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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Leonard Puckett | .2612 | 2001-2007 | |
| 2 | Rick Goulding | .2971 | 2045-2052 | |
| 3 | Javier Carbajal | .3150 | 2019-2030 | |
| 4 | Héctor Velásquez | .3171 | 2002-2005 | |
| 5 | Gilberto Morales | .3215 | 2023-2028 | |
| 6 | Tommy Smith | .3301 | 2018-2028 | |
| 7 | Alfredo Molina | .3350 | 2014-2018 | |
| 8 | Axel Rolland | .3358 | 2013-2019 | |
| 9 | Armando Jiménez | .3449 | 2019-2024 | |
| 10 | Nathan Turner | .3487 | 2003-2008 | |
| 11 | Mike Condorcet | .3538 | 1997-2002 | |
| 12 | Koji Shini | .3539 | 2001-2005 | |
| 13 | Marcos Márquez | .3577 | 2020-2024 | |
| 14 | Steven Nelson | .3612 | 1997-2000 | |
| 15 | Barend van Eck | .3845 | 2029-2035 | |
| 16 | Jesús Coronado | .3964 | 2017-2021 | |
| 17 | Eric Roy | .4228 | 2031-2034 | |
| 18 | Simon Woollams | .5276 | 2032-2033 |
