Abstract: A computer-enabled system and method that provides for real-time escalation of user privileges and real-time creation of rules for managing requests for privilege on a computer resource by a local or remote Approver, System Administrator, organization, or other responsible entity is disclosed. A computer is monitored for privilege restriction events which notifies a local or remote Approver, System Administrator, organization or other responsible entity. Upon detection of such an event, the system determines the identity of the trigger item that initiated the event. Based on information pertaining to the initiating trigger item along with other computer system state information an Approver remotely evaluates the computer along with the request(s) for privilege and approves or denies the request(s) in real-time.