Copy this prompt into Claude Cowork and your screenshots will organize themselves — with your approval at every step.
Want to learn how to build useful AI workflows like this? Join Maggie's free AI workflow class.
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.
| 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 |