I came across a customer where 10 servers were still running on windows 2000 server I used VMware vSphere 5.5 so you can't use VMware convert 5 or higher because windows 2000 isn't supported anymore. here are the steps i made make sure all the windows 2000 server are on SP4 (http://www.microsoft.com/en-ca/download/details.aspx?id=4127) and Update rollup 1 (http://www.microsoft.com/en-us/download/details.aspx?id=18997) make sure you stop service that can cause problems ( antivirus, SQL, exchange, oracle,..) install VMware convertor 4.0.1 on your windows 2000 server install sysprep tools on the sever where you installed convertor 2003 : Path : C:Documents and SettingsAll UsersApplication DataVMwareVMware vCenter [...]