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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Luis Castrejón# | .628 | 2024-2029 | |
| 2 | Shawn Arnold# | .600 | 2017-2020 | |
| 3 | Lester Sullivan# | .585 | 2018-2020 | |
| 4 | Juan Pérez | .543 | 2017-2023 | |
| 5 | Carlos Hernández# | .541 | 2021-2028 | |
| 6 | Lance de Valk# | .517 | 2025-2029 | |
| 7 | Paco Hernández# | .491 | 2021-2027 | |
| 8 | Jeff Cox | .479 | 2018-2021 | |
| 9 | César González# | .477 | 2020-2029 | |
| 10 | Kyle McPherson | .476 | 2018-2023 | |
| 11 | Pat Hunt# | .472 | 2017-2029 | |
| 12 | Mike Foltynewicz# | .451 | 2026-2028 | |
| 13 | Ben Logan# | .438 | 2019-2023 | |
| 14 | Phil Miller# | .408 | 2026-2028 | |
| 15 | Steve Sanders | .320 | 2015-2019 | |
| 16 | Arnie Banks# | .250 | 2024-2028 |
