A system and method which dynamically generate proxy connections in a communication system. A client computer system has a processor that is coupled by a communications path including at least one proxy connection to a first target server. An algorithm for dynamically generating proxy connections is stored in machine readable storage. The algorithm is implemented by the processor causing the client computer system to execute generating an additional one of the proxy connections in response to receiving a request and to generate a program identifier which identifies the additional proxy connection. The processor determines if the program identifier is a unique program identifier. If the program identifier is not unique, the processor changes the identifier to render it a modified program identifier so that it is unique and stores the program identifier or the modified program identifier to a configuration file at the client computer system.