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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | James Scott# | 59 | 2022-2028 | |
| 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 | 2023-2028 | |
| 10 | Raúl Pérez# | 35 | 2015-2025 | |
| 11 | Ron Barry | 34 | 2015-2019 | |
| 12 | Aaron Wise# | 33 | 2017-2023 | |
| 13 | Bryan Houston | 31 | 2019-2026 | |
| 14 | Artie Chávez# | 30 | 2022-2027 | |
| 14 | Juan Lara# | 30 | 2025-2028 | |
| 16 | Jeff Sloan | 29 | 2018-2022 | |
| 17 | Robert Dickinson | 28 | 2015-2027 | |
| 17 | Grant White | 28 | 2022-2028 | |
| 19 | Orsino Lippi | 27 | 2018-2020 | |
| 20 | Edgar Lankford# | 26 | 2025-2028 | |
| 20 | Ron O'Slattery | 26 | 2015-2023 | |
| 22 | Bernie Sanders# | 25 | 2025-2027 | |
| 23 | Juan Cruz# | 24 | 2021-2028 | |
| 23 | Dalton García# | 24 | 2015-2021 | |
| 23 | John McCord# | 24 | 2023-2028 | |
| 23 | Santiago Mesa# | 24 | 2024-2028 | |
| 23 | Juan Reyes# | 24 | 2024-2028 | |
| 28 | Suezo Sato | 23 | 2015-2020 | |
| 29 | Casey Bader | 22 | 2022-2024 | |
| 29 | Tom Bowen# | 22 | 2016-2019 | |
| 29 | Marv Bradford# | 22 | 2027-2028 | |
| 29 | Enea Dini# | 22 | 2026-2028 | |
| 29 | Cole Johnson | 22 | 2016-2020 | |
| 29 | Orlando Martínez | 22 | 2015-2025 | |
| 29 | Stanley Neal | 22 | 2021-2024 | |
| 29 | Tim Nelson | 22 | 2017-2019 | |
| 29 | Alfredo Ríos# | 22 | 2022-2027 | |
| 38 | Luis Gonzáles | 21 | 2017-2024 | |
| 38 | Russ Rose | 21 | 2017-2021 | |
| 38 | Robinson Suárez# | 21 | 2025-2028 | |
| 38 | Gordon Wiggins# | 21 | 2015-2025 | |
| 42 | Alfonso Álvarez# | 20 | 2023-2028 | |
| 42 | Alejandro Arteaga# | 20 | 2022-2026 | |
| 42 | Connor Dale | 20 | 2020-2023 | |
| 42 | Eric Newell# | 20 | 2020-2024 | |
| 42 | Manny Pérez# | 20 | 2024-2028 | |
| 42 | Octávio Ríos# | 20 | 2026-2028 | |
| 48 | Lawrence Bignold# | 19 | 2016-2026 | |
| 48 | Willie Cameron# | 19 | 2023-2025 | |
| 48 | Manuel Delgado# | 19 | 2016-2026 | |
| 48 | Hank Downey# | 19 | 2017-2022 | |
| 48 | Armando Gonzáles# | 19 | 2023-2028 | |
| 48 | Kenny Koehler# | 19 | 2026-2028 | |
| 48 | Miguel Angel Liñares | 19 | 2015-2022 | |
| 48 | José López# | 19 | 2026-2028 | |
| 48 | Robert Neal# | 19 | 2021-2027 | |
| 48 | Valentín Rivera# | 19 | 2026-2028 | |
| 48 | Addie Samson# | 19 | 2021-2023 | |
| 59 | Roberto Aguirre# | 18 | 2022-2028 | |
| 59 | Barry Jones# | 18 | 2015-2021 | |
| 59 | Michael Logan | 18 | 2022-2024 | |
| 59 | Mike Owens# | 18 | 2027-2028 | |
| 59 | Dave Ponsonby | 18 | 2015-2024 | |
| 59 | Al Turner | 18 | 2015-2020 | |
| 59 | León Vásquez# | 18 | 2015-2026 | |
| 59 | Russ Wood# | 18 | 2020-2023 | |
| 67 | Jesús Franco# | 17 | 2025-2026 | |
| 67 | Donald Gregory# | 17 | 2021-2027 | |
| 67 | Harry Mander# | 17 | 2024-2028 | |
| 67 | Robert Murdock | 17 | 2016-2018 | |
| 67 | Henry Simpson | 17 | 2017-2025 | |
| 72 | Brian Chandler | 16 | 2017-2020 | |
| 72 | Severiano Duclos# | 16 | 2023-2024 | |
| 72 | Martín Flores# | 16 | 2026-2028 | |
| 72 | Marcelino Freschi | 16 | 2016-2025 | |
| 72 | Mike Hickey | 16 | 2015-2022 | |
| 72 | Joe Holmes | 16 | 2016-2020 | |
| 72 | Joe Kehoe# | 16 | 2017-2028 | |
| 72 | Juan López# | 16 | 2025-2026 | |
| 72 | Júlio Martínez# | 16 | 2025-2027 | |
| 72 | Alf Näsbom | 16 | 2015-2023 | |
| 72 | Ánibal Sánchez | 16 | 2023-2025 | |
| 72 | Carlos Sánchez | 16 | 2017-2021 | |
| 72 | Theodore Schmidt | 16 | 2017-2019 | |
| 72 | Nicholas Wells# | 16 | 2017-2023 | |
| 72 | Kaluka Wene# | 16 | 2026-2026 | |
| 87 | Richard Allison# | 15 | 2017-2027 | |
| 87 | Álex Bane# | 15 | 2026-2028 | |
| 87 | Manuel Franco# | 15 | 2022-2028 | |
| 87 | Gordon Fry# | 15 | 2021-2023 | |
| 87 | Mike Humphrey | 15 | 2018-2021 | |
| 87 | Iván Ledesma Jr.# | 15 | 2017-2025 | |
| 87 | Ryan McCall# | 15 | 2026-2028 | |
| 87 | William Peck# | 15 | 2021-2024 | |
| 87 | Alberto Reyes# | 15 | 2025-2028 | |
| 87 | Lee Reynolds | 15 | 2015-2018 | |
| 87 | Howard Ritchie | 15 | 2019-2025 | |
| 87 | Tom Rosas# | 15 | 2022-2027 | |
| 87 | José Sánchez# | 15 | 2025-2027 | |
| 87 | Darwin von Loen | 15 | 2017-2020 |
