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1:19:50EN
20VC with Harry Stebbings· 19. Okt. 2026Podcast · 2 StimmenSameer Dholakia on AI Investing, Bessemer's Growth Strategy and Company CultureGast: Sameer Dholakia · Moderation: Harry StebbingsThe Bessemer partner explains his approach to pricing fast-growing AI companies, backing founders and building teams, while discussing the risks behind his optimistic forecasts.Venture CapitalAI StrategyLeadership+2
58:54EN
20VC with Harry Stebbings· 12. Okt. 2026Podcast · 2 StimmenMike Cannon-Brookes on AI Agents, Enterprise Context and the Future of InterfacesGast: Mike Cannon-Brookes · Moderation: Harry StebbingsAtlassian's CEO argues that agents make product design more important, explains the trade-offs in enterprise AI, and makes the case for slower thinking.AI interface designEnterprise-KIAI agents+2
1:15:51EN
20VC with Harry Stebbings· 8. Okt. 2026Podcast · 4 StimmenThe AI Race, Founder Loyalty and the New Rules of Enterprise SoftwareGast: Dev Ittycheria, Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsHarry Stebbings, Dev Ittycheria, Jason Lemkin and Rory O’Driscoll debate model competition, startup exits and what happens when AI agents choose vendors.Enterprise-KIFoundation ModelsStartups+2
1:20:43EN
20VC with Harry Stebbings· 24. Sept. 2026Podcast · 3 StimmenAI Agents, Venture Pricing and the Tradeoffs Behind the Funding BoomGast: Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll debate AI products, high-priced venture rounds, enterprise software and infrastructure risk.Venture CapitalAI agentsEnterprise-KI+2
1:19:04EN
20VC with Harry Stebbings· 21. Sept. 2026Podcast · 2 StimmenDaniel Dines on AI Agents, Enterprise Work and the Limits of AutomationGast: Daniel Dines · Moderation: Harry StebbingsThe UiPath co-founder argues that companies need a map of work and reliable automation alongside AI, while Harry Stebbings challenges his assumptions about how fast jobs will change.Enterprise-KIWorkflow automationAI agents+2
1:22:31EN
20VC with Harry Stebbings· 10. Sept. 2026Podcast · 3 StimmenAI Assistants, Enterprise Adoption and the Venture Market’s New RisksGast: Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll debate personal agents, legal AI, autonomous vehicles and the economics of financing AI companies.AI agentsEnterprise-KIAI Safety+2
1:20:29EN
20VC with Harry Stebbings· 3. Sept. 2026Podcast · 3 StimmenAI Compute, Agent Security and the Race to Build More SoftwareGast: Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll discuss chip demand, personal agents, software competition and how AI may change enterprise buying.AI agentsInferenceAI security+2
1:29:22EN
20VC with Harry Stebbings· 29. Aug. 2026Podcast · 2 StimmenEno Reyes on AI Model Economics, Enterprise Control and Factory's StrategyGast: Eno Reyes · Moderation: Harry StebbingsFactory's CTO discusses cost per outcome, model routing, open models, enterprise hiring and his expectations for the AI market.Agent EngineeringEnterprise-KIAI cost & performance+2
1:28:28EN
20VC with Harry Stebbings· 24. Aug. 2026Podcast · 2 StimmenJulien Bek on Sequoia’s Investment Process, Founder Judgment and AI MarketsGast: Julien Bek · Moderation: Harry StebbingsThe Sequoia partner explains how he develops conviction, evaluates founders and thinks about a market where AI agents may become customers.Venture CapitalCompany BuildingAI agents+2
1:10:08EN
20VC with Harry Stebbings· 22. Aug. 2026Podcast · 2 StimmenJerry Murdock on AI Financing, Open Models and Technology CyclesGast: Jerry Murdock · Moderation: Harry StebbingsInsight Partners' co-founder discusses credit risk, specialized models, security and how investors might navigate an uncertain AI cycle.Venture CapitalAI cost & performanceEnterprise-KI+2
1:09:44EN
20VC with Harry Stebbings· 17. Aug. 2026Podcast · 2 StimmenAndrew Macdonald on Uber’s Membership Strategy, Autonomy and AIGast: Andrew Macdonald · Moderation: Harry StebbingsUber’s president and COO discusses marketplace incentives, autonomous vehicles, the company’s China exit and the challenge of measuring AI’s value.MarketplacesProduct StrategyAutonomous Driving+2
1:08:25EN
20VC with Harry Stebbings· 10. Aug. 2026Podcast · 2 StimmenAlex Atallah on OpenRouter, Model Competition and AI MarketplacesGast: Alex Atallah · Moderation: Harry StebbingsThe OpenRouter CEO discusses inference providers, open-weight models, enterprise safety and the economics of routing.Model routing & gatewaysInferenceOpen-weight models+2
1:09:26EN
20VC with Harry Stebbings· 3. Aug. 2026Podcast · 2 StimmenAnastasios Angelopoulos on Arena, Open Models and AI EvaluationGast: Anastasios Angelopoulos · Moderation: Harry StebbingsArena’s CEO discusses real-world model comparisons, enterprise AI control, security and the economics of evaluation.EvalsOpen-weight modelsEnterprise-KI+2
1:20:22EN
20VC with Harry Stebbings· 30. Juli 2026Podcast · 3 Stimmen20VC Roundtable on Open Weights, AI Spending and Software InvestingGast: Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll debate AI safety, chip investment, enterprise budgets and the future of software.Open-weight modelsAI SafetyInference+2
1:06:45EN
20VC with Harry Stebbings· 27. Juli 2026Podcast · 2 StimmenMatt Murphy on Anthropic, Open Models and the New Venture PlaybookGast: Matt Murphy · Moderation: Harry StebbingsThe Menlo Ventures partner explains his investments in Anthropic, Lovable and Legora, and debates AI margins, model competition and venture fund strategy.Venture CapitalAI StrategyInvesting+2
1:02:42EN
20VC with Harry Stebbings· 25. Juli 2026Podcast · 2 StimmenMercor’s Osvald Nitski on AI Training Data, Product and Customer ConcentrationGast: Osvald Nitski · Moderation: Harry StebbingsMercor’s head of product discusses how the company supplies expert data to AI labs, designs its marketplace and plans to reach more enterprise customers.Data quality & curationProduct ManagementEnterprise-KI+2
1:27:39EN
20VC with Harry Stebbings· 23. Juli 2026Podcast · 3 Stimmen20VC Roundtable on Open Models, AI Economics and Payments DealsGast: Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll discuss model security, inference investment and a reported PayPal proposal.Open-weight modelsEnterprise-KIInference+2
1:26:12EN
20VC with Harry Stebbings· 16. Juli 2026Podcast · 3 Stimmen20VC Roundtable on AI Competition, Enterprise Spending and Venture CapitalGast: Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll discuss a reported Apple lawsuit, AI pricing, memory markets and venture financing.Enterprise-KIAI cost & performanceVenture Capital+2
1:00:08EN
20VC with Harry Stebbings· 11. Juli 2026Podcast · 2 StimmenArvind Jain on Enterprise AI, Open Models and the Future of WorkGast: Arvind Jain · Moderation: Harry StebbingsThe Glean founder debates model competition, enterprise AI returns and whether productivity gains will shrink teams or raise the bar for everyone.Enterprise-KIAI agentsOpen-weight models+2
1:27:05EN
20VC with Harry Stebbings· 9. Juli 2026Podcast · 3 Stimmen20VC on AI Regulation, Compute Economics and Enterprise AdoptionGast: Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll debate reported AI policy proposals, infrastructure spending, software deployment and startup liquidity.AI StrategyVenture CapitalEnterprise-KI+2
1:11:53EN
20VC with Harry Stebbings· 4. Juli 2026Podcast · 2 StimmenSierra Co-founder Clay Bavor on Open Models, Enterprise AI and Building TeamsGast: Clay Bavor · Moderation: Harry StebbingsBavor discusses model selection and compute costs, deploying AI agents for enterprises, and how Sierra approaches hiring and company culture.Enterprise-KIOpen-weight modelsAI agents+2
1:18:07EN
20VC with Harry Stebbings· 2. Juli 2026Podcast · 3 Stimmen20VC Roundtable: AI Spending, Model Competition and Software AcquisitionsGast: Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll debate enterprise AI returns, prediction markets, SaaS roll-ups and the cost of raising capital.AI cost & performanceVenture CapitalEnterprise-KI+2
1:28:02EN
20VC with Harry Stebbings· 25. Juni 2026Podcast · 3 Stimmen20VC Roundtable: Open Models, AI Spending and the Cost of CompetitionGast: Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll debate AI talent, model economics, consulting and whether labs should build their own chips.AI cost & performanceOpen-weight modelsVenture Capital+2
1:16:37EN
20VC with Harry Stebbings· 22. Juni 2026Podcast · 2 StimmenNikesh Arora on Enterprise AI, Cybersecurity and Model EconomicsGast: Nikesh Arora · Moderation: Harry StebbingsPalo Alto Networks’ CEO discusses model depth, token costs, security and how leaders can adapt large organizations.Enterprise-KIAI securityAI cost & performance+2
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