@m_dzhigarov_gmail_com - You are getting an error on the .srt subtitle file, which then causes the transcoder to fail. If you are using subtitles, would you try playing without them just to see if it works? Also, try doing a “Refresh Metadata” for the entire show (thanks to @OttoKerner for this approach) and wait A LONG time. In this thread it took until the next day for it to resolve. Your error is slightly different, but worth a shot.
Apr 17, 2020 20:06:19.678 [7496] ERROR - [Transcoder] C:\Users\PC\AppData\Local\Plex Media Server\Cache\Transcode\Sessions\plex-transcode-50yegwklduwpdjowgwqfofhs-88bd4436-0b5a-4a4e-a647-a9173ce25e2c\temp-0.srt: Invalid data found when processing input
Apr 17, 2020 20:06:19.698 [0736] DEBUG - Jobs: ‘C:\Program Files (x86)\Plex\Plex Media Server\Plex Transcoder.exe’ exit code for process 2068 is 1 (failure)
Apr 17, 2020 20:06:19.698 [6608] DEBUG - Using default transcode duration of 120 minutes
Apr 17, 2020 20:06:19.698 [3240] DEBUG - Streaming Resource: Terminated session 0x52e6c78:fdabfxhrubllhq4dueuvxmhn with reason Conversion failed. The transcoder exited due to an error.
