Require reinstall ? (upgraded ubuntu server)

been running Ubuntu 14 LTS for a long time. I had some RAID issues and decided to update the OS (Ubuntu 18.04 LTS)

upgrade OS, no issues. Plexserver works after upgrade. However., I am trying to upgrade the plexserver now to latest (currently running, with no issues, Version 1.21.2.3943)

sudo apt-get update (no issues)
sudo apt-get upgrade (error message)

sudo apt-get upgrade
Reading package lists... Done
Building dependency tree
Reading state information... Done
Calculating upgrade... Done
0 upgraded, 0 newly installed, 0 to remove and 0 not upgraded.
1 not fully installed or removed.
After this operation, 0 B of additional disk space will be used.
Do you want to continue? [Y/n] y
Setting up plexmediaserver (1.21.2.3943-a91458577) ...
dpkg: error processing package plexmediaserver (--configure):
 installed plexmediaserver package post-installation script subprocess returned error exit status 1
Processing triggers for libc-bin (2.27-3ubuntu1.4) ...
Errors were encountered while processing:
 plexmediaserver
E: Sub-process /usr/bin/dpkg returned an error code (1)

I tried to manually installed the “1.21.4.4079-1b7748a7b_amd64.deb” file and get the following messages.

(Reading database ... 313980 files and directories currently installed.)
Preparing to unpack .../plexmediaserver_1.21.4.4079-1b7748a7b_amd64.deb ...
PlexMediaServer install: Pre-installation Validation.
PlexMediaServer install: Systemd configuration error detected:
PlexMediaServer install: File "/etc/systemd/system/plexmediaserver.service" is leftover from an earlier Debian/Ubuntu bug.
PlexMediaServer install: Please transfer any customizations \(APP_DIR, User, Group, TMPDIR, and/or UMask\) to a proper "/override.conf"
PlexMediaServer install: and reinstall.
PlexMediaServer install: Unit override "/etc/systemd/system/plexmediaserver.service" found.
PlexMediaServer install: Only "/etc/systemd/system/plexmediaserver.service.d/override.conf" is supported.
PlexMediaServer install:
PlexMediaServer install: Pre-installation Validation failed.
PlexMediaServer install: Configuration information discovered:
PlexMediaServer install:   Installation Type:  Update
PlexMediaServer install:   Process Control:    systemd
PlexMediaServer install:   Plex User:          plex
PlexMediaServer install:   Plex Group:         plex
PlexMediaServer install:   Video Group:        video
PlexMediaServer install:   Metadata Dir:       /var/lib/plexmediaserver/Library/Application Support
PlexMediaServer install:   Temp Directory:     /tmp
PlexMediaServer install:   Lang Encoding:      en_US.UTF-8
PlexMediaServer install:   Intel QSV Hardware:  Not found
PlexMediaServer install:   Nvidia GPU card:     Not Found
PlexMediaServer install:
PlexMediaServer install:   OpenCL library:      Installed
PlexMediaServer install:   Beignet package:     Installed
PlexMediaServer install:
PlexMediaServer install:
PlexMediaServer install: Pre-installation Validation complete.
dpkg: error processing archive /HELIUM_ARRAY/MOVIES/HOLDING/plexmediaserver_1.21.4.4079-1b7748a7b_amd64.deb (--install):
 new plexmediaserver package pre-installation script subprocess returned error exit status 1
Processing triggers for libc-bin (2.27-3ubuntu1.4) ...
Errors were encountered while processing:
 /HELIUM_ARRAY/MOVIES/HOLDING/plexmediaserver_1.21.4.4079-1b7748a7b_amd64.deb

Is there an easier fix than to uninstall and install Plex?

Did you try to uninstall Plex and install it again? You won’t lose your data

It’s not asking you to uninstall plex and reinstall it -
It doesn’t like /etc/systemd/system/plexmediaserver.service

Just move that file out of that folder and re-run sudo apt-get upgrade

and if you have custom edit in that file -
it’s also telling you to add those edits the proper way with
sudo systemctl edit plexmediaserver.service

moved /etc/systemd/system/plexmediaserver.service out of /etc/systemd/system/
ran sudo apt-get update
ran sudo apt-get upgrade
got error about: Setting up plexmediaserver (1.21.2.3943-a91458577) ... dpkg: error processing package plexmediaserver (--configure): installed plexmediaserver package post-installation script subprocess returned error exit status 1
again, ran: sudo dpkg -i plexmediaserver_1.21.4.4079-1b7748a7b_amd64.deb
no errors
ran sudo apt-get update
ran sudo apt-get upgrade
no errors
all good