Gleeson is entering his 10th season at Saint Xavier and instructs the Cougar wide receivers. From 1994-98, he was the head football coach at Brother Rice High School. Gleeson still teaches full-time at Brother Rice in addition to serving as its head track coach since 1992.
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.