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| J.R. Holmes record |
| Year | School | Won | Lost | Title | Class |
| 1993-94 | Bloomington South | 14 | 7 | | |
| 1994-95 | Bloomington South | 8 | 13 | | |
| 1995-96 | Bloomington South | 16 | 9 | sectional | |
| 1996-97 | Bloomington South | 13 | 9 | | |
| 1997-98 | Bloomington South | 17 | 5 | | 4A |
| 1998-99 | Bloomington South | 25 | 2 | regional | 4A |
| 1999-00 | Bloomington South | 19 | 4 | | 4A |
| 2000-01 | Bloomington South | 19 | 3 | | 4A |
| 2001-02 | Bloomington South | 12 | 9 | | 4A |
| 2002-03 | Bloomington South | 15 | 9 | sectional | 4A |
| 2003-04 | Bloomington South | 17 | 4 | | 4A |
| 2004-05 | Bloomington South | 22 | 3 | sectional | 4A |
| 2005-06 | Bloomington South | 21 | 6 | regional | 4A |
| 2006-07 | Bloomington South | 21 | 5 | regional | 4A |
| 2007-08 | Bloomington South | 19 | 2 | | 4A |
| 2008-09 | Bloomington South | 26 | 0 | state | 4A |
| 2009-10 | Bloomington South | 23 | 1 | sectional | 4A |
| 2010-11 | Bloomington South | 26 | 2 | state | 4A |
| 2011-12 | Bloomington South | 14 | 10 | sectional | 4A |
| 2012-13 | Bloomington South | 12 | 11 | | 4A |
| 2013-14 | Bloomington South | 15 | 8 | | 4A |
| 2014-15 | Bloomington South | 21 | 3 | sectional | 4A |
| 2015-16 | Bloomington South | 21 | 5 | sectional | 4A |
| 2016-17 | Bloomington South | 22 | 5 | sectional | 4A |
| 2017-18 | Bloomington South | 26 | 3 | sectional | 4A |
| 2018-19 | Bloomington South | 24 | 4 | sectional | 4A |
| 2019-20 | Bloomington South | 26 | 0 | sectional | 4A |
| 2020-21 | Bloomington South | 25 | 5 | regional | 4A |
| 2021-22 | Bloomington South | 19 | 8 | | 4A |
| 2022-23 | Bloomington South | 16 | 9 | | 4A |
| 2023-24 | Bloomington South | 15 | 11 | | 4A |
| 2024-25 | Bloomington South | 18 | 9 | | 4A |
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