If you export the certificate manually into IIS first making it exportable and then import via Configuration IIS tab, you are presented with a warning that certificate already exists in the keystore. If you then ignore the warning and click on Apply within configurator to implement the changes. This then seems to work fine, any further changes within configurator do not cause any problems to IIS or to configurator.
If you ignore the warning and complete the import, the certificates are still successfully imported. Alternatively, you can import each certificate in the chain individually.
When enabling Web Tools, without Java, and using HTTPS with tunnelling SDP on port 671 you can receive the error : Failed to connect to the server using a certificate In the SDP logs you will see:
