Copy this prompt into Claude Cowork and your screenshots will organize themselves — with your approval at every step.

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The Prompt

Paste this exactly:

Help me organize recent screenshots on my Desktop.

First, scan my Desktop and count how many screenshots are there. Show me:
- Total count
- Date range (oldest to newest)

Then, focus only on screenshots from the last 14 days. For each one:
- Identify what it shows
- Suggest a descriptive filename
- Propose which folder it belongs in (or if it can be deleted)

Group similar screenshots together. Show me the plan before making any changes.

After I approve, start by organizing just 10 files as a preview. If there are more than 10 files, check in with me before continuing with the rest.

How It Works

  1. Download Claude Cowork on your Mac
  2. Open Cowork and select your Desktop folder when prompted
  3. Paste the prompt above and hit enter
  4. Claude scans every screenshot and looks at what each one actually shows
  5. It proposes a folder structure and descriptive filenames — you review the plan
  6. Say yes, and it organizes a preview batch of 10 first
  7. It checks back before doing the rest

What You Get

Before After
Screenshot 2026-04-01 at 1.33.21 PM.png linkedin-post-inner-circle-launch-jun1.png
Everything dumped on your Desktop Sorted into named folders
Can't find anything LinkedIn Posts / Analytics / Events / Archive
Burst shots cluttering everything Duplicates identified and grouped

Suggested Folders Claude Will Create