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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Armando Jiménez | 47 | 2019-2024 | |
| 1 | Eric Roy | 47 | 2031-2034 | |
| 3 | Leonard Puckett | 45 | 2001-2007 | |
| 4 | Mick Hunt# | 37 | 2043-2054 | |
| 5 | Marcos Márquez | 36 | 2020-2024 | |
| 6 | Alfredo Molina | 35 | 2014-2018 | |
| 6 | Ken Villegas | 35 | 2020-2022 | |
| 8 | Gilberto Morales | 34 | 2023-2028 | |
| 9 | Mike Condorcet | 33 | 1997-2002 | |
| 9 | Rick Goulding | 33 | 2045-2052 | |
| 11 | Quintin Birss# | 32 | 2041-2054 | |
| 11 | Jeffrey Flowers# | 32 | 2049-2053 | |
| 11 | Freddie McCormick | 32 | 2005-2007 | |
| 14 | Domingo Deleón | 31 | 2003-2012 | |
| 15 | Javier Carbajal | 30 | 2019-2030 | |
| 15 | Archie Cartwright | 30 | 2003-2005 | |
| 15 | Tommy Smith | 30 | 2018-2028 | |
| 15 | John Snell | 30 | 2009-2012 | |
| 15 | Kwan-cheol Yi | 30 | 2045-2054 | |
| 20 | Axel Rolland | 29 | 2013-2019 | |
| 21 | Micah Annlar | 28 | 2047-2050 | |
| 21 | Peter Buffey | 28 | 2014-2019 | |
| 21 | Félix Jiménez | 28 | 2038-2040 | |
| 21 | António Murillo | 28 | 2009-2016 | |
| 21 | Luis Serrano | 28 | 2014-2017 | |
| 26 | Jesús Coronado | 27 | 2017-2021 | |
| 26 | Gernot Frece# | 27 | 2051-2054 | |
| 28 | Alejandro Díaz | 26 | 2031-2043 | |
| 28 | Iván Feliciano# | 26 | 2053-2058 | |
| 28 | Ralph Hall | 26 | 1998-2001 | |
| 28 | Steven Nelson | 26 | 1997-2000 | |
| 32 | Takeo Aoki | 25 | 2033-2035 | |
| 32 | Armando Flores | 25 | 2003-2006 | |
| 32 | Gordon Graves | 25 | 2028-2030 | |
| 32 | Roger Guth | 25 | 2026-2029 | |
| 32 | Bohuslav Jezek | 25 | 2031-2033 | |
| 32 | Wally Leonard | 25 | 2013-2015 | |
| 32 | Pedro López | 25 | 2021-2025 | |
| 32 | Lee Martin | 25 | 2010-2013 | |
| 32 | Calvin Meyer | 25 | 2000-2008 | |
| 32 | Richard Radforth | 25 | 2029-2031 | |
| 32 | Yoshinori Sugiyama# | 25 | 2048-2052 | |
| 43 | Manuel Bruno | 24 | 2031-2033 | |
| 43 | Marcos Báez | 24 | 2012-2018 | |
| 43 | Jack Collin | 24 | 2029-2030 | |
| 43 | Alejandro Cruz | 24 | 2051-2052 | |
| 43 | Fernando Gómez# | 24 | 2054-2057 | |
| 43 | Nick Hasty | 24 | 2001-2007 | |
| 43 | Derek Mays | 24 | 2000-2003 | |
| 43 | Carlos Ramírez | 24 | 2021-2033 | |
| 43 | Tyler Steele | 24 | 2010-2012 | |
| 43 | Héctor Torres | 24 | 2019-2024 | |
| 53 | Alejandro Arroyo | 23 | 2026-2030 | |
| 53 | Domingo Becerra | 23 | 2006-2008 | |
| 53 | Salvador Benítez | 23 | 2001-2005 | |
| 53 | Ernesto Delgado | 23 | 2018-2022 | |
| 53 | John Farmer | 23 | 2002-2005 | |
| 53 | Rodrigo García | 23 | 2015-2018 | |
| 53 | Steve Hernández | 23 | 2031-2034 | |
| 53 | Carlos López | 23 | 2031-2033 | |
| 53 | Raúl López | 23 | 2033-2036 | |
| 53 | Juan Martínez | 23 | 2031-2034 | |
| 53 | Nolan Miller# | 23 | 2051-2054 | |
| 53 | Qing-lai Ou-yang# | 23 | 2051-2054 | |
| 53 | Jerome Powell | 23 | 1997-2000 | |
| 53 | Cam Preston | 23 | 2003-2007 | |
| 53 | Darrell Puckett | 23 | 1999-2002 | |
| 53 | Ted Scott | 23 | 2005-2011 | |
| 53 | Clay Thomas# | 23 | 2052-2056 | |
| 53 | Nathan Turner | 23 | 2003-2008 | |
| 53 | Zander Utting | 23 | 1998-2005 | |
| 53 | Jackson Wear# | 23 | 2048-2051 | |
| 73 | Lane Aldridge | 22 | 2031-2033 | |
| 73 | Ray Beard | 22 | 2005-2008 | |
| 73 | Nelson Burnett# | 22 | 2050-2053 | |
| 73 | Jesús Castaneda | 22 | 2022-2028 | |
| 73 | Vince Edwards | 22 | 2012-2018 | |
| 73 | Pepe Elizarraraz | 22 | 2026-2030 | |
| 73 | Heath Hoffe | 22 | 2041-2043 | |
| 73 | Daniel Keller | 22 | 2012-2014 | |
| 73 | Josh King | 22 | 2040-2043 | |
| 73 | Brent Lindsey | 22 | 1997-2002 | |
| 73 | Alonso Medina | 22 | 2020-2022 | |
| 73 | Armando Medina | 22 | 2019-2024 | |
| 73 | Alejandro Ramírez | 22 | 2017-2020 | |
| 73 | Júlio Rivera | 22 | 2030-2033 | |
| 73 | Steve Ross | 22 | 2046-2050 | |
| 73 | Dave Santry | 22 | 1998-2000 | |
| 73 | Koji Shini | 22 | 2001-2005 | |
| 73 | John Wallace | 22 | 2016-2018 | |
| 91 | Matt Brooks | 21 | 2003-2005 | |
| 91 | Ray Cahill | 21 | 1998-2000 | |
| 91 | Mario Elías | 21 | 2017-2019 | |
| 91 | Austin Harvey | 21 | 2010-2012 | |
| 91 | Danny Hudson | 21 | 2019-2032 | |
| 91 | Kevin Hull | 21 | 2000-2002 | |
| 91 | Juan Jose Mayorga | 21 | 2020-2023 | |
| 91 | Raúl Ortíz | 21 | 2031-2034 | |
| 91 | Jed Parra | 21 | 2027-2031 | |
| 91 | Manny Reyes | 21 | 2013-2015 |
