The purpose of this study was to identify the strengths and challenges that emerged from the first 3 years of a high school student leadership development program located in an urban setting. This study was developed as an instrumental case study of one student leadership development program serving urban public high schools in South Central Texas. Feedback was solicited from 10 current and former participants regarding the successes and challenges they encountered within this program. Three themes emerged from these interviews: personal voice, a sense of responsibility, and building community relationships. Discussion is included regarding considerations for secondary administrators about the potential utility of this model in helping develop student leaders of color in urban settings.