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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | John Clayton | 14 | 2021-2023 | |
| 2 | Keith Atkins | 9 | 2046-2047 | |
| 2 | Jim Dunleavy | 9 | 2031-2036 | |
| 2 | Mike Lipide | 9 | 2027-2029 | |
| 5 | Hieronymus Bosch | 8 | 2025-2027 | |
| 5 | Ron Burnett | 8 | 2042-2045 | |
| 5 | Milos Jaksch | 8 | 2028-2032 | |
| 5 | Mauro Quijano# | 8 | 2048-2049 | |
| 5 | Andy Roarick | 8 | 2031-2034 | |
| 10 | Yaakov Shmerkin | 7 | 2034-2037 | |
| 11 | Rubén Andrada | 6 | 2023-2025 | |
| 11 | Joe Havermeyer | 6 | 2039-2041 | |
| 11 | Juan Romero | 6 | 2027-2029 | |
| 11 | Demeter Valverde | 6 | 2023-2024 | |
| 15 | Phil Baker | 5 | 2046-2047 | |
| 15 | Jin-yong Myung | 5 | 2030-2032 | |
| 15 | Rick Newell | 5 | 2036-2039 | |
| 18 | Javier Icaza# | 4 | 2056-2057 | |
| 18 | Daniel Joseph | 4 | 2037-2038 | |
| 18 | Nick O'Quigley | 4 | 2040-2041 | |
| 18 | Pedro Ramírez | 4 | 2046-2049 | |
| 18 | Nick Thomas | 4 | 2044-2046 | |
| 18 | Luis Vicenteno | 4 | 2022-2023 | |
| 24 | Armando García | 3 | 2041-2045 | |
| 24 | Juan Jimínez | 3 | 2028-2031 | |
| 24 | Warren King | 3 | 2036-2037 | |
| 27 | William Murphy | 2 | 2047-2048 | |
| 27 | Kelsey Tate# | 2 | 2055-2056 | |
| 29 | Francisco Rocha | 1 | 2040-2043 | |
| 29 | Carsten Smulders# | 1 | 2058-2061 |
