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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Brian Fixel# | 28 | 2023-2025 | |
| 2 | Octávio Ríos# | 26 | 2020-2022 | |
| 2 | Pat Thompson | 26 | 2020-2022 | |
| 4 | Will Hoffman# | 25 | 2026-2028 | |
| 4 | Blaine Stottlar# | 25 | 2027-2028 | |
| 6 | César Rosado# | 24 | 2021-2023 | |
| 6 | Pedro Tavárez# | 24 | 2024-2027 | |
| 8 | Héctor Aguilar# | 23 | 2026-2028 | |
| 8 | Paco Manuel# | 23 | 2024-2026 | |
| 8 | António Rodríguez# | 23 | 2023-2025 | |
| 8 | Geoff Stackhouse# | 23 | 2025-2029 | |
| 12 | Marv Bradford# | 22 | 2021-2024 | |
| 12 | Jesús Guerra# | 22 | 2023-2025 | |
| 12 | Phil Miller# | 22 | 2021-2025 | |
| 12 | Bernardino Neagle# | 22 | 2020-2023 | |
| 12 | Magnus Scheving# | 22 | 2023-2026 | |
| 17 | Jesús Garces# | 21 | 2026-2028 | |
| 17 | Billy Grange# | 21 | 2024-2026 | |
| 17 | Juan Ordóñez# | 21 | 2024-2026 | |
| 17 | Cristo Rodríguez# | 21 | 2020-2023 | |
| 17 | Jeff Schneider# | 21 | 2020-2021 | |
| 22 | Edmund Blackadder# | 20 | 2026-2029 | |
| 22 | Nelson Cuevas# | 20 | 2026-2028 | |
| 22 | Stanley Eldrige# | 20 | 2025-2027 | |
| 22 | Gabriel Herrera# | 20 | 2022-2025 | |
| 22 | Mike McKay# | 20 | 2026-2029 | |
| 22 | José Molina# | 20 | 2023-2026 | |
| 22 | Will Moore# | 20 | 2023-2025 | |
| 22 | Nicolas Roche# | 20 | 2027-2029 | |
| 22 | Reynaldo Sánchez# | 20 | 2020-2023 | |
| 22 | Lincoln Spooner# | 20 | 2026-2028 | |
| 32 | Enea Dini# | 19 | 2020-2024 | |
| 32 | Alejandro García# | 19 | 2026-2029 | |
| 32 | Dave Mason | 19 | 2020-2022 | |
| 32 | Kagetoki Matsubara# | 19 | 2027-2028 | |
| 32 | Alfonso Santa Maria# | 19 | 2023-2026 | |
| 32 | Curt Walker# | 19 | 2021-2023 | |
| 38 | Osvaldo Garibe# | 18 | 2026-2027 | |
| 38 | José Guardado | 18 | 2021-2022 | |
| 38 | Phil Hanson# | 18 | 2020-2023 | |
| 38 | Rafael Peralta# | 18 | 2021-2025 | |
| 38 | Juan Reyes# | 18 | 2020-2021 | |
| 38 | Finn Wuilink# | 18 | 2020-2022 | |
| 38 | Raneem Zogby# | 18 | 2026-2028 | |
| 45 | James Bennett# | 17 | 2028-2029 | |
| 45 | Roberto Calderón# | 17 | 2022-2023 | |
| 45 | John Castle# | 17 | 2027-2029 | |
| 45 | Pleun Davidse# | 17 | 2027-2029 | |
| 45 | Miguel Jiménez# | 17 | 2021-2024 | |
| 45 | Poto Scacceri# | 17 | 2024-2027 | |
| 51 | Manny Castro# | 16 | 2026-2028 | |
| 51 | Roberto Covas# | 16 | 2022-2024 | |
| 51 | Francisco García# | 16 | 2020-2021 | |
| 51 | Carlos González# | 16 | 2025-2028 | |
| 51 | Yoshi Minamoto# | 16 | 2027-2029 | |
| 51 | Dominic Parker# | 16 | 2020-2021 | |
| 51 | Manny Pérez# | 16 | 2020-2021 | |
| 51 | Tobías Pérez# | 16 | 2020-2021 | |
| 51 | Carlos Ramos# | 16 | 2020-2021 | |
| 51 | Rafael Rivera# | 16 | 2022-2023 | |
| 51 | Garrett Schaper# | 16 | 2025-2028 | |
| 51 | Barney Starr# | 16 | 2026-2027 | |
| 51 | Gabriel Valenzuela# | 16 | 2025-2026 | |
| 51 | Fred Wilson | 16 | 2022-2023 | |
| 65 | Kostas Antetokounmpo# | 15 | 2026-2027 | |
| 65 | Luis Castrejón# | 15 | 2021-2023 | |
| 65 | António Fabián# | 15 | 2020-2022 | |
| 65 | Ed Maresh# | 15 | 2027-2029 | |
| 65 | José Rodríguez | 15 | 2021-2022 | |
| 65 | Shotaro Sugahara# | 15 | 2024-2027 | |
| 71 | Marcus Blakely# | 14 | 2025-2028 | |
| 71 | Riley Breckenridge# | 14 | 2023-2024 | |
| 71 | Roberto Cantú# | 14 | 2020-2021 | |
| 71 | James Dockery# | 14 | 2022-2024 | |
| 71 | Ben Fleming# | 14 | 0-0 | |
| 71 | Chico Landi# | 14 | 2026-2027 | |
| 71 | Armando Marrero# | 14 | 2025-2025 | |
| 71 | Pedro Martínez# | 14 | 2021-2023 | |
| 71 | Pedro Reynoso# | 14 | 2027-2028 | |
| 71 | Mario Ruíz# | 14 | 2020-2022 | |
| 81 | César Albó# | 13 | 2025-2027 | |
| 81 | Cyrille Bertoletti# | 13 | 2020-2022 | |
| 81 | Ken Clarke# | 13 | 2024-2025 | |
| 81 | Jamey Crockett# | 13 | 2028-2029 | |
| 81 | Claudio Díaz# | 13 | 2020-2022 | |
| 81 | Matt Digby# | 13 | 2027-2028 | |
| 81 | Carlos Domínguez# | 13 | 2021-2024 | |
| 81 | Joel Farrell# | 13 | 2026-2027 | |
| 81 | Tony Garza# | 13 | 2023-2024 | |
| 81 | Érico Laborde# | 13 | 2027-2029 | |
| 81 | Grover Lowdermilk# | 13 | 2028-2029 | |
| 81 | Marvin Mangin# | 13 | 2022-2022 | |
| 81 | Pancho Mastache# | 13 | 2026-2028 | |
| 81 | Octávio Moya# | 13 | 2028-2029 | |
| 81 | Rex Negrete# | 13 | 2026-2028 | |
| 81 | Doppo Omikado# | 13 | 2026-2028 | |
| 81 | José Ortíz# | 13 | 2023-2024 | |
| 81 | Jason Pearson# | 13 | 2027-2029 | |
| 81 | Bartolo Pérez# | 13 | 2024-2028 | |
| 81 | José Rico# | 13 | 2021-2023 |
