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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Mathew Krieger | .3163 | 1999-2018 | |
| 2 | John Leary | .3432 | 1998-2010 | |
| 3 | Tom Rivers | .3518 | 2002-2008 | |
| 4 | Jim Pollock# | .3520 | 2044-2058 | |
| 5 | Matt Drews | .3546 | 1995-2009 | |
| 6 | Tony Caraballo | .3598 | 2028-2037 | |
| 7 | David Fernández | .3609 | 2010-2017 | |
| 8 | Juan Gonzáles | .3616 | 2006-2016 | |
| 9 | Nelson Thompson# | .3625 | 2046-2056 | |
| 10 | Iván Ruíz | .3627 | 2016-2023 | |
| 11 | Will Ritter# | .3645 | 2048-2058 | |
| 12 | Reid Jensen | .3646 | 2042-2052 | |
| 13 | Gaspar Garcia | .3647 | 1997-2006 | |
| 14 | Curt Bandelow | .3652 | 2002-2010 | |
| 15 | Jeff Clay | .3657 | 2013-2021 | |
| 16 | Zachary Paterson# | .3669 | 2051-2058 | |
| 17 | Adel bin Ibrahim | .3673 | 2033-2046 | |
| 18 | Quentin Mullins | .3674 | 2042-2055 | |
| 19 | Domingo Campa | .3686 | 2025-2032 | |
| 20 | Leonardo González# | .3706 | 2049-2057 | |
| 21 | Gary McCabe | .3723 | 2004-2012 | |
| 22 | Alfonso Avalos | .3726 | 1995-2007 | |
| 23 | Nelson Williams | .3735 | 1998-2009 | |
| 24 | Juan Crespo | .3741 | 2017-2022 | |
| 25 | Liam Quebell# | .3754 | 2048-2055 | |
| 26 | Kevin McAdam | .3760 | 1995-2004 | |
| 27 | Richard Jones | .3769 | 1995-2001 | |
| 28 | Raúl García | .3781 | 1998-2004 | |
| 29 | Mike Griffin# | .3789 | 2049-2058 | |
| 30 | Gerardo Arroyo | .3795 | 2009-2015 | |
| 31 | Shawn O'Neill | .3800 | 2016-2022 | |
| 32 | Grux King | .3805 | 2011-2024 | |
| 33 | Davis Holliday | .3807 | 2012-2020 | |
| 34 | Scott Mingle | .3813 | 1996-2004 | |
| 34 | Rick Clarijs# | .3813 | 2053-2058 | |
| 34 | Sean Bergman | .3813 | 1995-2008 | |
| 37 | Alfredo Contreras# | .3817 | 2044-2058 | |
| 38 | Nick Mobley | .3825 | 2040-2055 | |
| 39 | Adam Spurle | .3828 | 1995-2010 | |
| 40 | Sam Lawrence | .3837 | 2009-2017 | |
| 41 | Yun Zhang | .3845 | 2042-2055 | |
| 42 | Justin Lovern | .3855 | 1997-2008 | |
| 43 | Peyton Browning | .3857 | 2045-2052 | |
| 44 | Tony Abrams | .3860 | 2020-2029 | |
| 45 | Brad Peckford# | .3863 | 2049-2058 | |
| 46 | Sean Jones | .3867 | 1996-2010 | |
| 47 | Rodrigo Rojas | .3873 | 1996-2008 | |
| 48 | José Olvera | .3874 | 2023-2038 | |
| 49 | Dean O'Gribben# | .3877 | 2049-2057 | |
| 50 | Rafael López# | .3885 | 2045-2056 | |
| 51 | Richard Dallaire | .3891 | 2020-2028 | |
| 52 | Frank Fuller | .3897 | 2013-2024 | |
| 53 | Elvin Willard | .3900 | 2010-2017 | |
| 54 | Sherman Clubb | .3905 | 1996-2007 | |
| 55 | David Hoskins | .3913 | 2018-2026 | |
| 55 | José Bray# | .3913 | 2048-2058 | |
| 55 | Faustino Flores | .3913 | 1998-2005 | |
| 58 | Armando Alvarado | .3914 | 2013-2021 | |
| 59 | Charles Calhoun# | .3916 | 2050-2058 | |
| 59 | Yu Vgotmael | .3916 | 2037-2050 | |
| 61 | William Smith | .3919 | 1998-2007 | |
| 61 | Dani Díaz | .3919 | 2011-2016 | |
| 63 | Andrew Garrison | .3923 | 2021-2027 | |
| 64 | Juan Ruíz | .3925 | 2042-2058 | |
| 65 | Peter Roop# | .3926 | 2046-2056 | |
| 65 | Chad Ogea | .3926 | 1995-2004 | |
| 67 | Pedro Tapia | .3930 | 2017-2030 | |
| 68 | Pat Hughes | .3931 | 2002-2007 | |
| 69 | Andrew Bogan | .3932 | 1995-2005 | |
| 70 | David Perea | .3938 | 2036-2048 | |
| 71 | Daisuke Tomita | .3942 | 2022-2031 | |
| 72 | José Castillo | .3945 | 2022-2033 | |
| 73 | Kenny Kelly# | .3948 | 2045-2055 | |
| 74 | Vernon Lewis | .3960 | 2016-2028 | |
| 75 | Ricardo Alfonso | .3963 | 2011-2017 | |
| 76 | Cody Lee | .3964 | 2029-2037 | |
| 76 | Pong-su Yu# | .3964 | 2051-2058 | |
| 78 | Tim MacIntyre | .3965 | 2009-2021 | |
| 79 | Jeff Long | .3969 | 2001-2011 | |
| 79 | Dave Marshall | .3969 | 2009-2017 | |
| 81 | Marcos Medina | .3971 | 2025-2037 | |
| 82 | Keith Woods | .3974 | 2015-2022 | |
| 83 | Johnny Newcombe | .3977 | 1995-2000 | |
| 84 | Esteban Madera | .3978 | 1995-2006 | |
| 84 | William Dawson | .3978 | 2031-2045 | |
| 86 | Kevin Brodeur | .3982 | 1995-2006 | |
| 86 | Louis Eggleston | .3982 | 1998-2010 | |
| 88 | Ghi-cheng Kum | .3988 | 2035-2053 | |
| 89 | Tom Whitman | .3989 | 2003-2008 | |
| 90 | Javier Bautista | .3995 | 2024-2032 | |
| 91 | Claudio Silva | .3998 | 2019-2027 | |
| 92 | Josh Holt | .4000 | 2010-2018 | |
| 92 | Tony Canales | .4000 | 2023-2040 | |
| 94 | Mark Reardon# | .4001 | 2051-2058 | |
| 94 | Alberto Bejinez | .4001 | 1997-2005 | |
| 96 | Diego García | .4004 | 2026-2036 | |
| 96 | Gill O'Puddin | .4004 | 2011-2022 | |
| 98 | Todd Jones# | .4007 | 2048-2058 | |
| 99 | Eladio Morales | .4010 | 1995-2002 | |
| 100 | Anthony Gustoff | .4014 | 1995-2011 |
