In case anyone is searching/googling and comes across a similar issue, I fixed it by doing the plex dance, while also changing the folder naming structure to include the imdb tag in the top series folder. {Series TitleYear} {imdb-{ImdbId}} before adding the problem files to my normal tv folder again. I didn’t have to make any other naming convention changes to my episode or season files, the brackets didn’t seem to be the issue, at least in my case. Thx for the help, the people who popped in this thread, appreciated.
I’m not sure if there’s a way to mark a thread closed, but if so, please go ahead and do so.