| 2024 | Owen Deprez | Green Bay Blue Ribbons | |
| 2023 | Jared Reklaitis | Sheboygan A's | |
| 2022 | Jared Reklaitis | Sheboygan A's | |
| 2021 | John Vesevick | Lombard Orioles | |
| 2020 | Brad Rindfleisch | Sheboygan A's | |
| 2019 | Ben Ellifson | West Allis Nationals | |
| 2018 | Jason Bunton | Kenosha Kings | |
| 2017 | Jason Bunton | Kenosha Kings | |
| 2016 | Jimmy Jungbauer | West Allis Nationals | |
| 2015 | Derek Loomans | Sheboygan A's | Co-Winner |
| 2015 | Matt Stari | Lombard Orioles | Co-Winner |
| 2014 | Andrew Mamlic | Lombard Orioles | |
| 2013 | Jeremy Stachwyk | Lombard Orioles | |
| 2012 | Randy Johnson | Kenosha Kings | |
| 2011 | Randy Johnson | Kenosha Kings | |
| 2010 | Jon Olson | Kenosha Kings | |
| 2009 | Jon Olson | Kenosha Kings | |
| 2008 | Matt Aranson | Lombard Orioles | |
| 2007 | Randy Johnson | Kenosha Kings | |
| 2006 | Aaron Achterberg | Eau Claire Cavaliers | |
| 2005 | Tom Klawitter | Janesville Aces | |
| 2004 | Tom Klawitter | Janesville Aces | |
| 2003 | Tom Klawitter | Janesville Aces | |
| 2002 | Tom Klawitter | Janesville Aces | |
| 2001 | Michael Casper | Sheboygan A's | |
| 2000 | Michael Casper | Sheboygan A's | |
| 1999 | Michael Casper | Sheboygan A's | |
| 1998 | Paul Wilmet | Green Bay Blue Ribbons | |
| 1997 | Tom Klawitter | Janesville Aces | |
| 1996 | Rich Capparella | Lombard Orioles | |
| 1995 | Troy Cota | Green Bay Blue Ribbons | |
| 1994 | Troy Evers | Green Bay Blue Ribbons | |
| 1993 | Steve Kostichka | Green Bay Blue Ribbons | |
| 1992 | Bob Koopman | Lombard Orioles | |
| 1991 | Dan Davis | Janesville Aces | |
| 1990 | Dan Davis | Janesville Aces | |
| 1989 | Tom Klawitter | Janesville Aces | |
| 1988 | Tom Klawitter | Janesville Aces | |
| 1987 | Jim Birschbach | Madison Avenue Bar | |
| 1986 | Brad Baldschun | Green Bay Blue Ribbons | Co-Winner |
| 1986 | Troy Cota | Green Bay Blue Ribbons | Co-Winner |
| 1985 | Shawn Cooney | Delavan | |
| 1984 | Dan Davis | Rockford | |
| 1983 | Andy Basten | Green Bay Blue Ribbons | |
| 1982 | Troy Cota | Green Bay Blue Ribbons | |
| 1981 | Marty Bell | Madison Avenue Bar | |
| 1980 | John Nelson | Green Bay Blue Ribbons | Co-Winner |
| 1980 | Paul Wilmet | Green Bay Blue Ribbons | Co-Winner |
| 1979 | Matt Rohde | Horicon | |
| 1978 | Marty Bell | Madison Howard Johnson | |
| 1977 | Dean Storch | Menasha Macs | |
| 1976 | Scott Mackey | Madison Howard Johnson | |
| 1975 | Bob Jeffers | Beloit Blues | |
| 1974 | Dennis Peters | Beloit Blues |
