Gleeson is entering his 13th season at Saint Xavier and instructs the Cougar wide receivers. He has coached football in some capacity at the high school and collegiate levels for over 30 years. From 1994-98, Gleeson was the head football coach at Brother Rice High School. He still teaches history and P.E. at Brother Rice in addition to serving as an assistant track coach.
Gleeson is a 1980 graduate of Illinois Benedictine College with degrees in physical education and history/education. He earned his master's degree from the University of Illinois.
He lives in Oak Lawn with his wife, Mary Joan, his son, Thomas, and daughter, Jillian.