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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ramón Rivera# | 15 | 2023-2028 | |
| 2 | Cale Sutton# | 9 | 2015-2031 | |
| 3 | Count Dante# | 8 | 2025-2031 | |
| 3 | Tommy Jones# | 8 | 2015-2030 | |
| 3 | António Pérez# | 8 | 2021-2031 | |
| 6 | Nobuo Yamashita# | 7 | 2025-2030 | |
| 7 | Jack MacAsgill# | 6 | 2023-2029 | |
| 8 | Jay Parker# | 5 | 2024-2028 | |
| 8 | José Ramírez | 5 | 2015-2019 | |
| 8 | Ramiro Salazar | 5 | 2016-2027 | |
| 11 | Chris West | 4 | 2020-2027 | |
| 12 | Manuel García | 3 | 2014-2021 | |
| 12 | Gabriel Pérez# | 3 | 2023-2028 | |
| 12 | Luis Ríos# | 3 | 2027-2031 | |
| 12 | Gregg Wagner | 3 | 2019-2028 | |
| 16 | John Farrell | 2 | 2016-2022 | |
| 17 | David Henderson | 1 | 2016-2025 |
