| Jake Gilbert record |
|---|
| Year | School | Won | Lost | Title | Class |
|---|
| 2000 | North Montgomery | 6 | 5 | | 3 |
| 2001 | North Montgomery | 6 | 6 | | 2 |
| 2002 | North Montgomery | 4 | 7 | | 2 |
| 2003 | North Montgomery | 7 | 4 | | 2 |
| 2004 | North Montgomery | 5 | 5 | | 2 |
| 2005 | North Montgomery | 2 | 9 | | 2 |
| 2011 | Westfield | 5 | 6 | | 5 |
| 2012 | Westfield | 3 | 7 | | 5 |
| 2013 | Westfield | 12 | 2 | semistate | 5 |
| 2014 | Westfield | 7 | 5 | sectional | 5 |
| 2015 | Westfield | 7 | 5 | sectional | 5 |
| 2016 | Westfield | 12 | 2 | state | 5 |
| 2017 | Westfield | 4 | 6 | | 6 |
| 2018 | Westfield | 4 | 6 | | 6 |
| 2019 | Westfield | 6 | 5 | | 6 |
| 2020 | Westfield | 12 | 2 | semistate | 6 |
| 2021 | Westfield | 12 | 2 | semistate | 6 |
| 2022 | Westfield | 8 | 4 | sectional | 6 |
| 2023 | Westfield | 11 | 2 | regional | 6 |