| 2007 | Robert W. Hunt | Principal | Chagrin Falls High School |
| 2006 | Terry Riley | Associate Superintendent | Centerville City Schools |
| 2005 | John Mitchell | Executive Director | LNOCA |
| 2004 | Katherine Zachel | Assistant Superintendent | Bowling Green Area Schools |
| 2003 | Jacqualine Kasprowski | Principal | St. Joseph Academy |
| 2002 | D. W. Ciolino | Principal | Cincinnati Whittier Elementary |
| 2001 | P. Rea Cantwell | Assistant Superintendent | Strongsville |
| 2000 | Marina Davis | Principal | Dublin Scioto High School |
| 1999 | Thomas C. Chain | Principal | Massilon Jackson High School |
| 1998 | Timothy F. Barton | Principal | Daniel Wright Elementary School |
| 1997 | Donald L. Mayle | Director | Lakeshore Northeast Ohio Computer Association |
| 1996 | Thomas Romack | Director Human Resources and Technology | Trumbull County ESC |
| 1995 | Robert "Jake" Grooms | Superintendent | Adena Local Schools |
| 1994 | James Anderson | Assistant Principal | Plain Local School |
| 1993 | Ray Richardson | Superintendent | Knox County Career Center |
| 1992 | Dr. William Hall | Superintendent | Bucyrus City Schools |
| 1991 | Dr. Robert Zimpfer | Superintendent | Sylvania City Schools |
| 1990 | Thomas Ash | Superintendent | East Liverpool City Schools |
| 1989 | Michael L. Barnhart | Superintendent | Troy School Schools |
| 1988 | Robert Taylor Taylor | Superintendent | Georgetown Exempted Village Schools |
| 1987 | John Varis | Assistant Superintendent | Norwood City Schools |
