Alexa Loop action doesn't seem to work with Music Playlist

I’m trying to setup a routine to have plex loop a playlist with sleep music on it. During my test I have a short 9 second clip in the playlist. I run the command “Tell Plex to Loop the Playlist Sleep Music”. It starts the playlist but after the song is done it stops. The music doesn’t repeat. Running Plex on synology Diskstation with DSM 7.

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