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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Luke Hamlin# | 2 | 1995-2000 | |
| 1 | Duaner Sanchez# | 2 | 1992-2000 | |
| 3 | Blaine Boyer# | 1 | 1996-2000 | |
| 3 | Jorge Campillo# | 1 | 1994-2000 | |
| 3 | Ben Cantwell# | 1 | 2000-2000 | |
| 3 | Scott Garrelts# | 1 | 1993-2000 | |
| 3 | Severino Gonzalez# | 1 | 1998-2000 | |
| 3 | Jesse Jefferson# | 1 | 1993-2000 | |
| 3 | Andy Karl# | 1 | 2000-2000 | |
| 3 | George Lauzerique# | 1 | 1999-2000 | |
| 3 | Jack Morris# | 1 | 1996-2000 | |
| 3 | Roger Pavlik# | 1 | 1995-2000 | |
| 3 | A.J. Puk# | 1 | 1994-2000 | |
| 3 | Bryan Ward# | 1 | 1998-2000 | |
| 15 | Kyle Abbott# | 0 | 2000-2000 | |
| 15 | Jim Archer# | 0 | 1994-2000 | |
| 15 | Edgar Barnhart# | 0 | 1999-2000 | |
| 15 | Taj Bradley# | 0 | 1995-2000 | |
| 15 | Luis Cessa# | 0 | 2000-2000 | |
| 15 | Cooper Criswell# | 0 | 1999-2000 | |
| 15 | Dave Eilers# | 0 | 1992-2000 | |
| 15 | Joey Eischen# | 0 | 1994-2000 | |
| 15 | Thomas Eshelman# | 0 | 1999-2000 | |
| 15 | Chuck Estrada# | 0 | 1993-2000 | |
| 15 | Mike Gardiner# | 0 | 1998-2000 | |
| 15 | Rufe Gentry# | 0 | 1996-2000 | |
| 15 | Koda Glover# | 0 | 1998-2000 | |
| 15 | Dave Goltz# | 0 | 1990-2000 | |
| 15 | Connie Grob# | 0 | 2000-2000 | |
| 15 | J.C. Gutierrez# | 0 | 1994-2000 | |
| 15 | Ed Head# | 0 | 2000-2000 | |
| 15 | Livan Hernandez# | 0 | 1997-2000 | |
| 15 | Ramon Hernandez# | 0 | 1995-2000 | |
| 15 | Jake Jaeckel# | 0 | 1998-2000 | |
| 15 | Jeff Kubenka# | 0 | 1996-2000 | |
| 15 | Brian Maxcy# | 0 | 1997-2000 | |
| 15 | James McArthur# | 0 | 1999-2000 | |
| 15 | Bill McCahan# | 0 | 1995-2000 | |
| 15 | Brian McNichol# | 0 | 1994-2000 | |
| 15 | Blas Minor# | 0 | 1990-2000 | |
| 15 | Ramon Morel# | 0 | 1995-2000 | |
| 15 | Jesse Orosco# | 0 | 1999-2000 | |
| 15 | Jeff Shaw# | 0 | 1990-2000 | |
| 15 | Collin Snider# | 0 | 1996-2000 | |
| 15 | Clint Sodowsky# | 0 | 2000-2000 | |
| 15 | Don Sutton# | 0 | 1999-2000 | |
| 15 | Dave Telgheder# | 0 | 1998-2000 | |
| 15 | Walt Terrell# | 0 | 1983-2000 | |
| 15 | Louie Varland# | 0 | 1998-2000 | |
| 15 | Turk Wendell# | 0 | 1989-2000 | |
| 15 | Bill Wilkinson# | 0 | 1993-2000 |
