Schools regularly implement numerous programs to satisfy widespread expectations. Often, implementation is carried out with little follow-up examining data that could help refine or determine the ultimate worth of the intervention. Through utilization of both descriptive and empirical methods, this study delved into the long-term effectiveness of a locally developed mentoring program implemented within a large Southwest Urban School District. Findings from the study support the success of the local efforts. Additionally, they reveal several factors that could help guide future research while also contributing to the success of mentoring efforts being implemented within our nation's schools.