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1:05:56EN
20VC with Harry Stebbings· Aug 31, 2026Podcast · 2 speakersAaron Katz on ClickHouse, AI Revenue Durability and Enterprise DataGuest Aaron Katz · Host Harry StebbingsClickHouse’s CEO discusses agent workloads, open models, fundraising and the metrics he uses to judge durable growth.Enterprise & strategyAI StrategyGo-to-Market+2
1:04:33EN
20VC with Harry Stebbings· Jun 30, 2025Podcast · 2 speakersPhilipp Freise on KKR’s European Investing and Private-Market LiquidityGuest Philipp Freise · Host Harry StebbingsThe KKR investor discusses deployment discipline, AI, European capital markets and broader access to private investments.InvestingVenture CapitalEnterprise & strategy+2
1:19:32EN
20VC with Harry Stebbings· May 8, 2025Podcast · 3 speakersBenchmark, a16z and the Math of Venture Capital in the AI EraGuest Rory O’Driscoll, Jason Lemkin · Host Harry StebbingsHarry Stebbings, Rory O’Driscoll and Jason Lemkin debate stage focus, large funds and how AI could reshape software and employment.Venture CapitalInvestingAI Strategy+2
1:35:02EN
20VC with Harry Stebbings· Apr 17, 2025Podcast · 3 speakersa16z, Founders Fund and the Risks Behind Venture’s Biggest FundsGuest Rory O’Driscoll, Jason Lemkin · Host Harry StebbingsHarry Stebbings, Rory O’Driscoll and Jason Lemkin debate fund size, late-stage returns, AI uncertainty and delayed liquidity.Venture CapitalInvestingAI Strategy+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
1:24:12EN
20VC with Harry Stebbings· Mar 26, 2025Podcast · 2 speakersMitchell Green on Finding Software Companies and Returning Capital to InvestorsGuest Mitchell Green · Host Harry StebbingsLead Edge Capital’s founder explains his sourcing framework, exit discipline and skepticism about paying high prices for AI.Venture CapitalInvestingEnterprise & strategy+2
1:12:05EN
20VC with Harry Stebbings· Mar 19, 2025Podcast · 2 speakersPeter Singlehurst on Growth Investing, Mistakes and Private-Market LiquidityGuest Peter Singlehurst · Host Harry StebbingsBaillie Gifford’s head of private companies explains how he assesses durable business models, reinvestment decisions and investment risk.InvestingVenture CapitalEnterprise & strategy+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
1:33:55EN
20VC with Harry Stebbings· Mar 10, 2025Podcast · 2 speakersJake Saper on Zoom, AI and the Hard Decision of When to SellGuest Jake Saper · Host Harry StebbingsThe Emergence Capital partner explains collective diligence, fund distributions and the trade-off between liquidity and holding winners.Venture CapitalInvestingAI Strategy+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
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
1:12:04EN
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
1:10:55EN
20VC with Harry Stebbings· Dec 20, 2024Podcast · 2 speakersMatt Plank on Building Rippling’s Sales Organization and Scaling OutboundGuest Matt Plank · Host Harry StebbingsThe Rippling CRO explains how his team plans capacity, works with marketing, prices deals and adapts its sales model as the product portfolio grows.SalesCompany BuildingLeadership+1
1:14:15EN
20VC with Harry Stebbings· Dec 6, 2024Podcast · 2 speakersZachary Bookman on OpenGov, Venture Capital and a $1.8 Billion SaleGuest Zachary Bookman · Host Harry StebbingsThe OpenGov CEO discusses enterprise sales, founder–investor incentives, acquisitions and the long path to liquidity.Company BuildingVenture CapitalEnterprise & strategy+2
1:01:08EN
20VC with Harry Stebbings· Dec 4, 2024Podcast · 2 speakersGeorge Arison on Grindr’s Network, New Products and Lean Operating ModelGuest George Arison · Host Harry StebbingsThe Grindr CEO discusses subscriptions, advertising, potential health and travel products, and the management choices behind a small team.Company BuildingProduct StrategyLeadership+1
1:04:51EN
20VC with Harry Stebbings· Nov 20, 2024Podcast · 2 speakersCem Sertoglu on UiPath, Venture Risk and Backing FoundersGuest Cem Sertoglu · Host Harry StebbingsThe investor recounts the decisions behind UiPath’s returns and explains how he thinks about founder relationships, reserves, valuation and liquidity.Venture CapitalInvestingFounders+2
58:31EN
20VC with Harry Stebbings· Aug 2, 2024Podcast · 2 speakersBen Fiechtner on Deal Design, Forecasting and Building Sales TeamsGuest Ben Fiechtner · Host Harry StebbingsClari’s chief revenue officer explains his quarterly sales cadence, how to find real buying constraints, and what he looks for when hiring.SalesGo-to-MarketHiring+2
1:13:51EN
20VC with Harry Stebbings· Jan 24, 2024Podcast · 2 speakersSean Murray on Teaching Buyers and Moving into Enterprise SalesGuest Sean Murray · Host Harry StebbingsThe Greenhouse revenue leader explains how he approaches discovery, renewals, enterprise readiness and sales hiring.SalesGo-to-MarketEnterprise & strategy+2
1:06:13EN
20VC with Harry Stebbings· Jan 17, 2024Podcast · 2 speakersShyam Sankar on Defense Procurement, Software and Building TalentGuest Shyam Sankar · Host Harry StebbingsPalantir’s CTO argues for changing how governments buy technology and explains his approach to product, hiring and AI.GeopoliticsEnterprise & strategyLeadership+2
56:44EN
20VC with Harry Stebbings· Aug 25, 2023Podcast · 2 speakersHowie Liu on Airtable’s Enterprise Strategy and AI AdoptionGuest Howie Liu · Host Harry StebbingsThe Airtable founder discusses product-led growth, enterprise buying, AI implementation and the work that follows product-market fit.Product-Led GrowthEnterprise & strategyAI Strategy+2
1:02:21EN
20VC with Harry Stebbings· Jun 16, 2023Podcast · 2 speakersNoah Weiss on Product-Led Growth and Scaling SlackGuest Noah Weiss · Host Harry StebbingsSlack’s product leader discusses product principles, enterprise growth, speed and the lessons from products that did not work.Product-Led GrowthProduct ManagementProduct Strategy+2
41:17EN
20VC with Harry Stebbings· Feb 21, 2023Podcast · 2 speakersZach Lawryk on Sales Engineering, Buyer Value and Building the First TeamGuest Zach Lawryk · Host Harry StebbingsThe Rippling solutions consulting leader explains when to hire technical sales specialists, how to evaluate them and how they help buyers make decisions.SalesGo-to-MarketHiring+2
54:19EN
20VC with Harry Stebbings· Feb 8, 2023Podcast · 2 speakersAriel Cohen on Navan, Travel Software and AIGuest Ariel Cohen · Host Harry StebbingsNavan’s CEO recounts the pandemic shock and explains his approach to product change, competition and AI-powered travel service.Product StrategyEnterprise & strategyAI Strategy+2
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