A system and method is described that enables autonomic discovery of wireless network security mechanisms by mobile devices. Stateful monitoring of wireless devices facilitates identification of pending network connectivity loss, enabling a handoff server to proactively advertise new points of access and their associated security mechanisms to devices before connectivity is lost. As a result, devices may seamlessly transition between secure networks. Stateful monitoring of device reachability may be used together with device certificates and/or tokens to decrease the potential of MAC spoofing and further secure the network. Stateful monitoring of device connectivity status during network transitions facilitates the identification of rogue access points. The token or certificate on the device may be used to authenticate the device while transitioning between networks by a centralized entity, managing the initiation and the execution of the handover for the device.