School superintendent has a strategic role in the effort to improve the quality of education, referred to the responsibility to give service and assistance for the teachers and headmasters which will affect the improvement of learning quality in school. Yet, the strategic role and function of superintendent, in fact, is still reflecting its ideal concept. Low performance of school superintendent is perceived as the cause. Hence, it is necessary to measure the performance of superintendent as the analysis to have the factual and contextual comprehension, in order to give a suggestion for the effectiveness of superintendent role. To measure the performance of superintendent, it is necessary to know the scope of superintendent roles, which involve academic and managerial supervision. Academic supervision is aimed to assist or develop teachers in enhancing the learning process quality to obtain more optimum learning outcome, while managerial supervision is intended to assist and develop headmasters on the effort to enhance education quality through optimum school performance. Supervision program consists of (1) the development of supervision program; (2) the implementation of supervision program; (3) the evaluation of supervision implementation; and (4) guiding and training the professionalism of teachers and headmasters. The tasks and roles that are assigned to the high school superintendent, if they are implemented well, it is believed that the superintendent has a good performance which will lead to the improvement of learning service quality and school management quality.