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| Brady Days record |
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| Year | School | Won | Lost | Title | Class |
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| 2006-07 | Southwestern (Shelbyville) | 7 | 12 | | |
| 2007-08 | Southwestern (Shelbyville) | 2 | 17 | | |
| 2008-09 | Southwestern (Shelbyville) | 7 | 14 | | |
| 2009-10 | Southwestern (Shelbyville) | 11 | 11 | | |
| 2010-11 | Southwestern (Shelbyville) | 15 | 9 | sectional | |
| 2011-12 | Southwestern (Shelbyville) | 4 | 16 | | |
| 2012-13 | Southwestern (Shelbyville) | 8 | 13 | | |
| 2013-14 | Southwestern (Shelbyville) | 5 | 15 | | |
| 2014-15 | Southwestern (Shelbyville) | 9 | 15 | | |
| 2015-16 | Southwestern (Shelbyville) | 14 | 11 | sectional | |
| 2016-17 | Southwestern (Shelbyville) | 10 | 13 | | |
| 2017-18 | Southwestern (Shelbyville) | 11 | 13 | | |
| 2018-19 | Southwestern (Shelbyville) | 12 | 11 | | |
| 2019-20 | Southwestern (Shelbyville) | 15 | 9 | | |
| 2020-21 | Southwestern (Shelbyville) | 14 | 11 | sectional | |
| 2021-22 | Southwestern (Shelbyville) | 9 | 13 | | |
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