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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | John Clayton | 12 | 2024-2031 | |
| 2 | Juan Jimínez# | 11 | 2030-2036 | |
| 2 | Mitchell Pate# | 11 | 2036-2039 | |
| 4 | José Villegas | 10 | 2020-2021 | |
| 5 | Alejandro Aquilera | 8 | 2032-2033 | |
| 6 | Phil Minor | 7 | 2028-2035 | |
| 6 | Thomas Morris | 7 | 2022-2023 | |
| 8 | Travis Brumback | 6 | 2020-2024 | |
| 8 | Peer Kattenberg# | 6 | 2037-2038 | |
| 8 | Hank Kenney | 6 | 2020-2022 | |
| 11 | Francisco García | 5 | 2018-2031 | |
| 11 | Ken Gill | 5 | 2035-2037 | |
| 11 | Cornelio Japón# | 5 | 2033-2034 | |
| 14 | Stewart Ralston | 4 | 2021-2031 | |
| 15 | Roberto Vázquez# | 3 | 2031-2032 | |
| 16 | Chi-hun Chong | 1 | 2029-2033 |
