A method and system for optimizing dynamic prices of reserved date-constrained services such as airline flight reservations or hotel stay reservations. Comparative trials of complex pricing policies are employed according to an application schedule that has a periodic character with respect to the arrival date of quoting circumstances. On the basis of the comparative trials, some policies are identified as contributing less revenue on average to the system than other policies. The underperforming policies are then eliminated from the application schedule, which increases the expected future revenue of the resulting system.