| Season | School | Record |
|---|---|---|
| 2008-2009 | Jennings County | 2-19 |
| 2007-2008 | South Ripley | 9-12 |
| 2006-2007 | South Ripley | 12-11 |
| 2005-2006 | South Ripley | 8-13 |
| 2004-2005 | South Ripley | 12-10 |
| 2003-2004 | South Ripley | 16-8 |
| 2002-2003 | South Ripley | 16-7 |
| 2001-2002 | South Ripley | 12-9 |
| 2000-2001 | Southwestern (Shelbyville) | 8-12 |
| 1999-2000 | Switzerland County | 9-12 |
| 1998-1999 | Switzerland County | 15-8 |
| 1997-1998 | Switzerland County | 9-15 |