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This study seeks to identify how school districts utilize Aspiring Leader Programs to identify, prepare, and develop their future school leaders. We examine how expectations, norms, and understanding of quality associated with school leadership in the district are established and sustained in the process. We specifically address the traits and qualities of top school leaders, “ideal” school leader, and preparation and development leaders. We interpret the findings of our study through the lens of Lazear and Rosen’s Tournament Theory (1981) and Kanter’s Homologous Reproduction Theory (1977). Preliminary results from our qualitative case study analysis revealed two major themes: 1) top-down singular vision of leadership espoused by the district and 2) how their processes promote “hiring for fit.”