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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bryan Banks | .2932 | 1998-2002 | |
| 2 | Juan Valdéz | .3107 | 1996-2003 | |
| 3 | Teodor Reyes | .3134 | 1999-2008 | |
| 4 | Larry Daig | .3172 | 2065-2076 | |
| 5 | Chris Hanson | .3182 | 2003-2011 | |
| 6 | Fujio Yamashita | .3190 | 2070-2078 | |
| 7 | Boyd Burnett | .3207 | 1997-2001 | |
| 8 | James Barry | .3216 | 2000-2006 | |
| 9 | Aaron Lawson | .3250 | 1993-1999 | |
| 10 | Juan Pérez | .3269 | 1997-2005 | |
| 11 | Juan Cardenas | .3293 | 2000-2010 | |
| 12 | Julian Braber | .3299 | 2034-2050 | |
| 13 | Rudens Delrosario | .3304 | 2053-2069 | |
| 14 | Ernie Christian | .3309 | 1990-2004 | |
| 15 | José Chávez | .3312 | 1994-2001 | |
| 16 | Kenny Bradley | .3316 | 1998-2011 | |
| 17 | Danny Pichinte | .3322 | 2057-2073 | |
| 18 | Raúl Panduro | .3326 | 1996-2004 | |
| 19 | Alberto García | .3343 | 2034-2048 | |
| 20 | Matt Roberts | .3351 | 2004-2016 | |
| 20 | Vaughn Gibson | .3351 | 1997-2007 | |
| 22 | Don Pretty# | .3379 | 2066-2081 | |
| 23 | Sterling Lee | .3383 | 2003-2011 | |
| 24 | Fred Lee | .3393 | 1998-2002 | |
| 25 | Miguel Hurtado | .3395 | 2056-2073 | |
| 25 | Jason Rogers | .3395 | 2038-2047 | |
| 27 | Todd Graves | .3413 | 1998-2007 | |
| 28 | Christopher Wicks | .3435 | 1997-2007 | |
| 29 | Mike Ashley | .3440 | 2005-2012 | |
| 30 | Henry Bader | .3441 | 1999-2012 | |
| 31 | Gero Brown | .3443 | 2065-2078 | |
| 32 | Craig Walker | .3446 | 1991-1999 | |
| 33 | Shane Minick | .3451 | 2066-2079 | |
| 34 | Travis Morris# | .3471 | 2068-2081 | |
| 35 | David Picot | .3476 | 1996-2002 | |
| 36 | Jorge Herrera | .3482 | 1995-2002 | |
| 37 | Juan Núñez | .3485 | 1990-1996 | |
| 38 | Luis Delgado | .3486 | 2020-2034 | |
| 39 | Joe Larson | .3489 | 2039-2051 | |
| 39 | Dennis Hartman | .3489 | 2050-2064 | |
| 41 | Mike Freeman | .3491 | 2056-2071 | |
| 42 | Ed Rawls | .3496 | 2036-2050 | |
| 42 | Bill Carr | .3496 | 2037-2047 | |
| 44 | Isaak Hulscher | .3498 | 2059-2071 | |
| 44 | Micheal Schmidt | .3498 | 1990-1995 | |
| 46 | George Lloyd | .3504 | 2032-2047 | |
| 47 | Alberto Ballesteros | .3506 | 2068-2078 | |
| 48 | Neville Roosemont | .3510 | 2053-2067 | |
| 49 | Danny Mendoza | .3514 | 2067-2074 | |
| 50 | Loui Wondergem | .3527 | 2055-2066 | |
| 51 | Frank Jackson | .3529 | 2018-2029 | |
| 52 | Roberto Martinez | .3535 | 2067-2075 | |
| 53 | Francisco Delgado | .3537 | 2017-2028 | |
| 54 | Victor Pire | .3540 | 2059-2072 | |
| 55 | Joe Coffman | .3543 | 2000-2017 | |
| 56 | Eduardo Torres | .3548 | 2052-2068 | |
| 57 | Arthur Day | .3550 | 2000-2013 | |
| 58 | Carlos Torres# | .3553 | 2071-2081 | |
| 59 | Dan Nichols | .3555 | 2059-2069 | |
| 60 | Dan Burford | .3558 | 2030-2037 | |
| 61 | Francisco Hernández | .3564 | 2046-2056 | |
| 62 | D'Artagnan Raspberry | .3565 | 2064-2075 | |
| 63 | Phil Pape | .3566 | 1993-1998 | |
| 64 | Ricardo Díaz | .3569 | 2000-2010 | |
| 65 | Ángel Ramírez | .3575 | 1993-2000 | |
| 66 | Marco Nieves | .3576 | 2067-2076 | |
| 67 | Gabriel García | .3577 | 2035-2049 | |
| 68 | Mike Horton | .3580 | 2000-2009 | |
| 69 | Brian Oglethorpe | .3589 | 2003-2011 | |
| 69 | Ty Wilbourn | .3589 | 1999-2007 | |
| 71 | Ricardo Tobías | .3590 | 1997-2002 | |
| 72 | Vic Valenzuela | .3591 | 2052-2066 | |
| 73 | Jake Mika | .3593 | 2065-2078 | |
| 74 | Michael Kramer | .3598 | 1992-1998 | |
| 75 | Marcos Rodríguez | .3600 | 2015-2024 | |
| 76 | Fernando Gomez# | .3607 | 2070-2081 | |
| 76 | Robert Dorsey | .3607 | 2012-2019 | |
| 78 | Shiro Arai | .3611 | 2042-2053 | |
| 79 | Les Saunders | .3617 | 1990-1998 | |
| 80 | José Aguirre | .3619 | 1992-2001 | |
| 81 | Nicholas Grant | .3621 | 1994-1999 | |
| 81 | Chris Lambert | .3621 | 1996-2010 | |
| 83 | Joel Curtis | .3629 | 1993-2004 | |
| 84 | Yoshinobu Chikafuji | .3635 | 2047-2057 | |
| 85 | Hiroshige Uchida | .3636 | 2000-2018 | |
| 86 | José Morales | .3644 | 2000-2015 | |
| 87 | Jared Small | .3648 | 2040-2050 | |
| 88 | Dave Thomas | .3650 | 2000-2004 | |
| 89 | Howard Draper | .3652 | 1993-1999 | |
| 90 | Ramón Ramírez | .3653 | 1995-2007 | |
| 91 | Claudio Mesa | .3654 | 2041-2049 | |
| 91 | Brian Renton | .3654 | 2037-2047 | |
| 93 | Tom Moore | .3660 | 2035-2047 | |
| 94 | Ken Gunn | .3661 | 2004-2015 | |
| 95 | Miguel Vásquez | .3665 | 2005-2018 | |
| 96 | Duncan Knudson | .3666 | 2004-2009 | |
| 97 | Mushanokoji Kubo | .3668 | 2049-2064 | |
| 97 | John Dixon | .3668 | 1991-1998 | |
| 99 | Jesús Rivera | .3671 | 1999-2008 | |
| 100 | Zachary Austin | .3675 | 2035-2047 |
