Update (March 27): Guide link repaired. Shortly after announcing my boredom, via Windows Live Messenger's personal status message feature, I received an interesting request from Ryan Hoffman. He wanted to get the Zune software installed on Microsoft Windows Server 2003.
After some research and digging around, I successfully installed and used the software on a virtualized production server. I put together an installation guide and threw it into the hacks section for those interested in repeating my success.
Anyone want to send me a Zune to conduct more testing?