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| Dennis L. Espenlaub |
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| Year | Host/Site | Round |
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| 1988 | Evansville | Sectional |
| 1989 | Washington | Sectional |
| 1990 | Southridge | Sectional |
| 1991 | Vincennes | Sectional |
| Washington | Regional |
| 1992 | Paoli | Sectional |
| 1993 | Southridge | Sectional |
| 1994 | Vincennes | Sectional |
| 1995 | White River Valley | Sectional |
| Washington | Regional |
| 1996 | Crawford County | Sectional |
| Evansville | Regional |
| 1997 | Vincennes | Sectional |
| Terre Haute | Regional |
| 1998 | Orleans | Sectional |
| 1999 | Tecumseh | Sectional |
| 2000 | North Harrison | Sectional |
| 2001 | Southridge | Sectional |
| 2002 | Wood Memorial | Sectional |
| 2003 | Southridge | Sectional |
| 2004 | Loogootee | Sectional |
| Southridge | Regional |
| 2005 | Boonville | Sectional |
| Southridge | Regional |
| 2006 | Washington | Sectional |
| Southridge | Regional |
| 2007 | Evansville Reitz | Sectional |
| Loogootee | Regional |
| 2008 | Castle | Sectional |
| Southridge | Regional |
| Seymour | Semistate |
| 2009 | North Daviess | Sectional |
| Seymour | Regional |
| 2010 | White River Valley | Sectional |
| seymour | Regional |
| 2011 | Evansville North | Sectional |
| 2013 | Loogootee | Sectional |
| Washington | Regional |
| 2014 | Springs Valley | Sectional |
| Greencastle | Regional |
| Huntington North | Semistate |
| 2015 | Corydon Central | Sectional |
| Loogootee | Regional |
| 2016 | North Knox | Sectional |
| Washington | Regional |
| 2017 | Washington | Sectional |
| Martinsville | Regional |
| 2018 | Loogootee | Sectional |
| Greencastle | Regional |
| Washington | Semistate |
| Indianapolis | Finals |
| 2019 | Boonville | Sectional |
| 2020 | Loogootee | Sectional |
| 2021 | Clay City | Sectional |
| Southridge | Regional |
| 2022 | Tell City | Sectional |
| Loogootee | Regional |
| 2023 | Boonville | Sectional |
| Loogootee | Regional |
| Seymour | Semistate |
| 2024 | Princeton Community | Sectional |
| Loogootee | Regional |
| Washington | Semistate |
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