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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Trent Armstrong | 4 | 2040-2042 | |
| 1 | Jeff Griffin | 4 | 2038-2040 | |
| 1 | Mark Patterson | 4 | 2031-2035 | |
| 1 | José Román | 4 | 2031-2034 | |
| 5 | Clark Curtis# | 2 | 2042-2045 | |
| 5 | Ángel Júlio# | 2 | 2041-2042 | |
| 5 | Daron Mack# | 2 | 2036-2037 | |
| 5 | Phil Mazzeo | 2 | 2029-2032 | |
| 5 | Hamid Rutu# | 2 | 2039-2040 | |
| 5 | Román Sánchez | 2 | 2031-2034 | |
| 5 | Nicol van Gorp | 2 | 2032-2036 | |
| 5 | Scott Zijm | 2 | 2021-2022 | |
| 5 | Aurelio Álvarez | 2 | 2022-2023 | |
| 14 | Juan Carlos Cruz | 1 | 2022-2024 | |
| 14 | Jason DeGeorge | 1 | 2028-2029 | |
| 14 | Grady Harris | 1 | 2033-2035 | |
| 14 | Tomás Mejía | 1 | 2020-2023 | |
| 18 | Ángel Castro | 0 | 2025-2026 | |
| 18 | Q' Drennan | 0 | 2036-2037 | |
| 18 | Jacob Herman | 0 | 2021-2025 | |
| 18 | Dusty Hunt | 0 | 2036-2039 | |
| 18 | Wendel Koudstaal# | 0 | 2039-2042 | |
| 18 | Orlando Montejo | 0 | 2027-2029 | |
| 18 | Ramiro Ramos | 0 | 2025-2028 | |
| 18 | Fernando Rodríguez | 0 | 2025-2027 | |
| 18 | Ángel Venegas | 0 | 2032-2033 |
