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1990 Donald Sturgeon Old Town High School
1991 James Ugone Caribou High School
1992 Wayne Suomi Mt. View High School
1993 Kenneth P. Nye Yarmouth High School
1994 Richard M. Sykes Lewiston High School
1995 Phil Richardson Winthrop High School
1996 Michael J. McCarthy King Middle School
1997 Jerry Goss Brewer High School
1999 Robert Stevens York High School
2000 Nelson Beaudoin Leavitt Area High School
2001 James Stephenson Massabesic High School
2002 James Anastasio Camden Hills Regional High School
2003 Jeanne Crocker South Portland High School
2004 Andrew Dolloff Scarborough High School
2005 Judson McBrine Washington Academy
2006 Christopher Mosca Greely High School
2007 Allyn Hutton Falmouth High School
2008 Jeanne Tucker Mt. Abram High School
2009 Patrick Hartnett Leavitt Area High School
2011 Theodore “Ted” Moccia Oxford Hills Comprehensive High School
2013 Pender Makin The Real School
2014 Cari Medd Poland Regional High School
2015 Walter Wallace Brunswick Junior High School
2016 (NASSP) Derek Pierce Casco Bay High School
2016 (NAESP) Roger Robert North Berwick Elementary School
2017 (NASSP) Daniel Welch Boothbay Region High School
2018 (NASSP) Mark Hatch Messalonskee High School
2019 (NASSP) Brian Walsh Hermon High School
2020 (NASSP) Eben Shaw Leavitt Area High School
2021 (NASSP) Jaime Stone Camden-Rockport Middle School
2022 (NASSP) Paula Callan Messalonskee High School
2023 (NASSP) Shawn Vincent Whittier (Bruce M.) Middle School
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