I know some developers say that they save Rhino files directly to iCloud Drive, but I never do because you can end up with a file without a file extension, or worse, no file at all (not even the original).
However, I do point my RhinoToolbars.rui to my iCloud Drive… and I just discovered that this doesn’t work well either:
Sigh!
Oh, great!
When Rhino 7 starts, it creates RhinoToolbars.rui on my iCloud drive.
When Rhino 7 closes, it creates a new toolbars file… I’m up to 18 now. 
Sounds more like an iCloud Drive problem than a Rhino problem. Doesn’t happen with Dropbox for example…
When you close Rhino, it does the following (as far as I understand):
toolbarfilename.rui_bak - overwriting any existing .rui_bak of the same name
In your case it looks like the overwrite part is not being allowed, hence it creates a new .rui_bak file each time.
You could test this theory by forcing a save of the toolbars inside Rhino by going to Preferences>Toolbars and doing a File>Save from the menu there, and observe what happens on iCloud Drive.
There is no issue when I save manually.
I use OneDrive to keep my templates, options and toolbars synced between my 3 computers and it works flawless unless I try to open Rhino on more than 1 computer at the same time.
When I do, it creates one new file named “ufubo.rui-COMPUTERNAME.rui”. Otherwise, no issiues with OneDrive.
OK, that’s interesting. So the procedure for saving the .rui when Rhino closes is different somehow than when you force a toolbar file save with Rhino still open. I have no idea why that might happen.
