I upgraded to XPpro from W2Kpro, which was an upgrade from NT. All were clean installs, on the same machine. Each OS upgrade went without problems, and each was a better environment than the one before.
I do/did the same work in each environment. Net Admin, Report development, etc. Not much graphics work
That said there are still some oddities with XP, but SP1 helped with most.
W2K is still my favorite all around, but XP is growing on me rapidly. However either of them is better than ME. ick!
Just be sure to do a Clean install!
Good luck!