Raspberry Pi functioning server fails to load with last two Plex updates

Server Version#: 1.16.6
Player Version#: -

I had a perfectly functioning server on my Raspberry Pi 2, and installed the 1.16.5 update on Friday, checked the DVR schedule on Sunday and the calendar wouldn’t load so I rebooted the server. At this point the service wouldn’t load (see systemctl logs below). I tried upgrading packages and upgrading the server to 1.16.6, but it still won’t load.

Any advice for how to continue?

● plexmediaserver.service - Plex Media Server
   Loaded: loaded (/lib/systemd/system/plexmediaserver.service; enabled; vendor preset: enabled)
   Active: failed (Result: exit-code) since Mon 2019-09-09 08:18:48 BST; 9min ago
  Process: 756 ExecStart=/bin/sh -c  PLEX_MEDIA_SERVER_INFO_VENDOR="$(grep ^NAME= /etc/os-release | awk -F= "{print \$2}" | tr -d \" )"  PLEX_MEDIA_SERVER_INFO_DEVICE="PC"  PLEX_MEDIA
  Process: 752 ExecStartPre=/bin/sh -c /usr/bin/test -d "${PLEX_MEDIA_SERVER_APPLICATION_SUPPORT_DIR}" || /bin/mkdir -p "${PLEX_MEDIA_SERVER_APPLICATION_SUPPORT_DIR}" (code=exited, st
 Main PID: 756 (code=exited, status=255)

Sep 09 08:18:43 raspberrypi systemd[1]: plexmediaserver.service: Failed with result 'exit-code'.
Sep 09 08:18:48 raspberrypi systemd[1]: plexmediaserver.service: Service hold-off time over, scheduling restart.
Sep 09 08:18:48 raspberrypi systemd[1]: Stopped Plex Media Server.
Sep 09 08:18:48 raspberrypi systemd[1]: plexmediaserver.service: Start request repeated too quickly.
Sep 09 08:18:48 raspberrypi systemd[1]: Failed to start Plex Media Server.
Sep 09 08:18:48 raspberrypi systemd[1]: plexmediaserver.service: Unit entered failed state.
Sep 09 08:18:48 raspberrypi systemd[1]: plexmediaserver.service: Failed with result 'exit-code'.

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