Privileged users are sysadmins, engineers, technicians, contractors, and others who routinely access the most privileged interfaces in the IT infrastructure. Privileged interfaces are protected by physical and logical security to ensure that all access is authorized access. Administrative policies often require that actions over privileged interfaces be rigorously documented. Compliance regulations are frequently interpreted by auditors to include the documenting of all changes executed through privileged interfaces. This poses three challenges: 1) significant workload creating and maintaining documentation manually, 2) inaccuracies and documentation gaps, and 3) no viable means of verification.