Sub problem in a specific show

[JuiceWSA]

Try the LMA Hack:

Video File Naming

With LMA in priority, Embedded Titles within MP4/M4V files are preferred - even over a perfect file name. Local Media Assets should - AT ALL TIMES - remain enabled (unless specifically instructed to turn it off). Local Media Assets should be ‘Demoted’, to the bottom of the stack of active agents under ALL tabs in Shows and Movies, but should NOT be disabled. Local Media Assets is needed for many things - it doesn’t need to be given Tip-Top-Priority (as Plex has so hatefully placed it as it’s …

Bogus Embedded metadata could be the 'cause.
One way to find out I guess.

Your file naming sucks.
You need to show us the file path all the way back to the root.