The boot winners since inception.

1989 - Bob McCabe
1990 - Whistlin Jim Paul
1991 - A.Y. Jackson
1992 - Animal Croteau
1993 - Hugh Hammer Hart
1994 - Dale Dejong
1995 - The Guvner P.A.B.
1996 - The Rocker R.M.R.
1997 - John PlayboyFord
1998 - Storman Norman Farrow
1999 - Steve Bell
2000 - Hoy Hone Baker Smith
2001 - Tobe
2002 - Leigh Howard