Thanks for the logs
They show the EasyAudioEncoder process failing with a permissions issue
Dec 01, 2018 19:46:54.167 [0x15509bbff700] DEBUG - Job running:
'/config/Library/Application Support/Plex Media Server/Codecs/EasyAudioEncoder-141-linux-ubuntu-x86_64/EasyAudioEncoder/EasyAudioEncoder'
Dec 01, 2018 19:46:54.169 [0x15509bbff700] DEBUG - Jobs: Starting child process with pid 1010
Dec 01, 2018 19:46:54.179 [0x1550a4fff700] DEBUG - Jobs: '/config/Library/Application Support/Plex Media Server/Codecs/EasyAudioEncoder-141-linux-ubuntu-x86_64/EasyAudioEncoder/EasyAudioEncoder' exit code for process 1010 is 13 (failure)
where Error 13 is EACCES Permission denied`
This failure then led to the transcoder failing as it could not find the encoded files
Dec 01, 2018 15:49:54.000 [0x14a291dfe700] ERROR - [Transcoder] [eac3_eae @ 0x15ea780] EAE timeout! EAE not running, or wrong folder? Could not read '/tmp/pms-57cd796c-ce20-44dd-b02f-7cc2dfed8bf4/EasyAudioEncoder/Convert to WAV (to 8ch or less)/FC2725E8-6019-4CA3-AA24-4294419282A8_26447-0-0.wav'
Is this directory structure on a mounted volume ?
/config/Library/Application Support/Plex Media Server/
If it is, you need to make sure the /etc/fstab has exec option and no noexec setting - this is because the EasyAudioEncoder binary gets executed from within that directory structure
If it is not this, check the /tmp permissions - but it is most likely the other