The high school dropout rate in Upshur County, West Virginia is 19%, which is higher than the state and national average. The high poverty rate and lack of support systems in Upshur County contribute to at-risk students dropping out of school. When students enter middle school, they become autonomous and begin to make decisions about the future of their education and to lay the foundation for their personal and academic success. It is crucial that middle school students value education and avoid engaging in risky behaviors so that they are more likely to earn their high school diploma. The DO IT Mentoring Program seeks to close the achievement gap, lower the dropout rate, and make higher education a reality for students in the Upshur County Public School System.