I'm afraid to say I follow the rest of the herd with this - and I've not come across an administrative function yet that "requires" a gui on an Ubuntu server. If I need to move files around and i feel it will be quicker graphically I just ssh://ipaddress within nautilus and copy files around that way. Updates and installations are easily achieved with Apt-get/Aptitude - and it's even possible to remotely install a distro using ssh, by converting the swap partition to ext2 and installing to that - all at the command line....
The only example I can think of where a graphical environment would need to be installed would be Tony's example - using FreeNX to create a terminal server. That said - if you must install a graphical environment - I'd install the server version first and add the desktop (preferably a lightweight one) rather than installing the Desktop edition along with all it's bloat...
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