SOLVED: Media inside of triple nested folders does not display correctly.

[JellyfinMan2211]

The way Jellyfin displays your content is wholly dependent on how it is identified by the metadata source (IMDB, The Movie DB, etc.) using the file and/or folder name.  If your content is organized differently than how the online DB(s) organize it, that additional organization will be ignored.  One of the shows in my library is NOT organized into seasons on AniDB.  And there was no way to properly retrieve metadata with while maintaining season demarcations based on the DVD boxset releases.

I'm not sure if that is also what you are experiencing.

Out of curiosity, what is each folder layer representing?

The folder I called "Ashow" represents a large collection of Top Gear related content I have. The folder contains the show itself and some spinoffs.
   
I have all of the TopGear related content inside of a folder because I want to have all of it in one accessible place.
I hope this answers your question.