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I don't know about upgrading, but the most recent machine we bought had XP installed from the shop and it seems far more stable than 98 or ME.
I don't think the operating system has crashed in months.
However, it's been a bitch to get the XP machine to work on the network with the 98/ME/2000 machines. Everything works together ok, except sometimes some of the machines can't see the XP machine, even though it can always see them. I have no idea why.
Overall, I give it the thumbs up.
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