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1:15:42ENAlex Mashrabov on Higgsfield's AI Video Business, Model Costs and GrowthInvité : Alex Mashrabov · Anime : Harry StebbingsHiggsfield's founder explains the search for product-market fit, how he calculates annualized revenue and why creative workflows matter more than chasing model benchmarks.
1:21:52ENMatteo Franceschetti on Eight Sleep, AI Teams and the Cost of AmbitionInvité : Matteo Franceschetti · Anime : Harry StebbingsEight Sleep's CEO discusses customer acquisition, hardware economics, AI-assisted operations and the personal trade-offs behind building a company.
1:16:00ENJD Grèze on Building Town and Competing in AI AssistantsInvité : Jean-Denis Greze · Anime : Harry StebbingsTown’s co-founder discusses privacy, model costs, competition and why he prioritizes customer value over token consumption.
1:09:44ENAndrew Macdonald on Uber’s Membership Strategy, Autonomy and AIInvité : Andrew Macdonald · Anime : Harry StebbingsUber’s president and COO discusses marketplace incentives, autonomous vehicles, the company’s China exit and the challenge of measuring AI’s value.
1:04:36ENWix CEO Avishai Abrahami on Base44, AI and Building for Small BusinessesInvité : Avishai Abrahami · Anime : Harry StebbingsThe Wix co-founder discusses AI-assisted application building, software economics, customer support and leadership through market uncertainty.
54:29ENfomo CEO Paul Erlanger on Social Trading, Fundraising and Product GrowthInvité : Paul Erlanger · Anime : Harry StebbingsErlanger discusses building a trading app, raising from angels and venture firms, and combining social features with financial products.
1:03:40ENAndrew Dudum on Hims & Hers, Preventive Care and Building a Public CompanyInvité : Andrew Dudum · Anime : Harry StebbingsThe Hims & Hers CEO discusses management, healthcare distribution, marketing and expansion. His medical and commercial claims are presented as his views, not independently verified evidence.
1:12:41ENAI Security, Revenue Claims and Wearable Economics: A 20VC Investor RoundtableInvité : Jason Lemkin, Rory O’Driscoll · Anime : Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll debate AI product strategy, security spending, startup valuations and the durability of consumer subscriptions. Their discussion includes reported developments and unverified estimates, as well as O’Driscoll’s disclosure of an indirect Oura investment.
1:18:06ENGokul Rajaram on Software Moats, AI Products and Venture ReturnsInvité : Gokul Rajaram · Anime : Harry StebbingsThe operator and investor explains his eight-part framework for software defensibility and debates how AI changes product strategy, growth and venture investing. His company assessments and forecasts are opinions, and he has investments or board roles in several businesses discussed.
1:14:16ENEran Zinman on Monday.com’s AI Pivot, Pricing and Software MarketsInvité : Eran Zinman · Anime : Harry StebbingsThe Monday.com CEO discusses AI-built software, agent workflows, sales automation and leading a public company through a difficult market.
1:03:18ENAlexander Embiricos on Codex, Coding Agents and the Future of BuildingInvité : Alexander Embiricos · Anime : Harry StebbingsOpenAI’s Codex product lead discusses delegation, review, enterprise adoption and his vision for general-purpose agents. His product claims and forecasts reflect his role at OpenAI and are not independently tested in the interview.
1:06:37ENLegora CEO Max Junestrand on Legal AI, Growth and CompetitionInvité : Max Junestrand · Anime : Harry StebbingsThe founder discusses enterprise adoption, model choices and pricing, as well as his predictions for legal work and the structure of the market.
1:21:57ENCursor, Figma and the Race to Build Across AI WorkflowsInvité : Jason Lemkin, Rory O’Driscoll · Anime : Harry StebbingsHarry Stebbings, Jason Lemkin and Rory O’Driscoll discuss venture scale, software convergence and the risks of growth valuations.








