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Mac Catalina update not compatible with Mac preupdate Word Hi Haley, Updating your Mac to Catalina should not result in the loss of any files unless you erased the drive while installing Catalina If you see no files in your Documents folder and you did not do an erase and install, something is wrong with your file system How to repair a Mac disk with Disk Utility - Apple Support After running Disk Utility, have your files returned?