Great, thanks for the thorough feedback.
Let's try a few things.
Have you attempted to follow this guide:
Additionally, what is the output of
ls -l /etc/apache2/sites-enabled/. Does it show
plex.conf as a listed configuration.
Ah, ok... could you try this for me real quick also:
update-rc.d plexmediaserver remove
service plexmediaserver stop
systemctl enable plexmediaserver.service
systemctl stop plexmediaserver.service
systemctl start plexmediaserver.service
I meant to also comment on the
plexmediaserver.service.prev file. This is in fact changed by plex on the update. However, you can leave it labeled as such due to Plex being systemd compatible in newer versions on it's own.
It is loaded from...
Just going to go through every possible scenario till we hit the magic button.