How bad is it to migrate servers

Ok here's the issue...

The dev who managed the Telligent Community Server instance left a long time ago. The server it's installed on (Rackspace) is saying Windows Server 2012 is at EOL and we need to move to a new server. So I can stand a new one up, can I just copy the files and databases over and it'll start back up, or is there a whole "process" that needs to happen... will licensing even work or is it tied to the old box?

Any help would be great, I'm not even exactly sure how to check the version...