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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 | Chris Cooper# | 59 | 2059-2066 | |
| 7 | Andy Blomgren# | 57 | 2061-2066 | |
| 7 | Alberto Burry# | 57 | 2055-2062 | |
| 7 | Steve Crocker# | 57 | 2055-2063 | |
| 7 | Mamoru Fujihara | 57 | 2043-2047 | |
| 11 | Kyle Deloatch# | 52 | 2065-2068 | |
| 11 | Esteban Soto# | 52 | 2059-2065 | |
| 13 | Jarrod Hunt# | 51 | 2061-2066 | |
| 14 | Chet Juárez | 50 | 2041-2045 | |
| 14 | Freddie Lay# | 50 | 2057-2064 | |
| 16 | Gabe Luth# | 49 | 2062-2067 | |
| 16 | Adrian Trites# | 49 | 2062-2068 | |
| 18 | Conor Belk# | 48 | 2058-2066 | |
| 19 | Josh McAllister# | 47 | 2056-2065 | |
| 20 | Jon Hester | 46 | 2045-2049 | |
| 20 | José Ordóñez | 46 | 2042-2045 | |
| 22 | Tony Perez# | 45 | 2055-2062 | |
| 22 | Dylon Stegner# | 45 | 2060-2066 | |
| 24 | Taylor Brunette# | 44 | 2057-2064 | |
| 24 | Bob Hall | 44 | 2016-2019 | |
| 24 | Brodie Skuse | 44 | 2035-2044 | |
| 27 | Jim Jackson | 43 | 2056-2061 | |
| 27 | Álex Ortíz# | 43 | 2055-2062 | |
| 27 | Orlando Rosas | 43 | 2031-2034 | |
| 27 | Chris White# | 43 | 2060-2065 | |
| 31 | Darryl Bryan | 42 | 2013-2019 | |
| 31 | Jorge Pérez | 42 | 2040-2043 | |
| 33 | Ryuzo Ishimaru# | 41 | 2056-2065 | |
| 33 | Tony Lozano# | 41 | 2066-2068 | |
| 33 | Toshiki Saito | 41 | 2037-2045 | |
| 33 | Rudolf Vostakova | 41 | 2016-2022 | |
| 37 | Andy Hughes# | 40 | 2061-2066 | |
| 37 | Danny Jones | 40 | 2041-2046 | |
| 37 | Seong-jin Kim# | 40 | 2059-2064 | |
| 37 | Leonardo Palmer | 40 | 2043-2047 | |
| 37 | Dan Rogers | 40 | 2054-2057 | |
| 42 | Steve Carpenter | 39 | 2046-2054 | |
| 42 | Pepe Chávez | 39 | 2037-2046 | |
| 42 | Peter Mason# | 39 | 2060-2067 | |
| 42 | Steve Miller | 39 | 2033-2036 | |
| 42 | Scott Mueller | 39 | 2056-2062 | |
| 42 | Howie Rossi# | 39 | 2062-2065 | |
| 42 | Razan Tanaka | 39 | 2044-2047 | |
| 49 | Brett Burden# | 38 | 2063-2068 | |
| 49 | Bob Fisher# | 38 | 2053-2057 | |
| 49 | Jordan Garza# | 38 | 2064-2068 | |
| 49 | Randy Houston# | 38 | 2055-2058 | |
| 49 | Gerbrand van Ineveld | 38 | 2032-2039 | |
| 54 | Troy Kriss# | 37 | 2064-2068 | |
| 54 | Víctor Martínez | 37 | 2028-2030 | |
| 54 | Mike Nichols# | 37 | 2056-2061 | |
| 54 | Tomohiko Nii# | 37 | 2054-2059 | |
| 54 | Jeff Parker | 37 | 2049-2055 | |
| 54 | Greg Scott# | 37 | 2062-2068 | |
| 60 | Lou Harvey | 36 | 2047-2051 | |
| 60 | Jose Loya# | 36 | 2056-2063 | |
| 60 | Bobby Roman# | 36 | 2062-2066 | |
| 60 | Kong Seah# | 36 | 2066-2068 | |
| 64 | Dusty Coughlin# | 35 | 2061-2066 | |
| 64 | Kuan-yew Dou# | 35 | 2053-2055 | |
| 64 | Mike Frost | 35 | 2013-2024 | |
| 64 | Troy Gerstner# | 35 | 2062-2068 | |
| 64 | Zach McCarthy | 35 | 2030-2032 | |
| 64 | Gisbert Tremayne | 35 | 2040-2047 | |
| 64 | Filip van Donkelaar# | 35 | 2060-2067 | |
| 64 | Kel West | 35 | 2013-2020 | |
| 64 | In-sung Yi | 35 | 2014-2019 | |
| 73 | Jorge Acosta# | 34 | 2065-2067 | |
| 73 | Fred Eichenberger# | 34 | 2057-2064 | |
| 73 | Ryan Falor# | 34 | 2057-2062 | |
| 73 | Tommy Green | 34 | 2022-2024 | |
| 73 | Keith Lebon | 34 | 2019-2022 | |
| 73 | Tokita Miyamoto# | 34 | 2062-2068 | |
| 73 | Juan Murillo# | 34 | 2063-2065 | |
| 73 | Omar Navarrette# | 34 | 2063-2068 | |
| 73 | Bob Park | 34 | 2043-2047 | |
| 73 | Eric Powers | 34 | 2040-2043 | |
| 73 | Dave Spence# | 34 | 2053-2060 | |
| 73 | Sergio Taraz# | 34 | 2058-2062 | |
| 73 | António Villasol | 34 | 2040-2043 | |
| 73 | Matt Wolf# | 34 | 2059-2063 | |
| 87 | Gus Aguilar# | 33 | 2060-2066 | |
| 87 | Dan Browning | 33 | 2014-2019 | |
| 87 | Dan Cunningham | 33 | 2040-2042 | |
| 87 | Angel Mora# | 33 | 2064-2068 | |
| 87 | Bryan Winkle# | 33 | 2061-2067 | |
| 92 | Tony Alvarez# | 32 | 2063-2066 | |
| 92 | Kevin Clément# | 32 | 2065-2068 | |
| 92 | Joon-mo Kim# | 32 | 2063-2066 | |
| 92 | Joaquín Martínez | 32 | 2022-2028 | |
| 92 | Kevin White# | 32 | 2059-2064 | |
| 92 | Kei-thing Yang# | 32 | 2057-2064 | |
| 98 | Adam Booth | 31 | 2052-2055 | |
| 98 | Tsing Cuan | 31 | 2042-2046 | |
| 98 | Juan Cuevas | 31 | 2043-2045 |
