Yes, I have.
WSUS settings are controlled through Group Policy, and the WSUS server itself also has this policy applied to it. In regards to certificates, I have used an internal (Microsoft) CA, which is used in conjunction with an Automatic certificate request GPO, so that all Clients have the root CA certificate installed on them, so certificate trust should not be an issue. I can confirm that the SSL (webserver) certificate issued to and used by the WSUS IIS has the internal root CA as root. The internal root CA is also installed in Trusted Root Certification Authorities on both the Computer account, and the User account on the WSUS server.