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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Trevor Miller# | 60 | 2040-2045 | |
| 2 | Morgan Palm# | 58 | 2040-2045 | |
| 3 | Stephen Stearns# | 51 | 2039-2045 | |
| 4 | Brett Blevins# | 50 | 2039-2044 | |
| 5 | Tony Gonzales# | 47 | 2041-2044 | |
| 6 | Jason Dub# | 46 | 2041-2045 | |
| 7 | Billy Northeast# | 45 | 2039-2045 | |
| 8 | Oscar Garcia | 43 | 2039-2043 | |
| 8 | Tommy Stoneburner | 43 | 2039-2045 | |
| 10 | Dan Kandel# | 42 | 2039-2043 | |
| 10 | Angelo Martinez# | 42 | 2042-2045 | |
| 12 | Jesus Cardenas# | 41 | 2039-2045 | |
| 12 | Seth Zamora# | 41 | 2040-2045 | |
| 14 | Kyle Brooks# | 39 | 2039-2043 | |
| 15 | Tim Olson# | 38 | 2039-2045 | |
| 16 | Tony Brown# | 37 | 2039-2045 | |
| 16 | Alvaro Rios# | 37 | 2039-2045 | |
| 18 | Chris Fish# | 36 | 2039-2045 | |
| 18 | Roy Petersen# | 36 | 2039-2045 | |
| 20 | Danny Granillo# | 35 | 2039-2045 | |
| 20 | Chris Maguire# | 35 | 2039-2044 | |
| 22 | John Crockett# | 34 | 2039-2045 | |
| 22 | Rodolfo Padilla | 34 | 2039-2043 | |
| 24 | Dermott French# | 33 | 2039-2044 | |
| 24 | Josh Hendrickson | 33 | 2039-2044 | |
| 24 | Danny Tavarez# | 33 | 2040-2045 | |
| 27 | Chris Books# | 32 | 2043-2045 | |
| 27 | Jonathan Magana# | 32 | 2039-2043 | |
| 29 | Austin Benson | 31 | 2039-2045 | |
| 29 | Matt Carr# | 31 | 2039-2045 | |
| 29 | Jose Cerda# | 31 | 2043-2045 | |
| 29 | Jon Miller# | 31 | 2039-2045 | |
| 29 | Marvin Orellana | 31 | 2039-2044 | |
| 34 | Danny Lara# | 30 | 2042-2045 | |
| 34 | Jesse Moody# | 30 | 2039-2045 | |
| 34 | Melvin Moreno# | 30 | 2039-2045 | |
| 34 | Angelo Munoz# | 30 | 2041-2045 | |
| 34 | Brian Sack# | 30 | 2040-2042 | |
| 39 | Basile Bouquet# | 29 | 2041-2045 | |
| 39 | Allen Hollifield | 29 | 2039-2042 | |
| 39 | Javier Jimenez | 29 | 2039-2045 | |
| 39 | Julio Labron# | 29 | 2039-2044 | |
| 39 | Javier Melendez# | 29 | 2039-2044 | |
| 39 | Tony Mendoza# | 29 | 2039-2044 | |
| 39 | Gilberto Quant# | 29 | 2039-2042 | |
| 39 | Patrick Sanchez# | 29 | 2041-2045 | |
| 47 | Juan Angulo# | 28 | 2042-2045 | |
| 47 | Sylvain Bachelet# | 28 | 2039-2045 | |
| 47 | Norris Gill# | 28 | 2039-2045 | |
| 47 | Joe Paine# | 28 | 2041-2045 | |
| 51 | Billy Bean# | 27 | 2039-2045 | |
| 51 | Paul Guy# | 27 | 2039-2045 | |
| 51 | Alberto Luna# | 27 | 2041-2045 | |
| 51 | Kevin Valentine | 27 | 2039-2042 | |
| 51 | Andres Villeda# | 27 | 2039-2045 | |
| 56 | Tyler DiDomenico# | 26 | 2039-2042 | |
| 56 | Tyler Dye# | 26 | 2043-2045 | |
| 56 | Danny Lazaro | 26 | 2039-2042 | |
| 56 | Manuel Lopez# | 26 | 2042-2045 | |
| 56 | Alberto Maldonado# | 26 | 2041-2044 | |
| 56 | Colin Richardson# | 26 | 2039-2045 | |
| 56 | Fernando Rodriguez# | 26 | 2043-2045 | |
| 56 | Juan Rodriguez | 26 | 2039-2044 | |
| 64 | Aaron Andro# | 25 | 2040-2045 | |
| 64 | Kevin Boyles | 25 | 2039-2045 | |
| 64 | Nick Friess# | 25 | 2040-2045 | |
| 64 | Rogelio Garcia# | 25 | 2039-2045 | |
| 64 | Omar Juarez# | 25 | 2043-2045 | |
| 69 | Jose Caicedo# | 24 | 2043-2045 | |
| 69 | Marcos de Diego# | 24 | 2039-2040 | |
| 69 | Joe Freeman# | 24 | 2039-2045 | |
| 69 | Hector Lozano# | 24 | 2042-2045 | |
| 69 | Alfredo Mandujano# | 24 | 2039-2045 | |
| 69 | Lucas Olivier# | 24 | 2042-2045 | |
| 69 | Ronnie Underhill | 24 | 2039-2042 | |
| 69 | B.J. Webb# | 24 | 2039-2045 | |
| 69 | Dan Welsh | 24 | 2039-2043 | |
| 78 | Luis Altamirano# | 23 | 2042-2045 | |
| 78 | Alfonso Benavides | 23 | 2039-2044 | |
| 78 | Frank Gonzalez# | 23 | 2043-2044 | |
| 78 | Jose Heredia | 23 | 2039-2040 | |
| 78 | Zachary Longbottom | 23 | 2039-2042 | |
| 78 | Nick McMonagle# | 23 | 2039-2045 | |
| 84 | Chris Adams# | 22 | 2041-2045 | |
| 84 | Shawn Coates# | 22 | 2039-2042 | |
| 84 | Juan Hinojoza# | 22 | 2039-2041 | |
| 84 | Mario Jones | 22 | 2039-2041 | |
| 84 | Vic Marinez# | 22 | 2039-2040 | |
| 84 | John Mays | 22 | 2039-2045 | |
| 90 | Don Langille | 21 | 2039-2044 | |
| 90 | Marcos Maldonado# | 21 | 2041-2043 | |
| 90 | Willie Miramontes# | 21 | 2044-2045 | |
| 90 | Oscar Rodriguez# | 21 | 2039-2045 | |
| 90 | Alex Soto# | 21 | 2039-2044 | |
| 90 | Christophe Thiery# | 21 | 2044-2045 | |
| 90 | Eric Wigton# | 21 | 2039-2044 | |
| 90 | Danny Zavaleta# | 21 | 2042-2045 | |
| 98 | Malachi Brock# | 20 | 2039-2040 | |
| 98 | Pat Caniglia# | 20 | 2040-2042 | |
| 98 | Jim Dawkins# | 20 | 2039-2043 |
