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1:09:27EN
20VC with Harry Stebbings· Sep 6, 2024Podcast · 2 speakersNick Chirls on Venture Incentives, Founder Trust and Overlooked MarketsGuest Nicholas Chirls · Host Harry StebbingsThe Asylum Ventures founder debates fees, investor protections and the trade-offs of early-stage investing with Harry Stebbings.Venture CapitalInvestingFounders+2
56:28EN
20VC with Harry Stebbings· Aug 16, 2024Podcast · 2 speakersLaela Sturdy on Growth Investing, Second Acts and Building Durable CompaniesGuest Laela Sturdy · Host Harry StebbingsCapitalG’s managing partner explains how she assesses expansion, entry price and public-market readiness—and why conviction must extend beyond a founder’s story.Venture CapitalInvestingGrowth Strategy+2
50:08EN
20VC 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.SaaSFoundersProduct-Market Fit+2
1:09:44EN
20VC with Harry Stebbings· Jul 22, 2024Podcast · 2 speakersKevin Hartz on Airbnb, Holding Winners and the Tradeoffs of Venture InvestingGuest Kevin Hartz · Host Harry StebbingsThe A* co-founder discusses an exploding term sheet, fund liquidity, founder selection and why he prefers to hold exceptional companies.Venture CapitalInvestingFounders+2
0:37EN
20VC with Harry Stebbings· Jul 18, 2024PodcastPedro Franceschi on Treating Liquidity as a Company MilestoneThe Brex co-founder reflects on tender offers and an IPO.Company BuildingFoundersEntrepreneurship
1:07:40EN
20VC with Harry Stebbings· Jul 15, 2024Podcast · 2 speakersSaam Motamedi on AI Valuations, Series B Risk and Backing FoundersGuest Saam Motamedi · Host Harry StebbingsThe Greylock partner explains why he sees exuberant AI pricing, questions a universal Series A revenue threshold, and favors founder and market judgment over simple checklists.Venture CapitalAI startups & small teamsInvesting+2
1:12:12EN
20VC with Harry Stebbings· Jul 8, 2024Podcast · 2 speakersPat Grady on Sequoia’s Investment Process, Founders and Holding WinnersGuest Pat Grady · Host Harry StebbingsThe Sequoia partner explains how he tests an investment thesis, judges founders and balances patience with the need to return capital.Venture CapitalInvestingFounders+2
1:05:52EN
20VC with Harry Stebbings· Jul 3, 2024Podcast · 2 speakersAvi Eyal on Venture Returns, Selling Discipline and Supporting FoundersGuest Avi Eyal · Host Harry StebbingsThe Entrée Capital co-founder reflects on monday.com, portfolio construction, liquidity and the difficult decisions behind early-stage investing.Venture CapitalInvestingFounders+2
1:06:53EN
20VC with Harry Stebbings· Jul 1, 2024Podcast · 2 speakersMatt Clifford on AI Scaling, China, Defense and Finding FoundersGuest Matt Clifford · Host Harry StebbingsThe Entrepreneur First co-founder weighs new AI ideas against compute constraints, examines competing scenarios for China, and explains how he evaluates entrepreneurial talent.AI StrategyGeopoliticsAI Regulation+2
1:01:42EN
20VC with Harry Stebbings· Jun 28, 2024Podcast · 2 speakersSamir Vasavada on Vise: Fundraising, Hiring and Rebuilding After Rapid GrowthGuest Samir Vasavada · Host Harry StebbingsThe Vise co-founder reflects on raising capital quickly, executive hiring, a company reset and the personal pressure of building a startup young.Company BuildingFoundersHiring+2
1:24:03EN
20VC with Harry Stebbings· Jun 17, 2024Podcast · 2 speakersDanny Rimer on Missed Deals, Investment Discipline and Building Index VenturesGuest Danny Rimer · Host Harry StebbingsThe Index partner reflects on Spotify, Snap, Airbnb and Facebook, explains how the firm makes decisions, and weighs patience against the need to realize returns.Venture CapitalInvestingFounders+2
1:17:14EN
20VC with Harry Stebbings· May 15, 2024Podcast · 2 speakersDan Siroker on Repeat Founders, Fundraising and Building for Real ProblemsGuest Dan Siroker · Host Harry StebbingsThe Optimizely and Limitless co-founder shares lessons on small teams, investor negotiations and product focus, and explains why founder motivation matters over the long term.FoundersCompany BuildingVenture Capital+2
1:10:18EN
20VC 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.Venture CapitalFoundersStartups+2
1:17:51EN
20VC with Harry Stebbings· May 8, 2024Podcast · 2 speakersTom Hulme on Angel Returns, Venture Discipline and AI InvestingGuest Tom Hulme · Host Harry StebbingsThe GV managing partner separates cash and paper returns, reflects on investment mistakes and explains his view of AI competition.Venture CapitalInvestingFounders+2
1:05:50EN
20VC with Harry Stebbings· May 6, 2024Podcast · 2 speakersSarah Tavel on AI Applications, Model Economics and Venture InvestingGuest Sarah Tavel · Host Harry StebbingsThe Benchmark partner explains her thesis on selling AI-driven work, the economics of frontier models and what she looks for in founders.Venture CapitalAI startups & small teamsFoundation Models+2
44:53EN
20VC with Harry Stebbings· May 3, 2024Podcast · 3 speakersKeith Rabois and Eric Glyman on Ramp, Execution and Building MomentumGuest Keith Rabois, Eric Glyman · Host Harry StebbingsThe investor and Ramp CEO explain business equations, time audits and management practices, while discussing the company’s finance automation ambitions.Company BuildingFintechLeadership+2
59:00EN
20VC with Harry Stebbings· May 1, 2024Podcast · 2 speakersMark Suster on Venture Fundraising, Liquidity and Exit PricesGuest Mark Suster · Host Harry StebbingsThe Upfront Ventures partner explains his fundraising approach, investment reserves and view of private equity as a buyer of venture-backed companies.Venture CapitalInvestingFounders+2
1:02:14EN
20VC with Harry Stebbings· Apr 24, 2024Podcast · 2 speakersRujul Zaparde on Building Zip, Hiring for Potential and Moving FastGuest Rujul Zaparde · Host Harry StebbingsThe Zip co-founder explains how a procurement problem became a company, why repeatability matters, and how he balances speed with creativity and careful hiring.FoundersProduct-Market FitHiring+2
1:44:48EN
20VC with Harry Stebbings· Apr 22, 2024Podcast · 2 speakersDaniel Dines on Building UiPath, Risk and Finding PeaceGuest Daniel Dines · Host Harry StebbingsThe UiPath founder traces his path from learning C++ without a computer to finding a global market for automation, and reflects on leadership, money and the costs of growth.FoundersCompany BuildingLeadership+2
52:54EN
20VC 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.Product StrategyProduct-Market FitProduct Management+2
1:15:57EN
20VC with Harry Stebbings· Apr 12, 2024Podcast · 2 speakersSam Blond on Hiring Sales Teams and Making Outbound WorkGuest Sam Blond · Host Harry StebbingsThe former Brex sales leader explains how founders can hire early reps, diagnose demand bottlenecks and build more distinctive outreach.SalesGo-to-MarketHiring+2
1:09:50EN
20VC with Harry Stebbings· Apr 10, 2024Podcast · 2 speakersKevin Ryan on Founders, Venture Ownership and Building CompaniesGuest Kevin Ryan · Host Harry StebbingsThe AlleyCorp founder discusses market selection, incubation economics, fundraising and liquidity, drawing on successes and losses across his career.Venture CapitalEntrepreneurshipFounders+2
1:08:30EN
20VC with Harry Stebbings· Apr 8, 2024Podcast · 2 speakersBastian Lehmann on Selling Postmates, Starting Again and the Future of AIGuest Bastian Lehmann · Host Harry StebbingsThe former Postmates CEO recounts the Uber stock deal, discusses his approach to investors and shares predictions about personal AI and new devices.FoundersAcquisition StrategyEntrepreneurship+2
1:15:35EN
20VC with Harry Stebbings· Apr 3, 2024Podcast · 2 speakersTrae Stephens on Venture Conviction, Anduril and Building in DefenseGuest Trae Stephens · Host Harry StebbingsThe Founders Fund partner and Anduril co-founder discusses investment decisions, government procurement and the limits of venture investors’ influence.Venture CapitalFoundersInvesting+2