| 2023 | Katie Buckley | Cafeteria Manager/Cook, Augusta Elementary School |
| 2022 | Tammy Barnes | Classroom Aide, Augusta Elementary School |
| 2021 | Greg Snyder | Custodian, Romney Elementary School |
| 2020 | Bucky Wilson | County School Bus Operator |
| 2019 | Tina Gower | Paraprofessional, Augusta Elementary School |
| 2018 | Lisa Haines | Classroom Aide, Romney Elementary School |
| 2017 | Lisa Adams | Classroom Aide, Romney Elementary School |
| 2016 | Lisa Shockey | Secretary, Hampshire High School |
| 2015 | Janeen Alderman | County School Bus Operator |
| 2014 | Nancy Montgomery | Classroom Aide, Augusta Elementary School |
| 2013 | Calvin Davis | County School Bus Operator Supervisor/Trainer |
| 2012 | Bonnie Schaeffer | Classroom Aide, Hampshire High School |
| 2011 | Rhonda Bingaman | County School Bus Operator |
| 2010 | Judy Davis | Secretary, Central Office |
| 2009 | Diane Raines | Classroom Aide, Romney Elementary School |
| 2008 | Susie Lewis | Classroom Aide, Romney Elementary School |
| 2007 | Kim Poland | Classroom Aide, Hampshire High School |
| 2006 | Sherri Jewell | Classroom Aide, Hampshire High School |
| 2005 | Kay Boyer | Classroom Aide, Hampshire High School |
| 2004 | Janet Cheshire | Secretary, Romney Elementary School |
| 2003 | Ronnie Ayers | County School Bus Operator |
| 2002 | Virginia Lovett | Classroom Aide, Capon Bridge Elementary School |
| 2001 | Ella Sue Voit | Classroom Aide, Romney Elementary School |
| 2000 | Juliann Bargis | County School Bus Operator |
| 1999 | Linda Densmore | Secretary, Hampshire High School and Springfield-Green Spring Elementary School |
| 1998 | Kathy Sanders | Secretary, Hampshire High School |
| 1997 | Phyllis Starkey | Coordinator of Personnel, Central Office |