A system and method for method for assessing configurations includes steps or acts of: receiving configuration data related to configuration items and problem data related to problem tickets; classifying the configuration data into configuration classes; computing a class probability of the configuration classes; associating each configuration class with the problem tickets related to said configuration class; computing a ticket probability distribution of the problem tickets based on number of incidents; evaluating problem ticket characteristics per configuration class to determine a coefficient of trouble value for each configuration class; ranking the configuration classes according to their coefficient of trouble; wherein a highest ranking has the least coefficient of trouble; determining potentially optimal configurations based on the rankings; and providing to a user migration paths corresponding to the potentially optimal configurations.