| Bill Shepherd record | |||||
|---|---|---|---|---|---|
| Year | School | Won | Lost | Title | Class |
| 2005-06 | Kankakee Valley | 4 | 17 | 3A | |
| 2006-07 | Kankakee Valley | 9 | 12 | 3A | |
| 2007-08 | Kankakee Valley | 13 | 11 | sectional | 3A |
| 2008-09 | Kankakee Valley | 3 | 18 | 3A | |
| 2009-10 | Kankakee Valley | 3 | 18 | 3A | |
| 2017-18 | Kankakee Valley | 5 | 18 | 4A | |
| 2018-19 | Kankakee Valley | 13 | 12 | 4A | |
| 2019-20 | Kankakee Valley | 9 | 14 | 3A | |
| 2020-21 | Kankakee Valley | 9 | 14 | 3A | |
| 2021-22 | Kankakee Valley | 16 | 8 | 3A | |
| 2022-23 | Kankakee Valley | 9 | 15 | 4A | |
| 2023-24 | Kankakee Valley | 14 | 10 | 4A | |