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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Nelson Williams | .737 | 1998-2009 | |
| 2 | Sean Jones | .706 | 1996-2010 | |
| 3 | Gaspar Garcia | .702 | 1997-2006 | |
| 4 | Alberto Bejinez | .676 | 1997-2005 | |
| 5 | Elvin Willard | .664 | 2010-2017 | |
| 6 | Tom Rivers | .663 | 2002-2008 | |
| 7 | Luis Hernández | .658 | 2020-2027 | |
| 8 | Gerardo Arroyo | .652 | 2009-2015 | |
| 9 | Matt Drews | .650 | 1995-2009 | |
| 9 | Juan Gonzáles | .650 | 2006-2016 | |
| 11 | Chico Ramirez | .649 | 1995-2006 | |
| 12 | Dani Díaz | .648 | 2011-2016 | |
| 13 | Rodrigo Rojas | .644 | 1996-2008 | |
| 14 | Josh Holt | .630 | 2010-2018 | |
| 15 | John Leary | .629 | 1998-2010 | |
| 16 | Javier Bautista | .628 | 2024-2032 | |
| 16 | David Hoskins | .628 | 2018-2026 | |
| 18 | Alfredo Contreras# | .626 | 2044-2058 | |
| 19 | Cody Lee | .625 | 2029-2037 | |
| 20 | Gill O'Puddin | .621 | 2011-2022 | |
| 21 | David Fernández | .620 | 2010-2017 | |
| 22 | Quentin Mullins | .618 | 2042-2055 | |
| 22 | Christopher Robinson | .618 | 2017-2027 | |
| 24 | Raúl García | .616 | 1998-2004 | |
| 24 | Marcos Medina | .616 | 2025-2037 | |
| 26 | Ghi-cheng Kum | .615 | 2035-2053 | |
| 27 | Mitch Cain | .614 | 2002-2013 | |
| 28 | Mathew Krieger | .612 | 1999-2018 | |
| 28 | Nick Mobley | .612 | 2040-2055 | |
| 30 | Pat Hughes | .608 | 2002-2007 | |
| 31 | Faustino Flores | .606 | 1998-2005 | |
| 32 | Duncan Winters | .600 | 2013-2023 | |
| 33 | José Olvera | .599 | 2023-2038 | |
| 34 | Adam Spurle | .597 | 1995-2010 | |
| 35 | Andrew Garrison | .593 | 2021-2027 | |
| 35 | Justin Lovern | .593 | 1997-2008 | |
| 37 | Sean Bergman | .589 | 1995-2008 | |
| 37 | Dave Marshall | .589 | 2009-2017 | |
| 39 | Michel Girard | .587 | 2030-2041 | |
| 40 | Pedro Tapia | .586 | 2017-2030 | |
| 40 | Héctor Méndez | .586 | 2016-2031 | |
| 42 | Ricardo Alfonso | .584 | 2011-2017 | |
| 43 | Davis Holliday | .583 | 2012-2020 | |
| 43 | Kenny Kelly# | .583 | 2045-2055 | |
| 45 | Bobby Wright# | .581 | 2050-2058 | |
| 45 | Hubert Rogers | .581 | 2015-2025 | |
| 47 | Brad Peckford# | .580 | 2049-2058 | |
| 48 | Juan Crespo | .579 | 2017-2022 | |
| 48 | Jim Pollock# | .579 | 2044-2058 | |
| 48 | Curt Bandelow | .579 | 2002-2010 | |
| 51 | Armando Alvarado | .578 | 2013-2021 | |
| 51 | Sherman Clubb | .578 | 1996-2007 | |
| 53 | William Smith | .577 | 1998-2007 | |
| 53 | Roberto Vargas | .577 | 2020-2028 | |
| 55 | José Escalante | .576 | 2019-2025 | |
| 55 | Juan Pagán | .576 | 2027-2037 | |
| 57 | Roger Brown | .575 | 2019-2031 | |
| 58 | Claudio Silva | .574 | 2019-2027 | |
| 58 | Arturo Rodríguez | .574 | 2021-2030 | |
| 60 | Vernon Lewis | .573 | 2016-2028 | |
| 60 | Roberto Martínez | .573 | 2022-2035 | |
| 62 | Andrew Bogan | .571 | 1995-2005 | |
| 62 | Reid Jensen | .571 | 2042-2052 | |
| 64 | Diego García | .570 | 2026-2036 | |
| 65 | Mike Griffin# | .569 | 2049-2058 | |
| 66 | Francisco Lueras | .567 | 1998-2007 | |
| 67 | Rodger Murkami | .565 | 1995-2006 | |
| 68 | Tyrell Davis | .564 | 2001-2009 | |
| 68 | Theron Ratzlaff | .564 | 2004-2014 | |
| 70 | César Castro | .562 | 2036-2042 | |
| 71 | Mark Reardon# | .561 | 2051-2058 | |
| 72 | Sam Lawrence | .558 | 2009-2017 | |
| 72 | Callum Maybury | .558 | 2035-2044 | |
| 72 | Dave Akers | .558 | 2021-2027 | |
| 75 | Juan Ruíz | .557 | 2042-2058 | |
| 76 | Esteban Madera | .555 | 1995-2006 | |
| 77 | Todd Jones# | .552 | 2048-2058 | |
| 77 | Clyde Pineda | .552 | 2028-2033 | |
| 77 | Berto Gámez | .552 | 2035-2042 | |
| 80 | Ryan Morris | .550 | 2005-2011 | |
| 81 | Ben Pyrmont | .549 | 2036-2047 | |
| 82 | Luis Valenzuela | .548 | 2022-2036 | |
| 82 | Tim MacIntyre | .548 | 2009-2021 | |
| 82 | Marcos Morales | .548 | 2038-2044 | |
| 85 | Rick Clarijs# | .546 | 2053-2058 | |
| 85 | Tony Caraballo | .546 | 2028-2037 | |
| 85 | Domingo Campa | .546 | 2025-2032 | |
| 85 | Cliff Sweeny | .546 | 2004-2012 | |
| 89 | Harold Crothers | .545 | 1996-2003 | |
| 89 | Tommy Hunter | .545 | 2041-2047 | |
| 89 | José Lucero | .545 | 2013-2021 | |
| 89 | Chad Ogea | .545 | 1995-2004 | |
| 93 | Gary McCabe | .544 | 2004-2012 | |
| 94 | Luis Reyes | .542 | 2019-2026 | |
| 95 | William Dawson | .540 | 2031-2045 | |
| 96 | José Bray# | .538 | 2048-2058 | |
| 96 | Darryl Otterson | .538 | 1997-2005 | |
| 98 | Tomás Rodríguez | .537 | 2016-2021 | |
| 98 | Leonardo González# | .537 | 2049-2057 | |
| 100 | Liam Quebell# | .536 | 2048-2055 |
