Concluded "there's nothing left to delete" without looking

Computer maintenance

Situation: Asking an AI to find things that can be deleted to free up disk space.
What the AI did: Twice it concluded that nothing more could be deleted. It was following a rule to delete only what someone had marked as deletable, and never looked at large, unneeded files with no mark.
How to ask next time (the operator's example): "Before you say there's nothing left, list the largest remaining items from the top down, with the reason each one can't be deleted."
One question to ask: Before saying "nothing left": were the large items with no mark looked at too?
Check it yourself: In the folder, run du -d 1 -k . | sort -n | tail -20 (macOS or Linux). Unlike du *, it includes hidden folders. Ask the AI for a reason it keeps each of the largest.
AI used (month): Claude Code (2026-09)
Times this mistake was recorded: once
Source: The operator's work records (the details were changed to a different task)