What’s probably happening is that when you move Libraries around - unless you take some precautions - Plex is going to, at least, want to rematch that stuff. If your names are out of whack they won’t match… not now.
What you should have done is not ‘Move’, but ‘Copy’ the old library contents to it’s new location, then create a new Library with that same stuff in it. Plex sees that both libraries have identical stuff and shares the old stuff with the new stuff. Once that’s all done you delete the old library.
The success rate on that process is up for debate when you use non-compliant file names and here’s why:
Mid 2016 Google yanked their horrific naming API that kicked in when horrific naming was encountered. You have some horrific naming. Lots of it. Your structure looks pretty good, but not so much for the naming. You’re also using MP4 files - I saw quite a few.
For instance:
I:\TV\TV Shows\ <----A TV Show Library - we hope the library isn’t ‘I:\TV’ - that would be bad.
…Nashville (2012)\ <— good
…Season 05\ <— good
…Nashville (2012).S05E01.The Wayfaring Stranger.mp4 <— not too good
…Nashville (2012) - S05E01 - Back in Baby’s Arms.mp4 <---- would be perfect
FileBot (link in my signature) can handle file naming for you automatically or manually in seconds.
What FileBot can’t do is remove possible embedded metadata in the Title Field of MP4/M4V files. Plex will read this info and prefer it over a perfect file name/structure (you don’t have any of those yet), but you can combat that situation by moving Local Media Assets to the bottom of every agent list you can find. All tabs in Shows and Movies here:
https://support.plex.tv/hc/en-us/articles/200241558-Agents
Just drag LMA to the bottom of the list and drop it. If you do have embedded metadata this will cure the issue, if you don’t it won’t matter. LMA will do what it has to from the bottom.
You have a fair amount of ‘wiggle room’ for naming and structuring in Movie Libraries, but virtually ZERO ‘wiggle room’ in TV Show Libraries. Best to stick with full compliance for TV Shows.
Renaming/restructuring is best performed OUTSIDE the library and you’ll need to write a new bundle for the show so The Plex Dance® was invented:
The Plex Dance®:
- remove show from library - the whole thing.
- update library
- empty trash
- clean bundles
https://support.plex.tv/hc/en-us/articles/200392106-Library-Actions <— update library, empty trash, clean bundles
- bring names and structures into compliance
- replace corrected show into library
- update library
All Steps. In Order. No Shortcuts.
What you should do at this point is bring one show (pick one with the least amount of episodes) into compliance during a Plex Dance and see if it falls into line properly. If it does - good. You know what you have to do. If it doesn’t we’ll call in reinforcements to look deeper into the log files for something else, but you absolutely should bring all your TV Shows into full compliance or the Drama will never stop.