Although African Americans continue to demonstrate a desire for education, African American male enrollment and completion rates in higher education are dismal when compared to other ethnic groups. Researchers and scholars have noted various theories and philosophies responsible for the academic disengagement of African American males in higher education. This article will provide a new contextual lens for understanding the academic disengagement of African American males using a tenet of Critical Theory as a method to explain the African American male achievement disparity. Additionally, this research offers employable strategies and activities that may encourage African American male achievement.