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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Stanley Williams# | .3040 | 2016 | |
| 2 | Alonso Rodríguez# | .3500 | 2016 | |
| 3 | Bob Warford# | .3506 | 2017 | |
| 4 | Jesús Gonzáles# | .3570 | 2017 | |
| 5 | Homer Shafer# | .3705 | 2017 | |
| 6 | Clay Clark# | .3883 | 2016 | |
| 7 | Paul Nance# | .4066 | 2016 | |
| 8 | Luis Fernández# | .4084 | 2016 | |
| 9 | Elvin Brooks# | .4094 | 2016 | |
| 10 | Ray Thibaut# | .4170 | 2017 | |
| 11 | Garland Holt# | .4196 | 2015 | |
| 12 | Alonso Rodríguez# | .4214 | 2015 | |
| 13 | Art Adams# | .4236 | 2016 | |
| 14 | Richard Meyer# | .4241 | 2017 | |
| 15 | Robert Byrd# | .4250 | 2017 | |
| 16 | Clay Clark# | .4273 | 2017 | |
| 17 | Brent Riley# | .4289 | 2017 | |
| 17 | Wilson Vélez# | .4289 | 2016 | |
| 19 | Alonso Rodríguez# | .4306 | 2017 | |
| 20 | Thomas Owens# | .4313 | 2017 | |
| 21 | César Díaz# | .4333 | 2017 | |
| 22 | Artie Taylor# | .4361 | 2017 | |
| 23 | Tim Holmes# | .4379 | 2016 | |
| 24 | Armanno Salutari# | .4447 | 2015 | |
| 25 | Jimmy Wilson# | .4516 | 2017 | |
| 26 | Allen Wilson# | .4520 | 2017 | |
| 27 | Andrés Martínez# | .4525 | 2017 | |
| 28 | Pancho Vargas# | .4607 | 2016 | |
| 29 | Jeffrey Chase# | .4649 | 2017 | |
| 30 | John Stone# | .4692 | 2017 | |
| 31 | Iván Castillo# | .4719 | 2017 | |
| 32 | Alfredo Torres# | .4785 | 2015 | |
| 33 | José Rodríguez# | .4822 | 2017 | |
| 34 | Shawn Arnold# | .4831 | 2016 | |
| 35 | Andrés Martínez# | .5094 | 2016 | |
| 36 | Josh Gardner# | .5192 | 2017 | |
| 37 | Anthony Graham# | .5198 | 2017 | |
| 38 | Billy Bruce# | .5274 | 2017 | |
| 39 | Álex Padilla# | .5414 | 2017 |
