Maybe you should find out what online bankers, sellers etc. do to establish a secure link. Once a server has a valid certificate issue by a CA ( does trimble have one?) if the client machine is set for SSL or TSL then the hand shakes that occur are almost automatic. Although IMO this all started when Trimble was trying to set up so those not ok with the terms of service would not get access. The work around is simple, open su screen and log in to Trimble ( Not the Google option ) for ware house and extension warehouse using the status bar button. Do not use old Google log in since the Trimble PWD rules are different( It requires special characters) http://forums.sketchup.com/t/authentication-error/22793/48 than Googles. It also helps to select the check box so login is remembered.