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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Steve Ingram | 6 | 2014-2029 | |
| 1 | Daniel Lallanilla | 6 | 2015-2022 | |
| 3 | Keith Fish# | 5 | 2023-2030 | |
| 4 | Ramón Gómez# | 4 | 2021-2031 | |
| 5 | Earl Ellis | 3 | 2015-2021 | |
| 5 | Terry Sylvester | 3 | 2014-2026 | |
| 5 | Iván Vega# | 3 | 2023-2031 | |
| 5 | Ryan Westlake | 3 | 2019-2030 | |
| 9 | Juan González | 2 | 2022-2025 | |
| 10 | Aquiles Marmelo# | 1 | 2025-2031 | |
| 10 | Jorge Mojica# | 1 | 2021-2031 | |
| 10 | Mal Wadley | 1 | 2017-2028 | |
| 13 | Arthur Ryan# | 0 | 2023-2031 | |
| 13 | Nathan Tanner# | 0 | 2024-2031 |
