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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Carl Bean | 1.000 | 2043-2045 | |
| 1 | David Núñez | 1.000 | 2023-2025 | |
| 1 | Jack Sandford | 1.000 | 2031-2034 | |
| 4 | Nick Myers# | .750 | 2044-2045 | |
| 5 | Richard Davis | .600 | 2024-2026 | |
| 5 | Rory Taverner | .600 | 2021-2024 | |
| 7 | Wynn Thompson | .571 | 2018-2036 | |
| 8 | Jeffrey Gómez | .500 | 2027-2039 |
