Issues with Plex server running on an Nvida Shield

I have been running my Plex server on a 2019 Nvidia Shield for almost a year and it has worked well. I store my content on two external HD plugged in to the Shield, one as an internal storage and one as external storage. Over the past few weeks the Plex server has not been working and I have had to reboot my Shield before each use. Sometime I will finish one show and try and start the next and it will fail to connect to the server. This happens when I use the Plex client on the shield or on an Apple TV. I get issues connecting to the server. Nothing has changed in my home network.

Is there anything the I can do to either help ID the problem or a standard process I can do to clean up some bad file that might be causing issues?

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