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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | José Nieves | 65 | 2037-2043 | |
| 2 | Dave Bynum# | 62 | 2056-2063 | |
| 2 | Ken Nelson | 62 | 2013-2019 | |
| 4 | Jeff Locke | 61 | 2040-2044 | |
| 5 | Al West# | 60 | 2055-2062 | |
| 6 | Alberto Burry# | 57 | 2055-2062 | |
| 6 | Steve Crocker# | 57 | 2055-2063 | |
| 6 | Mamoru Fujihara | 57 | 2043-2047 | |
| 9 | Luis Mercado# | 52 | 2054-2060 | |
| 10 | Chet Juárez | 50 | 2041-2045 | |
| 10 | Freddie Lay# | 50 | 2057-2064 | |
| 10 | Esteban Soto# | 50 | 2059-2064 | |
| 13 | Jon Hester | 46 | 2045-2049 | |
| 13 | José Ordóñez | 46 | 2042-2045 | |
| 15 | Josh McAllister# | 45 | 2056-2064 | |
| 15 | Bob Newman# | 45 | 2048-2052 | |
| 15 | Tony Perez# | 45 | 2055-2062 | |
| 18 | Taylor Brunette# | 44 | 2057-2064 | |
| 18 | Bob Hall | 44 | 2016-2019 | |
| 18 | Brodie Skuse | 44 | 2035-2044 | |
| 21 | Chris Cooper# | 43 | 2059-2064 | |
| 21 | Jim Jackson# | 43 | 2056-2061 | |
| 21 | Álex Ortíz# | 43 | 2055-2062 | |
| 21 | Orlando Rosas | 43 | 2031-2034 | |
| 25 | Darryl Bryan | 42 | 2013-2019 | |
| 25 | Jorge Pérez | 42 | 2040-2043 | |
| 27 | Conor Belk# | 41 | 2058-2062 | |
| 27 | Toshiki Saito | 41 | 2037-2045 | |
| 27 | Rudolf Vostakova | 41 | 2016-2022 | |
| 30 | Andy Blomgren# | 40 | 2061-2064 | |
| 30 | Danny Jones | 40 | 2041-2046 | |
| 30 | Seong-jin Kim# | 40 | 2059-2064 | |
| 30 | Leonardo Palmer | 40 | 2043-2047 | |
| 30 | Dan Rogers# | 40 | 2054-2057 | |
| 35 | Steve Carpenter | 39 | 2046-2054 | |
| 35 | Pepe Chávez | 39 | 2037-2046 | |
| 35 | Steve Miller | 39 | 2033-2036 | |
| 35 | Scott Mueller# | 39 | 2056-2062 | |
| 35 | Razan Tanaka | 39 | 2044-2047 | |
| 40 | Bob Fisher# | 38 | 2053-2057 | |
| 40 | Ernesto Gómez# | 38 | 2059-2064 | |
| 40 | Randy Houston# | 38 | 2055-2058 | |
| 40 | Howie Rossi# | 38 | 2062-2064 | |
| 40 | Gerbrand van Ineveld | 38 | 2032-2039 | |
| 45 | Víctor Martínez | 37 | 2028-2030 | |
| 45 | Mike Nichols# | 37 | 2056-2061 | |
| 45 | Tomohiko Nii# | 37 | 2054-2059 | |
| 45 | Jeff Parker# | 37 | 2049-2055 | |
| 49 | Lou Harvey# | 36 | 2047-2051 | |
| 49 | Ryuzo Ishimaru# | 36 | 2056-2064 | |
| 49 | Jose Loya# | 36 | 2056-2063 | |
| 49 | Kevin Owens# | 36 | 2056-2064 | |
| 53 | Matous Blasko# | 35 | 2049-2054 | |
| 53 | Kuan-yew Dou# | 35 | 2053-2055 | |
| 53 | Mike Frost | 35 | 2013-2024 | |
| 53 | Zach McCarthy | 35 | 2030-2032 | |
| 53 | Gisbert Tremayne | 35 | 2040-2047 | |
| 53 | Kel West | 35 | 2013-2020 | |
| 53 | In-sung Yi | 35 | 2014-2019 | |
| 60 | Fred Eichenberger# | 34 | 2057-2064 | |
| 60 | Ryan Falor# | 34 | 2057-2062 | |
| 60 | Tommy Green | 34 | 2022-2024 | |
| 60 | Keith Lebon | 34 | 2019-2022 | |
| 60 | Bob Park | 34 | 2043-2047 | |
| 60 | Eric Powers | 34 | 2040-2043 | |
| 60 | Dave Spence# | 34 | 2053-2060 | |
| 60 | Sergio Taraz# | 34 | 2058-2062 | |
| 60 | António Villasol | 34 | 2040-2043 | |
| 60 | Matt Wolf# | 34 | 2059-2063 | |
| 70 | Dan Browning | 33 | 2014-2019 | |
| 70 | Dan Cunningham | 33 | 2040-2042 | |
| 70 | Sam Pinson# | 33 | 2056-2059 | |
| 70 | Juan Ramírez# | 33 | 2055-2058 | |
| 74 | Octávio Carrión# | 32 | 2053-2060 | |
| 74 | Joaquín Martínez | 32 | 2022-2028 | |
| 74 | Zhi-fu Wei# | 32 | 2055-2057 | |
| 74 | Chris White# | 32 | 2060-2064 | |
| 74 | Kevin White# | 32 | 2059-2064 | |
| 74 | Kei-thing Yang# | 32 | 2057-2064 | |
| 80 | Adam Booth# | 31 | 2052-2055 | |
| 80 | Tsing Cuan | 31 | 2042-2046 | |
| 80 | Juan Cuevas | 31 | 2043-2045 | |
| 80 | José Espinosa | 31 | 2016-2020 | |
| 80 | Nozumo Fujita# | 31 | 2057-2063 | |
| 80 | José García | 31 | 2041-2046 | |
| 80 | Juan Gómez | 31 | 2038-2043 | |
| 80 | Iván León | 31 | 2027-2028 | |
| 80 | Bryant McCloud# | 31 | 2058-2062 | |
| 80 | Billy Snow# | 31 | 2055-2057 | |
| 80 | Toshikasu Takata# | 31 | 2050-2054 | |
| 91 | Gabe Brown# | 30 | 2055-2063 | |
| 91 | Tom Goodnow# | 30 | 2061-2063 | |
| 91 | Jesús Ortega | 30 | 2029-2032 | |
| 91 | Cisco Soto# | 30 | 2052-2054 | |
| 95 | Greg Featherstone# | 29 | 2056-2058 | |
| 95 | Doug Garland# | 29 | 2050-2054 | |
| 95 | Lou Hastings | 29 | 2045-2048 | |
| 95 | Masashi Kashiwabara# | 29 | 2054-2056 | |
| 95 | Bob Knight | 29 | 2041-2046 | |
| 95 | Chris Lawson# | 29 | 2055-2059 |
