| 2023 | Alex Najera | West Allis Nationals | |
| 2022 | Gus Walker | Sheboygan A's | |
| 2021 | Jack Blazevich | Lombard Orioles | |
| 2020 | Jake Novak | Lombard Orioles | |
| 2019 | Tyrese Mitchell | West Allis Nationals | |
| 2018 | Hunter Staniske | De Pere Dodgers | |
| 2017 | John Carmody | Lombard Orioles | |
| 2016 | Mike Mateja | Lombard Orioles | |
| 2015 | Dylan Detert | Sheboygan A's | |
| 2014 | Blake Alexander | Lombard Orioles | |
| 2013 | Brady Burzynski | Eau Claire Cavaliers | |
| 2012 | Ryan Tutland | Lombard Orioles | |
| 2011 | Brock Guetzke | Oshkosh Giants | |
| 2010 | Ryan Schilter | Sheboygan A's | |
| 2009 | Drew Eichsteadt | Oshkosh Giants | Co-Winner |
| 2009 | Will Schinagl | Addison Braves | Co-Winner |
| 2008 | Shawn Wozniak | Sheboygan A's | |
| 2007 | Ryan Demmin | Oshkosh Giants | |
| 2006 | John Lequia | Kenosha Kings | |
| 2005 | Joe Pauley | Lombard Orioles | |
| 2004 | Luke Martih | Kenosha Kings | |
| 2003 | Cory Lipinski | Lombard Orioles | |
| 2002 | Ben Stanczyk | Sheboygan A's | |
| 2001 | Steve Haake | Lombard Orioles | |
| 2000 | Geoff Lefeber | Sheboygan A's | |
| 1999 | Tom Gessner | Sheboygan A's | |
| 1998 | Casey Kopitzke | Green Bay Blue Ribbons | |
| 1997 | Jason Bartelt | Sheboygan A's | |
| 1996 | Kevan Burns | Janesville Aces | |
| 1995 | Jeff Allen | Lombard Orioles | |
| 1994 | Matt Erickson | Oshkosh Giants | |
| 1993 | Larry Rubin | Lombard Orioles | |
| 1992 | Jim Kating | Lombard Orioles | |
| 1991 | Greg DePagter | Sheboygan A's | |
| 1990 | Scott Mann | Oshkosh Giants | |
| 1989 | Mark Nelson | Marshfield Chaparrals | |
| 1988 | Tim Imhoff | Janesville Aces | |
| 1987 | Doug Livingston | Rockford Blackhawks | |
| 1986 | Chris Delarwelle | Oshkosh Giants | Co-Winner |
| 1986 | Jim Wilson | Madison Avenue Bar | Co-Winner |
| 1985 | Terry Jorgenson | Green Bay Blue Ribbons | |
| 1984 | Jeff Schyvinck | Delavan | |
| 1983 | Steve Hestness | Madison Avenue Bar | |
| 1982 | Joe Scime | Madison Avenue Bar | |
| 1981 | Lee Wetenkamp | Sheboygan A's | |
| 1980 | Steve Ehlers | Green Bay Blue Ribbons | |
| 1979 | Craig Bundy | Appleton Merchants | |
| 1978 | Tom Zoch | Oshkosh Giants | |
| 1977 | Jerry Tapp | Green Bay Blue Ribbons | |
| 1976 | Dave Michalkiewicz | Menasha Macs | Co-Winner |
| 1976 | Phil Plamann | Appleton Merchants | Co-Winner |
| 1975 | Randy Johnson | Madison Howard Johnson | |
| 1974 | Sam Eddy | Beloit Blues |
