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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Jun Matsuura# | 23 | 2038-2049 | |
| 2 | Scott Hill* | 17 | 2007-2027 | |
| 2 | Wang Yang# | 17 | 2034-2049 | |
| 4 | Kevin Bush* | 16 | 2018-2039 | |
| 5 | Jean-Thomas Francoeur* | 13 | 2007-2024 | |
| 5 | Jeffrey King* | 13 | 2026-2041 | |
| 5 | José Ramos* | 13 | 2016-2033 | |
| 5 | José Salazar | 13 | 2013-2026 | |
| 9 | Masutaro Koyama* | 12 | 2019-2038 | |
| 9 | Hong-ryul Yun* | 12 | 2020-2040 | |
| 11 | Walter Bamber* | 11 | 2010-2025 | |
| 11 | Osvaldo Cruz* | 11 | 2016-2031 | |
| 11 | Dae-ho Kim | 11 | 2027-2045 | |
| 11 | Matt MacKinley | 11 | 2035-2046 | |
| 11 | Sergio Martínez | 11 | 2018-2029 | |
| 11 | Pedro Pagán# | 11 | 2037-2049 | |
| 11 | Dave Ramey# | 11 | 2039-2049 | |
| 18 | Daron Chandler# | 10 | 2037-2049 | |
| 18 | Carlos Clemente* | 10 | 2009-2023 | |
| 18 | Mark Collins* | 10 | 2019-2039 | |
| 18 | Sergio Crivelli | 10 | 2034-2048 | |
| 18 | Calogero DeLaurentiis | 10 | 2033-2047 | |
| 18 | David Flanagan# | 10 | 2038-2049 | |
| 18 | Juan González* | 10 | 2017-2036 | |
| 18 | Ramiro Jiménez | 10 | 2013-2033 | |
| 18 | José López | 10 | 2022-2037 | |
| 18 | José Martínez* | 10 | 2023-2038 | |
| 18 | Kyu-pyeong Pak | 10 | 2016-2034 | |
| 18 | Robert Reeves | 10 | 2018-2029 | |
| 30 | Jason Dean | 9 | 2031-2044 | |
| 30 | Jaime Guzmán | 9 | 2017-2030 | |
| 30 | Darrell Harding | 9 | 2025-2043 | |
| 30 | Artie Hatch | 9 | 2037-2046 | |
| 30 | Albert Lebel* | 9 | 2017-2032 | |
| 30 | Claudio Martínez | 9 | 2026-2041 | |
| 30 | Tyler Richter# | 9 | 2037-2047 | |
| 30 | Cipriano Román | 9 | 2032-2045 | |
| 30 | David Simpson | 9 | 2021-2040 | |
| 30 | Dave Smeddon | 9 | 2026-2039 | |
| 40 | Josh Chamberlain | 8 | 2029-2039 | |
| 40 | Jesús De Los Santos | 8 | 2027-2041 | |
| 40 | Rob Dixon# | 8 | 2037-2049 | |
| 40 | Art Ellis | 8 | 2008-2021 | |
| 40 | Anthony Erickson | 8 | 2025-2036 | |
| 40 | Dennis Fairchild# | 8 | 2037-2047 | |
| 40 | Thierry Garneau | 8 | 2016-2029 | |
| 40 | Tomás González | 8 | 2018-2030 | |
| 40 | Guy Harris# | 8 | 2042-2049 | |
| 40 | Dan Macías | 8 | 2007-2018 | |
| 40 | Rien Middelkamp | 8 | 2029-2044 | |
| 40 | Bernardo Miranda* | 8 | 2018-2039 | |
| 40 | Bob Moss | 8 | 2019-2037 | |
| 53 | Armando Aguilar# | 7 | 2039-2049 | |
| 53 | Mark Barber# | 7 | 2042-2049 | |
| 53 | Ricky Bolden | 7 | 2007-2021 | |
| 53 | Jerry Burgess | 7 | 2011-2021 | |
| 53 | Walt Burton | 7 | 2025-2038 | |
| 53 | Salvador Castro* | 7 | 2028-2041 | |
| 53 | Hyo-chin Ch'oe | 7 | 2023-2038 | |
| 53 | Mike Graves | 7 | 2015-2031 | |
| 53 | Guillermo Mendoza | 7 | 2010-2022 | |
| 53 | Warren Piniella | 7 | 2011-2024 | |
| 53 | Alex Powell# | 7 | 2041-2049 | |
| 53 | Ed Pritchard# | 7 | 2041-2049 | |
| 53 | Manny Sandoval | 7 | 2019-2033 | |
| 53 | Ron Sosa | 7 | 2031-2041 | |
| 67 | Ricardo Aleixa# | 6 | 2045-2049 | |
| 67 | Olivier Beaudoin | 6 | 2010-2021 | |
| 67 | Melvin Brooks# | 6 | 2039-2049 | |
| 67 | Andrew Caine | 6 | 2027-2043 | |
| 67 | Greg Casey | 6 | 2012-2023 | |
| 67 | Jung Chwa | 6 | 2018-2033 | |
| 67 | Juan Gutierre | 6 | 2038-2046 | |
| 67 | José Gómez | 6 | 2007-2026 | |
| 67 | Gerald Johnson | 6 | 2019-2033 | |
| 67 | Justin Johnston | 6 | 2034-2045 | |
| 67 | Ben Lewis | 6 | 2007-2019 | |
| 67 | Joe MacAslan# | 6 | 2039-2048 | |
| 67 | José Marte# | 6 | 2045-2049 | |
| 67 | Alejandro Méndez | 6 | 2018-2030 | |
| 67 | Francisco Rivera | 6 | 2007-2019 | |
| 67 | Eduardo Silva# | 6 | 2039-2049 | |
| 67 | Bernie Snow# | 6 | 2040-2049 | |
| 67 | Eduardo Trujillo | 6 | 2021-2033 | |
| 67 | Roy Wade# | 6 | 2040-2048 | |
| 86 | Carlos Arévalo | 5 | 2009-2019 | |
| 86 | Tim Bennett# | 5 | 2044-2049 | |
| 86 | Roberto Carrillo | 5 | 2031-2042 | |
| 86 | Tom Crowder | 5 | 2009-2016 | |
| 86 | Jaime Espinoza | 5 | 2024-2039 | |
| 86 | Xavier Feliciano | 5 | 2034-2046 | |
| 86 | John Garrett* | 5 | 2007-2020 | |
| 86 | Louis Genest | 5 | 2007-2019 | |
| 86 | Ghidewon Hassan | 5 | 2010-2025 | |
| 86 | Bob Holland | 5 | 2031-2043 | |
| 86 | Mang Kiefer | 5 | 2034-2047 | |
| 86 | Martín Lópes | 5 | 2012-2023 | |
| 86 | Jofet Malveiro | 5 | 2033-2043 | |
| 86 | José Morán | 5 | 2026-2037 | |
| 86 | José Murillo | 5 | 2007-2019 |
