Methods for establishing an SSL/VPN session on behalf of a user of a client where the user has a previously existing session are described. Methods include receiving, by an appliance, a request from a first client operated by a user to establish a virtual private network session; creating, by the appliance, a temporary virtual private network session with the client; identifying, by the appliance, an existing virtual private network session previously established on behalf of the user; terminating the previous session; and creating a new virtual private network session with the client using the temporary session. Other methods may further include transmitting a request to a user corresponding to whether to terminate one or more previous sessions, and transferring session data from a previously existing session to a current session. Corresponding systems are also described.