| Kyle Shipp record | ||||
|---|---|---|---|---|
| Year | School | Won | Lost | Title |
| 2013 | Whiteland | 10 | 12 | |
| 2014 | Whiteland | 1 | 20 | |
| 2015 | Whiteland | 9 | 15 | |
| 2016 | Whiteland | 14 | 10 | |
| 2017 | Whiteland | 11 | 14 | |
| 2018 | Whiteland | 19 | 5 | |
| 2019 | Whiteland | 15 | 9 | |
| 2020 | Whiteland | 11 | 14 | |
| 2023 | Hauser | 10 | 12 | |
| 2024 | Hauser | 6 | 18 | |
| 2025 | Hauser | 10 | 14 | |