| Year |
Educator of the Year |
Educator of the Year |
| 1999 |
Barbara Welch – SAD #54 |
Suzanne Sharp – Brunswick |
| 2000 |
Dan Queior – Freeport |
Doug DeCamilla – Brunswick |
| 2001 |
Crystal Priest – SAD #4 |
Darcy Pray – SAD #74 |
| 2002 |
Barbara Greenstone – SAD #75 |
Sherrie Hersom – Boothbay/Boothbay Harbor CSD |
| 2003 |
Margaret Morton – Union #74 |
Diane MacGregor – Maranacook CSD |
| 2004 |
Sarah Sutter – Wiscasset |
Eric Chamberlin – Boothbay/Boothbay Harbor CSD |
| 2005 |
Cheryl Oakes – Wells Ogunquit CSD |
Bob Sprankle – Wells Ogunquit CSD |
| 2006 |
Randy McCormick – Calais |
Dave Boardman – Oakland |
| 2007 |
David Trask – Vassalboro Community School |
Ann Marie Quirion Hutton - Winslow Junior High School |
|
Educator of the Year |
Leader of the Year |
| 2008 |
Leah Welch – Earl C. MCGraw School, Hampden |
Jan Kolenda – Maranacook Schools |
| 2009 |
Deborah C. White – Asa C. Adams School, Orono |
Lisa Hogan – MSAD #75, Topsham |
| 2010 |
Karen Abbott – Pond Cove Elementary School, Cape Elizabeth |
Bob Asselin – Windham Raymond School District |
| 2011 |
Mary McCarthy – Middle School of the Kennebunks |
Shawn Kimball – Hampden Academy |
| 2012 |
Terry Hiltz – Clinton Elementary School |
Cathy Wolinsky – Yarmouth Elementary School |
| 2013 |
Kern Kelley - Regional School Unit #19 |
Maya Crosby - Lincoln Academy, Newcastle |
| 2014 |
Jessica Dunton - SeDoMoCha Elementary School
|
Deborah Barrows - A.R. Gould School
|
|
ACHIEVE Award
|
ACHIEVE Award
|
| 2015 |
Shana Goodall - Orono High School
|
|
| 2016 | Mia Morrison - Foxcroft Academy, Dover-Foxcroft | |
| 2017 | Jeff Bailey - Mountain Valley High School, Rumford | Alice Barr - Yarmouth High School |
| 2017 | Dan Ryder - Mt. Blue, Farmington | |
| 2018 | Eric Lawson - York School District | |
| 2019 | Dr. Sarah Irish - Lewiston Middle School | |
| 2021 | Amanda Nguyen - Thomas College | |
| 2022 | Cathy Morse - Lubec Consolidated School | |
| 2023 | Todd Abbott - Yarmouth Elementary School | Amy Tucker - Maranacook Coomunity Middle School |
