We did SBS 2003 to SBS 2008 via migration from old machine to new machine , no problems other than some best practices compliance stuff.
I wouldn't assume the same mileage on in-place upgrade though, since they are obviously different processes.
You should consider a new machine or a Swing migration maybe to get what you are wanting but it is not something I have ever thought about, so obviously never researched.
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Last edited by Rathji; 05-03-2012 at 03:33 PM.
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