Synology Model?
Running DSM 6 or DSM 7?
Point your browser directly at the Synology: http://syno_ip_address:32400/web, using the actual IP address of your NAS.
Can you login?
You may see a message “this application is not hosted at Plex…” That is OK. That just means you are accessing your server directly, not via app.plex.tv.
If you can login, go to Settings → Troubleshooting and select Download Logs. Upload the entire ZIP file to the thread. Drag it into the message window, it will insert at the cursor location.
If you cannot login to your Plex Server, then retrieve the log files manually. Login to your Synology NAS and follow the steps in FAQ #13
.