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Barbados is experiencing low male enrollment in higher education. The purpose of this case study was to provide insight into the factors deterring young men from enrolling in higher education. The frameworks used were Cross’s chain of response theory, Bourdieu’s social capital theory, and Knowles’ theory of andragogy. The focus was on the factors deterring male enrollment, suggestions for increasing enrollment, and benefits of nonenrollment. Seven men participated in semistructured interviews. Five educational leaders participated in a focus group. Institutional factors accounted predominately in deterring young Barbadian men from enrolling in higher education.