Microsoft provides evaluation version of Windows Server 2019 on their website. These are intended to allow users to deploy a temporary server for testing or checking out new features. It isn’t an easy feat to convert these into KMS servers. In a recent lab environment we used the Windows Server 2019 evaluation without understanding the difficulty in converting it to NFR once we received those licenses. We researched the problem and found a solution to convert a server created with an evaluation ISO to a KMS licensed lab VM.