A method for improving haul road surface conditions comprises collecting performance data associated with at least one machine operating on a haul route and determining a rolling resistance of each of the at least one machine based on the performance data. An average rolling resistance associated with one or more portions of the haul route is determined based on the rolling resistance of each of the at least one machine. The one or more portions of the haul route are identified as irregular if the average rolling resistance of the one or more portions exceeds a threshold resistance value. A proposed modification to the irregular portion of the haul route is generated, and performance of the at least one machine is simulated based on the proposed modification. The method also includes outputting results of the simulated performance.