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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jin-yong Myung | 4 | 2030-2032 | |
| 2 | Jim Dunleavy | 3 | 2031-2036 | |
| 3 | Ron Burnett# | 2 | 2042-2045 | |
| 3 | Armando García | 2 | 2041-2045 | |
| 3 | Juan Jimínez | 2 | 2028-2031 | |
| 3 | William Murphy# | 2 | 2047-2048 | |
| 3 | Nick O'Quigley | 2 | 2040-2041 | |
| 3 | Demeter Valverde | 2 | 2023-2024 | |
| 9 | Keith Atkins# | 1 | 2046-2047 | |
| 9 | Phil Baker# | 1 | 2046-2047 | |
| 9 | Joe Havermeyer | 1 | 2039-2041 | |
| 9 | Milos Jaksch | 1 | 2028-2032 | |
| 9 | Daniel Joseph | 1 | 2037-2038 | |
| 9 | Warren King# | 1 | 2036-2037 | |
| 9 | Mike Lipide | 1 | 2027-2029 | |
| 9 | Mauro Quijano# | 1 | 2048-2049 | |
| 9 | Pedro Ramírez# | 1 | 2046-2049 | |
| 9 | Andy Roarick | 1 | 2031-2034 | |
| 9 | Francisco Rocha | 1 | 2040-2043 | |
| 9 | Yaakov Shmerkin | 1 | 2034-2037 | |
| 9 | Nick Thomas | 1 | 2044-2046 | |
| 9 | Luis Vicenteno | 1 | 2022-2023 | |
| 23 | Rubén Andrada | 0 | 2023-2025 | |
| 23 | Hieronymus Bosch | 0 | 2025-2027 | |
| 23 | John Clayton | 0 | 2021-2023 | |
| 23 | Rick Newell | 0 | 2036-2039 | |
| 23 | Juan Romero | 0 | 2027-2029 |
