| Year | Player | High school | College | NFL draft | - |
| 1992 | Alex Smith, RB | Franklin County | Indiana | | - |
| 1993 | Bo Barzilauskas, OL/DL | Bloomington South | Indiana | | - |
| 1994 | Josh Martini, RB | East Central | | | - |
| 1995 | Earl Haniford, QB | Martinsville | Indiana | | - |
| 1996 | Israel Thompson, RB | Martinsville | Ball State | | - |
| 1997 | DuJuan Daniels, RB | Indianapolis Bishop Chatard | Boston College | | - |
| 1998 | Rex Grossman, QB | Bloomington South | Florida | 2003 NFL draft: 1st round, 22nd overall by the Chicago Bears | - |
| 1999 | Derrick Ellis, RB | Indianapolis Arlington | | | - |
| 2000 | Otis Shannon, RB | Indianapolis Cathedral | Harper College | | - |
| 2001 | James Banks, QB/DB | Ben Davis | Tennessee
Carson–Newman | | - |
| 2002 | Clayton Richard, QB | Lafayette McCutcheon | Michigan | | - |
| 2003 | Desmond Tardy, QB | Warren Central | Purdue | | - |
| 2004 | Jason Werner, WR/S | Indianapolis Roncalli | Purdue | | - |
| 2005 | Dexter Taylor, QB | Warren Central | Tulsa
Western Kentucky
Marian | | - |
| 2006 | Darren Evans, RB | Warren Central | Virginia Tech | Indianapolis Colts, Tennessee Titans | - |
| 2007 | Paul McIntosh, QB | Evansville Reitz Memorial | Army
Southern Illinois | | - |
| 2008 | Morgan Newton, QB | Carmel | Kentucky | | - |
| 2009 | Dan Wodicka, QB | West Lafayette | Johns Hopkins University | | - |
| 2010 | Tre Roberson, QB | Lawrence Central | Indiana
Illinois State | | - |
| 2011 | Gunner Kiel, QB | Columbus East | Notre Dame
Cincinnati | | - |
| 2012 | Jaylon Smith, RB/LB | Fort Wayne Bishop Luers | Notre Dame | 2016 NFL draft: 2nd round, 34th overall by the Dallas Cowboys | - |
| 2013 | Terry McLaurin, WR | Indianapolis Cathedral | Ohio State | 2019 NFL draft: 3rd round, 76th overall by the Washington Redskins | - |
| 2014 | Markell Jones, RB | Columbus East | Purdue | | - |
| 2015 | Brandon Peters, QB | Avon | Michigan
Illinois | | - |
| 2016 | Hunter Johnson, QB | Brownsburg | Clemson
Northwestern | | - |
| 2017 | Reese Taylor, QB | Ben Davis | Indiana | | - |
| 2018 | Jack Kiser, QB | Pioneer | Notre Dame | 2025 NFL draft: 4th round, 107th overall by the Jacksonville Jaguars | |
| 2019 | Charlie Spegal, RB | New Palestine | Indiana
Ball State
Butler | | - |
| 2020 | Carson Steele, RB | Center Grove | Ball State | 2024 NFL draft: UDFA by the Kansas City Chiefs | |
| 2021 | Brady Allen, QB | Gibson Southern | Purdue
Louisville | | - |
| 2022 | Drayk Bowen, RB/LB | Andrean | Notre Dame | | - |
| 2023 | Josh Ringer, RB | East Central | Miami (OH) | | - |
| 2024 | Mark Zackery IV, WR/DB | Ben Davis | Notre Dame | | - |
| 2025 | Myles McLaughlin, QB | Knox | Murray State | | - |