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Jellyfin works perfectly fine with subtitles.

But if you use ASS subtitles, which are entirely unspecified and unsupported and only have a single working implementation that requires half of Wine to work correctly, well, then you're fucked.

I use subtitles all the time and they work really well for me - both embedded and separate files. I'm streaming from an SSD though, maybe that makes a difference?

Kodi -> jellyfin -> a4k subtitles addon. Never transcodes

Works on Android devices like the shield or libreelec on something like a pi.

Those native Android apps, be it jellyfin or plex dont handle subtitles wel, be it .srt or .ass

The only problem with subtitles I've encountered is the Roku Jellyfin client does not support VOBSUB subtitles which is annoying.

Same here.

Jellyfin is good aslong as the content is not HDR and needs subtitles.... Also the chromecast support is very non-wife friendly