When I add a new graphic asset to an existing Library, I cannot get a preview of it until I restart the program. Instead, I get the animated square indicating that the preview is being generated, but it never refreshes. I often have multiple CC programs open, and the graphic is always immediately reviewable in Photoshop and InDesign, so this is limited to Illustrator in my experience.

I am running Mac OS 10.15.1
Illustrator 23.1.1