I now have an IIS Terminal Server running with a website that has the link to the loader.exe amongst other utilities and documentation... Huge step in the right direction...
Now, on the server I've got an "Update" Software Configuration set up. I can assign it to a user, and when I check the handheld (on the BES) it says "System Status: Check Required."
I figured that if I click the Update Configuration Check Status button, it would take care of it. Well, now it says "System Status: Upgrade Required" but I can't for the life of me figure out how to push it from the BES!
What am I missing?