· Aug 16, 2023Podcast · 2 speakersBrian Balfour on Growth Loops, Channel Fit and Building a Repeatable Growth SystemGuest Brian Balfour · Host Harry StebbingsThe Reforge founder and former HubSpot growth leader explains how to identify constraints, choose channels and avoid mistaking attention for sustainable growth.
1:18:41EN20VC with Harry Stebbings· May 24, 2023Podcast · 2 speakersGuy Podjarny on Snyk, Product-Market Fit and Building Durable AdvantageGuest Guy Podjarny · Host Harry StebbingsThe Snyk founder and angel investor explains how to reason about future markets, focus messaging and learn through iteration.
1:33:36EN20VC with Harry Stebbings· Apr 5, 2023Podcast · 2 speakersMike Salguero on Bootstrapping ButcherBox and Subscription EconomicsGuest Mike Salguero · Host Harry StebbingsThe ButcherBox founder explains customer acquisition, per-box margins and the trade-offs behind building without venture capital.
1:03:08EN20VC with Harry Stebbings· Mar 29, 2023Podcast · 2 speakersJag Duggal on Customer Discovery, Product Strategy and Scaling NubankGuest Jag Duggal · Host Harry StebbingsNubank’s product leader explains why clear hypotheses, customer love and small autonomous teams matter as a company grows.
1:03:41EN20VC with Harry Stebbings· Mar 15, 2023Podcast · 2 speakersAdam Grenier on Building Growth into the BusinessGuest Adam Grenier · Host Harry StebbingsThe former Uber growth leader explains marketplace acquisition, hiring, retention and the limits of attribution through lessons from Uber, Lambda School and MasterClass.
1:01:55EN20VC with Harry Stebbings· Feb 16, 2023Podcast · 2 speakersMike Duboe on Growth Teams, Experiments and Paid MarketingGuest Mike Duboe · Host Harry StebbingsThe former Stitch Fix growth leader explains how to choose meaningful metrics, hire for growth and test whether marketing actually creates demand.
48:52ENNo Priors: AI, Machine Learning, Tech, & Startups· Feb 9, 2023Podcast · 2 speakersUsers Wanted a Better Brush. Runway Built One-Click GreenscreenHost Sarah Guo, Elad GilRunway CEO Cristobal Valenzuela on why a model is not a product, why filmmakers hacked a four-frame-per-second tool, and why 80 percent is enough when nobody dies.
2:29:24EN
Lex Fridman· Jul 29, 2022Podcast · 2 speakersA Hundred Users Signed Up and Never Came BackGuest Brian Armstrong · Host Lex FridmanCoinbase CEO Brian Armstrong on the buy button that found product-market fit, why he wants customers to leave his platform, and a company that refuses to be a political square.
2:44:38ENLex 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.
37:38ENLex Fridman· Sep 19, 2019Podcast · 2 speakersThe Best-Selling Vacuum in America Is a RobotGuest Colin Angle · Host Lex FridmaniRobot CEO Colin Angle on why most robotics companies die, why a Roomba is costed by weight, and why printing privacy promises on the box would hurt sales.
1:15:29EN
Lenny's PodcastPodcastThe Zero-Day Marketing Exploits Behind Breakout StartupsHost Lenny RachitskyAlistair Croll explains how founders can find unfair distribution advantages by subverting platforms, norms, and regulations—without actually being evil.
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.
2:14:15ENLenny's PodcastPodcast · 2 speakersEric Ries on the Lean Startup After 12 Years: What MVPs Really Mean, When to Pivot, and Building Companies for Human FlourishingGuest Eric Ries · Host Lenny RachitskyThe author of The Lean Startup revisits misconceptions about MVPs and pivots, offers advice for stuck founders, and argues that governance, not just product, decides whether companies do good.Load moreShowing 24 of 59