The goal for this paper was to discuss the efforts a school district has taken to utilize elementary principal supervisors to build and develop principals' leadership capacities. The question considered was: (1) how are principals supervised and evaluated in one district? Attempting to answer this question is an important step in operationalizing guiding principles that can be shared with principal supervisors. The discussion included the importance of standards, the modeling of instructional supervision by , the reliance of guiding questions and potential data sources. Additional critical factors included coaching with two-way communication based on a trusting, reflective relationship. As the role of principals' leadership is elevated to increase the performance of teachers and thus the academic performance of students, principal supervisors should be able to provide principals ownership in their supervision and evaluation, evaluate performance based on standards and indicators, deliver feedback, develop trusting relationships, all by making frequent visits to principals' schools to further the application of principals' instructional leadership.