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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | José Silva | 10 | 2021-2029 | |
| 2 | Juan García | 8 | 2015-2025 | |
| 2 | Kyle Mann | 8 | 2022-2025 | |
| 4 | António Montés | 7 | 2020-2024 | |
| 5 | Sébastien Bernard# | 6 | 2031-2035 | |
| 5 | Yoichibei Chikafuji# | 6 | 2030-2032 | |
| 7 | Esteban Garza | 5 | 2019-2024 | |
| 7 | Miguel Montoya# | 5 | 2026-2028 | |
| 7 | Earl Wiley | 5 | 2027-2029 | |
| 10 | Tom Haymon# | 4 | 2033-2036 | |
| 10 | Serious Lee# | 4 | 2030-2036 | |
| 10 | Sidney Mackell# | 4 | 2030-2033 | |
| 10 | Jur Prokop# | 4 | 2034-2035 | |
| 14 | Sherman N'Dir# | 3 | 2030-2031 | |
| 14 | Phil Oostermeer# | 3 | 2031-2034 | |
| 16 | Tim Lehman | 1 | 2025-2026 | |
| 16 | Sinfronio Vitor | 1 | 2030-2032 | |
| 18 | Francisco Agámez# | 0 | 2027-2036 | |
| 18 | António Casas# | 0 | 2033-2036 |
