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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Rich Choquette# | 36 | 2028-2030 | |
| 2 | Fernando Elías# | 33 | 2024-2028 | |
| 3 | Nam-shik Kwak# | 32 | 2032-2035 | |
| 4 | Xavier Padilla | 30 | 2021-2024 | |
| 5 | Malulani Anakone# | 29 | 2025-2028 | |
| 5 | Luis Arreola | 29 | 2024-2027 | |
| 5 | Efren Rasonable# | 29 | 2028-2033 | |
| 5 | Manuel Sánchez# | 29 | 2026-2028 | |
| 9 | Rob Ford | 27 | 2026-2030 | |
| 9 | Vitorio Méndez | 27 | 2020-2025 | |
| 11 | Sacco Brouwers | 26 | 2022-2024 | |
| 12 | Gob Bluth | 25 | 2024-2028 | |
| 12 | Ming-hoa Zhou# | 25 | 2028-2033 | |
| 14 | Juan Carbajal# | 24 | 2030-2034 | |
| 14 | José Pueblo | 24 | 2026-2028 | |
| 16 | John Orton | 23 | 2022-2025 | |
| 16 | Alfred Osuch# | 23 | 2031-2033 | |
| 18 | Jason Huggins# | 22 | 2032-2034 | |
| 18 | Ash Ibarra | 22 | 2022-2024 | |
| 20 | Greguorio Espora# | 21 | 2030-2033 | |
| 20 | Kas Groen | 21 | 2023-2026 | |
| 20 | Carlos Ortega | 21 | 2022-2026 | |
| 20 | Leoncio Ulibarri | 21 | 2023-2028 | |
| 24 | Dan Craggs# | 20 | 2034-2035 | |
| 24 | Toshiharu Kuhabara | 20 | 2025-2028 | |
| 24 | Aimo Latva# | 20 | 2028-2029 | |
| 24 | Carlos López# | 20 | 2033-2035 | |
| 24 | Will McLeod# | 20 | 2031-2033 | |
| 24 | Alonso Muñíz | 20 | 2020-2023 | |
| 30 | Carlos Díaz | 19 | 2021-2022 | |
| 30 | Felipe Filipe# | 19 | 2030-2033 | |
| 30 | Tom Hegedus# | 19 | 2029-2035 | |
| 30 | Shalom Levasier | 19 | 2029-2034 | |
| 30 | José Marín# | 19 | 2030-2032 | |
| 30 | Roberto Muñóz# | 19 | 2025-2029 | |
| 30 | Chris Plummerton | 19 | 2024-2027 | |
| 30 | Alberto Reyes | 19 | 2020-2024 | |
| 30 | Gabriel Reyes | 19 | 2026-2027 | |
| 30 | Bartolo Ruíz# | 19 | 2024-2026 | |
| 30 | Esteban Ruíz# | 19 | 2021-2022 | |
| 30 | Ignacio Uribe# | 19 | 2033-2035 | |
| 30 | Jessie Young# | 19 | 2033-2035 | |
| 43 | Felipe Arreola# | 18 | 2033-2035 | |
| 43 | Felipe Becerra | 18 | 2021-2025 | |
| 43 | Phillip Donoghue# | 18 | 2030-2031 | |
| 43 | Baruc Garibay# | 18 | 2025-2026 | |
| 43 | Hwen-thiang Goei# | 18 | 2033-2035 | |
| 43 | Edgar Lankford# | 18 | 2023-2024 | |
| 43 | Gao Mar# | 18 | 2030-2035 | |
| 43 | Jorge Oyas# | 18 | 2034-2035 | |
| 43 | Horacio Pérez | 18 | 2020-2023 | |
| 43 | Tomás Vargas# | 18 | 2023-2025 | |
| 43 | Tim Yoder# | 18 | 2030-2032 | |
| 54 | Neal Burns# | 17 | 2028-2033 | |
| 54 | Yura Edel | 17 | 2021-2025 | |
| 54 | David Gómez | 17 | 2021-2023 | |
| 54 | Francisco Gonsáles | 17 | 2022-2024 | |
| 54 | Giel Overwater# | 17 | 2029-2031 | |
| 54 | Eugenio Piñeiro# | 17 | 2029-2030 | |
| 54 | Valentín Rivera# | 17 | 2024-2025 | |
| 54 | Marvin Wasmund# | 17 | 2028-2032 | |
| 62 | Ingo Abresch# | 16 | 2030-2035 | |
| 62 | José Fuentes | 16 | 2025-2028 | |
| 62 | Jeff Greer# | 16 | 2026-2029 | |
| 62 | Barry Mullen# | 16 | 2032-2033 | |
| 62 | Albert Pérez# | 16 | 2032-2033 | |
| 62 | Andrew Prieto# | 16 | 2029-2030 | |
| 62 | Dan Taylor# | 16 | 2031-2033 | |
| 62 | León Vallejo# | 16 | 2027-2028 | |
| 70 | Habakkuk Baldonado# | 15 | 2031-2032 | |
| 70 | Edward Bergeron# | 15 | 2032-2035 | |
| 70 | Maxx Bleecher# | 15 | 2030-2032 | |
| 70 | Reid Garrett | 15 | 2023-2026 | |
| 70 | Mike Harris | 15 | 2022-2023 | |
| 70 | Unto Leino# | 15 | 2029-2035 | |
| 70 | Pedro Núñez | 15 | 2021-2023 | |
| 70 | Ricardo Ramírez | 15 | 2021-2025 | |
| 70 | Esteban Rodríguez# | 15 | 2031-2033 | |
| 70 | Bernie Sanders# | 15 | 2023-2024 | |
| 70 | Carl Stewart# | 15 | 2032-2033 | |
| 70 | Gustavo Tobías# | 15 | 2026-2027 | |
| 70 | Harrison Tuff# | 15 | 2027-2030 | |
| 70 | Maik van Osch# | 15 | 2033-2035 | |
| 70 | Luis Vega | 15 | 2020-2023 | |
| 70 | José Vélez# | 15 | 2029-2032 | |
| 70 | Roger Versluis# | 15 | 2031-2034 | |
| 70 | Edward Whipp | 15 | 2020-2021 | |
| 88 | Sherten Apostel# | 14 | 2032-2033 | |
| 88 | Noah Beck | 14 | 2029-2032 | |
| 88 | Ramón Cerrillo# | 14 | 2027-2032 | |
| 88 | Chris Crum# | 14 | 2033-2035 | |
| 88 | Jeff Enamorado# | 14 | 2028-2033 | |
| 88 | Stefan Famintsyn# | 14 | 2028-2029 | |
| 88 | Mario Gonzáles | 14 | 2022-2024 | |
| 88 | Ids Knegt# | 14 | 2030-2034 | |
| 88 | Darby Marshall# | 14 | 2031-2032 | |
| 88 | Darren Minich# | 14 | 2027-2030 | |
| 88 | Robby Oglethorpe# | 14 | 2031-2032 | |
| 88 | Kazuchika Okada# | 14 | 2028-2029 | |
| 88 | Román Ornelas# | 14 | 2032-2034 |
