A system and method by which a mobile wireless device dynamically decides the other end host to initiate a session to automatically conduct a performance test. Results of the performance test are then transferred to a monitoring server under appropriate conditions. A method for conducting a performance test on a wireless device comprises receiving information indicating how and when a performance test is to be conducted by the wireless device, determining whether the conditions for the performance test to be started are met, conducting the specified performance test, and storing results of the performance test.