Windows Server 2003, it turns out, has the ever-popular Automatic Updates “Restart your computer now” focus-stealing dialog that seems to grind my gears. And, say you happen to be remotely logged into the box, Windows Server 2003 will reboot if you happen to click where the as-yet-unrendered button is going to be once the application starts asking the system to draw the dialog box. Your experience will be a brief flash of gray and then a few moments later Remote Desktop Connection will tell you that you have been disconnected.
Vista, otoh, has a nice little “task-tray” notification that your updates won’t take effect until you reboot, which doesn’t steal focus. I’m gonna go out on a limb here and guess there is not a chance in hell Microsoft will ever fix that dialog in XP or 2003 ;)