| Name | Year | |
| Marty Barnett & Dick Johnson | 1989 | |
| Delores Greenough & Fred Davis | 1990 | |
| Carolyn Williams & George Maher | 1991 | |
| Kiwanas Club of Red Oak | 1992 | |
| Carolyn Wedemeyer & Jon Waltz | 1993 | |
| Dorothy Bozwell & Mike Echternach | 1994 | |
| Mark Benda & Dick Vanatta | 1995 | |
| Vern Olson & McDonalds | 1996 | |
| Jerry Dietz (KCSI-FM & KOAK-AM) | 1997 | |
| Jim Simmons, Hy-Vee | 1998 | |
| Parker Hannifin Corporation | 1999 | |
| Christy Rea, Linda Wookey & Carolyn Marsden | 2000 | |
| CDS | 2001 | |
| Goracke Professional Group | 2002 | |
| Tim Petersen, Pizza Hut | 2003 | |
| Hy-Vee | 2004 | |
| The Red Oak Express | 2005 | |
| Leonard Sandholm | 2006 | |
| Great Western Bank | 2007 |