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Indiana Headliner Award |
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| Year | Name of Award Winner |
| 2003 | N/A - No Award Given |
| 2002 | N/A - No Award Given |
| 2001 | Mike Thompson |
| 2000 | Jeff Henson |
| 1999 | Julia Roberts |
| 1998 | Mike Thompson |
| 1997 | Nat Hill IV |
| 1996 | |
| 1995 | Mary Bell & Phyllis Edwards |
| 1994 | Carl Colbert, Nat Hill, Jack Kieninger, Gary Wilcox, & Ernie Gaskin |
| 1993 | Howard Peterson (Viking Meadows Farm) |
| 1992 | |
| 1991 | Joe Blocker |