Unable to update from 1.19.2.2737 PlexPass User

It appears you have installed the Plex program files (I will refer to this as the ‘program folder’) onto the root folder of drive Z:

And you also have moved the Plex data folder onto the root folder of Z:

You must not do that.
Don’t mix the Plex program and the Plex data folders.

Keep the program folder of Plex server on drive C: (in the default location for 32 bit apps C:\Program Files (x86)\Plex\Plex Media Server)
It will only occupy ~140 MB on there. No personal identifiable info is stored in this folder.

For the Plex data folder, you should use a folder, not a “naked” drive letter.
e.g. Z:\plexdata
see [HowTo] An extended guide on how to move the Plex data folder on Windows