I successfully configured Orchestrator (on separate VM) within corporate network.
In order to support SSL, I created self-signed certificate, added it to IIS and configured the Orchestrator to work with this certificate.
I can login to web-interface of the orchestrator (with certificate warning unless we add Orchestrator URL to trusted sites, in this case there is no warning). I also imported this certificate into Robot VM into Trusted Root Certification Authorities.
But when we are trying to configure robot (on separate VM within the same subnet), I get following error: The underlying connection was closed: Could not establish trust relationship for the SSL/TLS secure channel.