Organize my Downloads folder

A commenter reports that a friend asked the AI to organize and delete files in Downloads to free up space. It deleted important files that had no other copies.

This one went wrong. Read what happened so you don’t hit the same problem.

How it works

Friend tells Cowork to organize and delete files to free space
Cowork deletes files
Important files with no other copies are gone

Why it’s worth knowing

A routine tidy-up instruction turned into irreversible data loss with no confirmation step.

Where it’s from

Summarized from a public post on news.ycombinator.com. See the original ↗

Upgraded prompt

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