The Principal's Award was established in 1984 to recognize students for academic excellence and good citizenship. Each member school names a senior class student as its award recipient. Award winners and their principals are invited to an Honors Luncheon each spring. Each student receives a plaque and lapel pin in recognition of his/her achievement. Five students, chosen by lottery from a pool of names of those students present at the luncheon, are awarded $1000 scholarships.
2013 Scholarship Winners
| McGowan | Sydney Nadeau |
Leavitt Area High School |
| McGowan | Adam Strout |
Acadia Christian School |
| McGowan | Charles Weber |
Portland High School |
| Tyler | Erzsebet Nagy |
Lawrence High School |
| Tyler | Carrington Miller |
Upper Kennebec Valley Memorial High School |
2012 Scholarship Winners
| McGowan | Er Li Peng | South Portland High School |
| McGowan | Blake Reidy | Vinalhaven School |
| Tyler | Niyati Desai | Edward Little High School |
| Tyler | Casie Frederick | Hermon High School |
| Tyler | Cary Bragdon | Penobscot Valley High School |
2011 Scholarship Winners
| McGowan | Moriah Day | Dexter Regional High School |
| McGowan | Wren Tooker | Mt. Abram High School |
| McGowan | Spencer Traylor | Penquis Valley High School |
| Tyler | Evan Arbour | Winthrop High School |
| Tyler | Holden Parker | Livermore Falls High School |
| Tyler Family | Taylor Oddleifson | Morse High School |
2010 Scholarship Winners
| McGowan | Jennifer Roberts | Sanford High School |
| McGowan | Christopher Low | Lawrence High School |
| Tyler | Caitlin Barrows | Hermon High School |
| Tyler | Wesley Heinrichs | Hodgdon High School |
| Tyler | Bryan Boyce | Messalonskee High School |
| Tyler Family | Michael Walton | Morse High School |
| Tyler (Pringle) | Jennifer Chick | Lisbon High School |
| Tyler (Pringle) | Jessica Brox | Cony High School |
2009 Scholarship Winners
| McGowan | Kristina Geel | Machias Memorial High School |
| McGowan | Daniel Beatrice | Noble High School |
| McGowan | Joshua Tingley | Deering High School |
| Tyler | Nicole Deschambault | Windham High School |
| Tyler | Drew Ramsay | Narraguagus High School |
| Tyler Family | Kelsey Boyce | Morse High School |
2008 Scholarship Winners
| McGowan | Kylie Keene | Hall-Dale High School |
| McGowan | William Fallon, III | Cheverus High School |
| Tyler | Hannah Hussey | Kennebunk High School |
| Tyler | Rachael Cox | Elan School |
| Tyler | Kyle Norweg | Skowhegan Area High School |
| Tyler Family | Willa Oddleifson | Morse High School |
2007 Scholarship Winners
| McGowan | Jayme Bither | Hodgdon High School |
| McGowan | Jaime Kennedy | Gorham High School |
| McGowan | Kenneth Maher | Leavitt Area High School |
| Tyler | Kelsey LeGloahec | Lisbon High School |
| Tyler | Sara Mack | Averill High School |
| Tyler Family | Brittanny Lee | Morse High School |
2006 Scholarship Winners
| McGowan | Mary Cox | Cape Elizabeth High School |
| McGowan | Melinda Sullivan | Lisbon High School |
| Tyler | Timothy Fournier | Mountain Valley High School |
| Tyler | Elizabeth Gerard | Madawaska Middle/High School |
| Tyler | Steven Tatko | Foxcroft Academy |
| Tyler Family | Henry Mann | Morse High School |
2005 Scholarship Winners
| McGowan | Amy Damon | Livermore Falls High School |
| McGowan | Jason Lauzier | Sanford High School |
| McGowan | Collin York | Houlton High School |
| Tyler | Andrea Blanchette | Hodgdon High School |
| Tyler | Geoffrey deBree | Windham High School |
2004 Scholarship Winners
| McGowan | Joshua Card | South Portland High School |
| McGowan | Patrick Ferriter | Messalonskee High School |
| Tyler | Michelle Lavertu | Madawaska High School |
| Tyler | Michael Osgood | Easton Jr./Sr. High School |
| Tyler | Phylicia Seavey | Woodland High School |
2003 Scholarship Winners
| McGowan | Caitlan Kekacs | Central High School |
| McGowan | Liam Kozma | Gardiner Area High School |
| McGowan | Pauline Vasiliauskas | Searsport District High School |
| Tyler | Tiffany Hartin | Southern Aroostook Community School |
| Tyler | Jamie Nightingale | Hodgdon High School |
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