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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 | Javier Ariza# | 98 | 2038-2054 | |
| 10 | Ryan Davis* | 98 | 2015-2026 | |
| 12 | Pedro Alejándrez* | 95 | 2021-2034 | |
| 12 | Ralph McKinney* | 95 | 2019-2034 | |
| 12 | Manuel Rojas | 95 | 2018-2028 | |
| 15 | Eric Matson* | 94 | 2028-2042 | |
| 16 | Bill Oulton | 93 | 2021-2034 | |
| 17 | Tom Reynolds* | 92 | 2015-2028 | |
| 18 | Todd Hines* | 91 | 2018-2032 | |
| 19 | Sozen Raikatuji* | 87 | 2016-2023 | |
| 20 | Giovanni Mireles | 86 | 2029-2041 | |
| 21 | Cordell Wilson | 83 | 2019-2030 | |
| 22 | Germán Rodríguez | 80 | 2024-2039 | |
| 23 | Shem Burkholder# | 79 | 2042-2053 | |
| 24 | Natalino Golaio | 78 | 2023-2040 | |
| 25 | Wes Hamm* | 77 | 2021-2037 | |
| 25 | Jesús Silva | 77 | 2039-2049 | |
| 27 | Guillermo García | 76 | 2013-2021 | |
| 27 | Juan Júlio | 76 | 2013-2026 | |
| 27 | Miguel Rubia | 76 | 2029-2040 | |
| 30 | Kirby Brown | 75 | 2017-2029 | |
| 30 | John Dempsey | 75 | 2022-2037 | |
| 30 | José Hernández | 75 | 2013-2023 | |
| 30 | Gerardo Pagán | 75 | 2027-2042 | |
| 30 | Raúl Romero | 75 | 2035-2048 | |
| 30 | Peer Slooters# | 75 | 2040-2053 | |
| 36 | John Wilkins* | 74 | 2013-2028 | |
| 37 | Sjoerd Reynoud | 73 | 2034-2046 | |
| 38 | Ricardo García | 71 | 2031-2045 | |
| 38 | Noud Taaij# | 71 | 2047-2053 | |
| 40 | Nicky Bogdan# | 70 | 2038-2052 | |
| 40 | Yoo-chul Mun | 70 | 2031-2039 | |
| 42 | Ryan Ray | 69 | 2013-2021 | |
| 42 | Josef van der Poel | 69 | 2019-2035 | |
| 44 | Gary Ashley | 68 | 2035-2049 | |
| 45 | Yoriyoshi Yamamoto | 67 | 2016-2026 | |
| 46 | Aurelio López | 64 | 2022-2036 | |
| 47 | Fraser Cuevas | 63 | 2020-2032 | |
| 47 | Mimosa Joseph | 63 | 2023-2035 | |
| 47 | Sy-ing Tah | 63 | 2030-2039 | |
| 47 | Bruce Wright | 63 | 2020-2030 | |
| 51 | Wayne Craig | 62 | 2018-2030 | |
| 51 | Eddie Kop* | 62 | 2025-2042 | |
| 51 | Cristián Moreno | 62 | 2034-2049 | |
| 51 | Alton Westrich# | 62 | 2043-2051 | |
| 55 | Edwin Ellis | 61 | 2013-2019 | |
| 55 | Luis Flores | 61 | 2024-2033 | |
| 55 | Chester Henry | 61 | 2016-2023 | |
| 55 | Glenn Suggett | 61 | 2039-2048 | |
| 59 | Jesús Franco | 60 | 2026-2033 | |
| 59 | Miguel Angel Martínez | 60 | 2034-2047 | |
| 59 | Yuri Volkers | 60 | 2013-2021 | |
| 62 | Jesús Caldero | 59 | 2018-2027 | |
| 62 | José García | 59 | 2022-2035 | |
| 62 | Vincent Hall | 59 | 2020-2032 | |
| 62 | Robert Smalls | 59 | 2036-2049 | |
| 66 | Zadock Dinkelmann | 58 | 2034-2044 | |
| 66 | Van Hileman# | 58 | 2040-2053 | |
| 66 | Firpo Marberry | 58 | 2036-2045 | |
| 66 | Rhys Maskell | 58 | 2035-2045 | |
| 66 | Kevin Nogilny | 58 | 2032-2046 | |
| 71 | Alfonso Caballero | 57 | 2037-2052 | |
| 71 | Valentin Calhamar | 57 | 2037-2048 | |
| 71 | Jorge Gil# | 57 | 2038-2053 | |
| 71 | Jorge Otero* | 57 | 2031-2041 | |
| 75 | Calvin Beck | 56 | 2026-2033 | |
| 75 | Billy Crawford | 56 | 2014-2025 | |
| 75 | Dusty Fox | 56 | 2035-2047 | |
| 75 | Iván García | 56 | 2021-2035 | |
| 75 | Tom Johnston# | 56 | 2047-2053 | |
| 75 | Alberto López | 56 | 2037-2048 | |
| 75 | Andrew Moody | 56 | 2032-2042 | |
| 82 | Claudio Gonzáles# | 55 | 2044-2054 | |
| 82 | Edgardo Marín | 55 | 2013-2032 | |
| 84 | John Coleman | 54 | 2013-2025 | |
| 84 | Conor March# | 54 | 2046-2054 | |
| 84 | Ramón Molina | 54 | 2026-2034 | |
| 84 | Lloyd Natoff | 54 | 2038-2053 | |
| 88 | Augusto Alfonzo# | 53 | 2046-2052 | |
| 88 | Sam Mooney | 53 | 2028-2040 | |
| 90 | Sjaak Bonne | 52 | 2025-2041 | |
| 90 | Teika Fukuda# | 52 | 2047-2053 | |
| 90 | Elroy Thompkins | 52 | 2029-2041 | |
| 93 | Alfredo Rincón# | 51 | 2047-2053 | |
| 93 | Addie Samson | 51 | 2021-2035 | |
| 95 | Pablo De La Torre | 50 | 2021-2038 | |
| 95 | Jorge González# | 50 | 2045-2053 | |
| 97 | Colton Moonfall# | 49 | 2042-2051 | |
| 97 | Milutin Panic# | 49 | 2041-2053 | |
| 97 | Sylvain Richard# | 49 | 2042-2053 | |
| 97 | Jesús Vidro | 49 | 2034-2049 |
