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Organize my entire computer, but touch nothing without my yes

Josh Dubowsky gave the AI access to his whole home folder: it inventoried 9,412 files, proposed a plan, and — only after his approval — sorted 312 problem files into six plain-language folders, renamed files readably and deleted duplicates he approved. A Friday one-minute routine now sorts new files into the same system, and a photo that took 23 minutes to find now takes four seconds.

How it works

  1. Check the backup ran
  2. Prompt 1: look at everything, touch nothing, report what's there
  3. Prompt 2: suggest at most six folders named the way he'd say them, show which files go where, wait for a yes
  4. The AI sorts 312 files from Desktop, Documents and Misc into Letters, Money, House, Photos, Travel and Not Sure
  5. Prompt 3: rename files date-first so they're readable without opening
  6. Delete approved duplicate copies
  7. Prompt 4 (weekly): sort new files into the same folders in about a minute

Why it’s worth knowing

It tamed 9,412 real files on a whole computer — and parked what it couldn't place in a folder called Not Sure instead of guessing.

Where it’s from

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

Upgraded prompt

A ready-to-use prompt for this idea, built from research on what makes AI agents do the job right: who the AI should be, the exact steps, and a check to make sure it was done the way you wanted.

1Who the AI should be
2The prompt, with the steps
3The check when it’s done
Upgraded prompts are coming soon.

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Every idea is a real post from someone who tried it, summarized in our words, with a link to the original. App names are swapped for plain words.