[Darryl Ramm]

To be clear you are recording everything to sessions not cloud projects? And you are not poking around in the cloud project cache?

The sessions get recorded to what drive/filesystem type and what folder... is that folder within a cloud folder, like iCloud, Google Drive, Dropbox etc? Is your desktop shared through iCloud?

What are the macOS/UNIX creation and modification dates/times in the audio file, do they agree with your recollection of when they were recorded? e.g. run ls -lt in Terminal to list/sort by modification times ,or ls -ltU to list/sort by creation times. Or is that time when you were doing something else. Do you gave any backup software/scripts that ran at those times?

Are any backups that you made usable?

It is so easy to make a mistake and save copies of sessions so that multiple sessions end up sharing the same audio file folder in some other session folder. Can you look through all your recent sessions and make sure they all have content where expected (hopefully within their own session folder hierarchy).

It seems unlikely that Session Link Pro could/would cause this? So can you reproduce this just playing with local test sessions?