For what it is worth, I am having similar problems since switching to QB 2019 for Mac. Every time I open a company file (I regularly use three), I have to set the preference to enable class tracking.
I also cannot use "Open Recent...", as it fails to find the file. When I go to Open Company, it defaults in a folder in /private/var/folders and I have to navigate to the folder where my company files are stored.
I will apply any current program updates, and then call support when I have a block of time.