B
Best AI Utility
AI Tools Directory
Back to Blog
October 12, 2026
5 min read
opinion

The Agent That Booked My Flight Wrong

I let an AI agent handle a booking. It did, confidently, and wrong. The lesson wasn't about the agent.

I asked an agent to book the cheaper flight with a carry-on. It picked one that looked cheaper but charged for the bag, and landed at the wrong airport for my meeting. It followed my words, not my intent.

The failure was mine: I gave a vague goal and trusted the machine to resolve it. Agents are great at execution and terrible at the assumptions you didn't state.

Now I give agents narrow, checked steps and verify the consequential ones. Booking a flight is consequential. I verify it.

Delegate the doing, keep the deciding. Especially when money and geography are involved.

Related Articles

Explore more