Disturbances of the dynamic business environment represent a threat to the stability of the organizational behavior. However, principles of cybernetics provide some important insights according to which control systems capable of responding to the changes in the environment could be designed. In this investigation we argue that if the functionality of an Expert System (ES) is based on principles of cybernetics, then such ES and can serve as a mean of controlling the stability of organizational behavior. We outline a possible set of functionalities of cybernetic-based ES, as well as a set of structural components constituting such ES.