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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 | Jim Dunleavy | 9 | 2031-2036 | |
| 2 | Mike Lipide | 9 | 2027-2029 | |
| 4 | Hieronymus Bosch | 8 | 2025-2027 | |
| 4 | Ron Burnett# | 8 | 2042-2045 | |
| 4 | Milos Jaksch | 8 | 2028-2032 | |
| 4 | Andy Roarick | 8 | 2031-2034 | |
| 8 | Yaakov Shmerkin | 7 | 2034-2037 | |
| 9 | Rubén Andrada | 6 | 2023-2025 | |
| 9 | Joe Havermeyer | 6 | 2039-2041 | |
| 9 | Juan Romero | 6 | 2027-2029 | |
| 9 | Demeter Valverde | 6 | 2023-2024 | |
| 13 | Phil Baker# | 5 | 2046-2047 | |
| 13 | Jin-yong Myung | 5 | 2030-2032 | |
| 13 | Rick Newell | 5 | 2036-2039 | |
| 16 | Daniel Joseph | 4 | 2037-2038 | |
| 16 | Nick O'Quigley | 4 | 2040-2041 | |
| 16 | Nick Thomas# | 4 | 2044-2046 | |
| 16 | Luis Vicenteno | 4 | 2022-2023 | |
| 20 | Armando García# | 3 | 2041-2045 | |
| 20 | Juan Jimínez | 3 | 2028-2031 | |
| 20 | Warren King# | 3 | 2036-2037 | |
| 23 | Francisco Rocha | 1 | 2040-2043 |
