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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Todd Demko | 82 | 1995-2005 | |
| 2 | Ernest Wells | 78 | 2005-2015 | |
| 3 | Juan Gonzáles | 77 | 2003-2013 | |
| 3 | Raúl Silva | 77 | 2040-2054 | |
| 5 | Carl Renaud | 73 | 1997-2009 | |
| 6 | George Esparza | 72 | 1996-2005 | |
| 6 | Arthur Wiggins | 72 | 1998-2010 | |
| 8 | Cary Bogen | 71 | 1995-2005 | |
| 8 | Juan Reyes | 71 | 2036-2048 | |
| 10 | Vicente Ramírez | 69 | 2002-2012 | |
| 11 | Alfonso Guillén# | 68 | 2046-2055 | |
| 11 | Jonathan Hewes | 68 | 1995-2008 | |
| 13 | Pete Decker | 66 | 1999-2005 | |
| 14 | Chris Thompson | 65 | 2010-2016 | |
| 15 | José López | 63 | 2036-2046 | |
| 16 | Hud Bannon# | 62 | 2045-2053 | |
| 16 | José Bonilla | 62 | 2037-2043 | |
| 16 | Marvin Smith | 62 | 1997-2012 | |
| 19 | Armando Garza# | 60 | 2046-2052 | |
| 19 | Dave Hendrickson | 60 | 2010-2016 | |
| 19 | Félix Jiménez | 60 | 2041-2045 | |
| 19 | Freddie Montano | 60 | 1995-2002 | |
| 23 | John Campbell Jr. | 59 | 2028-2036 | |
| 23 | José Núñez# | 59 | 2046-2054 | |
| 25 | Tadamichi Yoshida | 58 | 2035-2051 | |
| 26 | Lanny MacFadden | 56 | 2009-2021 | |
| 26 | Luuk van den Hoek | 56 | 2033-2043 | |
| 28 | José Fernández | 55 | 2018-2026 | |
| 28 | Luis López | 55 | 2012-2026 | |
| 28 | Ray Moore | 55 | 2002-2009 | |
| 31 | Oscar Banfi | 54 | 2034-2043 | |
| 31 | Terry Boutilier | 54 | 2034-2043 | |
| 31 | Ken Collier# | 54 | 2045-2052 | |
| 31 | Young-kwang Pak | 54 | 2046-2050 | |
| 31 | Jorge Santos# | 54 | 2046-2051 | |
| 36 | Nelson Hernández | 53 | 2036-2040 | |
| 36 | Tim Mobley | 53 | 2023-2032 | |
| 36 | Tomás Romero | 53 | 2018-2031 | |
| 39 | Aaron Boyce# | 52 | 2052-2057 | |
| 39 | Carlos Martinez | 52 | 1995-2001 | |
| 41 | Curtis Barnes | 51 | 2027-2031 | |
| 41 | Dermott Blakeway | 51 | 1997-2005 | |
| 41 | Jose Delgadillo | 51 | 1995-2001 | |
| 41 | António López | 51 | 2044-2049 | |
| 41 | Aaron Miller | 51 | 2002-2005 | |
| 46 | Javier Bautista | 50 | 2019-2032 | |
| 46 | Jay Chapman# | 50 | 2046-2050 | |
| 46 | Luis González# | 50 | 2046-2053 | |
| 46 | Henry Jones | 50 | 1995-2003 | |
| 46 | Jack Peralta | 50 | 2026-2038 | |
| 46 | Julián Pérez | 50 | 2043-2049 | |
| 46 | Jesús Vargas | 50 | 2024-2034 | |
| 53 | Manny Alfonso | 49 | 1996-2007 | |
| 53 | José García | 49 | 2043-2053 | |
| 53 | Warren Mansour | 49 | 1995-1999 | |
| 53 | Jesús Ortíz | 49 | 2020-2030 | |
| 53 | José Romero | 49 | 2008-2022 | |
| 53 | Brent Strom# | 49 | 2050-2056 | |
| 59 | Francisco Acosta | 48 | 2041-2050 | |
| 59 | Raúl Calderón | 48 | 2039-2045 | |
| 59 | Benjamin Canao | 48 | 1995-2001 | |
| 59 | Antonio Fuentes | 48 | 2001-2003 | |
| 59 | Claudio Rua | 48 | 1997-2001 | |
| 64 | Bobby Baird# | 47 | 2046-2053 | |
| 64 | Germán Bocanegra | 47 | 2040-2044 | |
| 64 | António Coztes | 47 | 2049-2053 | |
| 64 | Hungary Denk | 47 | 2033-2039 | |
| 64 | Reynaldo Ferra | 47 | 2039-2046 | |
| 64 | Carlos Jones | 47 | 2036-2042 | |
| 64 | Cristián Martínez | 47 | 2018-2030 | |
| 64 | Jorge Perez | 47 | 1995-2001 | |
| 64 | Jesús Sosa | 47 | 1999-2004 | |
| 64 | Javier Velázquez | 47 | 2025-2031 | |
| 64 | Sun-wei Yao | 47 | 1996-2001 | |
| 75 | Edwin Barbieri | 46 | 1995-2005 | |
| 75 | Carl Burnette | 46 | 2000-2013 | |
| 75 | Pedro Cerni | 46 | 2032-2036 | |
| 75 | Roberto Cortéz | 46 | 2013-2019 | |
| 75 | Liam Davis | 46 | 1997-2015 | |
| 75 | Wilson Fernández | 46 | 2031-2039 | |
| 75 | Mike García | 46 | 2040-2043 | |
| 75 | Geoff Henry | 46 | 2004-2015 | |
| 75 | Taylor Leggott | 46 | 2048-2052 | |
| 75 | Chris Noble# | 46 | 2051-2058 | |
| 75 | Héctor Ramírez | 46 | 2021-2032 | |
| 75 | Héctor Romero | 46 | 2021-2029 | |
| 75 | Carlos Valentín | 46 | 2034-2044 | |
| 75 | Matsuo Yamamoto | 46 | 2037-2042 | |
| 89 | Fernando Castro | 45 | 2021-2025 | |
| 89 | Jason Cooper | 45 | 2005-2013 | |
| 89 | Jim Hodges | 45 | 2002-2007 | |
| 89 | Ramón Morales | 45 | 2038-2043 | |
| 89 | Assi Rubanza | 45 | 2002-2006 | |
| 89 | Jing-xiang Sa | 45 | 2044-2051 | |
| 89 | James Smith | 45 | 2004-2011 | |
| 89 | Mike Sparks# | 45 | 2052-2058 | |
| 89 | Rick Stowell | 45 | 1995-2003 | |
| 89 | Roger Thomas | 45 | 2008-2015 | |
| 89 | Dennis Villard | 45 | 2000-2005 | |
| 89 | Ramón Villarreal | 45 | 2019-2025 |
