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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 | 2019-2030 | |
| 3 | Gabriel Rodríguez | 68 | 2018-2029 | |
| 4 | Matt Sheppard# | 53 | 2019-2029 | |
| 5 | Nate Cates | 46 | 2016-2028 | |
| 5 | Brian O'Brian | 46 | 2013-2022 | |
| 7 | Herman Hayes# | 45 | 2015-2029 | |
| 8 | Bob Campbell | 43 | 2014-2025 | |
| 8 | Domingo García | 43 | 2017-2024 | |
| 8 | Pedro Willis | 43 | 2013-2024 | |
| 11 | Ed Hopkins# | 39 | 2018-2027 | |
| 12 | Bartolo Morales# | 36 | 2022-2030 | |
| 13 | Tamasaburo Kato# | 33 | 2021-2030 | |
| 14 | Gregory Johnson | 29 | 2018-2025 | |
| 15 | Iván Vargas | 24 | 2017-2022 | |
| 16 | Luis Gutiérrez | 23 | 2015-2018 | |
| 17 | Alden Wiley# | 19 | 2019-2030 | |
| 18 | António Martínez# | 16 | 2024-2030 |
