| Jeff May record | |||||
|---|---|---|---|---|---|
| Year | School | Won | Lost | Title | Class |
| 1990 | Evansville Bosse | 8 | 4 | sectional | 4 |
| 1991 | Evansville Bosse | 9 | 2 | 4 | |
| 1992 | Evansville Bosse | 6 | 5 | 4 | |
| 1993 | Evansville Bosse | 7 | 2 | 4 | |
| 1994 | Evansville Bosse | 6 | 3 | 2 | |
| 1995 | Evansville Bosse | 4 | 8 | sectional | 2 |
| 1996 | Evansville Bosse | 5 | 6 | 2 | |
| 1997 | Evansville Bosse | 1 | 8 | 5 | |
| 1998 | Evansville Bosse | 3 | 8 | 5 | |
| 2002 | Evansville Bosse | 3 | 9 | 5 | |
| 2003 | Evansville Bosse | 2 | 8 | 5 | |
| 2004 | Evansville Bosse | 3 | 7 | 5 | |
| 2005 | Evansville Bosse | 1 | 9 | 5 | |