Why Your Agents Won't Work: an open roast thread

Let's do an honest agent roast. If you've tried using an AI agent in real work, tell us about a time it didn't work.

What were you trying to get done? What did the agent do instead? What did you have to redo or clean up? Stories from sales, operations, research, support, coding, or anywhere else are welcome.

Maybe it lost context between tools. Maybe it lacked permission, made something up with confidence, or broke in a completely different way. No polished demos, no pitches, and no need to have a fix. I'm curious which failures keep showing up when agents leave the demo and enter daily work.

What's your most memorable agent fail?