Readding HDHomeRun Prime on SHIELD is not working after upgrade

You are running on 1.16.3.1402-22929c8a2

There was a fix after that in 1.16.4.1469 that corrected an issue relating to the upgrade of the EPG - see release note Plex Media Server - #279 by Ridley

  • Fix for deadlock when deleting DVR that could not be upgraded to Cloud EPG. (#10358)

I would suggest running with the current public release which is now 1.16.5.1488 and try to go through Delete DVR or if already auto deleted, go through create DVR
If it gets stuck take a screenshot and download the logs

See
https://support.plex.tv/articles/201643703-reporting-issues-with-plex-media-server/
https://support.plex.tv/articles/200250417-plex-media-server-log-files/