Movie Playlists no longer continuous playing

Plex Players Streaming Devices
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Server Version#: 1.41.0.8992
Player Version#: 7.25.1.4.9551
Roku Version: 13.1.4 build 1510-C2

I am having issues playing movies a playlist in Plex on a Roku device. I used to be able to go to the playlist and hit Shuffle and it would continuously play movies, it no longer does this on the TV with a Roku. It does still work on a LG TV with Web-OS.

Any ideas on why this doesn’t work consistently on the Roku but without issues on the Web-OS TV? I would like to get this fixed.

I’m using a Terramaster F2-223 with latest software as the Plex server.

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