| Bob Brookbank record |
|---|
| Year | School | Won | Lost | Title | Class |
|---|
| 1990 | Milan | 3 | 6 | | 1 |
| 1991 | Milan | 6 | 4 | | 1 |
| 1992 | Milan | 5 | 4 | | 1 |
| 1993 | Milan | 1 | 8 | | 1 |
| 1994 | Milan | 6 | 3 | | 1 |
| 1995 | Milan | 8 | 3 | sectional | 1 |
| 1996 | Milan | 11 | 2 | regional | 1 |
| 1997 | Milan | 7 | 4 | | 1 |
| 1998 | Milan | 6 | 4 | | 1 |
| 1999 | Lawrenceburg | 6 | 7 | sectional | 2 |
| 2000 | Lawrenceburg | 1 | 9 | | 2 |
| 2001 | Lawrenceburg | 0 | 10 | | 2 |
| 2002 | Lawrenceburg | 4 | 6 | | 2 |
| 2003 | Lawrenceburg | 4 | 6 | | 2 |
| 2004 | Lawrenceburg | 6 | 5 | | 2 |
| 2005 | Lawrenceburg | 10 | 3 | sectional | 2 |
| 2006 | Lawrenceburg | 2 | 8 | | 2 |
| 2007 | Lawrenceburg | 6 | 6 | | 2 |
| 2008 | Lawrenceburg | 10 | 2 | | 2 |
| 2009 | Lawrenceburg | 4 | 7 | | 2 |
| 2010 | Lawrenceburg | 4 | 7 | | 2 |