That’s good.
Next question. Do you have your own certificate installed in DSM ?
If so, without telling PMS about it, it will interfere.
I had to rethink your description a bit.
Did it also / possibly say, at any point, “Server didn’t send any data” ?
If so, that is confirmation of a certificate conflict.
If you had your own prior to upgrading, it might be worth checking both DSM 7 and Plex to make sure they are still working correctly.
Now, I know it’s problematic to get your logs but, since you’re now on DSM 7, and my updated “packaging 2.0” is about to become public, I’d like to suggest you start using it. It’ll make recovering from errors like this easier PLUS you’ll be able to backup your metadata using HyperBackup.
If so, you’ll find my latest hand-built packages here.
I’ll notify everyone when they are official public --or-- you can check the release announcements.
