Cannot empty trash and deleted files in iCloud keep returning

Ok, so my trash is always full with a couple of files or folders. Sometime when I try to empty it I just get the message that some files are in use and I cannot delete them. As I have a full iCloud sync with all my devices, I also go to Icloud.com and try to "Delete Forever"... they delete, but then after a few seconds they come back no matter what I do. I tried to recover them and rename them, but no luck... Help!


[Re-Titled by Moderator]

Original Title: Cannot empty trash files keep coming back

MacBook Pro (M4)

Posted on May 31, 2025 2:42 PM

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Question marked as Top-ranking reply

Posted on Jun 3, 2025 8:23 AM

Have you tried these things?

  • Force empty the trash with option Finder>empty trash
  • Restart the computer (of course)
  • Re-start in Safe Mode. This bypasses certain potentially disruptive processes, and it often helps. Safe Mode is different for different computers, so see this: 

          Start up your Mac in safe mode - Apple Support 

  • Use Terminal (in Applications>Utilities) and type

sudo rm -R

with a space after the R. Then drag files from the Trash to this line and hit Return. It will ask for an administrator password. I'm no expert at this Terminal thing-- I just type what I read. It works for me.


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4 replies
Question marked as Top-ranking reply

Jun 3, 2025 8:23 AM in response to TheBigLevski

Have you tried these things?

  • Force empty the trash with option Finder>empty trash
  • Restart the computer (of course)
  • Re-start in Safe Mode. This bypasses certain potentially disruptive processes, and it often helps. Safe Mode is different for different computers, so see this: 

          Start up your Mac in safe mode - Apple Support 

  • Use Terminal (in Applications>Utilities) and type

sudo rm -R

with a space after the R. Then drag files from the Trash to this line and hit Return. It will ask for an administrator password. I'm no expert at this Terminal thing-- I just type what I read. It works for me.


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Cannot empty trash and deleted files in iCloud keep returning

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