Hip-hop music and culture have existed for decades in the United States. Since the 1970s, five critical elements have been defined as parts of hip-hop culture: the MC (oral), the DJ (aural), graffiti (visual), knowledge (mental), and breakdancing (physical). The existing literature connects each of these forms of hip-hop to the experiences of Black students, frequently examining its role in identity formation, resistance, and educational engagement, thereby demonstrating how it functions as a cultural and intellectual venue for self-expression, empowerment, and leadership development. This study presents three perspectives from leadership educators aiming to foster connection and understanding of the relationship and possibilities of using hip-hop in leadership educational settings.