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).