How to clean up an old, messy folder of documents on a Mac

Years of scans and “Document (12).pdf” in one folder: a calm way to sort the backlog on a Mac, by hand or with Kempt’s Tidy a Folder.

Where it runs
  • Reading and OCROn this Mac
  • Naming (Apple’s on-device model)On this Mac
  • Search and answersOn this Mac
  • Voice and translationOn this Mac
0documents uploaded

In short

A backlog is different from new downloads: hundreds of files, unclear names, no memory of what they are. Work from what is identifiable to what isn’t, and never in one pass. Kempt’s Tidy a Folder reads every file in the folder you choose, proposes a name and a place for each, and moves only the ones you approve.

Without any app

  1. Sort by kind, then by date

    In list view, sort by Kind to separate photos, PDFs and installers, then by Date Modified inside each group. Old installers and duplicates go first.

  2. Preview with the space bar

    Select the first file and press Space, then use the arrow keys. Quick Look lets you see each document without opening an app.

  3. Set a time limit

    Twenty minutes a day beats one lost Sunday. Stop when the obvious files are done and leave the rest for tomorrow.

Kempt

With Kempt

  • Point it at any folder

    Click Tidy a Folder… in the sidebar and pick the folder. Its files appear like Downloads, with Kempt’s proposed name and folder for each.

  • Names you can actually check

    Each row shows the full proposed name, the old one and a preview button, sorted by date, size or name.

  • Approve in batches

    Tick what looks right, click Tidy, and undo any batch later from Activity. Files Kempt is unsure of stay where they are.

Names, files and finds your documents with Apple’s on-device model. Nothing leaves your Mac.

$27 once, 14 days freeRuns on every Apple silicon MacA question? Ask a person

Questions people ask

Does Tidy a Folder go into subfolders?

It works on the files at the top of the folder you choose. Pick a subfolder next if it needs the same treatment; folders you already organized stay as they are.

Can I tidy a folder on an external drive?

Yes, as long as the drive is connected. Files move into your Kempt library, so they end up on your Mac.

What about files I want to keep exactly where they are?

Untick them, or add them to Never touch in Settings so Kempt never proposes moving them again.