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1:30:31EN
20VC with Harry Stebbings· Apr 16, 2026Podcast · 3 speakersAI Security, Software Valuations and SpaceX IPO Speculation: A 20VC RoundtableGuest Jason Lemkin, Rory O’Driscoll · Host Harry StebbingsJason Lemkin and Rory O’Driscoll debate AI security claims, enterprise software and the assumptions behind reported private-company valuations.
1:32:21EN20VC with Harry Stebbings· Apr 9, 2026Podcast · 3 speakersAI Financing, Model Routing and Security Risks: A 20VC RoundtableGuest Jason Lemkin, Rory O’Driscoll · Host Harry StebbingsJason Lemkin and Rory O’Driscoll debate reported OpenAI and Anthropic finances, model routing, database infrastructure and security, with attention to uncertainty and conflicts.
30:17EN
Matthew Berman· Apr 5, 2026Marc Benioff on Slack Agents, AI Jobs and Enterprise SafetyMatthew Berman, Marc Benioff · Forward FutureSalesforce’s CEO speaks with Matthew Berman about human oversight, company structure, his account of an attempted OpenAI investment and enterprise agent plans.
37:23ENMatthew Berman· Apr 1, 2026Marc Benioff on AI Agents, Human Work and Salesforce’s StrategyMatthew Berman, Marc Benioff · Forward FutureSalesforce CEO Marc Benioff discusses Slack as an AI interface, the limits of agent autonomy, workforce changes and safety with Matthew Berman.
49:34EN
Uncapped with Jack Altman· Apr 1, 2026Podcast · 2 speakersBrad Lightcap on OpenAI’s Early Years, Agents and the Future of SoftwareGuest Brad Lightcap · Host Jack AltmanThe OpenAI COO traces the shift from research to widely used products and discusses coding, startups, enterprise software and human oversight.
1:19:18EN20VC with Harry Stebbings· Mar 26, 2026Podcast · 3 speakersSeries A Fund Math, SpaceX Ambitions and the AI Valuation DebateGuest Jason Lemkin, Rory O’Driscoll · Host Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll examine AI competition, speculative space infrastructure and the rising cost of venture investing.
1:56:33ENMatthew Berman· Mar 14, 2026The Future Live: Agents at Work, Persistent Memory and AI for HealthMatthew Berman, Nick Wentz, Rob Seaman, Varun Vummadi, Charles Packer, Dominic King · Forward FutureMatthew Berman and Nick Wentz speak with leaders from Slack, Giga, Letta and Microsoft AI about practical uses and unresolved risks.
1:21:20EN20VC with Harry Stebbings· Mar 12, 2026Podcast · 3 speakersAnthropic’s Pentagon Dispute, AI Infrastructure and the Venture Investors’ Market DebateGuest Jason Lemkin, Rory O’Driscoll · Host Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll debate an unresolved government dispute, the economics of compute, junior hiring and software valuations.
40:56EN
Sequoia Capital· Mar 10, 2026PodcastFour of the Top Five Defense Primes Still Run Hardware Tests on PowerPointNominal’s cofounders argue that hardware never got the last twenty years of software infrastructure, and that physical AI will stall until test data lives in one place.
1:04:15EN20VC with Harry Stebbings· Mar 7, 2026Podcast · 2 speakersMitchell Green on Software Stocks, Venture Liquidity and Investing Through AI ChangeGuest Mitchell Green · Host Harry StebbingsThe Lead Edge founder explains his approach to buying, selling and assessing retention while debating AI disruption and venture-fund economics.
1:14:16EN20VC 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.
1:00:33EN20VC with Harry Stebbings· Feb 28, 2026Podcast · 2 speakersJerry Murdock on Autonomous Agents, Software Investing and Adapting to ChangeGuest Jerry Murdock · Host Harry StebbingsThe Insight Partners co-founder discusses agent infrastructure, investment judgment, employment and lessons from previous technology cycles.
1:21:53EN20VC with Harry Stebbings· Feb 26, 2026Podcast · 3 speakersCitrini’s Hypothetical 2028 Scenario, AI Agents and Figma: A 20VC RoundtableGuest Jason Lemkin, Rory O’Driscoll · Host Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll debate AI adoption, employment, security and software valuations, separating a hypothetical crisis scenario from their investment views.
1:06:37EN20VC with Harry Stebbings· Feb 23, 2026Podcast · 2 speakersLucas Swisher on AI Growth Investing, Fund Size and the Price of ScaleGuest Lucas Swisher · Host Harry StebbingsThe Coatue growth investor discusses software valuations, concentrated funds, AI economics and the judgment behind follow-on investments.
1:20:02EN20VC with Harry Stebbings· Feb 9, 2026Podcast · 2 speakersAnish Acharya on AI Software, Investment Judgment and the Limits of AutomationGuest Anish Acharya · Host Harry StebbingsThe a16z investor discusses incumbent software, agent products, pricing, margins and the choices founders face in a fast-moving market.
1:24:44ENMatthew Berman· Feb 7, 2026Forward Future Live: Portable AI Infrastructure, Software and Formal ProofMatthew Berman, Nick Wentz, Tim Davis, Joseph Floyd, Carina Hong · Forward FutureTim Davis, Joseph Floyd and Carina Hong join Matthew Berman and Nick Wentz for a February 2026 discussion.
1:57:56EN
Cognitive Revolution "How AI Changes Everything"· Feb 5, 2026PodcastA Hundred Million Lines at Twenty Cents Each: Inside Blitzy's Enterprise Coding PipelineHost Nathan LabenzCEO Brian Elliott and CTO Sid Pardeshi tell Nathan Labenz how Blitzy turns a giant codebase into a map, then lets thousands of dynamically generated agents ship most of a multi-month project in days.
51:56ENSequoia Capital· Feb 3, 2026PodcastInsurance Spends $70 Billion on BPOs. Pace Wants 80% Gross Margins InsteadJamie Cuffe tells Sequoia's Training Data how Pace is turning insurance back-office work into agentic process outsourcing—and why every one of its pilots has reached production.
1:39:17ENCognitive Revolution "How AI Changes Everything"· Jan 29, 2026PodcastAI Already Beats the Median Lawyer. Top Firms Bought the Tools and Left Them UnusedHost Nathan LabenzKevin Frazier and Alan Rozenshtein walk through how frontier models are changing legal practice, why billable hours stall adoption, and which new rights and government limits they want next.
1:06:37EN20VC with Harry Stebbings· Jan 26, 2026Podcast · 2 speakersLegora CEO Max Junestrand on Legal AI, Growth and CompetitionGuest Max Junestrand · Host Harry StebbingsThe founder discusses enterprise adoption, model choices and pricing, as well as his predictions for legal work and the structure of the market.
1:13:24EN20VC with Harry Stebbings· Jan 19, 2026Podcast · 2 speakersWinston Weinberg on Building Harvey, Enterprise AI and the Art of DealsGuest Winston Weinberg · Host Harry StebbingsHarvey’s co-founder explains how he thinks about founder focus, enterprise adoption, hiring and negotiating while legal AI changes.
1:52:02ENMatthew Berman· Jan 17, 2026Forward Future Live: AI Engineering, Enterprise Agents, Mathematics and AdoptionMatthew Berman, Nick Wentz, Austen Allred, Aaron Levie, Tudor Achim, Ara Kharazian · Forward FutureAusten Allred, Aaron Levie, Tudor Achim and Ara Kharazian join Matthew Berman and Nick Wentz to discuss how AI is changing work and how to measure its use.
1:40:51ENCognitive Revolution "How AI Changes Everything"· Jan 14, 2026PodcastReasoning Models Just Made the Other 80–90% of Enterprise Data UsableHost Nathan LabenzSnowflake VP of AI Baris Gultekin on text-to-SQL, RAG, agent design, and why inference has to run next to governed data.
1:15:19EN20VC with Harry Stebbings· Jan 12, 2026Podcast · 2 speakersAlex Rampell on Venture Scale, Founder Judgment and Durable AI BusinessesGuest Alex Rampell · Host Harry StebbingsThe Andreessen Horowitz investor explains how he weighs ownership, founder motivation and customer retention as venture funds and AI markets grow.Load moreShowing 24 of 261