| Year | Elementary School | Middle School | High School |
|---|
| 2019 | Madelynne Butler (Central Elementary School) | Shelia Bergner (Jennings Public Schools) | Jill Bowman (Owasso High School) |
| 2017 | Crystal Rainey (Central Elementary School) | Anthony Purcell (Stillwater Middle School) | Marianne Zamor (Owasso High School) |
| 2016 | Amy Johnson (Deer Creek Elementary School) | Chris Eckler of (Ada Junior High School) | Monetta Fields (Guthrie High School) |
| 2015 | Kelly Yates (Adams Elementary School) | Pam Joy (Grandview 5th and 6th Grade Center) | Barbara Aylworth (Yukon High School) |
| 2013 | Emily Carpenter (Bethel Elementary) | Kimbre Hardy (Highland West Junior High) | Mattie O’Donnel (Choctaw High School) |
| 2012 | Elizabeth Ging (John Ross Elementary School) | Andrea Nicole Brock (Moore West Junior High School) | — |
| 2011 | Susan Hildebrand (Jenks East Elementary School) | Stacy Fry (Owasso Seventh Grade Center) | Julie Michelle Bonner (Norman High School) |
| 2010 | — | Krysta Matthews (Purcell Junior High School) | Mark Thomas (Stillwater High School) |
| 2008 | James Pratt (Central Intermediate Elementary School) | David Moskal (Jenks Middle School) | Jan Sturdevant (Byng Junior High School) |
| 2007 | Kathy Woods (Heavener Elementary School) | — | Karen Strande (Stillwater High School) |
| 2006 | Diane Brown (Angus Valley Elementary School) | Cynthia Mason (Tomlison Junior High School) | Beth Harper (Moore West Junior High School) |