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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Harry Hickey# | 6 | 2040-2043 | |
| 2 | Javier Díaz# | 5 | 2044-2046 | |
| 3 | Álex Alfaro | 4 | 2038-2040 | |
| 3 | Brant Boyce# | 4 | 2045-2047 | |
| 3 | Ramón Cuesta# | 4 | 2039-2050 | |
| 3 | Ernie Graves# | 4 | 2045-2049 | |
| 3 | Thomas O'Brien# | 4 | 2045-2046 | |
| 3 | Dana Wright | 4 | 2036-2036 | |
| 9 | Mike Baker# | 3 | 2045-2050 | |
| 9 | Jorge Díaz# | 3 | 2045-2046 | |
| 9 | Jake Hanna# | 3 | 2039-2039 | |
| 9 | Allen Hull | 3 | 2036-2037 | |
| 9 | Ken Kennedy# | 3 | 2047-2050 | |
| 9 | José Longoria# | 3 | 2048-2049 | |
| 9 | Ramón Montés# | 3 | 2046-2049 | |
| 9 | Jorge Ortíz# | 3 | 2046-2048 | |
| 9 | Daniel Perkins# | 3 | 2046-2049 | |
| 9 | Barry Quirke | 3 | 2015-2017 | |
| 9 | Carl Richards | 3 | 2026-2031 | |
| 9 | Germán Rodríguez | 3 | 2022-2023 | |
| 9 | Leslie Wallace# | 3 | 2049-2051 | |
| 9 | Cal Wood | 3 | 2036-2039 | |
| 23 | Andre Brooks | 2 | 2039-2040 | |
| 23 | Don Brown | 2 | 2038-2038 | |
| 23 | George Davis# | 2 | 2049-2050 | |
| 23 | Juan Delgado# | 2 | 2037-2038 | |
| 23 | Raúl Ferrer# | 2 | 2045-2047 | |
| 23 | Masaaki Imai | 2 | 2039-2041 | |
| 23 | Andrew Lewis | 2 | 2031-2033 | |
| 23 | Claudio Martínez# | 2 | 2047-2049 | |
| 23 | Ray Prest | 2 | 2036-2040 | |
| 23 | Martín Rivera | 2 | 2034-2035 | |
| 23 | Tommy Seymour | 2 | 2041-2043 | |
| 23 | Dan Smith | 2 | 2024-2027 | |
| 23 | Dave Thomas | 2 | 2035-2042 | |
| 23 | Ed Tyler# | 2 | 2047-2048 | |
| 37 | Félix Aguilar | 1 | 2012-2014 | |
| 37 | Stephen Batchelor# | 1 | 2046-2047 | |
| 37 | Germán Bello | 1 | 2037-2038 | |
| 37 | Gerald Bowden | 1 | 2036-2037 | |
| 37 | Darryl Collins# | 1 | 2046-2047 | |
| 37 | Sean Cunningham# | 1 | 2047-2049 | |
| 37 | Júlio Duarte | 1 | 2021-2023 | |
| 37 | Nelson García# | 1 | 2049-2051 | |
| 37 | Francisco González# | 1 | 2044-2045 | |
| 37 | Don Harding | 1 | 2034-2045 | |
| 37 | Mack Howe# | 1 | 2048-2050 | |
| 37 | Christian Kirby | 1 | 2021-2024 | |
| 37 | Jamie Phillips | 1 | 2028-2028 | |
| 37 | Jaime Rivera | 1 | 2019-2029 | |
| 37 | Ken Schroeder# | 1 | 2042-2043 | |
| 52 | Van Allen | 0 | 2026-2040 | |
| 52 | Ricardo Beltrán | 0 | 2013-2014 | |
| 52 | Alfonso Cabrera | 0 | 2024-2027 | |
| 52 | Will Casey | 0 | 2032-2033 | |
| 52 | Bartolo Cruz# | 0 | 2047-2049 | |
| 52 | Adrian Curtis | 0 | 2026-2028 | |
| 52 | Brent Guis | 0 | 2032-2033 | |
| 52 | Matt Harris# | 0 | 2047-2049 | |
| 52 | Phil Hayes# | 0 | 2043-2045 | |
| 52 | Jim Keller | 0 | 2024-2035 | |
| 52 | José Maestas | 0 | 2017-2018 | |
| 52 | Diego Otero# | 0 | 2047-2048 |
