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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Lúcio Sánchez* | 136 | 2017-2031 | |
| 2 | John Kaufman* | 134 | 2017-2032 | |
| 3 | Jorge Aguirre* | 132 | 2015-2032 | |
| 4 | Ramón Ortega* | 131 | 2013-2028 | |
| 5 | Cris Mendoza | 123 | 2013-2029 | |
| 6 | Jim Eliott* | 113 | 2014-2025 | |
| 7 | Alec Pittman | 111 | 2016-2030 | |
| 8 | Jesús Gonzáles | 99 | 2019-2030 | |
| 9 | Ryan Davis* | 98 | 2015-2026 | |
| 10 | Pedro Alejándrez* | 95 | 2021-2034 | |
| 10 | Ralph McKinney* | 95 | 2019-2034 | |
| 10 | Manuel Rojas | 95 | 2018-2028 | |
| 13 | Bill Oulton | 93 | 2021-2034 | |
| 14 | Tom Reynolds* | 92 | 2015-2028 | |
| 15 | Todd Hines* | 91 | 2018-2032 | |
| 16 | Sozen Raikatuji | 87 | 2016-2023 | |
| 17 | Cordell Wilson | 83 | 2019-2030 | |
| 18 | Giovanni Mireles# | 82 | 2029-2040 | |
| 19 | Germán Rodríguez | 80 | 2024-2039 | |
| 20 | Natalino Golaio# | 78 | 2023-2040 | |
| 21 | Wes Hamm | 77 | 2021-2037 | |
| 22 | Guillermo García | 76 | 2013-2021 | |
| 22 | Juan Júlio | 76 | 2013-2026 | |
| 22 | Miguel Rubia# | 76 | 2029-2040 | |
| 25 | Kirby Brown | 75 | 2017-2029 | |
| 25 | John Dempsey | 75 | 2022-2037 | |
| 25 | José Hernández | 75 | 2013-2023 | |
| 25 | Gerardo Pagán# | 75 | 2027-2040 | |
| 29 | John Wilkins* | 74 | 2013-2028 | |
| 30 | Eric Matson# | 73 | 2028-2040 | |
| 31 | Yoo-chul Mun | 70 | 2031-2039 | |
| 32 | Ryan Ray | 69 | 2013-2021 | |
| 32 | Josef van der Poel# | 69 | 2019-2035 | |
| 34 | Yoriyoshi Yamamoto | 67 | 2016-2026 | |
| 35 | Aurelio López | 64 | 2022-2036 | |
| 36 | Fraser Cuevas | 63 | 2020-2032 | |
| 36 | Mimosa Joseph | 63 | 2023-2035 | |
| 36 | Sy-ing Tah# | 63 | 2030-2039 | |
| 36 | Bruce Wright | 63 | 2020-2030 | |
| 40 | Wayne Craig | 62 | 2018-2030 | |
| 41 | Edwin Ellis | 61 | 2013-2019 | |
| 41 | Luis Flores | 61 | 2024-2033 | |
| 41 | Chester Henry | 61 | 2016-2023 | |
| 41 | Eddie Kop# | 61 | 2025-2039 | |
| 45 | Tony Alfonso# | 60 | 2033-2040 | |
| 45 | Jesús Franco | 60 | 2026-2033 | |
| 45 | Yuri Volkers | 60 | 2013-2021 | |
| 48 | Jesús Caldero | 59 | 2018-2027 | |
| 48 | José García | 59 | 2022-2035 | |
| 48 | Vincent Hall | 59 | 2020-2032 | |
| 51 | Calvin Beck | 56 | 2026-2033 | |
| 51 | Billy Crawford | 56 | 2014-2025 | |
| 51 | Iván García | 56 | 2021-2035 | |
| 54 | Edgardo Marín | 55 | 2013-2032 | |
| 54 | Andrew Moody# | 55 | 2032-2040 | |
| 54 | Jorge Otero# | 55 | 2031-2040 | |
| 57 | John Coleman | 54 | 2013-2025 | |
| 57 | Ramón Molina | 54 | 2026-2034 | |
| 59 | Sam Mooney# | 53 | 2028-2040 | |
| 60 | Elroy Thompkins# | 52 | 2029-2039 | |
| 61 | Addie Samson | 51 | 2021-2035 | |
| 62 | Pablo De La Torre | 50 | 2021-2038 | |
| 63 | Ricardo García# | 49 | 2031-2040 | |
| 63 | Rhys Maskell# | 49 | 2035-2040 | |
| 65 | Raúl Romero# | 48 | 2035-2040 | |
| 66 | Ole Kos | 47 | 2018-2027 | |
| 66 | Pedro Ortíz | 47 | 2020-2038 | |
| 68 | Raúl Areola | 46 | 2020-2033 | |
| 68 | Wayne Hurst | 46 | 2015-2024 | |
| 68 | Gerald Keller# | 46 | 2030-2036 | |
| 68 | Luis Peña | 46 | 2025-2037 | |
| 72 | Sjaak Bonne# | 45 | 2025-2040 | |
| 72 | José Flores | 45 | 2019-2029 | |
| 72 | Raúl Gómez | 45 | 2027-2033 | |
| 72 | Kyle Lewis | 45 | 2016-2026 | |
| 72 | Ilie Paunescu | 45 | 2016-2035 | |
| 72 | Sjoerd Reynoud# | 45 | 2034-2040 | |
| 78 | Vern Camp | 44 | 2013-2022 | |
| 78 | Yin-fat Foong | 44 | 2017-2029 | |
| 78 | Javier Ramírez | 44 | 2018-2027 | |
| 81 | Curtis Fields | 43 | 2016-2024 | |
| 82 | Pat Farrell | 42 | 2013-2022 | |
| 82 | Edgar Martínez | 42 | 2013-2021 | |
| 82 | Peter Rivers | 42 | 2013-2020 | |
| 82 | Jaganmani Vivek# | 42 | 2031-2040 | |
| 86 | Allen Blair | 41 | 2021-2034 | |
| 86 | Earnest Casey | 41 | 2018-2025 | |
| 86 | Bill Fletcher | 41 | 2018-2025 | |
| 89 | Charles Dobson | 40 | 2024-2032 | |
| 89 | Devin Hinton | 40 | 2013-2023 | |
| 89 | Marvin Martin# | 40 | 2027-2040 | |
| 89 | Mario Peña | 40 | 2013-2023 | |
| 89 | Ming-jiang Wu | 40 | 2024-2037 | |
| 94 | Kenny Aarnoutse# | 39 | 2032-2040 | |
| 94 | Gary Ashley# | 39 | 2035-2040 | |
| 96 | Keisuke Nishida | 38 | 2029-2036 | |
| 96 | Tobías Pérez# | 38 | 2024-2037 | |
| 98 | Miguel Castillo | 37 | 2013-2020 | |
| 98 | Alejandro Guerra | 37 | 2027-2037 | |
| 98 | Firpo Marberry# | 37 | 2036-2040 |
