Plex Media Server not recognizing files after updating Synology DSM 7.3

Plex Media Server
8

Plex Documentation → Your Media
→ Naming & Organizing Your TV Show Files
→ Naming & Organizing Your Movie Files

/volume1/Media Server/TV/south.park.s27e04.1080p.web.h264-successfulcrab[EZTVx.to].mkv

/volume1/Media Server/TV/Landman (2024) S01 (1080p AMZN WEB-DL x265 10bit EAC3 5.1 Ghost)/Landman (2024) - S01E02 - Dreamers and Losers (1080p AMZN WEB-DL x265 Ghost).mkv

/volume1/Media Server/TV/Downton Abbey The Grand Finale (2025) Eng 1080p WEBRip x265 DD 5.1 ESub.mkv

Clean up media file naming and organization.

  • Follow Plex naming and organization requirements.
  • No mixing movies and tv shows. They must be in separate libraries.
  • Extra info (resolution, etc.) inside one set of square brackets at end of media file name or movie/show folder name.
  • You may need to Plex Dance the movie/show after renaming/reorganization to clear incorrect information from the Plex Media Server database.
/volume1/Media Server/TV <-- folder added to tv show library
  /South Park (1997) [other info here]<-- show_name (intro_year)
    /Season 27
      /South Park (1997) s27e04 Wok is Dead.mkv <-- episode name optional

/volume1/Media Server/TV/
  /Landman (2024)
    /Season 01
      /Landman (2024) - S01E02 - Dreamers and Losers.mkv


/volume1/Media Server/MOVIES <-- folder added to movie library
  /Downton Abbey The Grand Finale (2025)
    /Downton Abbey The Grand Finale (2025) [other info here].mkv

There are tools that can help. Here’s a shortlist. The free version of Tiny Media Manager works for most people.

Many people use Filebot. It is quite powerful and can rename an entire library in minutes.

Tiny Media Manager is also very useful, and free.

Example TMM Renamer Patterns:

  • Show Name: ${showTitle} (${showYear})
  • Season: Season ${seasonNr2}
  • Episode Name: ${showTitle} (${showYear}) s${seasonNr2}e${episodeNr2} ${episode.title}
  • Movie Name: ${title} (${year})

PowerRenamer in Microsoft Power Tools is helpful for simple renaming with pattern matches or regular expressions. It makes quick work of tasks such as adding a year to file names, removing undesirable text from multiple files, etc