I find configuring WS08 Server Core a bit of a pain because I have to use several different (and unfamiliar) command-line tools to perform the normal day-to-day configuration tasks that I do so easily with the graphical tools in a full WS08 install. It's not a big deal; the proper command-line syntax is documented in several places, for instance here, but it can be annoying.
Rafael Dominguez, one of NetPro's Systems Engineers, passed this nifty little tool on to me today. It's a little graphical utility by Guy Teverovsky that supports the most common configuration scenarios, including:
Product Activation
Configuration of display resolution
Clock and time zone configuration
Remote Desktop configuration
Management of local user accounts (creation, deletion, group membership, passwords)
Firewall configuration
WinRM configuration
IP configuration
Computer name and domain/workgroup membership
Installation of Server Core features/roles
I haven't used it yet, but I will. Check it out!