it’s the holidays, and while those are frustrating, Plex has been fixing some things.
I’d like something to work for you. Please try out the latest beta, 1.30.1.6497
It has a fix for MacOS that might help.
I also crafted a how to do a clean install of PMS on a Mac as part of reporting this bug.
If you backup your ~/Application Support/Plex Media Server directory,
then you can install cleanly and restore your DB later if you have watched states.
If something doesn’t work, screenshot the issue!