@ schmidthouse,
It really isn't that big a deal. Your personal (user) information is always easy to bring over.
The only thing that's more troublesome are re-installing your programs.
Since it usually saves your old information in the 'Old Windows' folder, it makes that task very simple.
If the program doesn't need registry entries or store anything in the Windows folder, simply copy the entire folder from
'Old Windows\ Program Files to the current Program Files folder.
The rest will need to be re-installed.
I just went through that when I decided to go from Windows 8 Enterprise to Windows 8 Pro.
It was also a good way to get rid of some of the crap I had accumulated.