After saving AI file - immediately save as PDF and get this error. "The save file operation failed"

[sfdesignNY]

After saving AI file - immediately save as PDF and get this error: "The save file operation failed".

Eventually it saves.  But what concerns me is sometimes I discover that my AI file never saved, but the PDF did. I thought maybe i was saving my PDF before the AI file finished saving, but sometimes I get the error after closing and opening the AI file after saving it.

Any suggestions?

[Monika Gause]

Which version, which system?

Exactly where do you save files?

Any third party plugins installed?

Does it work better when you turn off background saving in the Preferences?

[sfdesignNY]

Hi Monika, Thanks for checking in!

iMac 2019

Catalina 10.15.5

No third party plugins

Files are all saved in my Creative Cloud Files folder

I just turned off background saving and will see if that works.