Have you tried rolling back Plex Media Server to a previous version?
That might get you happy Plexing for now.
It looks like it can’t find any suitable nvdec hardware decoder, and FFMPEG returns errors about that in the logs.
In "Plex Media Server.1.log
Nov 06, 2019 14:53:06.900 [4932] DEBUG - Codecs: testing mpeg4 (decoder) with hwdevice nvdec
Nov 06, 2019 14:53:06.900 [4932] DEBUG - Codecs: hardware transcoding: testing API nvdec
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded lib: nvcuda.dll
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuInit
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuDeviceGetCount
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuDeviceGet
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuDeviceGetAttribute
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuDeviceGetName
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuDeviceComputeCapability
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuCtxCreate_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuCtxSetLimit
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuCtxPushCurrent_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuCtxPopCurrent_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuCtxDestroy_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuMemAlloc_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuMemAllocPitch_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuMemsetD8Async
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuMemFree_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuMemcpy2D_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuMemcpy2DAsync_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuGetErrorName
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuGetErrorString
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuStreamCreate
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuStreamQuery
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuStreamSynchronize
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuStreamDestroy_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuStreamAddCallback
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuEventCreate
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuEventDestroy_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuEventSynchronize
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuEventQuery
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuEventRecord
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuLaunchKernel
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuModuleLoadData
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuModuleUnload
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuModuleGetFunction
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuTexObjectCreate
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuTexObjectDestroy
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuGLGetDevices_v2
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuGraphicsGLRegisterImage
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuGraphicsUnregisterResource
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuGraphicsMapResources
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuGraphicsUnmapResources
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuGraphicsSubResourceGetMappedArray
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuDeviceGetUuid
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuImportExternalMemory
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuDestroyExternalMemory
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuExternalMemoryGetMappedBuffer
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuExternalMemoryGetMappedMipmappedArray
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuMipmappedArrayGetLevel
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuMipmappedArrayDestroy
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuImportExternalSemaphore
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuDestroyExternalSemaphore
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuSignalExternalSemaphoresAsync
Nov 06, 2019 14:53:06.900 [4932] DEBUG - [FFMPEG] - Loaded sym: cuWaitExternalSemaphoresAsync
Nov 06, 2019 14:53:06.900 [4932] ERROR - [FFMPEG] - cu->cuInit(0) failed
Nov 06, 2019 14:53:06.900 [4932] ERROR - [FFMPEG] - -> CUDA_ERROR_UNKNOWN: unknown error
Nov 06, 2019 14:53:06.900 [4932] ERROR - [FFMPEG] -
Nov 06, 2019 14:53:06.900 [4932] DEBUG - Codecs: hardware transcoding: opening hw device failed - probably not supported by this system, error: Unknown error occurred
I’m not sure what happens after that, but you’ve documented it well.
Thanks for the report.