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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Felipe Arreola | 1.000 | 2027-2028 | |
| 1 | Juan Martínez | 1.000 | 2028-2029 | |
| 3 | Willi Kehr | .750 | 2026-2028 | |
| 4 | Jim Shaffner | .667 | 2039-2042 | |
| 5 | Blake Mastromarino | .600 | 2045-2048 | |
| 6 | John Haslam# | .500 | 2057-2060 | |
| 6 | Neil Millirons | .500 | 2038-2040 | |
| 6 | Robert Osborne | .500 | 2014-2020 | |
| 6 | Jake Robinson | .500 | 2017-2024 | |
| 6 | Victor Vicente# | .500 | 2048-2053 | |
| 11 | Ánibal Altichioro | .333 | 2024-2028 | |
| 12 | Clay Tedesco# | .250 | 2056-2058 | |
| 13 | Steve Atkins# | .200 | 2059-2060 |
