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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Armando Ortíz# | .683 | 2021-2025 | |
| 2 | Cisco Pérez# | .657 | 2029-2030 | |
| 3 | Nick Richie# | .647 | 2022-2024 | |
| 4 | Bob Browning# | .641 | 2023-2025 | |
| 5 | Rusty Swanson# | .632 | 2023-2025 | |
| 6 | Gonzalo Montés | .629 | 2022-2026 | |
| 7 | Loren Berdine# | .625 | 2027-2029 | |
| 8 | Morihiro Sai# | .600 | 2025-2027 | |
| 9 | Pedro Adame# | .596 | 2026-2028 | |
| 10 | Alejandro Ramos# | .590 | 2021-2025 | |
| 11 | Gabriel Escobar# | .581 | 2022-2025 | |
| 12 | António Marés# | .576 | 2021-2022 | |
| 12 | José Santiago# | .576 | 2024-2027 | |
| 14 | Zach Pinyerrel# | .535 | 2029-2031 | |
| 15 | Edward Scarborough# | .509 | 2026-2029 | |
| 16 | Alberto Solís# | .500 | 2025-2027 | |
| 16 | Josef Strolz# | .500 | 2023-2025 | |
| 18 | José López# | .457 | 2026-2028 | |
| 19 | Felipe Pereira# | .455 | 2024-2027 | |
| 20 | Sjoerd Reynoud# | .441 | 2027-2029 | |
| 21 | Enrique Madrid | .438 | 2021-2023 | |
| 22 | Hänsel Freeh | .429 | 2020-2021 | |
| 23 | António Muńóz# | .421 | 2026-2027 | |
| 24 | Ismael Lara# | .405 | 2024-2027 | |
| 25 | Kent Horton# | .378 | 2030-2031 | |
| 26 | Ryan Dull# | .311 | 2024-2028 | |
| 27 | Marnix van Rijn# | .297 | 2026-2029 |
