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I never had a problem with DVD on W2K, donutbandit - first I used several iterations of the ATI Multimedia Suite, which has been based on the PowerDVD core for a while now, and is free if you get the ATI CD with your card - this worked excellently.
Then I got a copy of WinDVD and this is superb. I don't know if it's still so, but you used to be able to pick up OEM copies on ebay for pennies...
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