Gleason has had two stellar seasons at CCRI, including being named Team MVP for the 2013 season. Gleason went 4-2 with a 2.50 ERA to lead the Knights. He racked up 64 strikeouts on the season compared to only 29 walks to power his way past opposing batters.
As a freshman for the Knights, Gleason blew away the competition, leading all pitchers in almost every category. He led the team in wins with 8, strikeouts with 65 and innings pitched with 55. He was 8-1 with an ERA of 1.31 and led CCRI to the NJCAA World Series in Oklahoma. Gleason was also named first-team All-New England after his impressive season.
At Wheeler High School, Gleason was a standout baseball and basketball player, getting named to the all-state teams in both sports.