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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Tyler Kinjeketile | 20 | 2025-2027 | |
| 2 | Tsuginori Kobayashi | 8 | 2027-2030 | |
| 2 | Juan Núñez# | 8 | 2038-2039 | |
| 2 | Miguel Rodríguez | 8 | 2020-2023 | |
| 5 | Jorge Rodríguez | 6 | 2021-2023 | |
| 6 | Silas Givens | 4 | 2032-2033 | |
| 6 | Mo Meaker | 4 | 2034-2037 | |
| 6 | Ramón Soto | 4 | 2028-2029 | |
| 9 | Steve Koch | 3 | 2024-2026 | |
| 10 | Cash Masters | 2 | 2027-2029 |
