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Your Agent Deleted the Wrong Directory at 3 A.M. — and the Prompt Said 'Be Careful'

This story is from 2026-10-23. It is preserved in the archive; the latest stories are on the live feed.

Your Agent Deleted the Wrong Directory at 3 A.M. — and the Prompt Said "Be Careful" Every team running AI agents unattended has a version of this story. The agent was told to clean up build artifacts. It did — plus a directory one level too high, with total confidence, at 3 a.m. Or it read .env int…

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  1. 2026-10-23 23:27 · DEV Community — AI
    Your Agent Deleted the Wrong Directory at 3 A.M. — and the Prompt Said 'Be Careful'

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