This answer won’t make you happy because it won’t match government check box security. First of all, the 3 Pass Wipe derives from a decades obsolete MFM disk technology that no one uses. It makes no sense on modern disk drives. Yes I know – government rules. The same type of issue occurs with an e-mail “*spill*”. No one is going to wipe the main email server drive due to an individual “*spill*”. Instead the affected accounts will be manually sanitized and sometimes if the spill is bad enough, a free-space wipe on the server will be performed. Similarly to the email server, depending upon the severity of the issue: - The VM disk file can be manually cleaned and compressed - The VM disk file can be wiped - The ESXi hard drive can have free-space wiped after VM deletion/wiping. 3 Pass Wiping of a VM is just security theater, but it may check bureaucratic boxes. None of this meets Old School remediation standards, but times change and even the government has to change.