Player of the Year
INDIANA PLAYER OF THE YEAR
| 2022 | Andrew Dutkanych | Brebeuf Jesuit |
| 2021 | Carter Mathison | Homestead |
| 2019 | Michael Doolin | Andrean |
| 2018 | Nick Schnell | Roncalli |
| 2017 | Chandler Ferguson | Lafayette Jefferson |
| 2016 | T. J. Collett | Terre Haute North |
| 2015 | Ashe Russell | Indianapolis Cathedral |
| 2014 | Logan Sowers | McCutcheon |
| 2013 | Trey Ball | New Castle |
| 2012 | Will Coursen-Carr | Ft. Wayne South |
| 2011 | Andy Reed | Terre Haute South |
| 2010 | Justin O’Conner | Cowan |
INDIANA’S HOOSIER DIAMOND MR. BASEBALL
| 2009 | Kyle Kramp | Westfield |
| 2008 | Alex Meyer | Greensburg |
| 2007 | Jarrod Parker | Norwell |
| 2006 | Josh Phegley | Terre Haute North |
| 2005 | Lance Lynn | Brownsburg |
| 2004 | Tim LeMasters | Perry Meridian |
| 2003 | Clayton Richard | McCutcheon |
| 2002 | Adam Lind | Anderson Highland |
| 2001 | Wes Whisler | Noblesville |
| 2000 | Jim Brauer | Carmel |
| 1999 | Bryan Bullington | Madison |
| 1998 | J. D. Closser | Alexandria |
| 1997 | Matt Mauck | Jasper |
| 1996 | A. J. Zapp | Center Grove |
| 1995 | Brad Weber | DeKalb |
| 1994 | Allen Stunkel | Gibson Southern |
| 1993 | Scott Rolen | Jasper |
| 1992 | Chip Pettit | Crown Point |