Plex Documentation → Your Media → Naming & Organizing Your TV Show Files
Basically, you’ve got some (a lot of) work to do. You are going to have to rename & reorganize the files. There is no way around it.
For TV shows, Plex uses the episode ordering from TMDB or TVDB. If TVDB, you can pick between Aired, DVD, and Absolute orders. Episode ordering from other locations, such as IMDB, cannot be used.
The two episodes in your post do not match with any listing at TMDB or TVDB (or IMDB).
- You have to rename the files so they match the desired ordering.
- You have to rename the files to match Plex requirements (linked above)
- You have to reorganize the files to match Plex requirements (linked above).
After renaming & reorganizing, you may have to Plex Dance the entire show. The process removes incorrect matching information from the Plex database.
For example: Using the two episodes listed above and assuming the episode names are correct (which means the episode numbers are wrong):
/TV Shows <-- Folder added to TV Show library. Name unimportant.
../Doctor Who (1963) <-- ShowName (IntroYear).
..../Season 02 <-- "Season" in English. Two digits for number.
....../Doctor Who (1963) s02e10 The Powerful Enemy.mpg <-- sXXeYY format required.
....../Doctor Who (1963) s02e10 Desperate Measures.mpg
The year must be provided due to the multiple versions of Dr. Who. Otherwise, Plex cannot tell the 1963 show from the 2005 show or the new 2023 show.