PMS 1.14.1.5488 Crashing frequently on Windows

Thanks for the logs. Completely different - The issue that @jcal65 is very specific and has not yet been seen elsewhere and is memory related and could be to do with the number of scheduled recordings - it is being looked into

Your issue is very different and I suspect it is because you are trying to run Plex Media Server as a service or scheduled task and you have not taken the steps to make sure it does not run itself outside the service - thus ending up with 2 instances of Plex Media Server.exe running

Are you running it as service under different account from the one you installed it with ? eg SYSTEM ?

You can see here you have overlapping sessions

Launched Jan 22, 2019 10:36:23.865 - Log continues to to Jan 22, 2019 10:41:32.056
Launched Jan 22, 2019 10:36:40.934 - Log continues to to Jan 22, 2019 10:41:19.132

Also the child processes are not being closed down and end up with them running multiple instances in parallel

Looking at all the logs

  • The launch at Jan 22, 2019 10:34:32.025 was not as a service / scheduled task
  • The launch at Jan 22, 2019 10:36:23.865 was a Service or Scheduled Task
  • The launch at Jan 22, 2019 10:36:40.934 was not as a service / scheduled task

You need to resolve this before we investigate any issues you may have

Advice is not to run as SYSTEM
and instead of inventing your own solution, to use what is there already and provided by cjmurph as Service wrapper solution - see PMS as a service
and if you want to use a different account for running the service from the admin account you install Plex Media Server with, you can follow steps in post #4 here PMS as a service - #4 by sa2000

That wrapper does close down all child processes when you use the Plex Service Tray app to stop Plex Media Server. It also avoids spamming of logs with these log entries every 5 seconds

Jan 20, 2019 03:11:03.049 [7812] DEBUG - TrayIcon::WindowProc received DisplayIcon timer message
Jan 20, 2019 03:11:03.049 [7812] WARN - Shell_NotifyIcon(NIM_ADD) failed: 0x80004005

Once you have addressed this and ensured that only one instance of Plex Media Server.exe runs then come back here if you think you have crashes. I do see a crash from your server but that was on 2nd January - if it happens again - would need logs soon after the crash