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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 | Armando García# | 2 | 2041-2044 | |
| 3 | Juan Jimínez | 2 | 2028-2031 | |
| 3 | Nick O'Quigley# | 2 | 2040-2041 | |
| 3 | Demeter Valverde | 2 | 2023-2024 | |
| 7 | Joe Havermeyer# | 1 | 2039-2041 | |
| 7 | Milos Jaksch | 1 | 2028-2032 | |
| 7 | Daniel Joseph | 1 | 2037-2038 | |
| 7 | Warren King# | 1 | 2036-2037 | |
| 7 | Mike Lipide | 1 | 2027-2029 | |
| 7 | Andy Roarick | 1 | 2031-2034 | |
| 7 | Francisco Rocha | 1 | 2040-2043 | |
| 7 | Yaakov Shmerkin# | 1 | 2034-2037 | |
| 7 | Luis Vicenteno | 1 | 2022-2023 | |
| 16 | Rubén Andrada | 0 | 2023-2025 | |
| 16 | Hieronymus Bosch | 0 | 2025-2027 | |
| 16 | John Clayton | 0 | 2021-2023 | |
| 16 | Rick Newell# | 0 | 2036-2039 | |
| 16 | Juan Romero | 0 | 2027-2029 |
