I never use system rollback, it's evil. It's disabled on all my systems. A better approah imho, is to have two partitions, c: and d:. d: is for data, c: for apps and OS. Install your software and make an image using DriveImage or Ghost. That way, if you mess something up, you can set the image. The data (which is the most important thing) remains untoched.
I know that doesn't solve your problem, but I've had so many bad encounters with the rollback, I always give people the above advise.
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