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1:30:48EN
20VC with Harry Stebbings· 8 ago 2026Pódcast · 2 vocesDavid Frankel on Seed Investing, AI Winners and the Value of PatienceInvitado: David Frankel · Presenta: Harry StebbingsFounder Collective’s co-founder debates fund size, valuations and exits with Harry Stebbings, and explains why he expects both transformative AI companies and heavy losses.Venture CapitalInvestingFounders+2
1:04:36EN
20VC with Harry Stebbings· 13 jul 2026Pódcast · 2 vocesWix CEO Avishai Abrahami on Base44, AI and Building for Small BusinessesInvitado: Avishai Abrahami · Presenta: Harry StebbingsThe Wix co-founder discusses AI-assisted application building, software economics, customer support and leadership through market uncertainty.SaaSVibe CodingProduct Strategy+2
1:04:15EN
20VC with Harry Stebbings· 7 mar 2026Pódcast · 2 vocesMitchell Green on Software Stocks, Venture Liquidity and Investing Through AI ChangeInvitado: Mitchell Green · Presenta: Harry StebbingsThe Lead Edge founder explains his approach to buying, selling and assessing retention while debating AI disruption and venture-fund economics.Venture CapitalInvestingIA empresarial+2
1:14:16EN
20VC with Harry Stebbings· 2 mar 2026Pódcast · 2 vocesEran Zinman on Monday.com’s AI Pivot, Pricing and Software MarketsInvitado: Eran Zinman · Presenta: Harry StebbingsThe Monday.com CEO discusses AI-built software, agent workflows, sales automation and leading a public company through a difficult market.IA empresarialSaaSProduct Strategy+2
1:06:37EN
20VC with Harry Stebbings· 23 feb 2026Pódcast · 2 vocesLucas Swisher on AI Growth Investing, Fund Size and the Price of ScaleInvitado: Lucas Swisher · Presenta: Harry StebbingsThe Coatue growth investor discusses software valuations, concentrated funds, AI economics and the judgment behind follow-on investments.Venture CapitalInvestingIA empresarial+2
1:29:46EN
20VC with Harry Stebbings· 16 feb 2026Pódcast · 2 vocesKlarna CEO Sebastian Siemiatkowski on AI, Software and the Future of BankingInvitado: Sebastian Siemiatkowski · Presenta: Harry StebbingsThe Klarna cofounder explains his predictions about software switching costs, customer service and a digital financial assistant, while discussing the pressures of building a public company.AI StrategyFintechSaaS+2
1:20:02EN
20VC with Harry Stebbings· 9 feb 2026Pódcast · 2 vocesAnish Acharya on AI Software, Investment Judgment and the Limits of AutomationInvitado: Anish Acharya · Presenta: Harry StebbingsThe a16z investor discusses incumbent software, agent products, pricing, margins and the choices founders face in a fast-moving market.Venture CapitalIA empresarialAI agents+2
1:18:29EN
20VC with Harry Stebbings· 24 nov 2025Pódcast · 2 vocesBase44 Founder Maor Shlomo on AI App Building and CompetitionInvitado: Maor Shlomo · Presenta: Harry StebbingsShlomo explains why he joined Wix, how he thinks about app-builder defensibility and why the future of software remains contested.Vibe CodingProduct StrategyAI startups & small teams+2
1:23:11EN
20VC with Harry Stebbings· 25 ago 2025Pódcast · 2 vocesBessemer’s Byron Deeter on AI Growth, Venture Scale and LiquidityInvitado: Byron Deeter · Presenta: Harry StebbingsDeeter discusses AI software economics, follow-on investments and the trade-offs facing venture firms and their limited partners.Venture CapitalSaaSAI Strategy+2
1:07:38EN
20VC with Harry Stebbings· 21 ago 2024Pódcast · 2 vocesAman Narang on Building Toast: Speed, Focus and Scaling a Restaurant PlatformInvitado: Aman Narang · Presenta: Harry StebbingsThe Toast co-founder explains how the company pivoted to point of sale, learned to scale its team and expanded into payments and lending.Company BuildingProduct StrategySaaS+2
1:05:48EN
20VC with Harry Stebbings· 14 ago 2024Pódcast · 2 vocesKaz Nejatian on Shopify: Building Complete Products and a Company for the Long TermInvitado: Kaz Nejatian · Presenta: Harry StebbingsShopify’s COO explains its product culture, internal tools and partnerships, and reflects on remote work, information flow and leadership.Product StrategyCompany BuildingProduct Management+2
50:08EN
20VC with Harry Stebbings· 9 ago 2024Pódcast · 2 vocesDax Dasilva on Bootstrapping Lightspeed, Growth and Returning as CEOInvitado: Dax Dasilva · Presenta: 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
1:07:40EN
20VC with Harry Stebbings· 15 jul 2024Pódcast · 2 vocesSaam Motamedi on AI Valuations, Series B Risk and Backing FoundersInvitado: Saam Motamedi · Presenta: 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
45:11EN
20VC with Harry Stebbings· 12 jul 2024Pódcast · 2 vocesMark Roberge on Sales Hiring, Unit Economics and Moving UpmarketInvitado: Mark Roberge · Presenta: Harry StebbingsThe former HubSpot sales leader explains how founders can build a sales motion, align incentives and decide when enterprise customers are worth pursuing.SalesGo-to-MarketCompany Building+2
1:20:50EN
20VC with Harry Stebbings· 3 jun 2024Pódcast · 2 vocesJason Lemkin on SaaS Valuations, Private Equity and the Liquidity ProblemInvitado: Jason Lemkin · Presenta: Harry StebbingsThe SaaStr founder discusses slowing software growth, AI budgets, venture returns and why the next exit may be harder to find.SaaSVenture CapitalInvesting+2
1:24:54EN
20VC with Harry Stebbings· 27 may 2024Pódcast · 2 vocesJason Lemkin on SaaS Investing, Churn and Seed ValuationsInvitado: Jason Lemkin · Presenta: Harry StebbingsThe SaaStr founder revisits successful and disappointing deals, explains his diligence process and assesses the economics of seed investing.SaaSVenture CapitalInvesting+2
59:47EN
20VC with Harry Stebbings· 22 may 2024Pódcast · 2 vocesAaron Levie on AI Agents, SaaS Pricing and the Race Between Startups and IncumbentsInvitado: Aaron Levie · Presenta: Harry StebbingsThe Box CEO considers how AI might change business workflows, employment and software pricing, and why established companies and startups both have a chance.IA empresarialAI agentsSaaS+2
52:52EN
20VC with Harry Stebbings· 19 abr 2024Pódcast · 2 vocesGirish Mathrubootham on Freshworks Pricing, Products and ScalingInvitado: Girish Mathrubootham · Presenta: Harry StebbingsThe Freshworks founder shares lessons from self-service software, a multi-product strategy, executive hiring and investing in Indian startups.SaaSProduct StrategyPricing Strategy+2
1:12:20EN
20VC with Harry Stebbings· 31 ene 2024Pódcast · 2 vocesDave Kellogg on SaaS Metrics, Sales Forecasting and Efficient GrowthInvitado: Dave Kellogg · Presenta: Harry StebbingsThe software executive explains why he separates acquisition, retention and margin, and offers practical ways to improve forecasting and customer relationships.SaaSSalesGo-to-Market+2
1:32:52EN
20VC with Harry Stebbings· 4 ene 2024Pódcast · 2 vocesJason Lemkin on SaaS, Venture and His 2024 PredictionsInvitado: Jason Lemkin · Presenta: Harry StebbingsThe SaaStr founder reviews a difficult 2023, reconsiders exit advice and debates what could change for startups in 2024.SaaSVenture CapitalInvesting+2
55:24EN
20VC with Harry Stebbings· 13 dic 2023Pódcast · 2 vocesSteve Goldberg on Selling to CFOs, Reviewing Deals and Building Customer TrustInvitado: Steve Goldberg · Presenta: Harry StebbingsThe Salesloft revenue leader explains how to find a real champion, demonstrate business outcomes and make renewals part of the sales process.SalesGo-to-MarketManagement+2
1:25:06EN
20VC with Harry Stebbings· 4 dic 2023Pódcast · 2 vocesTooey Courtemanche on Procore's Long Road to Growth and the Work of LeadingInvitado: Tooey Courtemanche · Presenta: Harry StebbingsThe construction software founder discusses surviving a slow market, building a product platform, delegating and balancing a company with family life.FoundersCompany BuildingLeadership+2
57:34EN
20VC with Harry Stebbings· 10 nov 2023Pódcast · 2 vocesChris Degnan on Building Snowflake's Sales Team from the First CustomerInvitado: Chris Degnan · Presenta: Harry StebbingsSnowflake's revenue chief explains prospecting, customer feedback, forecasting and his unconventional view of customer success.SalesGo-to-MarketManagement+2
50:31EN
20VC with Harry Stebbings· 27 oct 2023Pódcast · 2 vocesEd Sim on Seed Valuations, Inception Investing and Reserving for GrowthInvitado: Ed Sim · Presenta: Harry StebbingsThe Boldstart founder explains his early financing framework, the risks of excess capital and why follow-on discipline matters.Venture CapitalInvestingStartups+2
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