William J. Stewart, Jr. Award for Outstanding High School Official

Bill Stewart Jr. was coach of football, hockey and baseball at Boston English and a high school and college official in all three sports. He is a member of the High School Coaching Hall of Fame.

Prior to 2000
Bill McDonald, Patrick Santin, Bill Leaneus, Bill McDonald, Peter Brady, Paul Lyons, Paul Howard, Al Sheehan, Tom English, Bill Lanagan, George Murphy, Bob Donovan
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2000
Ken Eldridge
Portrait of man in suit and glasses
2001
Thatcher Carl
Smiling elderly man close-up portrait
2002
Bill Barrett
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2003
Dave McCarthy
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2004
Bill O’Brien
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2005
Ronald Boudreau
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2006
Gene Ferris
Head-and-shoulders portrait of man in suit
2007
Paul Sheehan
Smiling man in suit and blue tie
2008
William J. Stewart III
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2009
Jim Kearney
Person in suit speaking at podium microphone
2010
Angelo Scaccia
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2011
William Reinertson
Close-up portrait of man in suit and tie
2012
Jay Gledhill
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2013
William E. Lannon III
Man in suit and tie with flag backdrop
2014
Jack Joyce
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2015
Ken Fallon; Joe Cacciatore
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2016
Dan Murphy; Jim Regan
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2017
Bob Prestera
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2018
Erle Garrett
Smiling bald man wearing bow tie
2019
Jim Rourke; Robert Lenehan
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2020
(Not Awarded Due to Pandemic)
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2021
Jim Butcher, Mark Lento
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2022
Ron Annand; Jon Rockwood
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2023
Tim Hooton; Richard Newman
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2024
Richard Harrington, Michael Raybury
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2025
Bill Donahue, Gerry Morrissey
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2019
Jack Walsh
Middle-aged man in suit before blue banner