Windows ME was a real problem, however I don't recall 2000 being particularly problematic. Heck, it was extremely stable from day 1. As for Vista, it never bothered me; I still use it with no issues.
As for what I've seen of 8, err, I can't really say I care for it. It will probably make a great tablet OS but some of the changes for desktop users, such as the hot corners (which ruin the multiple monitor experience), the weaker search routines which now need more context when performed on the Start screen, and that Start screen that requires so much more moving around with a mouse than the old Start menu did just seem like very bad UX choices. They seem to be so desperate to stand out now that they don't realize they'll just alienate their main user base.
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