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In my experience when upgrading from one O/S to the next, it is always best to follow three simple steps:
1. Backup your data.
2. Format your hard drive.
3. Install new O/S, do not go the upgrade route.
No matter how hard they try, the upgrade path is never without problems.
As for Win7, I've tried it and it pretty clean and as others have pointed out the main issue will be getting signed drivers and some older hardware to work.
I'll be sticking with XP though at work as we can't run Vista with some of our engineering CAD tools and development MCU tools. Heh we even have an old Win98 box for some of the programming rigs.
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