To be fair , whilst it's not the most attractive distro out there it does have allot of usability improvements over Windows 2000. For example the compiz grid which provides the 'aero snap' type functionality of windows 7 as well as decent application search as well as applets etc.
I think Windows Vista is probably closer than Windows 2000.
"Tonight we're gonna GUI like it's 1999!"
I guess if they had any aesthetic sense, they'd probably be switching to OS X...