I’ve been having many problems with Plex since the latest software update, I’ve figured out most of them but this one has me beat! My music library plays fine on my web app and my phone but Roku just shows what’s there but when I go to play anything I get the error message ‘Playback error - no playable items’! It’s driving me nuts. Movies etc play fine it’s just music. Anyone had this issue or have a fix? 
Yes. Nearly the same issue. I’ll start playing an album but only some songs will play while for other songs I’ll get a playback error. The songs that are in error will play on my android phone via the Plex app as well as the Plex app on my windows 10 computer. The songs were also played using VLC without an issue. All current updates were applied.
It seems random, but the more recently added music sets seem to have the worst problems.
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