Thanks @ogra … Well I can say that explanation was a little above my pay grade 
!
All I know is that this Ubuntu install is very fresh. Under a month. From there I installed Plex via Ubuntu Software store (This is where I am assuming Plex got installed as a SNAP).
Everything ran as expected for a few weeks then start crashing. When I tried to update/remove via the GUI I get a really strange error with no error message (see screenshot)
From there I tried to run the CLI command I found to manually remove the snap and I get the error above. From here I am really lost. I have no idea what to do so I can remove Plex from my system and start over.