| 1989 Harry Davis, Retired Member |
Minneapolis School Board |
| 1990 Timothy Dyer, Retired Member |
St. Paul School Board |
| 1990 James Griffin, Retired Member |
National Association of Secondary School Principals |
| 1991 Paul Huston, Executive Director |
American Association of School Administrators |
| 1992 Richard Wallace Jr., Superintendent Emeritus |
Pittsburgh Public Schools |
| 1993 Constance Clayton, Superintendent |
School District of Philadelphia |
| 1994 Holmes Braddock, Board Member |
Miami-Dade County Public Schools |
| 1995 Curman Gaines, Superintendent |
St. Paul Public Schools |
| 1996 James Williams, Superintendent |
Dayton Public Schools |
| 1997 Maxine Smith, Retired Member |
Memphis City School Board |
| 1998 Gerry House, Superintendent |
Memphis City Public Schools |
| 1999 Rod Paige, Superintendent |
Houston Independent School District |
| 1999 Judith Farmer, Board Member |
Minneapolis Public Schools |
| 2000 Eric Smith, Superintendent |
Charlotte-Mecklenburg Public Schools |
| 2001 Barbara Byrd-Bennett, Superintendent |
Cleveland Municipal School District |
| 2002 John Simpson, Superintendent |
Norfolk Public Schools |
| 2003 Arthur Griffin, Board Member |
Charlotte-Mecklenburg Public Schools |
| 2003 Franklin Till, Superintendent |
Broward County Public Schools |
| 2004 Tom Payzant, Superintendent |
Boston Public Schools |
| 2005 Anna Dodson, Board Member |
Norfolk Public Schools |
| 2006 Beverly Hall, Superintendent |
Atlanta Public Schools |
| 2007 Elizabeth Reilinger, Board Member |
Boston Public Schools |