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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | César Rosado | .632 | 2021-2023 | |
| 2 | Pat Thompson | .619 | 2020-2022 | |
| 3 | Alejandro García# | .564 | 2026-2030 | |
| 4 | Nicolas Roche# | .562 | 2027-2030 | |
| 5 | Stanley Eldrige# | .556 | 2025-2027 | |
| 6 | Jesús Garces# | .553 | 2026-2028 | |
| 7 | Bernardino Neagle | .550 | 2020-2023 | |
| 8 | Edmund Blackadder# | .538 | 2026-2030 | |
| 9 | Rhys Maskell# | .524 | 2031-2032 | |
| 10 | Barry Mullen# | .522 | 2028-2030 | |
| 11 | Octávio Ríos# | .510 | 2020-2022 | |
| 12 | Héctor Aguilar# | .500 | 2026-2028 | |
| 12 | Will Hoffman# | .500 | 2026-2028 | |
| 14 | Lincoln Spooner# | .476 | 2026-2028 | |
| 15 | Phil Hanson | .474 | 2020-2023 | |
| 16 | Reynaldo Sánchez# | .417 | 2020-2023 | |
| 17 | Gabriel Herrera# | .408 | 2022-2025 | |
| 18 | Garrett Schaper# | .404 | 2025-2030 | |
| 19 | Curt Walker# | .380 | 2021-2023 | |
| 20 | Enea Dini | .317 | 2020-2024 |
