Just FYI, I’m not using docker and I’m seeing the same behavior. I just think it goes unnoticed because I assume most people don’t use the Web-player. However, I think this triggers for any platform that need subtitles converted.
I think it might be better do downgrade to 1.15.2 to avoid this problem.
Just tried 1.16.3.1433 and this problem still exists. What’s even weirder is that Tautulli claims it is converting .SRT -> .ASS for the Chrome web player, but if I switch to an .ass subtitle source that is embedded in the container, it instead starts burning the subtitle into the video.
People using subtitles seems to be 2nd level citizens in Plex world, starting to regret I actually paid for a lifetime plex pass.