Personally, after working in IT for years, I would always wipe the hard drive and start from scratch rather than attempt an upgrade.
Generally there is so much mess in a system that has been running a year or more that it is far better to start from scratch, as problems you experience may not be down to the OS but down to pre-existing odities and you don't know which they are.
I'm one of those people who was quite happy with Vista (again installed on a clean hard-drive), but Windows 7 adds some extra nice features. When I first had it those features did not seem like much, but the more I use it the more I like them.
Personally I'm not sure I would pay to upgrade from Vista. If I was still on XP I would. That having been said my hubby HAS paid to upgrade our home PC from Vista to Win 7 and I'm quite pleased really.
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