Sad face when using subtitle settings in Plex

Isn’t 0.3.5 broken generally speaking? As for your issue and PlexMod it sounds to me like something to bring up with the dev over on the Plex forum. I suspect that you would ultimately be best off with locating and naming your subs such that Plex sees them in the first place and you don’t need to browse for them at all. As long as in the same folder as somemoviename.mkv you have somemoviename.<whatever>.srt then plex should pick it up and it should be available in the regular sub selection without browsing.

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