Tried the player under server 2012R2 and W10 latest build, both crashes. If you try to download a show for consumption on the road, it even crashes faster!
Windows event viewer shows :
Faulting application name: Plex.exe, version: 0.0.0.0, time stamp: 0x5f8e3caf
Faulting module name: PlexMediaServer.dll, version: 1.20.1.3252, time stamp: 0x5f47760b
Exception code: 0xc0000005
Fault offset: 0x0000000000562ca3
Faulting process id: 0x48b8
Faulting application start time: 0x01d6accba029eb6c
Faulting application path: C:\Program Files\Plex\Plex\Plex.exe
Server Version#: 1.20.3.3483
Player Version#: 1.21.0.1410-50a34597