Henry was a competitive pioneer. Throughout the early 1970's, Henry parlayed his scholastic success into collegiate success for the University of Florida. While at UF Henry was SEC Conference Champion and a NCAA National Qualifier. His wrestling service career started as an official in 1974. Throughout that career he has been an assistant coach for four different programs, as well as, head coach for Miami Central High School, Plantation High School, and Chaminade Madonna Preparatory School. Coach Jackson has been credited with molding the character and citizenship for many of his athletes at every program he has touched.