1999 Season
| Position | Name | Team |
| Pitcher | Nick Blair | Tilden Tigers |
| Pitcher | Scott Hughes (unanimous) | Augusta Athletics |
| Catcher | Mike Anderson | Stanley Loggers |
| 1st Base | Randy Baier | Tilden Tigers |
| 2nd Base | Darrin Blattner | Chippewa Falls Lumberjacks |
| 3rd Base | Craig Frenette | Stanley Loggers |
| Shortstop | Dan Julson | Hallie Eagles |
| Outfield | Andy Niese (unanimous) | Chippewa Falls Lumberjacks |
| Outfield | Rob Olson | Hallie Eagles |
| Outfield | Ryan Witt | Stanley Loggers |
| DH | Hans Soukup* | Chippewa Falls Lumberjacks |
| Utility | Randy Gustafson | Stanley Loggers |
| Sportsmanship Award | Jim Falls Sturgeons |
1998 Season
| Position | Name | Team |
| Pitcher | Todd Bresina | Tilden Tigers |
| Pitcher | Scott Hughes (unanimous) | Augusta Athletics |
| Pitcher (Tie in voting) | Shawn Peck | Hallie Eagles |
| Catcher | Rick Baier | Tilden Tigers |
| 1st Base | Randy Baier | Tilden Tigers |
| 2nd Base | Duane Ives | Augusta Athletics |
| 3rd Base | Chris Juran | Chippewa Falls Lumberjacks |
| Shortstop | Dan Julson (unanimous) | Hallie Eagles |
| Outfield | Andy Niese | Chippewa Falls Lumberjacks |
| Outfield | Sam George | Beef River Bullfrogs |
| Outfield | Brad Sarauer | Chippewa Falls Lumberjacks |
| DH | Doug Palmer* | Hallie Eagles |
| Utility | Shane Dutton | Augusta Athletics |
| Sportsmanship Award | Hallie Eagles |
1997 Season
| Position | Name | Team |
| Pitcher | Tom Fitzgerald | Lafayette Lakers |
| Pitcher | Scott Hughes | Augusta Athletics |
| Catcher | Rick Baier | Tilden Tigers |
| 1st Base | Randy Baier | Tilden Tigers |
| 2nd Base | Dustin McCune | Beef River Bullfrogs |
| 3rd Base | Darin Schemenauer | Tilden Tigers |
| Shortstop | Dan Julson | Hallie Eagles |
| Outfield | Marcelino Alonso | Augusta Athletics |
| Outfield | Sam George | Beef River Bullfrogs |
| Outfield | Randy Rubenzer | Jim Falls Sturgeons |
| DH | Doug Palmer | Hallie Eagles |
| Utility | Randy Gustafson | Lafayette Lakers |
| Sportsmanship Award | Bloomer Fightin’ Woodticks |
1996 Season
| Position | Name | Team |
| Pitcher | Kurt Stellpflug | Augusta Athletics |
| Pitcher | Todd Zwiefelhofer | Tilden Tigers |
| Catcher | Dusty Freitag | Augusta Athletics |
| 1st Base | Andy Abrahamson | Bloomer Fightin’ Woodticks |
| 2nd Base | Darin Blattner | Chippewa Falls Lumberjacks |
| 3rd Base | Randy Rubenzer | Jim Falls Sturgeons |
| Shortstop | Mitch Steinmetz | Tilden Tigers |
| Outfield | Randy Martin | Lafayette Lakers |
| Outfield | Sam George | Beef River Bullfrogs |
| Outfield | Jay Skalecki | Tilden Tigers |
| DH | Doug Palmer | Hallie Eagles |
| Utility | Steve Fetterly | Chippewa Falls Lumberjacks |
| Sportsmanship Award | Hallie Eagles |
1995 Season
| Position | Name | Team |
| Pitcher | Jim Hoepner | Chippewa Falls Lumberjacks |
| Pitcher | Steve Nelson | Jim Falls Sturgeons |
| Catcher | Joel Schaffer | Chippewa Falls Lumberjacks |
| 1st Base | Mike Thalacker | Chippewa Falls Lumberjacks |
| 2nd Base | Keith Sterling | Bloomer Fightin’ Woodticks |
| 3rd Base | Randy Rubenzer | Jim Falls Sturgeons |
| Shortstop | Rick Schmidt | Augusta Athletics |
| Outfield | Rob Olson | Hallie Eagles |
| Outfield | Jeremiah Paulson | Augusta Athletics |
| Outfield | Dennis Sarauer | Chippewa Falls Lumberjacks |
| Utility | Dan Julson | Hallie Eagles |
| Sportsmanship Award | Bloomer Fightin’ Woodticks |
1994 Season
| Position | Name | Team |
| Pitcher | Mark Gannon | Lafayette Lakers |
| Pitcher | Scott Hughes | Augusta Athletics |
| Catcher | P.J. Johnson | Augusta Athletics |
| 1st Base | Jeremiah Paulson | Augusta Athletics |
| 2nd Base | Nate Johnson | Augusta Athletics |
| 3rd Base | Chuck Hall | Chippewa Falls Lumberjacks |
| Shortstop | Mitch Steinmetz | Tilden Tigers |
| Outfield | Rob Olson | Hallie Eagles |
| Outfield | Marcus Harris | Augusta Athletics |
| Outfield | Ron Rubenzer | Jim Falls Sturgeons |
| Utility | Kurt Stellpflug | Augusta Athletics |
| Sportsmanship Award | Bloomer Fightin’ Woodticks |
1993 Season
| Position | Name | Team |
| Pitcher | Mark Gannon | Lafayette Lakers |
| Pitcher | Kurt Stellpflug | Augusta Athletics |
| Catcher | Brian Jacobson | Lafayette Lakers |
| 1st Base | Dennis Lee | Augusta Athletics |
| 2nd Base | Mike Gilbertson | Augusta Athletics |
| 3rd Base | Nate Johnson | Augusta Athletics |
| Shortstop | Eddie Bray | Lafayette Lakers |
| Outfield | Marcus Harris | Augusta Athletics |
| Outfield | Butch Pitsch | Jim Falls Sturgeons |
| Outfield | Jay Skalecki | Tilden Tigers |
| Utility | Scott Hughes | Augusta Athletics |
| Sportsmanship Award | Bloomer Fightin’ Woodticks |
1992 Season
| Position | Name | Team |
| Pitcher | Reggie Franz | Tilden Tigers |
| Pitcher | Al Gingras | Jim Falls Sturgeons |
| Catcher | Brian Jacobson | Lafayette Lakers |
| 1st Base | Randy Baier | Tilden Tigers |
| 2nd Base | Paul McIlquham | Jim Falls Sturgeons |
| 3rd Base | Eric Steien | Augusta Athletics |
| Shortstop | Mitch Steinmetz | Tilden Tigers |
| Outfield | Rob Olson | Hallie Eagles |
| Outfield | Butch Pitsch | Jim Falls Sturgeons |
| Outfield | John Bjork | Augusta Athletics |
| Utility | Kurt Stellpflug | Augusta Athletics |
| Sportsmanship Award | Jim Falls Sturgeons |
1991 Season
| Position | Name | Team |
| Pitcher | Jim Hoepner | Chippewa Falls Lumberjacks |
| Pitcher | Steve Nelson | Jim Falls Sturgeons |
| Catcher | Kelly Steinmetz | Bloomer Merchants |
| 1st Base | Randy Baier | Tilden Tigers |
| 2nd Base | Todd Bresina | Tilden Tigers |
| 3rd Base | Terry Spaeth | Chippewa Falls Lumberjacks |
| Shortstop | Scott Stuckert | Bloomer Merchants |
| Outfield | Doug Knepper | Eau Claire Pioneers |
| Outfield | Ron Rubenzer | Cadott Red Sox |
| Outfield | Jay Skalecki | Chippewa Falls Lumberjacks |
| Utility | Hans Lyberg | Hallie Eagles |
| Sportsmanship Award | Cadott Red Sox |
1990 Season
| Position | Name | Team |
| Pitcher | CJ Martin | Eau Claire Pioneers |
| Pitcher | Kurt Stellpflug | Augusta Athletics |
| Catcher | Scott Hughes | Augusta Athletics |
| 1st Base | Mike Thalacker | Chippewa Falls Lumberjacks |
| 2nd Base | John Davenport | Eau Claire Pioneers |
| 3rd Base | Jon Bowe | Eau Claire Pioneers |
| Shortstop | Rick Schmidt | Augusta Athletics |
| Outfield | Jon Bjork | Augusta Athletics |
| Outfield | Andy Eslinger | Lafayette Lakers |
| Outfield | Dan Pearson | Chippewa Falls Lumberjacks |
| Outfield (Tie in voting) | Wade Staebell | Hallie Eagles |
| Utility | Randy Rubenzer | Jim Falls Sturgeons |
| Sportsmanship Award | Augusta Athletics |