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| Chris Benedict record |
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| Year | School | Won | Lost | Title | Class |
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| 1993-94 | Wapahani | 19 | 3 | | |
| 1994-95 | Wapahani | 8 | 14 | | |
| 1995-96 | Wapahani | 11 | 9 | | |
| 1996-97 | Columbia City | 11 | 11 | | |
| 1997-98 | Columbia City | 18 | 6 | sectional | 4A |
| 1998-99 | Columbia City | 8 | 12 | | 4A |
| 1999-00 | Columbia City | 7 | 13 | | 3A |
| 2000-01 | Columbia City | 14 | 11 | regional | 3A |
| 2001-02 | Columbia City | 19 | 3 | | 4A |
| 2002-03 | Columbia City | 21 | 2 | | 4A |
| 2003-04 | Columbia City | 25 | 4 | semistate | 4A |
| 2004-05 | Columbia City | 15 | 7 | | 4A |
| 2005-06 | Columbia City | 19 | 4 | | 4A |
| 2006-07 | Columbia City | 16 | 5 | | 4A |
| 2007-08 | Valparaiso | 8 | 14 | | 4A |
| 2008-09 | Valparaiso | 20 | 4 | sectional | 4A |
| 2009-10 | Columbia City | 13 | 8 | | 3A |
| 2010-11 | Columbia City | 19 | 6 | regional | 3A |
| 2011-12 | Columbia City | 17 | 8 | | 4A |
| 2012-13 | Columbia City | 20 | 4 | | 4A |
| 2013-14 | Columbia City | 10 | 13 | | 3A |
| 2014-15 | Columbia City | 19 | 8 | sectional | 3A |
| 2015-16 | Columbia City | 20 | 7 | sectional | 3A |
| 2016-17 | Bluffton | 5 | 18 | | 2A |
| 2017-18 | Bluffton | 10 | 15 | | 2A |
| 2018-19 | Bluffton | 9 | 16 | sectional | 2A |
| 2019-20 | Bluffton | 15 | 8 | | 2A |
| 2020-21 | Whitko | 16 | 8 | | 2A |
| 2021-22 | Whitko | 10 | 14 | | 2A |
| 2022-23 | Whitko | 5 | 18 | | 2A |
| 2023-24 | Whitko | 19 | 5 | | 2A |
| 2024-25 | Carroll (Fort Wayne) | 11 | 16 | sectional | 4A |
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