Thank you for your continued time and attention to this matter @pl_5309, it is greatly appreciated.
Ah as you can see I was not directed on the method to use, so I defaulted to the one that provided the most data in hopes that it would provide the necessary information to diagnose this issue. Going forward I will use your recommended method.
That is correct. We have a shared/simple environment here and do not want it setup to where a person is required to log in to use Plex. More here: How do I configure Plex Media Server to run as a Windows Service? - #34 by terje.skjaerpe_gmail.com
For clarity, we do have Roku setup to play mpeg2 directly. I can also confirm that the GPU is correctly engaged when this unit connects and streams.
I can also confirm this occurs during direct play as well. It’s how we had the Roku setup when it first occurred. 
As far as WIFI goes, the server, router and roku are all within 10 feet of each other. If diagnostics are telling you that the connection is at play here, I can look into connecting the server directly to Ethernet to see if that helps any.
Are you seeing this in the logs? Sorry, I am unclear here!
Unfortunately, I am a little confused on the guidance here. I have been seeing this in Plex since November of last year when I first reported it and created this thread. None of the new releases since that time have addressed this issue. I was also under the impression that the logs I provided were to be reviewed by Plex developers. Has this not occurred? It would seem the logs would point us in the direction of what is occurring here since that was what was requested.
Again, I do appreciate your time and attention here. Please let me know if any further information I can provide to help out. 
