 Hollins attended Robert Frost Middle School in Rockville, Maryland and later Thomas Sprigg Wootton High School.After not receiving any scholarship offers out of high school, Hollins attended Fork Union Military Academy in Fork Union, Virginia, where he played with Cardale Jones who led the Ohio State Buckeyes to the College Football Playoff National Championship.Hollins received several offers to join teams, including a walk-on opportunity on the University of North Carolina football team if he could get accepted to the university on his own.