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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Esteban Ramírez* | 25 | 2028-2046 | |
| 2 | Lou Godfrey* | 24 | 2030-2045 | |
| 3 | Reginald Dyer* | 21 | 2016-2029 | |
| 3 | Brian Hicks# | 21 | 2034-2051 | |
| 5 | B.J. Young# | 20 | 2037-2051 | |
| 6 | Bartolo Hernández | 19 | 2029-2044 | |
| 6 | Matt Hughes* | 19 | 2029-2046 | |
| 8 | Robinson Hill* | 18 | 2022-2032 | |
| 9 | Lynn Lawrence* | 17 | 2020-2041 | |
| 10 | Juan Flores | 16 | 2024-2034 | |
| 11 | Miguel Hernández* | 15 | 2024-2039 | |
| 12 | Joey Aragon* | 14 | 2010-2025 | |
| 12 | Pat Rice | 14 | 2017-2029 | |
| 12 | José Saucedo | 14 | 2012-2026 | |
| 15 | Dan Davenport* | 13 | 2029-2048 | |
| 15 | Dan Harper* | 13 | 2018-2035 | |
| 15 | Brian Smith# | 13 | 2043-2051 | |
| 18 | Vincent Harrison | 12 | 2031-2047 | |
| 19 | Todd Burton# | 11 | 2039-2051 | |
| 19 | Christian Cooper* | 11 | 2021-2036 | |
| 19 | Adrian Lee* | 11 | 2012-2025 | |
| 19 | Preston Pace | 11 | 2013-2028 | |
| 23 | Kenny Beasley* | 10 | 2027-2046 | |
| 23 | Todd Brown# | 10 | 2038-2051 | |
| 23 | Will Lester | 10 | 2023-2041 | |
| 23 | Pancho Lugo# | 10 | 2038-2051 | |
| 23 | Tim Whaley# | 10 | 2038-2051 | |
| 28 | Artie Harris | 9 | 2017-2033 | |
| 28 | Curt Joyner | 9 | 2018-2033 | |
| 28 | Randy Ryan | 9 | 2030-2044 | |
| 28 | Wilson Sostenes# | 9 | 2031-2051 | |
| 28 | Sergio Torres* | 9 | 2015-2029 | |
| 33 | Greg Bailey | 8 | 2024-2032 | |
| 33 | Gunner Bailey | 8 | 2015-2029 | |
| 33 | Vic Ballard | 8 | 2030-2041 | |
| 33 | Brit Clark* | 8 | 2029-2046 | |
| 33 | Judd Dunbar | 8 | 2019-2028 | |
| 33 | Millard Johnston* | 8 | 2016-2036 | |
| 33 | Bryan Pickett* | 8 | 2019-2033 | |
| 33 | Fredrick Planas | 8 | 2008-2020 | |
| 33 | Jeremy Polk# | 8 | 2045-2051 | |
| 33 | William Stone* | 8 | 2012-2022 | |
| 33 | Donald Wiggins | 8 | 2035-2050 | |
| 33 | Paul Wilson | 8 | 2038-2048 | |
| 45 | Phil Briggs | 7 | 2009-2023 | |
| 45 | Vaughan Daniels* | 7 | 2028-2040 | |
| 45 | Mike Gabbard# | 7 | 2037-2051 | |
| 45 | Jeff Moore | 7 | 2032-2045 | |
| 45 | Héctor Morales | 7 | 2038-2049 | |
| 45 | Yoshifumi Okamoto | 7 | 2038-2050 | |
| 45 | Jorge Ramírez* | 7 | 2020-2036 | |
| 45 | Matt Roberts | 7 | 2021-2029 | |
| 45 | Ken Russell* | 7 | 2023-2040 | |
| 45 | Rubén Sánchez# | 7 | 2038-2051 | |
| 55 | Everett Barber | 6 | 2021-2035 | |
| 55 | Terrence Carter | 6 | 2011-2024 | |
| 55 | Simon Cestero | 6 | 2011-2025 | |
| 55 | Herbert Christianson | 6 | 2011-2028 | |
| 55 | Ken Curry# | 6 | 2047-2051 | |
| 55 | Pedro Guardado | 6 | 2017-2030 | |
| 55 | Kevin Jackson | 6 | 2026-2038 | |
| 55 | Phil Johnson | 6 | 2025-2041 | |
| 55 | Josh Lord | 6 | 2018-2030 | |
| 55 | Jon Marshall | 6 | 2031-2041 | |
| 55 | Jerry Martin | 6 | 2026-2037 | |
| 55 | Javier Martínez | 6 | 2035-2050 | |
| 55 | Daniel Myers | 6 | 2027-2046 | |
| 55 | Dominic O'Neal | 6 | 2017-2029 | |
| 55 | Ramón Padilla | 6 | 2035-2048 | |
| 55 | Will Parker# | 6 | 2045-2051 | |
| 55 | Duane Pérez | 6 | 2035-2046 | |
| 55 | Allen Price | 6 | 2038-2048 | |
| 55 | Steven Ramon* | 6 | 2011-2024 | |
| 55 | Ian Robeson | 6 | 2018-2033 | |
| 55 | Domingo Trevino | 6 | 2036-2051 | |
| 76 | Conrado Amezcua | 5 | 2008-2017 | |
| 76 | Guillermo Ayala | 5 | 2027-2039 | |
| 76 | Bill Black* | 5 | 2029-2042 | |
| 76 | Dave Brown | 5 | 2012-2021 | |
| 76 | Horace Bush# | 5 | 2041-2051 | |
| 76 | Tomás Descalzo | 5 | 2011-2020 | |
| 76 | Ricardo Durán | 5 | 2032-2043 | |
| 76 | Rickey Gentry# | 5 | 2046-2051 | |
| 76 | César Gómez | 5 | 2012-2028 | |
| 76 | Doug Grimes | 5 | 2029-2039 | |
| 76 | Don Hanna | 5 | 2031-2044 | |
| 76 | Carl Hart* | 5 | 2028-2044 | |
| 76 | Russ Humby* | 5 | 2019-2035 | |
| 76 | George Jimenez | 5 | 2011-2023 | |
| 76 | Randy Littlejohn | 5 | 2027-2038 | |
| 76 | Edgar López | 5 | 2018-2030 | |
| 76 | Ieyoshi Matsubara | 5 | 2023-2031 | |
| 76 | Kris McCain# | 5 | 2046-2051 | |
| 76 | Bill McConnell | 5 | 2019-2031 | |
| 76 | William Morgan | 5 | 2036-2048 | |
| 76 | Barry Norwood | 5 | 2040-2049 | |
| 76 | Sergio Pagán | 5 | 2025-2043 | |
| 76 | George Pease | 5 | 2009-2021 | |
| 76 | Pablo Ramírez | 5 | 2025-2039 | |
| 76 | Raúl Ramos# | 5 | 2038-2051 |
