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Mentoring Mentors is a non-profit organization engaging African American adolescents and youth in Baltimore City, with the ultimate goal of supporting their development as mentors into adulthood. More specifically, Mentoring Mentors provides character education and positive youth development services, directed towards youth who have experienced trauma directly and indirectly given their home and community circumstances. The goal is to equip them with the skills and values necessary to challenge and overcome academic, social, and emotional obstacles as they work toward becoming mentors and leaders in their community. Through pairing students with mentors who have overcome similar circumstances including trauma, a series of group meetings are designed to support students with positive identity discovery,and develop skills to build autonomy, teach interdependence, and inspire a generational cycle of mentorship.