Folks I had a problem using ADB on my Mac and connecting to my shield tv. It just would not find my shield.
Lo and behold I found an app on the google store via my shield tv that let me do it. The app is called ADB TV… let me connect wireless in seconds and installed the APK
Server is back up and running!!!
Two things to point out after all of this:
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Plex support are absolute trash. Plex pass means nothing as a consumer.
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Thank you to everyone in here for working to help others out, myself included.