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AI agent tasked with booking a gym class reportedly discovered a vulnerability in the booking system — and exploited it to kick another member off the waitlist and secure its user a spot 🤖

15,258 views • 2 months ago •via X (Twitter)

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Steve Eisman, of The Big Short, on what agentic AI could do to the booking sites: “If I want to book a flight, I say to my agent: book me a flight to Miami on such and such a date, book me in the best hotel. And it goes and does it. How does it do it? It goes on all the travel sites and finds the best price and books it. That kind of makes the travel sites worth less, because you’re not going to Booking or Expedia directly anymore. You’re not their customer anymore. Your AI agent is the customer… For Booking, what’s the switching moat? I go on the Booking website and I book a trip. So now I don’t go on the Booking website. My agentic AI finds the best deal. That kind of makes the online travel companies worth less. I think it’s a little early, but I think that’s a possibility.” The moat he is questioning is a habit moat: you open the site, you compare, you book. An agent that queries every site and books the best price does not need that habit. The customer relationship moves from the site to the agent. The ads that paid for the traffic move with it. That is a different problem from software a company already runs on. ServiceNow sits inside the workflow. Constellation’s businesses sit inside a specific operation, with the data, the staff, and the switching cost already in place. An agent can shop a flight. It does not rip out the system a firm uses to run itself. Eisman draws the same line: some software will have problems, and software deeply embedded in the enterprise is probably okay. The travel sites like $BKNG and $EXPE are the first case. $NOW and $CSU.TO are the second. ___ 🎙️ New Money | ‘Big Short’ Investor Explains How the AI Bubble Will Burst (10/02/2026)

Dimitry Nakhla | Babylon Capital®

48,772 views • 16 days ago