Windows server 2008 extend period on expiring

To enjoy the free activation period in Windows Server 2008, users need to install Windows Server 2008 without activating it. To do so, run the Windows Server 2008 Setup program, but do no enter any product key when prompted to enter a product key for activation. Then, click “No” when asked to confirm your selection. The initial 60-day evaluation period which do not require activation be done starts after installation finished.

How to manually extend the activation grade period on expiring

When the 60-day activation grace period is about to expire and end, run the slmgr.vbs script to reset and extend the evaluation period for another new 60-day trial evaluation period, with everything including programs installed and data intact.

Open an elevated privilege command prompt.
Type the slmgr.vbs -rearm, and then press Enter to reset the activation grace period to 60 days.
Restart the computer.
To check the status or time that is left on current activation grace period or evaluation period, run slmgr.vbs -dli command to display the number of days that are left in the current 60-day evaluation period.

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