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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ramiro Ramos | 16 | 2025-2028 | |
| 2 | Daron Mack# | 12 | 2036-2037 | |
| 3 | Jacob Herman | 11 | 2021-2025 | |
| 4 | Jeff Griffin | 10 | 2038-2040 | |
| 5 | Tomás Mejía | 8 | 2020-2023 | |
| 6 | Ángel Venegas | 7 | 2032-2033 | |
| 7 | Phil Mazzeo | 6 | 2029-2032 | |
| 7 | Fernando Rodríguez | 6 | 2025-2027 | |
| 7 | José Román | 6 | 2031-2034 | |
| 10 | Juan Carlos Cruz | 5 | 2022-2024 | |
| 11 | Trent Armstrong# | 4 | 2040-2042 | |
| 11 | Q' Drennan | 4 | 2036-2037 | |
| 11 | Grady Harris | 4 | 2033-2035 | |
| 11 | Mark Patterson | 4 | 2031-2035 | |
| 15 | Jason DeGeorge | 3 | 2028-2029 | |
| 15 | Orlando Montejo | 3 | 2027-2029 | |
| 15 | Nicol van Gorp | 3 | 2032-2036 | |
| 15 | Scott Zijm | 3 | 2021-2022 | |
| 19 | Aurelio Álvarez | 2 | 2022-2023 | |
| 19 | Ángel Castro | 2 | 2025-2026 | |
| 19 | Hamid Rutu# | 2 | 2039-2040 | |
| 19 | Román Sánchez | 2 | 2031-2034 | |
| 23 | Dusty Hunt# | 1 | 2036-2039 |
