What’s the most expensive mistake your AI agent made in production?

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I’m not even talking about hallucinations anymore. I swear the scarier stuff is when the agent technically “works” but keeps doing something dumb for hours before anyone notices.

Saw a team mention their agent got stuck in a retry loop and just kept hammering APIs until the infra bill exploded. Another had an autonomous workflow touch production data because it assumed the environment was staging. Sounds insane until you realize most people are still figuring this stuff out while shipping it live.

Once agents hit production the problems stop being “which model should we use” and become way more operational. Permissions, retries, observability, runaway workflows, debugging multi agent systems, agents confidently taking actions nobody expected.

What’s the biggest “oh shit” production moment you’ve seen with agents so far?

Posted May 28, 2026, 10:52 AM UTC

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