This server will be used in a law firm with 12 employees. They have a dedicated web server, a dedicated VOIP system server and a dedicated Terminal Server. A Gen-X'er would say their technology was majorly tricked out.
But as a consultant I come away from the four day, 32 hr install-fest (that doesn't include the 8 hours of preparation,) feeling like a lawyer who practices in a corrupt country. The deck is stacked, the outcome dependent on the 'fix' that can only come from Microsoft. Your skills are irrelevant, your ambitions frustrated. If you're having trouble getting the system to work it must be because you are incompetent!
Windows 2008 is Vista on steroids. It is configured out of the box less like a Ferrari than a Fisher Price Pull Toy: you can drag it around your network but without serious Googling, support from friends and forums, and expensive phone calls to Microsoft, it doesn't do anything. Microsoft has recoiled into defensive server configuration mode that their server doesn't do anything without disabling, undoing and overriding 'features' designed to protect you from yourself.
If this experience is typical of hundreds of thousands of small businesses that are going to be prodded to upgrade from Server 2003 soon, we will all be able to share the young lawyer's experience in a dictatorship defending the rights of his client against the power of the state and a corrupt judiciary.