Something always comes up when you are trying to evaluate a product and X weeks/months later you fire up the virtual machine and the Grace Period has expired.
slmgr.vbs –dli will tell you how long the grace period is.
slmgr.vbs –rearm will reset it.
I have tried this on a couple of product the latest being an evaluation version of Small Business Server 2011 and the grace period was reset to 30 days.
If memory serves me then it should work for Windows 2008 evaluations.
Don’t know if it works with products like Windows 8 or Server 2012.
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