Ur gonna laugh, but i have Win2k, XP home and XP pro running on the same box. I was a die hard for win 2000 before but i just feel that XP is much more user friendly now. You can do a lot more with XP pro and its just easier, but i would suggest sticking with 2000 till the next version comes out. Dont forget though, that when longhorn comes out it will cost a cool $300+ for sure.