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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | José Martínez | .3283 | 2003-2008 | |
| 2 | Millard Bell | .3353 | 1995-2008 | |
| 3 | Ambrose McCoy | .3362 | 1996-2002 | |
| 4 | Theophilus Markoullides# | .3434 | 2051-2056 | |
| 5 | Hamilton Bayless | .3495 | 1997-2007 | |
| 6 | Marc Pierson | .3532 | 1999-2007 | |
| 7 | Carlos Velasco | .3544 | 2036-2048 | |
| 8 | Esteban De La Cruz | .3570 | 1996-2007 | |
| 9 | Lee Brown | .3571 | 1995-2000 | |
| 10 | Jack Sellers | .3593 | 1997-2007 | |
| 11 | António Jiménez | .3599 | 2002-2006 | |
| 12 | Willie Peters | .3605 | 2016-2023 | |
| 13 | Ralph Leslie | .3618 | 1995-2001 | |
| 14 | Juan Vado | .3644 | 2039-2050 | |
| 15 | Augusto Villarreal | .3691 | 2038-2053 | |
| 16 | Gilberto García | .3706 | 1996-2001 | |
| 17 | Danny Harrell | .3721 | 2002-2007 | |
| 18 | José Montoya | .3728 | 2039-2054 | |
| 19 | José Garza | .3826 | 1995-2002 | |
| 20 | Gabriel Hinton | .3916 | 2003-2011 | |
| 21 | Mehari Jitu | .3986 | 2040-2052 | |
| 22 | Eduardo Vázquez | .4027 | 2040-2049 | |
| 23 | Tsukasa Kumagai | .4044 | 2042-2048 | |
| 24 | Emílio Pérez | .4070 | 2038-2046 | |
| 25 | Manuel Herrera | .4097 | 2036-2045 | |
| 26 | Ryan Wilson | .4150 | 2037-2043 | |
| 27 | Juan Rodríguez | .4164 | 2044-2052 | |
| 28 | Ron Cameron | .4197 | 2037-2044 | |
| 29 | Trent Barrett | .4211 | 2048-2053 | |
| 30 | Juan Jose Morán | .4217 | 2040-2047 | |
| 31 | António Téllez | .4249 | 2036-2044 | |
| 32 | Logan Williams# | .4300 | 2052-2057 | |
| 33 | Raúl Portillo | .4401 | 2038-2043 | |
| 34 | Timothy Swain# | .4510 | 2049-2053 | |
| 35 | Christopher Barker | .4575 | 2043-2052 |
