Ever since an update (not sure what version), I cannot directly select songs to play in a playlist that is offline. It selects the song, but never plays it. I can play playlist songs if I use the shuffle button at the top of the playlist.
I've experienced this issue on the latest version of Plex Server and Plex IOS client as 11/9/2016. I've even re-installed both Client and Server, and have also re-built the playlists brand new...
Jason
Plex Pass Member