In this episode, I get into the part of AI nobody wants to talk about: the infrastructure is still brittle as hell. One Cloudflare outage took down half the AI ecosystem, ChatGPT, Claude, Shopify, Uber, the whole parade, all because we’re building the future of work on a single point of failure.

Everyone’s hyped about model upgrades and agent demos, but the real risk is hiding under the floorboards. We’re over-reliant on a tiny handful of providers, nobody has real redundancy, and most companies don’t even have a plan for what happens when their “AI strategy” goes dark for an hour.

AI is getting smarter. The stack it runs on isn’t. And if your business depends on it, that should scare you more than any talk about AGI. Get my weekly breakdown of AI, GTM, and Cloud Employees:

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