Apple, OpenAI & Why Nobody Makes Money in AI | The SaaS Apocalypse

Apple, OpenAI & Why Nobody Makes Money in AI | The SaaS Apocalypse

February 27, 2026 · 48 min

About this episode

The episode discusses the uncertain future of software investment in the context of AI's impact on capitalism and market dynamics.

Starting with a mini celebration: Dave defends his ski racing crown, before Sam declares software dead and capitalism broken. Even among GPs at Upfront Summit, the mood is uncertain: nobody knows whether to invest in software anymore, and many are quietly struggling to raise.The debate heats up over whether AI will democratize software creation or just accelerate capitalism's race to zero margins. Sam argues that when intelligence becomes abundant, it becomes worthless, making the entire AI industry, and by extension Silicon Valley, "pretty bad business." Dave counters that we're about to see a Cambrian explosion of software creators, finally giving billions of people agency over their digital lives.Plus: whether Stripe should buy PayPal during this opportunistic Trump-administration window, Gen Z panic-buying original iPods, Sam's shitposting-to-funding pipeline, and whether OnlyFans has the best KYC in fintechChapters:7:24 - Upfront Summit: Where Are All the LPs? 10:49 - Are VCs Still Investing in Software? 12:04 - Slow Ventures Going Contrarian: Investing While Others Freeze 13:27 - When Intelligence Goes to Zero: Why AI is Bad Business 15:53 - Polsia: $100K to $700K…

People in this episode

Host: Dave

Guest: Sam

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Mentioned in this episode

Organizations: Upfront Summit, Stripe, PayPal, OnlyFans, Silicon Valley

Products: iPods

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