Great loss would occur when some regional monopoly operation systems(OS), such as the power grid and refinery, loss their critical capacities after some shock of unexpected events. Therefore, a situation is considered that a third-party regulator, such as public sector, launches the supervision penalty to motivate the OS’s manager to accelerate its recovery procedure. The relationship of supervision penalty, the manger’s contingent attitude and decision variables in a single and a multiple-periods environment. Some numerical analysis of the two-types of OS are made. Simulation results show that the proposed method can help the regulator to setup up an effective supervision-penalty mechanism, and also can help the OS’s manager to make a decision during the recovery procedure.