Server Version#: PlexMediaServer-1.32.3.7192
Server disk space and server logs:
Plex Media Server Logs_2023-06-15_13-58-57.zip (145.5 KB)

Systemctl error output:
● pkgctl-PlexMediaServer.service - PlexMediaServer's service unit
Loaded: loaded (/usr/local/lib/systemd/system/pkgctl-PlexMediaServer.service; enabled; vendor preset: disabled)
Active: failed (Result: exit-code) since Sat 2023-06-17 16:32:45 PDT; 27min ago
Process: 26122 ExecStart=/bin/bash -c /usr/syno/sbin/synopkgctl start $SELF && /bin/touch /var/packages/$SELF/enabled (code=exited, status=1/FAILURE)
Main PID: 26122 (code=exited, status=1/FAILURE)
Jun 17 16:32:45 PlexServer synopkgctl[26125]: SYNOPKG: start PlexMediaServer 1.32.4.7195-7000 End start-stop-status start ret=[1]
Jun 17 16:32:45 PlexServer bash[26122]: Failed to execute '/var/packages/PlexMediaServer/scripts/start-stop-status start' (err=1)
Jun 17 16:32:45 PlexServer synopkgctl[26125]: plugin_action.c:317 synoplugin: [26125][POST][package_action][MAIN] Scripts=[synomibclient_package_action.sh]; Args=[PKGEVENT={"action":"start","available_operation":{},"beta":false,"error":{"code":272,"description":"Failed to run script, script=[start]"},"finished":true,"language":"enu","last_stage":"prepare_start","package":"PlexMediaServer","pid":26125,"scripts":[{"code":1,"message":"","type":"start"}],"stage":"start_failed","status":"stop","status_description":"translate from systemd status","success":false,"timestamp":1687044765267,"username":"cormac","version":"1.32.4.7195-7000"},PKGNAME=PlexMediaServer]
Jun 17 16:32:45 PlexServer synopkgctl[26125]: plugin_action.c:317 synoplugin: [26125][POST][package_action][MAIN] Runtime: 0.013s
Jun 17 16:32:45 PlexServer synopkgctl[26125]: pkgctl_start_stop.cpp:355 Failed to start package, pkg=[PlexMediaServer] context=[{"action":"start","beta":false,"error":{"code":272,"description":"Failed to run script, script=[start]"},"finished":true,"language":"enu","last_stage":"prepare_start","package":"PlexMediaServer","pid":26125,"scripts":[{"code":1,"message":"","type":"start"}],"stage":"start_failed","status":"stop","status_description":"translate from systemd status","success":false,"username":"cormac","version":"1.32.4.7195-7000"}]
Jun 17 16:32:45 PlexServer systemd[1]: pkgctl-PlexMediaServer.service: main process exited, code=exited, status=1/FAILURE
Jun 17 16:32:45 PlexServer systemd[1]: Failed to start PlexMediaServer's service unit.
Jun 17 16:32:45 PlexServer systemd[1]: Unit pkgctl-PlexMediaServer.service entered failed state.
Jun 17 16:32:45 PlexServer systemd[1]: Triggering OnFailure= dependencies of pkgctl-PlexMediaServer.service.
Jun 17 16:32:45 PlexServer systemd[1]: pkgctl-PlexMediaServer.service failed.
Problem description:
My NAS updated to DSM 7.1.1-42962 Update 6 from Update 5. After reboot, Plex didn’t start and said “repair”. Repair always failed with a “Failed to start”
Debugging steps:
Initially I tried making sure the database was good (it was)
I then uninstalled and reinstalled - same issue
I backed up my install and then did a complete uninstall, followed by an install, and still got the same issue.
I began to wonder if it was picking up something from a couple of years ago when it was running DSM 6. So I uninstalled Plex, then removed the Plex shares and the PlexMediaServer user and groups and checked to make sure that something funky wasn’t still existing after the uninstall. I then reinstalled and the install succeeded, but it fell back to being stuck in a “Repair/Failed to start” loop.
If I manually start plex from the command line, it does start, so it’s not an actual issue with Plex.
I initially posted over on the discord and @ChuckPa redirected me to the support forums. I hope this is in the right spot.
Logs, etc follow
Thanks
Error: