Syncing Smart Playlist to phone returns 'Unable to play media' error. [Android]

Plex Players Mobile Devices
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Server Version#: 1.20.2.3402
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I have synced a playlist to my phone’s app.

The songs will play if I play them from the library or individually, but if I attempt to play out of the playlist (synced) itself, I receive the ‘Unable to play media’ error message.

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