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This is what we are doing now with no noticeable problems.
Virtual server is on top of an ESX server.
Did you open up the proper ports necessary for the client to chat (configurable in the management console)? Can the clients communicate on the inside? Are you pointing at the server by DNS name or IP Address? If DNS, is it resolving properly inside and outside? If IP, are you using the public IP address (as the private wouldn't work internally)?
What type of connectivity issues are you having? Can you post your client log?