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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Okura Oike | 121 | 2014-2029 | |
| 2 | Francisco López | 106 | 2007-2020 | |
| 3 | Sandro Gonzáles | 101 | 2017-2031 | |
| 4 | Ángel Rodríguez | 99 | 2013-2023 | |
| 5 | Yodo Nakagawa | 93 | 2017-2030 | |
| 6 | Carlos García | 90 | 2018-2030 | |
| 7 | Mike Doss | 87 | 2024-2034 | |
| 8 | Gary Grimes | 83 | 2024-2035 | |
| 9 | Steve Brown | 82 | 2010-2019 | |
| 10 | Darby Noftle | 79 | 2011-2023 | |
| 11 | Alberto Galindo | 78 | 2029-2044 | |
| 11 | Juan Medina | 78 | 2013-2020 | |
| 11 | Quincy Robinson | 78 | 2011-2022 | |
| 14 | R.J. Watkins | 76 | 2010-2020 | |
| 15 | Octávio Garza | 75 | 2014-2023 | |
| 16 | Rusty van Rhee | 74 | 2027-2037 | |
| 17 | Félix Medina | 73 | 2018-2026 | |
| 17 | Jorge Salazar | 73 | 2018-2027 | |
| 19 | Eddy Buckley | 72 | 2010-2016 | |
| 20 | Ken Gary | 71 | 2020-2029 | |
| 20 | Craig Hoover# | 71 | 2039-2049 | |
| 22 | Eugene Moore# | 70 | 2042-2049 | |
| 22 | Clayton Patton | 70 | 2010-2020 | |
| 24 | José Cuellar | 69 | 2031-2040 | |
| 25 | Ray McIntyre | 68 | 2026-2037 | |
| 26 | Ivo Estima | 67 | 2011-2020 | |
| 26 | Manuel González | 67 | 2020-2029 | |
| 26 | Manuel González | 67 | 2028-2040 | |
| 26 | Justin Terry | 67 | 2009-2016 | |
| 30 | Robert Spencer | 66 | 2007-2017 | |
| 31 | Myron Hawkins | 65 | 2010-2023 | |
| 32 | Ed Bell | 64 | 2010-2017 | |
| 32 | Ray Johnston | 64 | 2027-2038 | |
| 32 | Ron Robertson | 64 | 2007-2019 | |
| 32 | Dan Rogers | 64 | 2022-2034 | |
| 32 | Jesús Salazar | 64 | 2011-2020 | |
| 37 | Pepe Fernández | 63 | 2017-2028 | |
| 37 | Otis Sykes | 63 | 2021-2029 | |
| 37 | Ramiro Vargas | 63 | 2030-2042 | |
| 40 | Joo-hyun Chong | 62 | 2018-2023 | |
| 40 | Ghanim Dunsimi | 62 | 2037-2048 | |
| 40 | Will Huggins | 62 | 2016-2030 | |
| 43 | Ramón López | 61 | 2017-2030 | |
| 43 | Danny Myers | 61 | 2010-2016 | |
| 45 | Chris Chamberlain | 60 | 2027-2036 | |
| 45 | Javier García | 60 | 2018-2033 | |
| 45 | Miguel Rodríguez | 60 | 2011-2018 | |
| 45 | Derek Simpson | 60 | 2022-2029 | |
| 45 | Carlos Thomas | 60 | 2026-2043 | |
| 45 | Jesús Valle | 60 | 2035-2044 | |
| 51 | Pedro Oliveira | 59 | 2010-2016 | |
| 51 | Rob Price | 59 | 2007-2014 | |
| 51 | Don Wiggins | 59 | 2027-2035 | |
| 54 | Alonso Delgado | 58 | 2033-2044 | |
| 54 | Dave Lewis | 58 | 2012-2022 | |
| 54 | António Martínez | 58 | 2008-2023 | |
| 54 | Rob Price | 58 | 2028-2036 | |
| 54 | Jeffrey Ratzlaff# | 58 | 2037-2049 | |
| 54 | Alfonso Rodríguez | 58 | 2017-2030 | |
| 60 | Sergio García# | 57 | 2041-2049 | |
| 60 | Anderson Jackson | 57 | 2033-2044 | |
| 60 | Michael Puckett | 57 | 2018-2026 | |
| 60 | John Smith | 57 | 2023-2031 | |
| 64 | Rob Lewis | 56 | 2008-2016 | |
| 65 | Bob Thompson | 55 | 2031-2041 | |
| 65 | Yoo-chul Yi | 55 | 2010-2021 | |
| 67 | Danny Newton# | 54 | 2038-2049 | |
| 68 | Héctor Negrón | 53 | 2019-2029 | |
| 68 | Stanley Wise | 53 | 2031-2037 | |
| 70 | John Allen | 52 | 2032-2045 | |
| 70 | Juan Baca | 52 | 2029-2046 | |
| 70 | Darren Blackwell | 52 | 2025-2037 | |
| 70 | Christiano Gomes | 52 | 2028-2035 | |
| 70 | José Hernández | 52 | 2033-2039 | |
| 70 | José Martínez | 52 | 2040-2045 | |
| 70 | Zach Montgomery# | 52 | 2042-2049 | |
| 70 | Norberto Vázquez | 52 | 2010-2017 | |
| 78 | José Crus | 51 | 2027-2039 | |
| 78 | John Humphrey | 51 | 2007-2017 | |
| 78 | Ron Jenkins | 51 | 2030-2035 | |
| 78 | Takaaki Omori | 51 | 2017-2028 | |
| 78 | Alejandro Pérez | 51 | 2020-2029 | |
| 78 | Denny Welch | 51 | 2021-2030 | |
| 84 | Miguel Archuleta | 50 | 2018-2025 | |
| 84 | António Coronado | 50 | 2016-2030 | |
| 84 | John Peters | 50 | 2013-2015 | |
| 84 | Ron Simmons | 50 | 2030-2041 | |
| 84 | William Watson | 50 | 2019-2029 | |
| 89 | Christiano Bray | 49 | 2033-2046 | |
| 89 | Júlio Flores | 49 | 2014-2020 | |
| 89 | Daniel Gregory | 49 | 2025-2036 | |
| 89 | Robin Owens | 49 | 2033-2045 | |
| 89 | Bryan Teek | 49 | 2039-2048 | |
| 89 | Pedro Valdés | 49 | 2024-2032 | |
| 89 | Cody White | 49 | 2025-2030 | |
| 96 | Pedro Gonzáles | 48 | 2035-2048 | |
| 96 | António Hernández# | 48 | 2041-2049 | |
| 96 | Rafael Marín | 48 | 2030-2037 | |
| 96 | Itbir Mbingu# | 48 | 2044-2049 | |
| 96 | Harry Mytton | 48 | 2012-2023 |
