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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | José Barrachina# | 4 | 2025-2030 | |
| 1 | Benny Hartley# | 4 | 2022-2022 | |
| 1 | Jun'ichi Kimura | 4 | 2017-2019 | |
| 1 | Ahavaniya Masrani | 4 | 2018-2026 | |
| 1 | Motonobu Okumura# | 4 | 2027-2032 | |
| 1 | Luis Olvera | 4 | 2018-2020 | |
| 1 | Ramu Pavi | 4 | 2018-2028 | |
| 1 | Don Wheeler# | 4 | 2029-2032 | |
| 9 | Garland Akers | 3 | 2022-2022 | |
| 9 | Felipe Arreola# | 3 | 2027-2028 | |
| 9 | Ben Crabb# | 3 | 2026-2032 | |
| 9 | Alfonso Enríquez | 3 | 2021-2024 | |
| 9 | Cong Foong# | 3 | 2020-2024 | |
| 9 | George Fortin Jr.# | 3 | 2026-2030 | |
| 9 | Willi Kehr# | 3 | 2026-2028 | |
| 9 | Nick Nielsen | 3 | 2021-2022 | |
| 9 | Jorge Vásquez | 3 | 2017-2020 | |
| 9 | Philippe Vincent# | 3 | 2028-2031 | |
| 19 | Otojiro Akamatsu | 2 | 2014-2019 | |
| 19 | Ross Astbury# | 2 | 2024-2028 | |
| 19 | Jason Atkinson | 2 | 2021-2022 | |
| 19 | Walker Baldwin# | 2 | 2026-2030 | |
| 19 | John Cannon | 2 | 2017-2018 | |
| 19 | Howard Carter | 2 | 2029-2030 | |
| 19 | Mike Carter | 2 | 2013-2016 | |
| 19 | Ricardo Castros# | 2 | 2021-2026 | |
| 19 | Dan Chandler | 2 | 2017-2021 | |
| 19 | Jotaro Fukuda | 2 | 2013-2020 | |
| 19 | José Gómez# | 2 | 2029-2032 | |
| 19 | Dennis Hale# | 2 | 2028-2031 | |
| 19 | Daryl Harrison# | 2 | 2023-2024 | |
| 19 | Brad Ide# | 2 | 2029-2032 | |
| 19 | Brit Jackson | 2 | 2019-2019 | |
| 19 | Julius Klee | 2 | 2022-2024 | |
| 19 | Yoshiaki Kojima# | 2 | 2029-2030 | |
| 19 | Ruberto Laranjeira | 2 | 2020-2021 | |
| 19 | Marcos Marino# | 2 | 2023-2030 | |
| 19 | Juan Martínez# | 2 | 2028-2029 | |
| 19 | Saiyid Mashwanis# | 2 | 2025-2027 | |
| 19 | Pat McConnell# | 2 | 2025-2028 | |
| 19 | Tetsui Nishida | 2 | 2015-2019 | |
| 19 | Alexis Nunez# | 2 | 2032-2032 | |
| 19 | Carlos Ojeda | 2 | 2012-2019 | |
| 19 | Robert Osborne | 2 | 2014-2020 | |
| 19 | Pedre Pedrogo# | 2 | 2024-2029 | |
| 19 | Juan Pérez# | 2 | 2027-2030 | |
| 19 | Wenceslas Rasquilho# | 2 | 2029-2031 | |
| 19 | Yoshiaga Rin# | 2 | 2023-2023 | |
| 19 | Jake Robinson | 2 | 2017-2024 | |
| 19 | Juan Salinas# | 2 | 2029-2032 | |
| 19 | Jeff Stephens# | 2 | 2028-2032 | |
| 19 | Mike Taylor# | 2 | 2025-2027 | |
| 19 | Jay Till# | 2 | 2023-2027 | |
| 19 | Arnold Woods | 2 | 2016-2017 | |
| 55 | Hidetada Abe# | 1 | 2024-2025 | |
| 55 | Kenkichi Akiyama | 1 | 2022-2025 | |
| 55 | Román Alonzo | 1 | 2021-2021 | |
| 55 | Ánibal Altichioro# | 1 | 2024-2028 | |
| 55 | Jeff Andrews | 1 | 2014-2014 | |
| 55 | Baltwin Baars# | 1 | 2022-2030 | |
| 55 | Wayne Bader | 1 | 2016-2020 | |
| 55 | Alex Barnaby | 1 | 2020-2023 | |
| 55 | Joe Barrett | 1 | 2012-2026 | |
| 55 | Lúcio Barrón# | 1 | 2030-2032 | |
| 55 | Mehdi Bayle | 1 | 2021-2023 | |
| 55 | Sam Beauvais | 1 | 2024-2028 | |
| 55 | Enrique Becerra | 1 | 2015-2019 | |
| 55 | Charlie Bennett# | 1 | 2028-2028 | |
| 55 | Shafeeq bin Nooh | 1 | 2020-2021 | |
| 55 | Joe Black | 1 | 2024-2025 | |
| 55 | Allen Blair# | 1 | 2026-2028 | |
| 55 | Jean-François Blot# | 1 | 2027-2032 | |
| 55 | Daniel Bonnin | 1 | 2017-2018 | |
| 55 | Phil Bourdon | 1 | 2013-2017 | |
| 55 | Bradley Bowra | 1 | 2020-2023 | |
| 55 | Scott Brown | 1 | 2017-2017 | |
| 55 | Cisco Cantú# | 1 | 2029-2032 | |
| 55 | Vítor Carrlo | 1 | 2027-2030 | |
| 55 | Filipe Castanheta | 1 | 2026-2027 | |
| 55 | César Castro# | 1 | 2024-2025 | |
| 55 | Patrick Charbonnier# | 1 | 2030-2030 | |
| 55 | Si-dao Chen# | 1 | 2022-2024 | |
| 55 | Gabresilassie Cherono# | 1 | 2019-2020 | |
| 55 | Ryunosuke Chikafuji# | 1 | 2023-2031 | |
| 55 | Chung Chio# | 1 | 2020-2020 | |
| 55 | Dao-zi Chou# | 1 | 2026-2029 | |
| 55 | George Clay | 1 | 2013-2020 | |
| 55 | Alexis Coates# | 1 | 2024-2029 | |
| 55 | Tim Conway | 1 | 2021-2026 | |
| 55 | Garth Daniels# | 1 | 2024-2025 | |
| 55 | William Daniels# | 1 | 2021-2025 | |
| 55 | Micah Davis# | 1 | 2021-2027 | |
| 55 | Orlando Días# | 1 | 2021-2021 | |
| 55 | Gita Djojohadiksumo# | 1 | 2018-2027 | |
| 55 | Jason Duncan# | 1 | 2024-2026 | |
| 55 | Nicolas Dupuis# | 1 | 2029-2032 | |
| 55 | Arnaud Durand | 1 | 2023-2025 | |
| 55 | Khurshid Durrani# | 1 | 2020-2021 | |
| 55 | Sakutaro Eida | 1 | 2013-2018 | |
| 55 | António Espinoza | 1 | 2026-2027 |
