The article aims to enhance understanding of how relations, behavior and attitude of the executives and contractors to achieving the objectives by energy supplying companies affect the efficiency of the latter’s overall development. There is offered a factor-reflexive approach to diagnosing the executives’ and contractors’ attitude to realizing the tasks of developing the energy supplying companies. This approach includes models to identify and analyze the factors that influenced the change in contractors’ behavior based on the combination of expert techniques, correlation and regression analysis and evaluation of the personnel response to organizational, resource and staffing projects development, through accumulating sufficient statistical information based on the enterprise’s features, relations and environment. This approach to diagnosing executives’ and contractors’ response to the implementation of tasks and the resulting changes takes into account the subjective component of their response. Practical implementation of this approach in monitoring the conformity of the development tasks has proven the ability to identify problems from the viewpoint of the task executives.