Windows Server 2008 Trial Product Key

Windows Server 2008 R2 Standard 180 Day Trial Product Key

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I have a remote server which has an expired license. Free wedding dash game full version. I can't currently add the new license because of a licensing server error so I need to reboot the machine.My question is will I be able to remote desktop onto the machine and apply the new license or do I have to be physically at the server. I know an activation wizard usually appears and doesn't let you go any further but does this same wizard appear over remote desktop?I don't really want to reboot the machine only for it to not come up again.