Folder names and File names

I have a folder for all the James Bond movies and each movie is in a folder:

Movies/James Bond/09 The Man With the Golden Gun/The Man With the Golden Gun ().mkv

The folders are numbered so that outside of plex the movies show up in the right order, but Plex takes the movie name from the folder and so I get a movie named “09 The Man With the Golden Gun”.

Then I have to go in manually and edit the movie, take out the "09 " from the name, and refresh. But even after refreshing the info doesn’t usually update, or it updates very slowly and even after updating it doesn’t change the image (no poster, just a frame from the film). I have the same issue with the MCU movies.

What you are describing is exactly what happens when the actual movie is too many folders away from the one point your point plex library to.

I image that you have your Plex Movie Library pointed to /Movies, correct ?

My structure is …/Movies/ (where Plex points) and then

Moveis/J/James Bond/01 Dr No/Dr No (1963).mkv

I can’t just dump all the movies willy-nilly into the top directory, there’s far too many of them and Plex is not the only way they are accessed, so structure is needed. Is there anything I can do other than dump a couple thousands movies into a single folder? Or am I just going to have to manually fix all of these (and many others).

And even when I manually fix them to match, I don’t get posters. This is what Tomorrow Never Dies looks like after manual matching:

dropbox.com/s/r04r3e1ctiitf9g/Screenshot%202016-08-25%2009.36.40.png?dl=0

I have my movies at basically the same depth from my Library’s root folder and I have no problems at all.

The only difference I see is that I do not point my library at “Movies” but rather I point it at the alphabetical listings. I use #AB, CDE, EFG and so on rather than single letters.

As far as your naming the folders with numbers it is better to not do that as it confuses Plex but rather to use the Plex sort field. For “James Bond” movies I have set my fields to “Bond yyyy mm” where “yyyy” is the year released and “mm” is the month released. The month is only needed for a very few Bond movies to allow proper sorting if there were two released in the same year and I just include it to avoid problems. By doing it that way I can use Plex’s regular displays and I do not have to use folder views at all and I avoid the problems that are inherent in the current poor “collection” implementation in Plex.
EX: “Bond 1963 05” is my sort field for “Dr. No” and “Bond 1964 04” is used for “From Russia With Love”

I suggest removing the numbers and naming the folder exactly the same as the movie or even just have one folder for all your Bond movies if you do not, as I do not, care about or use extras.

Plex is more forgiving about movie naming than it is about TV shows BUT it still need fairly close conformity with its standards.
See: https://support.plex.tv/hc/en-us/articles/200381023-Naming-Movie-files

It is as bad an idea to fight the great Plexosaurus as it is for Tokyo to fight a certain large lizard like creature. If you choose to do so your media could end up looking worse than said city after a visit from that reptile.

Iirc, Plex ignores stuff inside brackets so if you want a folder structure that can be easily parsed by humans when outside of Plex, maybe try the following:

/Movies/J/James Bond/[001] Dr No (1962)/Dr No (1962).mkv
/Movies/J/James Bond/[002] From Russia With Love (1963)/From Russia With Love (1963).mkv

Personally, if I wanted a human-friendly folder structure but still make it easy for Plex to identify movies, this is how I’d do it:

/Movies
|-- /Collections
|------ /James Bond
|---------- /[001] Dr No (1962)/Dr No (1962).mkv
|---------- etc.
|------ /Marvel Cinematic Universe
|---------- /[001] Iron Man (2008)/Iron Man (2008).mkv
|---------- etc.
|-- /A

|-- /Z

Then add each collection and alphabetical subfolders as one folder entry each in the Movies library.