New Files Not Appearing After Library Scan

I would try to take a movie out that is already currently matched and showing up ok

Plex dance it and add it back to see if it shows up again

I tried Death Race the way you have it named and it does show up, just as the wrong movie

Death Race 2000 (1976)

I didn’t realize you added 60 movies that aren’t scanning into Plex at all so, I see what you’re saying

I don’t know anything about mac but is it possible somehow your drive permissions changed somehow?