Same problem here for a long time. It’s really the time to fix this issue.
Wow, why is this still not fix?
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Same problem here. Get a solution dev team!
Same for me, I will buy the PASS when they will fix the subs problem !
Same issue here. Please fix devs.
Same here, been an issue for quite a while, thanks for fixing this soon!
1.15.5.994 same issue, web client on Edge and XBOX.
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Same Issue. Windows 10 on both server and client + Chrome Browser as player…
Server version 1.15.4.993
Subtitles stop displaying after one minute aprox.
Please developers fix this!!
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I’m still losing subtitles on the Web Player with the server running 1.15.4.993. I don’t have “Automatically Adjust Quality (beta)” enabled. In fact, I never did. Still losing subtitles. Very, very annoying.
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For those who have this problem on the Plex web version, I might have a solution 
I discovered than there is a desktop version of the Plex app for both Mac and Windows and although it seems to just be a browser displaying the web version of Plex, I don’t have the subtitles problem on it anymore!
Download the desktop app here: Media Server Downloads | Plex Media Server for Windows, Mac, Linux, FreeBSD and More
Same issue here in web player on chrome. Mostly on MKV files.
I’ll try to download the player app…
Of course, PMP can direct play with no transcoding. As far as I understand, this problem is related to transcoding. When the video file is transcoded the subtitles stops working correctly. When you burn them(the subtitles) into the video there’s no problem. But that is not ideal.
So players who usually demand some kind of transcoding, like to mp4 instead of mkv, loses the subtitles all the time.
Friends of mine who uses xbox one to stream from my library have this problem. Because there is always some video transcoding going on.
Transcoding on the Plex Media Player desktop app works, subtitles are staying.
I don’t think subtitles are burn in the video but how can I be sure?
same…
PMP doesn’t change the container though. It plays the mkv, even if the file is being transcoded to a smaller file.
Plex web is using an HTML 5 player. So that shouldn’t be the issue.
I doesn’t matter. MKV’s are still transcoded to a different container, often mp4, even if the video is directly streamed. Web browsers can’t handle MKV.
That’s my point, external and internal subtitles are prone to disappear when there is transcoding going on. If you burn the subtitles into the video as well, there are no issue.
I’m not sure where the problem is, but it is in some way related to transcoding.
I’m having the same issue with version 1.15 and firefox to access web client.
Same problem for me and as of today my server is up to date.
same here.
resuming from pause subtitles no longer work. forcing subtitles by toggling on/off momentarily works and restarting the movie then jumping to last spot still fails.
