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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Owen Stegemann# | 346 | 2043-2061 | |
| 2 | Tanner Johnson* | 324 | 2024-2041 | |
| 3 | Levi Donahoo* | 317 | 2035-2055 | |
| 4 | Luis Munoz | 307 | 2041-2059 | |
| 5 | Carlos Adujar# | 285 | 2042-2061 | |
| 5 | Joe Hardy* | 285 | 2023-2041 | |
| 7 | Maurice Gould* | 266 | 2012-2030 | |
| 8 | Johnny Dickshot* | 264 | 2035-2049 | |
| 9 | Lewis Peterson# | 249 | 2043-2061 | |
| 10 | Ruben Cahue | 248 | 2043-2058 | |
| 11 | Phil Taylor* | 240 | 2036-2049 | |
| 12 | Francisco Saenz* | 229 | 2043-2056 | |
| 13 | Ange Schmit* | 228 | 2024-2042 | |
| 14 | Jeromir Hamrlik# | 224 | 2047-2061 | |
| 15 | Masafumi Tamura* | 219 | 2024-2044 | |
| 16 | Victor Avila | 213 | 2042-2060 | |
| 17 | Igor Kovalev# | 212 | 2045-2060 | |
| 17 | Adhipa Vemireddy | 212 | 2024-2041 | |
| 19 | Paul Barrett* | 211 | 2022-2040 | |
| 20 | Anthony Atkinson* | 207 | 2013-2031 | |
| 21 | Ricky Marcano | 206 | 2040-2056 | |
| 22 | Ross Allan* | 205 | 2024-2039 | |
| 23 | José Gallegos* | 200 | 2016-2032 | |
| 23 | Juan Mendoza | 200 | 2020-2038 | |
| 25 | Mitsunari Kobayashi* | 196 | 2028-2043 | |
| 26 | Ryan Goldberg* | 193 | 2032-2044 | |
| 27 | Alex Solis# | 188 | 2048-2061 | |
| 28 | Cohen Brouillette* | 185 | 2015-2028 | |
| 29 | Jake Nelson* | 184 | 2012-2030 | |
| 30 | Curt Rhodes* | 182 | 2017-2031 | |
| 31 | Khurshid Durrani | 180 | 2023-2042 | |
| 32 | Franklin Cruz# | 175 | 2050-2061 | |
| 33 | Tom O'Day | 174 | 2018-2032 | |
| 33 | Phoenix Smith | 174 | 2022-2035 | |
| 33 | Lonnie Van Zant | 174 | 2037-2054 | |
| 36 | Peter Miner* | 173 | 2025-2038 | |
| 37 | Landy Lu | 172 | 2024-2039 | |
| 37 | Cesar Romo# | 172 | 2048-2061 | |
| 39 | Bob Tamez | 171 | 2037-2053 | |
| 40 | Andy Mendoza | 168 | 2034-2047 | |
| 41 | Tony Perkis# | 167 | 2046-2061 | |
| 41 | Oliver Romero | 167 | 2023-2036 | |
| 41 | Ze-dong Zhang | 167 | 2021-2036 | |
| 44 | Tony López | 166 | 2031-2046 | |
| 45 | Felipe Rodríguez | 165 | 2028-2039 | |
| 46 | Lou Latulippe | 164 | 2016-2031 | |
| 47 | Justin Adler | 163 | 2037-2052 | |
| 47 | Ivan Cortez* | 163 | 2041-2053 | |
| 47 | Bruce Lowe | 163 | 2018-2031 | |
| 50 | Juan Mendoza | 162 | 2035-2047 | |
| 51 | Ian Portz | 161 | 2035-2048 | |
| 52 | Kinnosuke Sato* | 159 | 2016-2030 | |
| 52 | Roberto Vallejos# | 159 | 2049-2061 | |
| 54 | Paul Johnston | 158 | 2014-2026 | |
| 54 | Luis Vega | 158 | 2019-2033 | |
| 56 | John Denny* | 157 | 2033-2047 | |
| 56 | Roberto Martínez | 157 | 2012-2023 | |
| 58 | Jorge Morones | 156 | 2044-2057 | |
| 59 | Elvis Callahan | 155 | 2016-2030 | |
| 59 | Enrique Canó | 155 | 2018-2032 | |
| 59 | António Gómez | 155 | 2012-2022 | |
| 59 | José Serrano | 155 | 2012-2027 | |
| 63 | Fidel Castro | 154 | 2035-2049 | |
| 63 | James Jostle* | 154 | 2030-2045 | |
| 65 | Allen Cox | 153 | 2022-2035 | |
| 66 | Daniel Tiant | 152 | 2047-2057 | |
| 67 | Tomás Bravo* | 151 | 2023-2035 | |
| 68 | Chris Javalera | 150 | 2043-2059 | |
| 68 | Nolan Lyons | 150 | 2012-2022 | |
| 68 | Lorenzo Soto | 150 | 2017-2033 | |
| 71 | Fred Butler | 149 | 2017-2030 | |
| 71 | Felipe De La Hoya | 149 | 2032-2045 | |
| 71 | Masazumi Ohayashi | 149 | 2030-2047 | |
| 71 | Joey Steamer | 149 | 2030-2042 | |
| 71 | James Thompson | 149 | 2025-2040 | |
| 76 | Raúl Pérez | 146 | 2012-2021 | |
| 77 | Jimmy Hunter | 145 | 2033-2047 | |
| 78 | Rodrigo Garza | 144 | 2029-2044 | |
| 78 | Ramón Vázquez | 144 | 2017-2031 | |
| 80 | Sotatsu Hayagawa | 143 | 2019-2035 | |
| 81 | Stone Carlton | 142 | 2034-2046 | |
| 81 | Félix Reina* | 142 | 2028-2040 | |
| 83 | Ángel Ruíz | 140 | 2027-2039 | |
| 83 | Nate Westmoreland# | 140 | 2048-2061 | |
| 85 | Wilfred Brooks | 139 | 2012-2023 | |
| 86 | Yohann Bosler | 138 | 2024-2035 | |
| 86 | Henry Lezcano | 138 | 2045-2056 | |
| 86 | Steve Vincent | 138 | 2036-2045 | |
| 89 | Theodore Foster | 137 | 2017-2030 | |
| 90 | Dan Miscavage | 136 | 2034-2047 | |
| 90 | Oniji Nakashima | 136 | 2019-2029 | |
| 92 | Luis Hernández | 135 | 2035-2048 | |
| 92 | Jan Shirazi | 135 | 2023-2035 | |
| 94 | Elias Bowen | 134 | 2026-2038 | |
| 95 | Jose Albertrani | 133 | 2026-2041 | |
| 95 | Eddie Taveras | 133 | 2037-2053 | |
| 97 | Salah bin Atif | 132 | 2026-2039 | |
| 97 | Enrique Galván | 132 | 2035-2046 | |
| 97 | Clark Griswold# | 132 | 2048-2061 | |
| 97 | Victor Machado | 132 | 2047-2060 |
