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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Armando Ortíz# | 43 | 2021-2025 | |
| 2 | Pedro Adame# | 28 | 2026-2028 | |
| 3 | Edward Scarborough# | 27 | 2026-2029 | |
| 4 | Loren Berdine# | 25 | 2027-2029 | |
| 4 | Bob Browning# | 25 | 2023-2025 | |
| 4 | Gabriel Escobar# | 25 | 2022-2025 | |
| 4 | Felipe Pereira# | 25 | 2024-2027 | |
| 8 | Morihiro Sai | 24 | 2025-2027 | |
| 8 | Rusty Swanson# | 24 | 2023-2025 | |
| 10 | Kent Horton# | 23 | 2030-2032 | |
| 10 | Cisco Pérez# | 23 | 2029-2030 | |
| 10 | Zach Pinyerrel# | 23 | 2029-2031 | |
| 10 | Alejandro Ramos# | 23 | 2021-2025 | |
| 10 | Tony Torres# | 23 | 2031-2032 | |
| 15 | Gonzalo Montés | 22 | 2022-2026 | |
| 15 | Nick Richie# | 22 | 2022-2024 | |
| 17 | Francisco Burgos# | 21 | 2025-2028 | |
| 17 | José López# | 21 | 2026-2028 | |
| 19 | Benjamin Busto# | 20 | 2025-2027 | |
| 19 | Harrison Dunning# | 20 | 2030-2031 | |
| 19 | Justin Flynn# | 20 | 2029-2030 | |
| 19 | Kewiki Pua# | 20 | 2029-2030 | |
| 23 | Song-saeng Kim# | 19 | 2021-2024 | |
| 23 | António Marés# | 19 | 2021-2022 | |
| 23 | José Santiago# | 19 | 2024-2027 | |
| 23 | Alberto Solís# | 19 | 2025-2027 | |
| 23 | Josef Strolz# | 19 | 2023-2025 | |
| 28 | Darius Baxa# | 18 | 2025-2026 | |
| 28 | Jim Davis | 18 | 2021-2025 | |
| 28 | Ramiro García | 18 | 2022-2024 | |
| 28 | Chae-seong Kim# | 18 | 2021-2022 | |
| 28 | Ánibal Rivera# | 18 | 2020-2022 | |
| 28 | Jon Shirley | 18 | 2023-2024 | |
| 34 | Andy Fallon# | 17 | 2029-2030 | |
| 34 | Evan Groenevelt# | 17 | 2031-2032 | |
| 34 | Ismael Lara# | 17 | 2024-2027 | |
| 34 | James Neutron# | 17 | 2024-2026 | |
| 34 | Turner Shamburger# | 17 | 2030-2032 | |
| 34 | Osiris St. Brown# | 17 | 2027-2028 | |
| 34 | Jorge Travieso# | 17 | 2028-2030 | |
| 41 | Ramón Cortéz# | 16 | 2028-2032 | |
| 41 | António Fernández# | 16 | 2030-2032 | |
| 41 | Luis Hernández# | 16 | 2025-2026 | |
| 41 | Kade Kinnamon# | 16 | 2030-2032 | |
| 41 | Juan López# | 16 | 2020-2022 | |
| 41 | António Muńóz# | 16 | 2026-2027 | |
| 41 | Tony Solíz# | 16 | 2023-2024 | |
| 48 | Don Bender | 15 | 2020-2021 | |
| 48 | Manuel Ceja# | 15 | 2027-2028 | |
| 48 | Amando Codes# | 15 | 2030-2032 | |
| 48 | Hänsel Freeh | 15 | 2020-2021 | |
| 48 | NaNomi Lojore# | 15 | 2030-2030 | |
| 48 | Carl MacPherson# | 15 | 2031-2032 | |
| 48 | Ed Molloy# | 15 | 2030-2032 | |
| 48 | Sjoerd Reynoud# | 15 | 2027-2029 | |
| 48 | Jon Schultz | 15 | 2021-2023 | |
| 48 | Marco Sledge# | 15 | 2024-2029 | |
| 58 | Ryan Dull# | 14 | 2024-2028 | |
| 58 | Harold Elkins# | 14 | 2020-2022 | |
| 58 | Ángel Gardener# | 14 | 2031-2032 | |
| 58 | Tomás Gonzáles | 14 | 2020-2021 | |
| 58 | Valentyn Hochmiller# | 14 | 2029-2032 | |
| 58 | John Kraan# | 14 | 2030-2032 | |
| 58 | Enrique Madrid | 14 | 2021-2023 | |
| 58 | Roger Murdock | 14 | 2026-2027 | |
| 58 | Adrian Neumann# | 14 | 2020-2021 | |
| 58 | Pang Qin# | 14 | 2026-2027 | |
| 58 | Chet Saks# | 14 | 2027-2028 | |
| 58 | Shunen Takahashi# | 14 | 2021-2021 | |
| 70 | Chiel Abspoel# | 13 | 2025-2026 | |
| 70 | António Andrade# | 13 | 2025-2026 | |
| 70 | Mark Bell# | 13 | 2020-2022 | |
| 70 | Luis Bustamante# | 13 | 2027-2029 | |
| 70 | Ron Fernández# | 13 | 2032-2032 | |
| 70 | Natalino Golaio# | 13 | 2020-2021 | |
| 70 | Joe Griffin# | 13 | 2020-2021 | |
| 70 | Sam Groves# | 13 | 2024-2024 | |
| 70 | Santos Guzowski# | 13 | 2024-2025 | |
| 70 | Heyg Lamper | 13 | 2025-2027 | |
| 70 | Jeff Lee | 13 | 2020-2020 | |
| 70 | Claudio Mateo# | 13 | 2027-2030 | |
| 70 | Manuel Montés# | 13 | 2023-2026 | |
| 70 | Fernando Ramírez# | 13 | 2024-2024 | |
| 70 | Cristóbal Román# | 13 | 2032-2032 | |
| 70 | Juan Valdéz# | 13 | 2023-2027 | |
| 70 | Tomás Vargas# | 13 | 2026-2026 | |
| 87 | Danial Apodaca# | 12 | 2022-2023 | |
| 87 | Tom Bass | 12 | 2022-2023 | |
| 87 | Mannus Dijkman# | 12 | 2026-2030 | |
| 87 | Raúl Gálvez | 12 | 2020-2023 | |
| 87 | Will Hoffman# | 12 | 2029-2029 | |
| 87 | Shawn Holliday | 12 | 2020-2022 | |
| 87 | Jin Kwon# | 12 | 2027-2029 | |
| 87 | José Macías# | 12 | 2027-2027 | |
| 87 | Javier Matajudíos# | 12 | 2023-2026 | |
| 87 | Ollie McDaniell# | 12 | 2030-2030 | |
| 87 | Tommy Middleton | 12 | 2021-2023 | |
| 87 | Héctor Rodríguez | 12 | 2021-2023 | |
| 87 | Juriaan Roos# | 12 | 2032-2032 | |
| 87 | Carlos Rosales# | 12 | 2021-2025 |
