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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Brad Skyrme | .3111 | 2048-2055 | |
| 2 | Ken Gunn | .3130 | 2003-2011 | |
| 3 | Jeff Miller | .3198 | 1998-2006 | |
| 4 | Lance Carlson | .3231 | 2046-2060 | |
| 5 | George Bryant | .3258 | 2030-2042 | |
| 6 | Mike Saunders | .3265 | 2018-2025 | |
| 7 | Iván Ortíz | .3281 | 2027-2034 | |
| 8 | Scott Randell# | .3346 | 2066-2075 | |
| 9 | Mike Palmer | .3349 | 2038-2048 | |
| 10 | John Andrasko | .3404 | 2061-2069 | |
| 11 | Víctor Flores | .3420 | 2009-2014 | |
| 12 | John Cooper | .3421 | 2038-2053 | |
| 13 | Jesús Rodríguez | .3430 | 2045-2056 | |
| 14 | John Scott | .3444 | 2000-2009 | |
| 15 | Francisco Ibarra | .3448 | 2018-2023 | |
| 16 | José Flores | .3479 | 2030-2039 | |
| 17 | Juan López | .3485 | 2029-2044 | |
| 18 | Kyle Ropley | .3486 | 2018-2025 | |
| 19 | Cristovão Janela | .3487 | 2049-2062 | |
| 20 | Andrés Campos | .3493 | 2003-2012 | |
| 21 | Carlos Vázquez | .3494 | 2045-2055 | |
| 22 | Christopher Wicks | .3497 | 1997-2010 | |
| 23 | Salvatore Vitalini | .3500 | 2059-2066 | |
| 24 | Alejandro Fuentes | .3504 | 2040-2049 | |
| 25 | Jonathon Roesler | .3505 | 2030-2036 | |
| 26 | Leonardo Flores | .3516 | 1990-1995 | |
| 27 | Javier Valverde | .3521 | 2049-2056 | |
| 28 | Craig Burch | .3527 | 2039-2047 | |
| 29 | Reginald Michael | .3540 | 2037-2050 | |
| 30 | Orlando Espinosa | .3541 | 2025-2038 | |
| 31 | Andrew Rice | .3542 | 1990-1995 | |
| 32 | Cris Vázquez | .3553 | 1991-1997 | |
| 33 | Brodie Hynes | .3562 | 2017-2023 | |
| 34 | Juan Melendez | .3563 | 2057-2065 | |
| 35 | John Banks | .3566 | 2018-2025 | |
| 36 | Carlos Ramos | .3575 | 2023-2034 | |
| 37 | Michael Kramer | .3576 | 1991-2004 | |
| 38 | Robbie DeBalliol | .3586 | 2029-2042 | |
| 39 | Ánibal Moya | .3591 | 2007-2018 | |
| 40 | Micah Moran | .3596 | 2013-2019 | |
| 41 | Jesús Reyna | .3600 | 2004-2015 | |
| 42 | José Reyes | .3601 | 1994-2000 | |
| 43 | Mike Witty | .3610 | 1993-2002 | |
| 44 | Paul Burton | .3620 | 1997-2007 | |
| 45 | Alex Harris | .3627 | 2027-2044 | |
| 45 | Antonin Dubé | .3627 | 2014-2026 | |
| 47 | Taizo Yamashita | .3628 | 2017-2030 | |
| 48 | Colton Welch | .3633 | 1997-2007 | |
| 49 | John Clark | .3640 | 1990-1999 | |
| 50 | Edward Housden | .3664 | 1990-1995 | |
| 51 | Lúcio Olvera | .3669 | 2018-2030 | |
| 52 | Chris Thomas | .3670 | 1990-1999 | |
| 52 | Clyde Givens | .3670 | 1997-2002 | |
| 54 | Orlando Zavala | .3682 | 2028-2045 | |
| 55 | Dave Jackson | .3686 | 2004-2011 | |
| 56 | Geer Pels | .3687 | 2049-2058 | |
| 57 | Millard Bolton | .3688 | 1991-2002 | |
| 58 | Pat Boudreau | .3689 | 2042-2053 | |
| 59 | Dennis Flynn | .3695 | 2014-2028 | |
| 60 | Jorge Gómez | .3712 | 1992-2004 | |
| 61 | Dale Talley | .3724 | 2027-2035 | |
| 62 | Mike Sanders | .3759 | 1999-2007 | |
| 63 | Geoffroy Paolillo | .3764 | 2054-2060 | |
| 64 | Pedro García | .3772 | 2005-2012 | |
| 64 | Mike Hayward | .3772 | 2058-2066 | |
| 66 | José Serrano | .3773 | 2024-2031 | |
| 67 | Burt Kuhn | .3777 | 1990-1997 | |
| 68 | Joseph Powers | .3779 | 2024-2038 | |
| 69 | Scott de Weever | .3781 | 2048-2062 | |
| 70 | Matt Meyer | .3786 | 2061-2068 | |
| 71 | Will Blair | .3799 | 2005-2014 | |
| 72 | Craig Meyers | .3804 | 2041-2051 | |
| 73 | Mark Charles | .3805 | 1994-2007 | |
| 74 | Ron Taylor | .3813 | 1998-2005 | |
| 75 | Ánibal Archuleta | .3839 | 1992-2007 | |
| 76 | Sandro Fardelhoa | .3844 | 2023-2027 | |
| 77 | Andy Seymour | .3846 | 2005-2013 | |
| 78 | Marvin Wallace | .3849 | 1990-1999 | |
| 79 | Jesús Camacho | .3850 | 1999-2010 | |
| 80 | Robby George | .3854 | 2007-2016 | |
| 81 | Duane Bear | .3877 | 2024-2032 | |
| 82 | Larry Mears | .3879 | 2063-2071 | |
| 83 | Lorenzo Iuliano | .3886 | 2019-2025 | |
| 84 | Gabriel Carrillo | .3896 | 2057-2063 | |
| 84 | Bob Boyce | .3896 | 2016-2024 | |
| 86 | Ken Riley | .3904 | 1990-1995 | |
| 87 | Jeremy McKinley | .3915 | 2012-2017 | |
| 88 | Luis Maes | .3918 | 2004-2015 | |
| 89 | John Murray | .3922 | 1991-1999 | |
| 90 | Tom Mays | .3925 | 2004-2012 | |
| 91 | David Gore | .3930 | 2021-2027 | |
| 92 | Herman Vickers | .3940 | 2022-2028 | |
| 93 | Ronald Ball | .3944 | 2024-2038 | |
| 94 | Ronald Coleman | .3950 | 1990-1995 | |
| 95 | Juan Jose Alvarado | .3967 | 1991-1998 | |
| 96 | Wibren Gouloze | .3972 | 2020-2028 | |
| 97 | Henry Warner | .3985 | 2030-2040 | |
| 98 | Ron Bullard | .3989 | 2004-2013 | |
| 99 | Bengt Broos | .3993 | 2054-2063 | |
| 100 | Eduardo Pérez | .4008 | 2012-2017 |
