Football

Over the past nineteen years Milton has enjoyed among the best winning percentages of all ISL teams with a 108-43-3 record, including two undefeated league championships, three New England titles and eight second place finishes despite playing the toughest schedule in the ultra competitive ISL. Over this same period, Milton has sent 26 players on to play Division I collegiate football. At least three of Milton’s current seniors will be matriculating to Division I programs.

Coach Macdonald arrived at Milton in 1996 after having served as head coach at Archbishop Williams High School (Braintree, Massachusetts) for 14 seasons. At Williams, Coach Macdonald’s squads won seven Catholic Central Large championships and achieved three undefeated seasons. Coach Macdonald sent seventeen of his Williams’ players on to Division I collegiate programs including three who later played in the NFL.

1st Team (Varsity)

Head Coach: Michael Mason

Coach Mason has a wealth of experience coaching high school football.  He began his own career under the tutelage of Coach Kevin MacDonald beginning in 1982 at Archbishop Williams.  He then joined Coach “Mac” at Archies as an assistant coach of the Bishops in 1988 until 1994 while he earned his Bachelors of Science Degree in Criminal Justice from Northeastern University.   They joined forces once again in 1996 when Coach Mason took on the position as assistant linebacker coach at Milton Academy.  Mason assumed the role of defensive coordinator of the program in 2007.

During his tenure with the Mustangs, Mason has earned many distinctions including, 2010 Massachusetts High School Assistant Coach of the Year.  As the defensive coordinator he led the team to 5 NEPSAC Bowl Games, highlighted by back-to-back undefeated seasons and ISL Champions 2019-2021.

Coach Mason has played an integral role of recruiting student players to Milton Academy as well as in the placement process of student athletes to colleges and universities including Michigan, Harvard, Vanderbilt, Wake Forest, Penn State and Georgetown.

In addition to football, Coach Mason is the proud father of 3 daughters, whom he coached in a variety of sports, who have gone on to play at college level. He is a currently a patrol officer for the town of Milton, Massachusetts where he has served with distinction for the past 30 years.

Assistant Coaches:
Paul Rebuck
Scott Prince
Brian Howlett
Will Griffiths
Chaim Andler
Karl Cadet

Captains: Henry Fallon ’25, Chase Judge ’25, Qur’an McNeill ’26
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2nd Team (Junior Varsity)

Head Coach: Joshua Jordan

Assistant Coaches:
Matt Lawlor
Jim Kernohan
Randall Hesse
Mark Goodrich