UPDATE: has nothing to do with PMS version. Same problem started happening on 1.14.1.5488. I updated again to 1.5.0.659 and some of the media played properly. I am beginning to suspect a database problem.
UPDATE 2: Media playback has been restored in all clients except the Windows 10 store Plex app. On all computers, it refuses to play anything and produces error MF_MEDIA_ENGINE_ERR_SRC_NOT_SUPPORTED: HRESULT - 0x80072EE4
After a recent upgrade to version 1.15.0.659 in a PMS docker container, no TV shows recorded through the Plex DVR/HDHomerun would play. Also, most .mkv movies ceased to play. This was with web, iOS and FireTV Plex clients; none worked
I rolled back to PMS 1.14.1.5488 and all is well. EVERYTHING that would not play in 1.15…0.659 again plays in any client.