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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 | Ryan Carr | 7 | 2017-2024 | |
| 4 | António Montés | 7 | 2020-2024 | |
| 6 | Sébastien Bernard# | 6 | 2031-2035 | |
| 6 | Yoichibei Chikafuji# | 6 | 2030-2032 | |
| 6 | Landon Harryman# | 6 | 2031-2032 | |
| 9 | Esteban Garza | 5 | 2019-2024 | |
| 9 | Cody Jaeckel# | 5 | 2030-2033 | |
| 9 | Miguel Montoya# | 5 | 2026-2028 | |
| 9 | Earl Wiley | 5 | 2027-2029 | |
| 13 | Ralph Cranford# | 4 | 2026-2028 | |
| 13 | Serious Lee# | 4 | 2030-2035 | |
| 13 | Sidney Mackell# | 4 | 2030-2033 | |
| 13 | Rand McNally# | 4 | 2029-2030 | |
| 13 | Shigenobu Ohayashi# | 4 | 2029-2035 | |
| 18 | Sherman N'Dir# | 3 | 2030-2031 | |
| 18 | Phil Oostermeer# | 3 | 2031-2034 | |
| 18 | Tom Potts | 3 | 2019-2023 | |
| 18 | Jesús Vargas# | 3 | 2027-2028 | |
| 22 | Cosmo Bjorkenheim# | 2 | 2025-2029 | |
| 22 | Jeff Lawson# | 2 | 2026-2027 | |
| 22 | Luis Rodríguez | 2 | 2019-2021 | |
| 22 | Sancho Romero | 2 | 2023-2030 | |
| 22 | Alan Rosales | 2 | 2019-2023 | |
| 27 | Tim Lehman | 1 | 2025-2026 | |
| 27 | Juan Martínez | 1 | 2020-2022 | |
| 27 | Robert Paulsen | 1 | 2025-2029 | |
| 27 | Sinfronio Vitor# | 1 | 2030-2032 | |
| 31 | Francisco Agámez# | 0 | 2027-2029 | |
| 31 | Daniel Bertrand# | 0 | 2030-2034 | |
| 31 | António Casas# | 0 | 2033-2035 | |
| 31 | Rudko Hrnjak | 0 | 2024-2025 |
