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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 | Tony Alfonso# | 112 | 2033-2045 | |
| 8 | Alec Pittman | 111 | 2016-2030 | |
| 9 | Jesús Gonzáles* | 99 | 2019-2030 | |
| 10 | Ryan Davis* | 98 | 2015-2026 | |
| 11 | Pedro Alejándrez* | 95 | 2021-2034 | |
| 11 | Ralph McKinney* | 95 | 2019-2034 | |
| 11 | Manuel Rojas | 95 | 2018-2028 | |
| 14 | Eric Matson | 94 | 2028-2042 | |
| 15 | Bill Oulton | 93 | 2021-2034 | |
| 16 | Tom Reynolds* | 92 | 2015-2028 | |
| 17 | Todd Hines* | 91 | 2018-2032 | |
| 18 | Sozen Raikatuji* | 87 | 2016-2023 | |
| 19 | Giovanni Mireles | 86 | 2029-2041 | |
| 20 | Cordell Wilson | 83 | 2019-2030 | |
| 21 | Germán Rodríguez | 80 | 2024-2039 | |
| 22 | Natalino Golaio | 78 | 2023-2040 | |
| 23 | Wes Hamm* | 77 | 2021-2037 | |
| 24 | Guillermo García | 76 | 2013-2021 | |
| 24 | Juan Júlio | 76 | 2013-2026 | |
| 24 | Miguel Rubia | 76 | 2029-2040 | |
| 27 | Kirby Brown | 75 | 2017-2029 | |
| 27 | John Dempsey | 75 | 2022-2037 | |
| 27 | José Hernández | 75 | 2013-2023 | |
| 27 | Gerardo Pagán | 75 | 2027-2042 | |
| 31 | John Wilkins* | 74 | 2013-2028 | |
| 32 | Ricardo García# | 71 | 2031-2045 | |
| 33 | Yoo-chul Mun | 70 | 2031-2039 | |
| 33 | Raúl Romero# | 70 | 2035-2045 | |
| 35 | Ryan Ray | 69 | 2013-2021 | |
| 35 | Josef van der Poel | 69 | 2019-2035 | |
| 37 | Sjoerd Reynoud# | 68 | 2034-2045 | |
| 38 | Nicky Bogdan# | 67 | 2038-2045 | |
| 38 | Yoriyoshi Yamamoto | 67 | 2016-2026 | |
| 40 | Aurelio López | 64 | 2022-2036 | |
| 41 | Fraser Cuevas | 63 | 2020-2032 | |
| 41 | Mimosa Joseph | 63 | 2023-2035 | |
| 41 | Sy-ing Tah | 63 | 2030-2039 | |
| 41 | Bruce Wright | 63 | 2020-2030 | |
| 45 | Wayne Craig | 62 | 2018-2030 | |
| 45 | Eddie Kop | 62 | 2025-2042 | |
| 45 | Cristián Moreno# | 62 | 2034-2044 | |
| 48 | Edwin Ellis | 61 | 2013-2019 | |
| 48 | Luis Flores | 61 | 2024-2033 | |
| 48 | Chester Henry | 61 | 2016-2023 | |
| 51 | Jesús Franco | 60 | 2026-2033 | |
| 51 | Miguel Angel Martínez# | 60 | 2034-2045 | |
| 51 | Yuri Volkers | 60 | 2013-2021 | |
| 54 | Jesús Caldero | 59 | 2018-2027 | |
| 54 | José García | 59 | 2022-2035 | |
| 54 | Vincent Hall | 59 | 2020-2032 | |
| 57 | Zadock Dinkelmann# | 58 | 2034-2044 | |
| 57 | Firpo Marberry# | 58 | 2036-2045 | |
| 57 | Rhys Maskell# | 58 | 2035-2045 | |
| 57 | Kevin Nogilny# | 58 | 2032-2045 | |
| 61 | Gary Ashley# | 57 | 2035-2045 | |
| 61 | Jorge Otero | 57 | 2031-2041 | |
| 63 | Calvin Beck | 56 | 2026-2033 | |
| 63 | Billy Crawford | 56 | 2014-2025 | |
| 63 | Iván García | 56 | 2021-2035 | |
| 63 | Andrew Moody | 56 | 2032-2042 | |
| 67 | Edgardo Marín | 55 | 2013-2032 | |
| 68 | John Coleman | 54 | 2013-2025 | |
| 68 | Alberto López# | 54 | 2037-2045 | |
| 68 | Ramón Molina | 54 | 2026-2034 | |
| 71 | Sam Mooney | 53 | 2028-2040 | |
| 72 | Sjaak Bonne | 52 | 2025-2041 | |
| 72 | Elroy Thompkins | 52 | 2029-2041 | |
| 74 | Addie Samson | 51 | 2021-2035 | |
| 74 | Jesús Silva# | 51 | 2039-2045 | |
| 74 | Glenn Suggett# | 51 | 2039-2045 | |
| 77 | Pablo De La Torre | 50 | 2021-2038 | |
| 78 | Dusty Fox# | 49 | 2035-2045 | |
| 79 | Valentin Calhamar# | 47 | 2037-2045 | |
| 79 | Ton Jobse# | 47 | 2035-2045 | |
| 79 | Ole Kos | 47 | 2018-2027 | |
| 79 | Pedro Ortíz | 47 | 2020-2038 | |
| 83 | Raúl Areola | 46 | 2020-2033 | |
| 83 | Wayne Hurst | 46 | 2015-2024 | |
| 83 | Gerald Keller | 46 | 2030-2036 | |
| 83 | Luis Peña | 46 | 2025-2037 | |
| 83 | Robert Smalls# | 46 | 2036-2045 | |
| 88 | José Flores | 45 | 2019-2029 | |
| 88 | Raúl Gómez | 45 | 2027-2033 | |
| 88 | Kyle Lewis | 45 | 2016-2026 | |
| 88 | Ilie Paunescu | 45 | 2016-2035 | |
| 88 | Jesús Vidro# | 45 | 2034-2045 | |
| 93 | Vern Camp | 44 | 2013-2022 | |
| 93 | Yin-fat Foong | 44 | 2017-2029 | |
| 93 | Javier Ramírez | 44 | 2018-2027 | |
| 96 | Javier Ariza# | 43 | 2038-2045 | |
| 96 | Curtis Fields | 43 | 2016-2024 | |
| 96 | Markus Widner# | 43 | 2038-2045 | |
| 99 | Pat Farrell | 42 | 2013-2022 | |
| 99 | Edgar Martínez | 42 | 2013-2021 |
