This case highlights a high school that struggles with inequities perpetuated by a noninclusive environment. To help confront these issues, the school will hire an assistant principal of diversity. Readers are presented with a dilemma concerning the legality of hiring based on race and research that supports the benefits of racial congruency between administrators, students, and faculty. Readers are then challenged to use the hiring process to first reflect on the school's state of affairs, have the courageous conversations to chart a different path, and ultimately hire someone with the mind-set that can help the school do so.