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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | James Scott# | 60 | 2022-2029 | |
| 2 | Jason McKinney | 57 | 2015-2024 | |
| 3 | Fernando González | 45 | 2017-2024 | |
| 4 | Huai-yu Kan | 43 | 2015-2022 | |
| 5 | Tomiji Saikawa | 39 | 2021-2024 | |
| 6 | Rodger de Meza# | 38 | 2022-2026 | |
| 6 | Júlio Hernández | 38 | 2016-2025 | |
| 8 | Nate Rogers | 37 | 2017-2025 | |
| 8 | Edward Whipp# | 37 | 2023-2029 | |
| 10 | Juan Lara# | 36 | 2025-2029 | |
| 11 | Raúl Pérez | 35 | 2015-2025 | |
| 12 | Ron Barry | 34 | 2015-2019 | |
| 13 | Aaron Wise# | 33 | 2017-2023 | |
| 14 | Bryan Houston | 31 | 2019-2026 | |
| 15 | Artie Chávez# | 30 | 2022-2027 | |
| 16 | Marv Bradford# | 29 | 2027-2029 | |
| 16 | Jeff Sloan | 29 | 2018-2022 | |
| 18 | Robert Dickinson | 28 | 2015-2027 | |
| 18 | Grant White | 28 | 2022-2028 | |
| 20 | Juan Cruz# | 27 | 2021-2029 | |
| 20 | Orsino Lippi | 27 | 2018-2020 | |
| 20 | Santiago Mesa# | 27 | 2024-2029 | |
| 20 | Robinson Suárez# | 27 | 2025-2029 | |
| 24 | Edgar Lankford# | 26 | 2025-2029 | |
| 24 | Ron O'Slattery | 26 | 2015-2023 | |
| 26 | Bernie Sanders# | 25 | 2025-2027 | |
| 27 | Dalton García# | 24 | 2015-2021 | |
| 27 | John McCord# | 24 | 2023-2028 | |
| 27 | Manny Pérez# | 24 | 2024-2029 | |
| 27 | Juan Reyes# | 24 | 2024-2028 | |
| 31 | Enea Dini# | 23 | 2026-2029 | |
| 31 | Mike Owens# | 23 | 2027-2029 | |
| 31 | Suezo Sato | 23 | 2015-2020 | |
| 34 | Casey Bader | 22 | 2022-2024 | |
| 34 | Tom Bowen# | 22 | 2016-2019 | |
| 34 | Cole Johnson | 22 | 2016-2020 | |
| 34 | Orlando Martínez | 22 | 2015-2025 | |
| 34 | Stanley Neal | 22 | 2021-2024 | |
| 34 | Tim Nelson | 22 | 2017-2019 | |
| 34 | Alfredo Ríos# | 22 | 2022-2027 | |
| 34 | José Sánchez# | 22 | 2025-2029 | |
| 42 | Roberto Aguirre# | 21 | 2022-2029 | |
| 42 | Jorge Cedeño# | 21 | 2027-2029 | |
| 42 | Luis Gonzáles | 21 | 2017-2024 | |
| 42 | Russ Rose | 21 | 2017-2021 | |
| 42 | Millard Taylor# | 21 | 2027-2029 | |
| 42 | Gordon Wiggins# | 21 | 2015-2025 | |
| 48 | Alfonso Álvarez# | 20 | 2023-2028 | |
| 48 | Alejandro Arteaga# | 20 | 2022-2026 | |
| 48 | Connor Dale | 20 | 2020-2023 | |
| 48 | Harry Mander# | 20 | 2024-2029 | |
| 48 | Júlio Martínez# | 20 | 2025-2029 | |
| 48 | Eric Newell# | 20 | 2020-2024 | |
| 48 | Octávio Ríos# | 20 | 2026-2029 | |
| 55 | Lawrence Bignold# | 19 | 2016-2026 | |
| 55 | Willie Cameron# | 19 | 2023-2025 | |
| 55 | Manuel Delgado | 19 | 2016-2026 | |
| 55 | Hank Downey# | 19 | 2017-2022 | |
| 55 | Armando Gonzáles# | 19 | 2023-2028 | |
| 55 | Barry Jones | 19 | 2015-2029 | |
| 55 | Kenny Koehler# | 19 | 2026-2028 | |
| 55 | Miguel Angel Liñares | 19 | 2015-2022 | |
| 55 | Ben Logan# | 19 | 2024-2029 | |
| 55 | José López# | 19 | 2026-2028 | |
| 55 | Robert Neal# | 19 | 2021-2027 | |
| 55 | Valentín Rivera# | 19 | 2026-2028 | |
| 55 | Addie Samson# | 19 | 2021-2023 | |
| 68 | Gordon Fry# | 18 | 2021-2029 | |
| 68 | Michael Logan | 18 | 2022-2024 | |
| 68 | Francisco López# | 18 | 2019-2029 | |
| 68 | Piotr Oja# | 18 | 2027-2029 | |
| 68 | Dave Ponsonby | 18 | 2015-2024 | |
| 68 | Al Turner | 18 | 2015-2020 | |
| 68 | León Vásquez# | 18 | 2015-2026 | |
| 68 | Kaluka Wene# | 18 | 2026-2029 | |
| 68 | Russ Wood# | 18 | 2020-2023 | |
| 77 | António Alomar# | 17 | 2028-2029 | |
| 77 | Jesús Franco# | 17 | 2025-2026 | |
| 77 | Manuel Franco# | 17 | 2022-2029 | |
| 77 | Donald Gregory# | 17 | 2021-2027 | |
| 77 | Marcos López# | 17 | 2022-2029 | |
| 77 | Robert Murdock | 17 | 2016-2018 | |
| 77 | Bryan Palmer# | 17 | 2027-2029 | |
| 77 | Henry Simpson | 17 | 2017-2025 | |
| 85 | Brian Chandler | 16 | 2017-2020 | |
| 85 | Severiano Duclos# | 16 | 2023-2024 | |
| 85 | Martín Flores# | 16 | 2026-2028 | |
| 85 | Marcelino Freschi | 16 | 2016-2025 | |
| 85 | Mike Hickey | 16 | 2015-2022 | |
| 85 | Joe Holmes | 16 | 2016-2020 | |
| 85 | Joe Kehoe# | 16 | 2017-2028 | |
| 85 | Juan López# | 16 | 2025-2026 | |
| 85 | Alf Näsbom | 16 | 2015-2023 | |
| 85 | Ánibal Sánchez | 16 | 2023-2025 | |
| 85 | Carlos Sánchez | 16 | 2017-2021 | |
| 85 | Theodore Schmidt | 16 | 2017-2019 | |
| 85 | Nicholas Wells# | 16 | 2017-2023 | |
| 98 | Richard Allison# | 15 | 2017-2027 | |
| 98 | Álex Bane# | 15 | 2026-2028 | |
| 98 | Michael Brown# | 15 | 2024-2029 |
