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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | A | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jin-yong Myung | 14 | 2030-2032 | |
| 2 | John Clayton | 12 | 2021-2023 | |
| 2 | Jim Dunleavy | 12 | 2031-2036 | |
| 4 | Juan Jimínez# | 10 | 2028-2031 | |
| 5 | Rubén Andrada | 9 | 2023-2025 | |
| 5 | Demeter Valverde | 9 | 2023-2024 | |
| 5 | Luis Vicenteno | 9 | 2022-2023 | |
| 8 | Daniel Joseph# | 8 | 2037-2038 | |
| 9 | Warren King# | 7 | 2036-2037 | |
| 10 | Rick Newell# | 6 | 2036-2039 | |
| 10 | Andy Roarick | 6 | 2031-2034 | |
| 10 | Juan Romero | 6 | 2027-2029 | |
| 13 | Hieronymus Bosch | 5 | 2025-2027 | |
| 13 | Joe Havermeyer# | 5 | 2039-2041 | |
| 13 | Nick O'Quigley# | 5 | 2040-2041 | |
| 13 | Yaakov Shmerkin# | 5 | 2034-2037 | |
| 17 | Mike Lipide | 4 | 2027-2029 | |
| 18 | Milos Jaksch | 2 | 2028-2032 |
