Can't play a given tv show from Plex: Error 500 and I am not sure why

I have a Plex Server running in TrueNAS locally and accessible from my entire LAN network. For some reason, I cannot play some TV shows while I can play some other Movies and TV shows located within the very same server. This is driving me crazy and I have no clue what could be happening, can I get some ideas? Where to find logs? What to look at?

There is nothing special about this file and I can play the file from the Plex Web Client and also from the Plex Client for ATV.

A post was merged into an existing topic: Plex not playing videos / HTTP 500 error