I was going to guess it was related to the Synology, as there have been recent security enhancements, but you said PMS was running on the Windows box.
Maybe if we get debug log files from your server, we can make some progress. Please make sure VERBOSE logging is disabled, and zip up the entire folder it gives you and attach it with your reply.
Please explain the method you’ve used to make your Synology files available to Plex,
and include details about your hardware and your network topology, remote access, and
anything beyond a standard install. Let us know the last time Windows got an update, and
whether it’s temporally related.
Thank you sir.
