| Kevin O'Shea record |
|---|
| Year | School | Won | Lost | Title | Class |
|---|
| 1993 | Delta | 9 | 2 | | 1 |
| 1994 | Delta | 7 | 3 | | 2 |
| 1995 | Delta | 5 | 6 | | 2 |
| 1996 | Delta | 10 | 1 | | 2 |
| 1997 | Delta | 7 | 5 | | 1 |
| 1998 | McCutcheon | 4 | 6 | | 3 |
| 1999 | McCutcheon | 8 | 5 | sectional | 3 |
| 2000 | McCutcheon | 8 | 4 | | 3 |
| 2001 | McCutcheon | 8 | 2 | | 4 |
| 2002 | McCutcheon | 10 | 2 | | 3 |
| 2003 | McCutcheon | 5 | 5 | | 3 |
| 2004 | McCutcheon | 5 | 6 | | 3 |
| 2005 | McCutcheon | 4 | 6 | | 3 |
| 2006 | McCutcheon | 4 | 6 | | 3 |
| 2007 | Attica | 5 | 5 | | 2 |
| 2008 | Lafayette Central Catholic | 9 | 2 | | 4 |
| 2009 | Lafayette Central Catholic | 14 | 0 | state | 4 |
| 2010 | Lafayette Central Catholic | 15 | 0 | state | 4 |
| 2011 | Lafayette Central Catholic | 15 | 0 | state | 4 |
| 2012 | Lafayette Central Catholic | 14 | 1 | state | 2 |
| 2013 | Lafayette Central Catholic | 9 | 2 | | 3 |
| 2014 | Lafayette Central Catholic | 10 | 4 | regional | 3 |
| 2015 | Lafayette Central Catholic | 15 | 0 | state | 2 |
| 2016 | Lafayette Central Catholic | 12 | 1 | sectional | 2 |
| 2017 | North Central (Indianapolis) | 3 | 7 | | 3 |
| 2018 | North Central (Indianapolis) | 9 | 3 | sectional | 3 |
| 2019 | North Central (Indianapolis) | 6 | 4 | | 3 |
| 2020 | North Central (Indianapolis) | 6 | 4 | | 3 |
| 2021 | North Central (Indianapolis) | 1 | 9 | | 1 |
| 2022 | North Central (Indianapolis) | 0 | 10 | | 1 |
| 2023 | Twin Lakes | 5 | 5 | | 1 |
| 2024 | Twin Lakes | 5 | 6 | | 1 |
| 2025 | Twin Lakes | 10 | 3 | sectional | 2 |