This dissertation explores the experiences of first-generation, Black male college students in a predominantly white, urban commuter institution in the United States. It focuses on understanding their challenges and developing strategies to enhance their connection to the educational environment of a university. The central research question investigates how these students cultivate a sense of belonging through a non-traditional first-year program tailored for Black Indigenous People of Color (BIPOC) at my current institution of employment, which I will refer to as Urban College. The study reveals that firstyear Black male students face significant adjustment challenges, including feelings of isolation and discrimination, which resonates with current literature on the unique difficulties faced by young Black men in higher education. This research contributes to filling a gap in the literature regarding the experiences of Black male students in urban college settings. The dissertation details the implementation of the Ubuntu First-Year Experience Program's mentorship component, designed to match first-year Black students with upper-level students who share their racial identity. Insights from Cycle 1 of the study highlighted the importance of family support, mentorship, and resource access, informing the development of Cycle 2. This second phase focused on establishing a mentorship program within the Ubuntu framework, emphasizing the critical role of mentorship in supporting academic success, as shown by existing research. The study employed a comprehensive evaluation plan, including surveys and interviews, to assess the effectiveness of the mentorship program. The findings show that having a non-traditional mentorship program for first-year first-generation students positively impacts their sense of belonging and academic readiness. The program's success illustrates the need for holistic support systems addressing educational and social aspects of the college experience for Black male first-generation students.This research underscores the importance of creating mentorship programs that are academically supportive and culturally responsive, essential for enhancing retention and success rates 6 among Black male first-generation students in higher education. The study concludes with recommendations for similar institutions to adopt tailored mentorship and support strategies, contributing to more inclusive and supportive educational environments for Black male students.