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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | José Montoya | 95 | 2039-2054 | |
| 2 | Emílio Pérez | 92 | 2038-2046 | |
| 3 | Juan Vado | 90 | 2039-2050 | |
| 4 | Theophilus Markoullides# | 79 | 2051-2056 | |
| 5 | Jack Sellers | 77 | 1997-2007 | |
| 6 | José Garza | 74 | 1995-2002 | |
| 7 | Pete Hulett# | 73 | 2055-2060 | |
| 8 | Ralph Leslie | 69 | 1995-2001 | |
| 9 | Ryan Wilson | 67 | 2037-2043 | |
| 10 | Esteban De La Cruz | 66 | 1996-2007 | |
| 10 | Gilberto García | 66 | 1996-2001 | |
| 12 | Augusto Villarreal | 64 | 2038-2053 | |
| 13 | Leonardo Ramos | 63 | 2047-2054 | |
| 14 | Jorge García | 62 | 2036-2051 | |
| 15 | Alonso Chávez | 61 | 2046-2054 | |
| 15 | Domingo Otero | 61 | 2035-2044 | |
| 17 | Marc Pierson | 60 | 1999-2007 | |
| 18 | Raúl Arteaga | 59 | 2017-2026 | |
| 19 | Millard Bell | 57 | 1995-2008 | |
| 19 | Jesús Piña | 57 | 2037-2043 | |
| 21 | Michael Carlson | 56 | 2037-2045 | |
| 22 | Ambrose McCoy | 55 | 1996-2002 | |
| 23 | José Martínez | 54 | 2003-2008 | |
| 24 | Aurelio Durán | 52 | 2017-2019 | |
| 24 | Nelson Rivera | 52 | 1996-2001 | |
| 24 | Richard Rodda | 52 | 2048-2053 | |
| 27 | Trent Barrett | 51 | 2048-2053 | |
| 27 | Chris Bradley | 51 | 1995-2003 | |
| 27 | Deron Evans# | 51 | 2055-2061 | |
| 27 | Lawrence Forest# | 51 | 2060-2062 | |
| 27 | Rafael Vega | 51 | 1995-2003 | |
| 27 | Bob Wood | 51 | 1995-2003 | |
| 33 | Dane Beckham# | 50 | 2055-2060 | |
| 33 | Javier Duarte# | 50 | 2057-2062 | |
| 35 | Hamilton Bayless | 49 | 1997-2007 | |
| 35 | Jorge Reynoso | 49 | 1995-2001 | |
| 35 | Kim Rodas | 49 | 1995-1998 | |
| 35 | Juan Sánchez | 49 | 2027-2043 | |
| 35 | Carlos Torres# | 49 | 2047-2053 | |
| 40 | Curtis Bhatia | 48 | 1995-1998 | |
| 40 | Lee Brown | 48 | 1995-2000 | |
| 40 | Ron Cameron | 48 | 2037-2044 | |
| 40 | César Castaneda | 48 | 2043-2047 | |
| 40 | Manuel García | 48 | 2052-2060 | |
| 40 | Gabriel Hinton | 48 | 2003-2011 | |
| 40 | Samuel Long | 48 | 2006-2013 | |
| 40 | Ryosei Miyazaki | 48 | 2040-2050 | |
| 40 | Francisco Rojas | 48 | 2040-2045 | |
| 40 | António Téllez | 48 | 2036-2044 | |
| 40 | Eduardo Vázquez | 48 | 2040-2049 | |
| 40 | Elvin Willard | 48 | 2007-2010 | |
| 52 | Steve Griffin | 47 | 1995-2007 | |
| 52 | Danny Harrell | 47 | 2002-2007 | |
| 52 | António Jiménez | 47 | 2002-2006 | |
| 52 | Eddie Johnson | 47 | 2013-2023 | |
| 52 | Tsukasa Kumagai | 47 | 2042-2048 | |
| 52 | Ian Stroud | 47 | 2011-2013 | |
| 58 | Simón Bautista | 46 | 2034-2049 | |
| 58 | Cameron Bennett | 46 | 1997-2008 | |
| 58 | Carlos Costa | 46 | 2007-2013 | |
| 58 | José Flores | 46 | 2031-2038 | |
| 58 | Héctor Franjul | 46 | 1995-2001 | |
| 58 | Tetsuzan Saito# | 46 | 2044-2051 | |
| 58 | Edgardo Silva# | 46 | 2056-2061 | |
| 58 | Alfredo Vanali | 46 | 2034-2040 | |
| 66 | Jon Dyer | 45 | 2006-2009 | |
| 66 | Carlos Días | 45 | 2037-2043 | |
| 66 | Roberto Díaz | 45 | 2046-2050 | |
| 66 | C.J. Ischade | 45 | 2036-2050 | |
| 66 | John King | 45 | 2013-2017 | |
| 66 | Vicente Romero | 45 | 2054-2058 | |
| 66 | Okba Shaabani | 45 | 2036-2041 | |
| 66 | Terry White | 45 | 2027-2033 | |
| 74 | José Cueto | 44 | 2050-2055 | |
| 74 | Tom Davies | 44 | 1998-2009 | |
| 74 | Juan Jose Morán | 44 | 2040-2047 | |
| 74 | Jov Oizerman | 44 | 2045-2052 | |
| 74 | Leo Owen | 44 | 2039-2045 | |
| 74 | Willie Peters | 44 | 2016-2023 | |
| 74 | Terry Utting | 44 | 2014-2023 | |
| 81 | Raleigh Baxter# | 43 | 2055-2059 | |
| 81 | Brian Craft | 43 | 2020-2025 | |
| 81 | Eduardo Flores | 43 | 2017-2025 | |
| 81 | Pat Hughes | 43 | 1995-2001 | |
| 81 | Rob Kennedy | 43 | 2001-2003 | |
| 81 | Raúl Portillo | 43 | 2038-2043 | |
| 81 | António Rivera | 43 | 2025-2029 | |
| 81 | Dan Wilson | 43 | 2055-2060 | |
| 81 | Carlos Zalvidea | 43 | 2000-2003 | |
| 90 | Joe Adams | 42 | 2042-2045 | |
| 90 | Juan Rodríguez | 42 | 2044-2052 | |
| 90 | Nacho Sánchez# | 42 | 2057-2061 | |
| 90 | Pedro Sánchez | 42 | 1995-2001 | |
| 90 | Jesus Torrealba | 42 | 1995-2000 | |
| 90 | Jason Tyler | 42 | 2030-2034 | |
| 96 | Joe Anstey | 41 | 2020-2023 | |
| 96 | Richard Cleveland | 41 | 1995-2001 | |
| 96 | Javier Cruz# | 41 | 2056-2058 | |
| 96 | Jurrie de Jongh | 41 | 2007-2010 | |
| 96 | Vicente Freitas | 41 | 2034-2037 |
