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| Will Wyman record |
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| Year | School | Won | Lost | Title | Class |
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| 1993-94 | Evansville Harrison | 11 | 11 | | |
| 1994-95 | Evansville Harrison | 20 | 6 | regional | |
| 1995-96 | Evansville Harrison | 13 | 8 | | |
| 1996-97 | Evansville Harrison | 8 | 13 | | |
| 1997-98 | Evansville Harrison | 12 | 10 | | 4A |
| 1998-99 | Evansville Harrison | 21 | 3 | regional | 4A |
| 1999-00 | Evansville Harrison | 8 | 13 | | 4A |
| 2000-01 | Evansville Harrison | 14 | 10 | sectional | 4A |
| 2001-02 | Evansville Harrison | 15 | 7 | | 4A |
| 2002-03 | Evansville Harrison | 22 | 3 | regional | 4A |
| 2003-04 | Evansville Harrison | 5 | 16 | | 4A |
| 2004-05 | Evansville Harrison | 16 | 8 | sectional | 4A |
| 2005-06 | Evansville Harrison | 14 | 10 | sectional | 4A |
| 2006-07 | Evansville Harrison | 11 | 12 | | 4A |
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