I sometimes need to manually reboot win 2008 server. Not a big deal but this damn prompt stops me every. single. time.
Hey Microsoft, didn’t you guys see me hit Restart a second ago? You’re making me hit cancel and go back to make sure I didn’t accidentally hit Shutdown instead of Restart. Really guys? Who signs off on this stuff? Oh right, you’re a software monopoly. You can do things like this without suffering consequences.
I’ll spare you guys my angry rant on the server 2008 backup utility. Microsoft knows it done bad.

A monopoly? Not in the server space. It’s poor interface design but it has nothing to do with Microsoft having a monopoly.
It’s called Shutdown Event Tracker and it’s designed to track server reboot reasons plus it’s not forced on you. You can turn off Shutdown Event Tracker from Group Policy.