2008
1st Place - Kims Barrel Inn
2nd Place - Century 21

2007
1st Place - J10 Properties (Greenville, Wisconsin)
2nd Place - Kims Barrel Inn (Stevens Point, Wisconsin)

2006
1st Place - Decra Led (Baraboo, Wisconsin)
2nd Place - Dave's Auto (Iron Mountain, Michigan)

2005
1st Place - Damage Control - TPS (Sullivan, Wisconsin)
2nd Place - Kim's Barrel Inn (Steven's Point, Wisconsin)

2004
1st Place - Kim's Barrel Inn (Steven's Point, Wisconsin)
2nd Place - Ann's Uptown Auto (Watertown, Wisconsin)

2003
1st Place - Sid Grinker Co. (Milwaukee, Wisconsin)
2nd Place - On A Mission (Altoona, Wisconsin)

2002
1st Place - O & S Cattle (Minneapolis/St. Paul, Minnesota)
2nd Place - Sid Grinker Co. (Milwaukee, Wisconsin)

1999
1st Place - Sid Grinker Co. (Milwaukee, Wisconsin)
2nd Place - Webworks One/Eagle Ottawa (Flint, Michigan)

1998
1st Place - Eagle Ottawa (Muskegon, Michigan)
2nd Place - Webworks One (Flint, Michigan)

1997
1st Place - Eagle Ottawa (Muskegon, Michigan)
2nd Place - Crivitz Lumber (Crivitz, Wisconsin)

1996
1st Place - Eagle Ottawa (Muskegon, Michigan)
2nd Place - Stichert's Roofing (Marshfield, Wisconsin)

1995
1st Place - Eagle Ottawa (Muskegon, Michigan)
2nd Place - Brown's Bar (Marshfield, Wisconsin)

1994
1st Place - Eagle Ottawa (Muskegon, Michigan)
2nd Place - Pioneer/Best Western (Escanaba, Michigan)

1993
1st Place - Muskegon Softball Club (Muskegon, Michigan)
2nd Place - Mayme's (Iron Mountain, Michigan)