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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 | Bob Browning# | .641 | 2023-2025 | |
| 3 | Loren Berdine# | .625 | 2027-2029 | |
| 4 | Morihiro Sai | .600 | 2025-2027 | |
| 5 | Pedro Adame# | .596 | 2026-2028 | |
| 6 | Alejandro Ramos | .590 | 2021-2025 | |
| 7 | Zach Pinyerrel# | .535 | 2029-2031 | |
| 8 | Carl MacPherson# | .521 | 2031-2033 | |
| 9 | Edward Scarborough# | .509 | 2026-2029 | |
| 10 | Alberto Solís# | .500 | 2025-2027 | |
| 11 | José López# | .457 | 2026-2028 | |
| 12 | Felipe Pereira# | .455 | 2024-2027 | |
| 13 | Kent Horton# | .418 | 2030-2032 | |
| 14 | Ismael Lara# | .405 | 2024-2027 | |
| 15 | Phillip Donoghue# | .388 | 2029-2033 | |
| 16 | Ryan Dull# | .311 | 2024-2028 |
