Does Jellyfin allow using external metadata agents and scanners like Plex? I basically couldn't use Plex at all if I didn't have HAMA and ASS installed for scanning anime files.
Jellyfin will alter those to add paths to media it downloads and perhaps overwrite curated descriptions with those from theTVDB, IMDB, theMovieDB, etc.
That's not really the same thing though. With Plex, you can customise the code it runs to scan the filenames and you don't need to create any additional files.
There are multiple approaches to curating metadata. Maintaining .nfo masters | backups is handy when migrating between media managers or finetuning descriptions not in line with online data DB's.
So if you give it "[GroupName] Name of the Series - Electric Boogaloo - 03 (1080p).mkv", it understands that it's season one, episode one of a show called "Name of the Series - Electric Boogaloo"? Because Plex in its default state would rather you using the Name.of.the.Series.Electric.Boogaloo.S01E03 formatting, which would entail renaming basically everything. That's why having ASS as the scanner to avoid renaming is essential for me.
I'm not certain about that specific example. I think it should work if it's, say, a single season show. Otherwise if you put it under Show\Season 1\, I think it should work too. I have a range of different naming schemes and Jellyfin is able to recognize all of them. I've only had to put in manual effort for extras like interviews and trailers, which can be put in an "extras" folder in a show/movie directory next to the actual video file(s).