Babysitting??
I run a nice tight Win2k Active Directory network, and I don't have to babysit anything. In fact I regularly checked the Event Viewer for a while, and realized that once I cleaned up a few stray services, that nothing was wrong! This was a big step up from NT4. I find that most people who are speaking negatively about Windows 2000, are the ones who had NT4 nightmares, or are Linux admins who think the old Windows NT4 jokes still apply to Win2k. It's a different OS guys, and with Active Directory running smoothly, the "babysitting" is cut to a minimum. XP will clean it up even further.
We picked up our first couple copies of Linux just recently, and we had more problems with the "hassel free" install than I care to mention. Even within Gnome, the OS is cryptic to anyone who grew up on windows. I wouldn't install Linux on a users machine to save a life. Not yet, anyway. Maybe Red Hat 9 will be the one.