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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 | |
| 15 | Edgar Lankford# | 30 | 2025-2030 | |
| 15 | José Sánchez# | 30 | 2025-2031 | |
| 18 | Roberto Aguirre# | 29 | 2022-2031 | |
| 18 | Marv Bradford# | 29 | 2027-2029 | |
| 18 | Jeff Sloan | 29 | 2018-2022 | |
| 21 | Robert Dickinson | 28 | 2015-2027 | |
| 21 | Robinson Suárez# | 28 | 2025-2030 | |
| 21 | Grant White | 28 | 2022-2028 | |
| 24 | Juan Cruz# | 27 | 2021-2029 | |
| 24 | Orsino Lippi | 27 | 2018-2020 | |
| 24 | Santiago Mesa# | 27 | 2024-2029 | |
| 27 | Ron O'Slattery | 26 | 2015-2023 | |
| 28 | Júlio Martínez# | 25 | 2025-2030 | |
| 28 | Bernie Sanders# | 25 | 2025-2027 | |
| 30 | António Alomar# | 24 | 2028-2031 | |
| 30 | Dalton García# | 24 | 2015-2021 | |
| 30 | John McCord | 24 | 2023-2028 | |
| 30 | Manny Pérez# | 24 | 2024-2029 | |
| 30 | Juan Reyes | 24 | 2024-2028 | |
| 35 | Enea Dini# | 23 | 2026-2029 | |
| 35 | Armando Gonzáles# | 23 | 2023-2030 | |
| 35 | Mike Owens# | 23 | 2027-2029 | |
| 35 | Suezo Sato | 23 | 2015-2020 | |
| 35 | Bastião Shwerin | 23 | 2026-2031 | |
| 40 | Casey Bader | 22 | 2022-2024 | |
| 40 | Tom Bowen | 22 | 2016-2019 | |
| 40 | Cameron Frye# | 22 | 2024-2031 | |
| 40 | Cole Johnson | 22 | 2016-2020 | |
| 40 | Ben Logan# | 22 | 2024-2031 | |
| 40 | Orlando Martínez | 22 | 2015-2025 | |
| 40 | Stanley Neal | 22 | 2021-2024 | |
| 40 | Tim Nelson | 22 | 2017-2019 | |
| 40 | Alfredo Ríos | 22 | 2022-2027 | |
| 49 | Jorge Cedeño# | 21 | 2027-2029 | |
| 49 | Luis Gonzáles | 21 | 2017-2024 | |
| 49 | Ben Hopley# | 21 | 2029-2031 | |
| 49 | Harry Mander# | 21 | 2024-2030 | |
| 49 | Russ Rose | 21 | 2017-2021 | |
| 49 | Millard Taylor# | 21 | 2027-2029 | |
| 49 | Gordon Wiggins | 21 | 2015-2025 | |
| 56 | Alfonso Álvarez# | 20 | 2023-2028 | |
| 56 | Alejandro Arteaga# | 20 | 2022-2026 | |
| 56 | Rio Bavin# | 20 | 2026-2031 | |
| 56 | Michael Brown# | 20 | 2024-2031 | |
| 56 | Connor Dale | 20 | 2020-2023 | |
| 56 | Juan López# | 20 | 2025-2031 | |
| 56 | Eric Newell | 20 | 2020-2024 | |
| 56 | Piotr Oja# | 20 | 2027-2030 | |
| 56 | Alberto Reyes# | 20 | 2025-2030 | |
| 56 | Octávio Ríos# | 20 | 2026-2029 | |
| 56 | Valentín Rivera# | 20 | 2026-2031 | |
| 56 | Chris Sommer# | 20 | 2028-2031 | |
| 68 | Lawrence Bignold | 19 | 2016-2026 | |
| 68 | Willie Cameron | 19 | 2023-2025 | |
| 68 | Manuel Delgado | 19 | 2016-2026 | |
| 68 | Hank Downey | 19 | 2017-2022 | |
| 68 | Barry Jones | 19 | 2015-2029 | |
| 68 | Kenny Koehler# | 19 | 2026-2028 | |
| 68 | Miguel Angel Liñares | 19 | 2015-2022 | |
| 68 | José López# | 19 | 2026-2028 | |
| 68 | Robert Neal# | 19 | 2021-2027 | |
| 68 | Addie Samson# | 19 | 2021-2023 | |
| 68 | Russ Wood# | 19 | 2020-2030 | |
| 79 | Francisco Barrios# | 18 | 2024-2030 | |
| 79 | Frank Castle# | 18 | 2025-2031 | |
| 79 | Luis Cuero# | 18 | 2025-2031 | |
| 79 | Gordon Fry# | 18 | 2021-2029 | |
| 79 | Michael Logan | 18 | 2022-2024 | |
| 79 | Francisco López# | 18 | 2019-2029 | |
| 79 | Dave Ponsonby | 18 | 2015-2024 | |
| 79 | Ken Shelton# | 18 | 2028-2031 | |
| 79 | Gustavo Tobías# | 18 | 2029-2030 | |
| 79 | Al Turner | 18 | 2015-2020 | |
| 79 | León Vásquez# | 18 | 2015-2026 | |
| 79 | Kaluka Wene# | 18 | 2026-2029 | |
| 91 | Jesús Franco# | 17 | 2025-2026 | |
| 91 | Manuel Franco# | 17 | 2022-2029 | |
| 91 | Ricardo Gómez# | 17 | 2028-2031 | |
| 91 | Donald Gregory# | 17 | 2021-2027 | |
| 91 | Marcos López# | 17 | 2022-2029 | |
| 91 | Stanford McCain# | 17 | 2028-2030 | |
| 91 | Ryan McCall# | 17 | 2026-2031 | |
| 91 | Rafael Méndez# | 17 | 2029-2031 | |
| 91 | Robert Murdock | 17 | 2016-2018 | |
| 91 | Bryan Palmer# | 17 | 2027-2029 |
