widdows 2000 was the pinnacle for me, beat XP until i wanted to go to 64 bit.

Apart from having 64-bit, XP was a step back; even if I don't count the fucking dog thing.
XP was a fair bit harder to de-bloat than win 2000 and they were hell-bent on forcing internet exploder on the world.

XP was also at a time when Linux was becoming pretty easily usable and mac osx was impressive too - I remember using those imac coloured egg things at university in 2000. They were good apart from the mouse, and ran MS office pretty well.
StarOffice was already better than MS-Word at dealing with .doc format across versions.
and ancient version of Wordperfect were miles better for WP anyway ("reveal codes").

windows XP was already down to gaming, adobe and CAD/other specialist apps, plus maybe MS Excel that just weren't as good or not available on linux.