Trying to organise my videos, Is this possible?

Plex Media Server Metadata & Adding Files
4

OK, this is what first comes to mind:

Each artist performing one certain kind of trick = 1 separate TV Show

Each tv show can have several seasons, which you could use to e.g. separate performances from instructions. (Usually only makes sense if there are several videos of each type)
Seasons can have a descriptive text as well, but you’ll have to add it manually in Plex Web. And it might not be visible in all Plex client types.

If you have only a few videos, you can restrict courself to just one season and put all videos into there. Then the title of the episodes should contain what it is e.g. ‘Instruction’, ‘Performance’ etc
The ‘season’ view mode can be automatically disabled for shows with just 1 season – so you have a “flat” structure automatically.
But you still have to use the season number 01 in all file names for this show.

Then you can create Collections, one for each performer and add all “shows” of one performer into it. This will enable you to see all shows by that performer if you enter a certain show’s preplay screen.

“Flat” show (with only one season)

Magic/  <-- point the Plex library to this folder only!
   Big Maczini Card Trick No1 /
         Season 01/
             Big Maczini Card Trick No1 - s01e01 - Performance.mp4
             Big Maczini Card Trick No1 - s01e02 - Instructions.mp4

Normal show (with several seasons)

Magic/
   Big Maczini Sawing a Virgin /
         Season 01/
             Big Maczini Sawing a Virgin - s01e01 - Performance 1.mp4
             Big Maczini Sawing a Virgin - s01e02 - Performance 2.mp4
         Season 02/
             Big Maczini Sawing a Virgin - s02e01 - Instructions 1.mp4
             Big Maczini Sawing a Virgin - s02e02 - Instructions 2.mp4
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