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1:14:16EN
20VC with Harry Stebbings· Mar 2, 2026Podcast · 2 speakersEran Zinman on Monday.com’s AI Pivot, Pricing and Software MarketsGuest Eran Zinman · Host Harry StebbingsThe Monday.com CEO discusses AI-built software, agent workflows, sales automation and leading a public company through a difficult market.Enterprise AISaaSProduct Strategy+2
1:24:39EN
20VC with Harry Stebbings· Feb 12, 2026Podcast · 4 speakersMike Cannon-Brookes and 20VC on AI, Software Markets and LeadershipGuest Mike Cannon-Brookes, Jason Lemkin, Rory O’Driscoll · Host Harry StebbingsThe Atlassian co-founder joins Harry Stebbings, Jason Lemkin and Rory O’Driscoll to debate AI spending, legal and support software, advertising and the demands on founders. Their financial figures and forecasts are claims or estimates, not independently verified results.AI StrategyVenture CapitalSaaS+2
1:06:10EN
20VC with Harry Stebbings· Jan 5, 2026Podcast · 2 speakersFuse CEO Alan Chang on Revolut, Energy and Building at SpeedGuest Alan Chang · Host Harry StebbingsChang discusses his management approach, energy policy and Fuse’s growth while Harry Stebbings challenges several of his assumptions.Company BuildingLeadershipEnergy+2
1:17:01EN
20VC with Harry Stebbings· Oct 20, 2025Podcast · 2 speakersDeel CEO Alex Bouaziz on Fundraising, Acquisitions and Global PayrollGuest Alex Bouaziz · Host Harry StebbingsBouaziz discusses Deel’s financing, hands-on leadership, acquisition playbook and the company’s ambitions amid a dispute with Rippling.Company BuildingLeadershipAcquisition Strategy+2
1:47:28EN
20VC with Harry Stebbings· Jun 16, 2025Podcast · 2 speakersLarry Aschebrook on Spotify, Uber and the Hard Lessons of Venture SecondariesGuest Larry Aschebrook · Host Harry StebbingsThe G Squared founder recounts concentrated wins, expensive mistakes and the challenge of turning private-market marks into cash for investors.Venture CapitalInvestingDecision Making+2
1:19:24EN
20VC with Harry Stebbings· May 29, 2025Podcast · 3 speakersOpenAI’s Jony Ive Deal, YC’s Scale and the Math Behind Venture ReturnsGuest Rory O’Driscoll, Jason Lemkin · Host Harry StebbingsHarry Stebbings, Rory O’Driscoll and Jason Lemkin debate hardware, IPO terms, dilution and the changing economics of venture investing.Venture CapitalInvestingAI Strategy+2
1:56:42EN
20VC with Harry Stebbings· May 19, 2025Podcast · 2 speakersDuolingo’s Severin Hacker on AI Tutors, Learning and Building a CompanyGuest Severin Hacker · Host Harry StebbingsThe co-founder explains how Duolingo uses AI, where he sees limits in current tools and why his forecasts about education and work remain uncertain.AI StrategyProduct StrategyCompany Building+2
1:10:19EN
20VC with Harry Stebbings· Apr 7, 2025Podcast · 2 speakersCarvana CEO Ernie Garcia on Conviction, Debt and Building Through Difficult MarketsGuest Ernest Garcia · Host Harry StebbingsThe co-founder reflects on fundraising, operations, public markets and the personal trade-offs of leading a company.Company BuildingLeadershipEnterprise & strategy+2
48:09EN
20VC with Harry Stebbings· Mar 28, 2025Podcast · 2 speakersJulia Hoggett on London Listings, Pension Reform and the UK’s Capital MarketsGuest Julia Hoggett · Host Harry StebbingsThe London Stock Exchange plc CEO argues that pension reform and more domestic investment could reconnect British savers with growing companies. She challenges common comparisons with US listings while acknowledging the trade-offs.Venture CapitalLeadership
1:11:34EN
20VC with Harry Stebbings· Mar 21, 2025Podcast · 2 speakersElias Torres on Selling Drift, Hiring and Building Again with AIGuest Elias Torres · Host Harry StebbingsThe Agency co-founder explains why a $1.2 billion sale felt like falling short, how he changed his hiring process, and why he thinks AI could reshape enterprise teams.Company BuildingLeadershipEnterprise AI+1
56:42EN
20VC with Harry Stebbings· Mar 17, 2025Podcast · 2 speakersYamini Rangan on HubSpot, AI and Competing in the MidmarketGuest Yamini Rangan · Host Harry StebbingsThe HubSpot CEO discusses founder transitions, product-led growth, AI pricing and serving larger customers without abandoning smaller ones.Company BuildingProduct StrategyGo-to-Market+2
1:12:13EN
20VC with Harry Stebbings· Mar 12, 2025Podcast · 2 speakersNiklas Östberg on Delivery Hero’s Growth, Acquisitions and the Cost of Moving Too FastGuest Niklas Östberg · Host Harry StebbingsThe Delivery Hero founder reflects on pandemic-era financing, a costly Gorillas investment and how to distinguish sustainable delivery growth from subsidized volume.Company BuildingEnterprise & strategyLeadership+1
54:12EN
20VC with Harry Stebbings· Mar 7, 2025Podcast · 2 speakersJulian Teixeira on Hiring Sales Teams and Building a Repeatable ProcessGuest Julian Teixeira · Host Harry StebbingsThe 1Password CRO discusses early hires, team goals, outbound prospecting, compensation and inspecting deals as a company scales.Go-to-MarketSalesLeadership+2
52:59EN
20VC with Harry Stebbings· Feb 28, 2025Podcast · 2 speakersGeorge Bonaci on Growth Experiments, Hiring and Finding New ChannelsGuest George Bonaci · Host Harry StebbingsRamp’s growth leader discusses balancing speed with rigor, measuring results and building a team that can find opportunities beyond an existing playbook.Growth StrategyExperimentationGo-to-Market+2
1:09:19EN
20VC with Harry Stebbings· Feb 26, 2025Podcast · 2 speakersOscar Pierre on Glovo’s Fight for Funding, Expansion and Sale to Delivery HeroGuest Oscar Pierre · Host Harry StebbingsThe Glovo founder recounts a pivotal McDonald’s deal, repeated financing crises, a costly Brazil expansion and the decision to join Delivery Hero.Company BuildingEnterprise & strategyVenture Capital+1
1:20:53EN
20VC with Harry Stebbings· Feb 14, 2025Podcast · 2 speakersSolly Solomou on Building LADbible, Social Media and Expanding to the USGuest Solly Solomou · Host Harry StebbingsThe founder recounts buying a Facebook page, creating a media business and learning to lead through rapid change.Company BuildingLeadershipProduct Strategy+2
1:15:33EN
20VC with Harry Stebbings· Feb 12, 2025Podcast · 2 speakersFabien Pinckaers on Odoo’s Business Model, Culture and CompetitionGuest Fabien Pinckaers · Host Harry StebbingsThe Odoo founder discusses open core, pricing, ownership and his approach to building an integrated business software suite.Company BuildingProduct StrategyOpen-source ecosystems+2
55:38EN
20VC with Harry Stebbings· Feb 10, 2025Podcast · 2 speakersSridhar Ramaswamy on Snowflake, AI Competition and Leading Through ChangeGuest Sridhar Ramaswamy · Host Harry StebbingsThe Snowflake CEO discusses the overlap between models and applications, the importance of distribution, and how leaders can manage difficult transitions.Enterprise AIAI StrategyLeadership+2
46:53EN
20VC 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.Product ManagementProduct StrategyLeadership+2
1:03:51EN
20VC with Harry Stebbings· Feb 5, 2025Podcast · 2 speakersMax Levchin on Hiring, Postmortems and Leading AffirmGuest Max Levchin · Host Harry StebbingsThe Affirm founder discusses candid feedback, calculated risk, durable product work and staying focused through public-market volatility.LeadershipCompany BuildingFintech+2
57:31EN
20VC with Harry Stebbings· Jan 31, 2025Podcast · 2 speakersTS Anil on Monzo’s Turnaround, Product Strategy and Global AmbitionsGuest TS Anil · Host Harry StebbingsThe Monzo CEO explains how the bank addressed interlocking funding and control problems, built a diversified revenue model and is thinking about expansion.Company BuildingProduct StrategyLeadership+2
1:04:04EN
20VC with Harry Stebbings· Jan 27, 2025Podcast · 2 speakersWayne Ting on Turning Lime Around, One Operational Detail at a TimeGuest Wayne Ting · Host Harry StebbingsLime’s CEO explains how vehicle durability, battery swapping and local operations reshaped its economics, and reflects on crisis leadership and recovery.Company BuildingProduct StrategyLeadership+2
1:12:04EN
20VC with Harry Stebbings· Jan 24, 2025Podcast · 2 speakersCarlos Delatorre on Hiring Salespeople and Building a Repeatable PipelineGuest Carlos Delatorre · Host Harry StebbingsThe Harness CRO explains why account executives should prospect, how he structures a weekly pipeline routine, and how sales leaders can train and evaluate their teams.SalesCompany BuildingLeadership+1
1:01:47EN
20VC with Harry Stebbings· Jan 17, 2025Podcast · 2 speakersEran Zinman on monday.com’s Pivot, Marketing Engine and Move UpmarketGuest Eran Zinman · Host Harry StebbingsThe monday.com co-founder explains how early customer feedback, cash-focused marketing and a multi-product platform shaped the company’s growth.Company BuildingProduct StrategyLeadership+2