Increasing functionality of electronic control units has enhanced our ability to control engine operation utilizing calibration static maps that provide the values of several controllable variables. State-of-the-art simulation-based calibration methods permit the development of these maps with respect to extensive steady-state and limited transient operation of particular driving cycles. However, each individual driving style is different and rarely meets those test conditions. An alternative approach was recently implemented that considers the derivation of these maps while the engine is running the vehicle. In this approach, a self-learning controller selects in real time the optimum values of the controllable variables for the sequences of engine operating point transitions, corresponding to the driver's driving style. This paper presents a quantitative assessment of the benefits in fuel economy and emissions, derived from employing a self-learning controller for optimal injection timing in a diesel engine. The engine is simulated over transient operation in response of a hypothetical driver's driving style.