I highly recommending running Win2k Pro on a an independent HDD. That way the user can format the HDD in NTFS. NTFS allows Win2k Pro to support additional security features. Secondly, you can dualboot, but do not upgrade from WinME. You will be better off installing Win2k on a clean HDD. Trust me. You will see why after you have Win2k Pro the way you want it.
Kuphryn