RD Gateway server is 2012, RD Server is 2008 R2. Client is (currently) Vista Gold (surprised me too).
User was able to connect through the Gateway in the past, but seems to have broken around the time that we switched to a real wildcard SSL certificate. Prior to this, it was using a self issued cert.
I'm stalling for time (and hoping this fixes it) by having the user install the Vista Service Packs. Can anyone verify if this is what's causing the issue, or if I need to look at something else?