A vehicle braking system including a brake pedal in communication with a wheel brake, a brake actuation system, a braking system controller, an on-board driver communication system, and a controller is described. Parameters associated with a braking request, a brake actuation command and vehicle operation are monitored during each braking event, and segmented the into parameters associated with a static portion of the braking event and parameters associated with a dynamic portion of each braking event, evaluate the parameters associated with the static portion of the braking event and evaluate the parameters associated with the dynamic portion of the braking event, and assess a state of health of the braking system based upon the evaluation of the parameters. The assessment of the state of health of the braking system is communicated to a vehicle driver via the on-board driver communication system.