Verified for macOS Tahoe 26.2

Fix "Waiting to Upload" in iCloud

Files stuck with the cloud icon? If your documents aren't syncing on macOS Tahoe, it's likely a stalled bird or cloudd process.

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The Symptom

Files in your Desktop or Documents folder show a dotted cloud or "Waiting to Upload" indefinitely, despite having a fast internet connection.

The Fix

  1. Force Restart the Cloud Daemons

Open Terminal and run:

killall bird cloudd

macOS will automatically restart these processes, which often clears the sync queue.

  1. Reset the iCloud Cache

If a simple restart doesn't work, clear the local metadata:

rm -rf ~/Library/Application\ Support/CloudDocs/session

*Note: This will not delete your files, only the local sync state. It will take a few minutes for the status icons to reappear.*

  1. Check for "Ghost" Files

Sometimes a hidden temp file blocks the queue. Run:

find ~/Documents -name ".*" -ls

Look for files starting with .~ and delete them if they are clearly temp files.


Pro Tip

Always check System Settings > [Your Name] > iCloud > iCloud Drive to ensure "Sync this Mac" is still active.