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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ray Sears | 106 | 2013-2028 | |
| 2 | David Edwards# | 99 | 2019-2031 | |
| 3 | Gabriel Rodríguez | 68 | 2018-2029 | |
| 4 | Matt Sheppard# | 53 | 2019-2029 | |
| 5 | Herman Hayes# | 50 | 2015-2029 | |
| 6 | Nate Cates | 46 | 2016-2028 | |
| 6 | Brian O'Brian | 46 | 2013-2022 | |
| 8 | Bob Campbell | 43 | 2014-2025 | |
| 8 | Domingo García | 43 | 2017-2024 | |
| 8 | Pedro Willis | 43 | 2013-2024 | |
| 11 | Yataro Kodo# | 41 | 2028-2031 | |
| 12 | Ed Hopkins | 39 | 2018-2027 | |
| 13 | Bartolo Morales# | 36 | 2022-2031 | |
| 13 | Alex Niemann# | 36 | 2027-2031 | |
| 15 | Louis Gibbons# | 33 | 2028-2031 | |
| 15 | Tamasaburo Kato# | 33 | 2021-2031 | |
| 17 | Gregory Johnson | 29 | 2018-2025 | |
| 18 | Iván Vargas | 24 | 2017-2022 | |
| 19 | Luis Gutiérrez | 23 | 2015-2018 | |
| 19 | Arturo Rodríguez# | 23 | 2026-2031 | |
| 21 | Alden Wiley | 19 | 2019-2031 | |
| 22 | António Martínez# | 16 | 2024-2031 | |
| 23 | Juan Jose Ayala# | 13 | 2025-2031 |
