One of the really big issues that I had in a similar situation with CF2021 on a Linux JBOSS server was actually doing the registration. This proved to be a HUGE issue. The problem was, the server ONLY responded to SSL traffic. However, the CF2021 registration process ONLY uses http for the contacting to
coldfusion.adobe.com. I couldn't believe that Adobe made such a simple mistake (but when we contacted Adobe - as the company had a support contract with them), they either didn't want to address it or couldn't figure out how do it. The registration process uses a callback service but hard coded the http://. I told them to just remove the http: as the call back will pick up the correct protocol. No, they refused to do it. In order to get this server registered, we had to re-config apache (for 10 minutes) to handle http traffic. The whole process took us about an hour to do it. This was total insane and I'm sure that this issue still exists.