I let it run this morning and hit something about 30 minutes in.
Faulting application name: Plex Transcoder.exe, version: 0.0.0.0, time stamp: 0x6322dd59
Faulting module name: ntdll.dll, version: 10.0.19041.2130, time stamp: 0xb5ced1c6
Exception code: 0xc0000374
Fault offset: 0x00000000000ff6a9
Faulting process id: 0xaf0
Faulting application start time: 0x01d95d8e5346d22f
Faulting application path: C:\Program Files\Plex\Plex Media Server\Plex Transcoder.exe
Faulting module path: C:\WINDOWS\SYSTEM32\ntdll.dll
Report Id: 6cc79bf5-64b7-43b5-8e7c-8914a9099fc1
Faulting package full name:
Faulting package-relative application ID:
Unfortunately, I do not see a crash dump and this may be due to having to install x64 plex due to facing this issue: Plex Media Server 1.30.0.6359 - New Transcoder Preview - #61 by Hossy923
Now it appears I have a weird install where I have a Plex Media Server installed on my C: and also my media drive.
Additionally, the LocalDumps as described in this article was missing so I re-added it.