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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Manuel Ruíz | 7 | 2052-2057 | |
| 2 | Richard Howell | 6 | 2048-2056 | |
| 3 | Da'ud bin Sa'eed# | 5 | 2063-2065 | |
| 3 | Bohdan Grady | 5 | 2022-2024 | |
| 3 | Richard Veeck | 5 | 2052-2055 | |
| 6 | Ray Cunningham | 4 | 2052-2053 | |
| 6 | Abdul-Samad Fareed# | 4 | 2065-2066 | |
| 6 | Khai Huang | 4 | 2061-2062 | |
| 6 | Adrian Rivero | 4 | 2017-2021 | |
| 6 | Flint Thomas# | 4 | 2064-2066 | |
| 6 | Manuel Villa# | 4 | 2056-2059 | |
| 12 | Bill Adkins | 3 | 2064-2065 | |
| 12 | Scott Alexander | 3 | 2013-2017 | |
| 12 | Fokke Boerboom# | 3 | 2062-2064 | |
| 12 | Luke Bolka | 3 | 2017-2021 | |
| 12 | Romão Boquinha | 3 | 2026-2029 | |
| 12 | Régis Boulay# | 3 | 2060-2062 | |
| 12 | Boyd Carlton | 3 | 2052-2056 | |
| 12 | Curtis Coell | 3 | 2022-2024 | |
| 12 | Tony Corral | 3 | 2024-2025 | |
| 12 | Rickard Dankers# | 3 | 2063-2064 | |
| 12 | Jose Agusto Diaz | 3 | 2016-2016 | |
| 12 | Onne Ehles# | 3 | 2063-2064 | |
| 12 | Jacob Ford | 3 | 2053-2054 | |
| 12 | Bill Hortley | 3 | 2023-2029 | |
| 12 | Seung Kim# | 3 | 2063-2065 | |
| 12 | Duane Kinney# | 3 | 2055-2058 | |
| 12 | Kyoichi Kobayashi# | 3 | 2058-2060 | |
| 12 | Alfredo León# | 3 | 2063-2066 | |
| 12 | Ken Lynch | 3 | 2023-2030 | |
| 12 | José Martínez | 3 | 2057-2059 | |
| 12 | Ira Reag | 3 | 2018-2021 | |
| 12 | Alonso Salazar# | 3 | 2061-2062 | |
| 12 | Ali Sekayi# | 3 | 2063-2065 | |
| 12 | Jeirgif Semykin | 3 | 2053-2055 | |
| 12 | Arnold Stoffler | 3 | 2044-2051 | |
| 12 | Jeremy Stokes# | 3 | 2063-2066 | |
| 12 | Christos Sutcliffe# | 3 | 2057-2058 | |
| 12 | Georgio Tommasini# | 3 | 2056-2058 | |
| 12 | Marvin Valenzuela | 3 | 2028-2035 | |
| 12 | Francisco Villa | 3 | 2050-2052 | |
| 12 | Xi-ku Yang | 3 | 2034-2034 | |
| 43 | Ludovico Aiveca# | 2 | 2063-2063 | |
| 43 | Shura Ayupov | 2 | 2039-2040 | |
| 43 | Ben Batterham | 2 | 2052-2052 | |
| 43 | Michael Bennet | 2 | 2017-2017 | |
| 43 | Hunfried Bielenberg# | 2 | 2056-2058 | |
| 43 | Bassam bin Halim | 2 | 2029-2030 | |
| 43 | Youssef bin Saqr | 2 | 2048-2049 | |
| 43 | Mus'ad bin Zaim | 2 | 2051-2058 | |
| 43 | Lou Bodkin | 2 | 2041-2042 | |
| 43 | Denis Bogermans | 2 | 2023-2033 | |
| 43 | Brian Boggs | 2 | 2025-2027 | |
| 43 | Mike Bray# | 2 | 2067-2067 | |
| 43 | Arthur Brown | 2 | 2052-2055 | |
| 43 | Brian Brown# | 2 | 2063-2065 | |
| 43 | Jon Bustamant# | 2 | 2067-2067 | |
| 43 | Bobby Butler# | 2 | 2066-2067 | |
| 43 | Melvin Caine | 2 | 2022-2030 | |
| 43 | Ira Campbell# | 2 | 2056-2057 | |
| 43 | Mark Campbell# | 2 | 2064-2065 | |
| 43 | Peter Carey | 2 | 2029-2036 | |
| 43 | Blaine Castaneda# | 2 | 2056-2059 | |
| 43 | Balduin Ceder# | 2 | 2062-2062 | |
| 43 | Toribio Celestino# | 2 | 2067-2067 | |
| 43 | Carlos Chapple | 2 | 2040-2045 | |
| 43 | Colton Combs | 2 | 2025-2029 | |
| 43 | Lyndon Curnow# | 2 | 2058-2060 | |
| 43 | Tyler Danish | 2 | 2015-2016 | |
| 43 | Kevin Davis | 2 | 2054-2056 | |
| 43 | Robbie Davis | 2 | 2037-2037 | |
| 43 | Warren Davis | 2 | 2040-2043 | |
| 43 | Joel De La Cruz | 2 | 2012-2019 | |
| 43 | Steve DeMent | 2 | 2060-2063 | |
| 43 | Scott du | 2 | 2052-2053 | |
| 43 | Bastien Dupont# | 2 | 2063-2064 | |
| 43 | Mark Ecker | 2 | 2020-2020 | |
| 43 | Javier Encarnación# | 2 | 2061-2061 | |
| 43 | Larry Fradejas | 2 | 2047-2051 | |
| 43 | Jerry Fullerton | 2 | 2021-2025 | |
| 43 | Horst Gan | 2 | 2032-2034 | |
| 43 | Alfonso García | 2 | 2059-2062 | |
| 43 | Steve Gatlin | 2 | 2041-2045 | |
| 43 | Frank Gilbert | 2 | 2025-2032 | |
| 43 | Felipe Gonzalez | 2 | 2014-2015 | |
| 43 | Mario Gonzáles | 2 | 2040-2042 | |
| 43 | Rusty Goodman | 2 | 2049-2050 | |
| 43 | Pavlusha Gorojaninov | 2 | 2057-2059 | |
| 43 | T.J. Gregory# | 2 | 2056-2060 | |
| 43 | Carl Grimes# | 2 | 2052-2055 | |
| 43 | Rafael Guerrero | 2 | 2030-2038 | |
| 43 | Nick Hansen# | 2 | 2064-2064 | |
| 43 | Kyle Haynes | 2 | 2013-2017 | |
| 43 | Mark Helen | 2 | 2050-2051 | |
| 43 | Ergot Herde | 2 | 2040-2042 | |
| 43 | Ron Hill | 2 | 2057-2060 | |
| 43 | Neal Hindmarsh | 2 | 2031-2031 | |
| 43 | Andrew Holland | 2 | 2046-2052 | |
| 43 | Brock Hopper | 2 | 2025-2029 | |
| 43 | Thomas Hornbarger | 2 | 2046-2048 |
