| Phil Mason record |
| Year | School | Won | Lost | Title | Class |
| 1999 | Hammond Clark | 1 | 9 | | 4 |
| 2000 | Hammond Clark | 5 | 5 | | 4 |
| 2001 | Wheeler | 4 | 5 | | 2 |
| 2002 | Wheeler | 6 | 4 | | 2 |
| 2003 | Wheeler | 9 | 1 | | 2 |
| 2004 | Wheeler | 2 | 8 | | 2 |
| 2005 | Wheeler | 5 | 5 | | 2 |
| 2008 | Andrean | 6 | 7 | sectional | 3 |
| 2009 | Andrean | 9 | 4 | sectional | 3 |
| 2010 | Andrean | 9 | 4 | sectional | 3 |
| 2011 | Andrean | 9 | 1 | | 2 |
| 2012 | Andrean | 11 | 3 | regional | 2 |
| 2013 | Andrean | 15 | 0 | state | 3 |
| 2014 | Andrean | 14 | 1 | semistate | 3 |
| 2015 | Andrean | 7 | 4 | | 4 |
| 2016 | Michigan City | 7 | 4 | | 5 |
| 2017 | Michigan City | 9 | 4 | regional | 5 |
| 2018 | Michigan City | 10 | 3 | regional | 5 |
| 2019 | Michigan City | 4 | 6 | | 5 |
| 2020 | Michigan City | 4 | 3 | | 5 |
| 2021 | Michigan City | 9 | 4 | regional | 5 |
| 2022 | Michigan City | 2 | 8 | | 5 |
| 2023 | Griffith | 3 | 7 | | 3 |
| 2024 | Griffith | 9 | 2 | | 3 |