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Trail Boss/Chiefs
| 2012 | Mark Ruda |
| 2011 | Greg Noeth |
| 2010 | Bob Tupa |
| 2009 | Phil Thorne |
| 2008 | Russ Lakatos |
| 2007 | Jim Stewart |
| 2006 | Tony Cocita |
| 2005 | Ken Pawul |
| 2004 | Bob Felty |
| 2003 | Russ Kurpik |
| 2002 | Russ Glorioso |
| 2001 | Dave Stiles |
| 2000 | John Ofcar |
| 1999 | Dave Kruszewski |
| 1998 | Phil Wotawa |
| 1997 | Terry Spilker |
| 1996 | Frank DiMarino |
| 1995 | Bob Klein |
| 1994 | Rich Jarden |
| 1993 | Dan McCoy |
| 1992 | John Teron |
| 1991 | Steve Barbour |
| 1990 | Dale King |
| 1989 | Mike Bender |
| 1988 | Larry Harnak |
| 1987 | Jim Miller |
| 1986 | Bob Brooks |
| 1984-1985 | Dave Seman |
| 1983 | Lynn Merholz |
| 1981-1982 | George Durinka |
| 1979-1980 | Mike Visloski |