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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Scott Schowalter# | .2222 | 2012-2021 | |
| 2 | Chris Mattison# | .2381 | 2012-2019 | |
| 3 | Rich Forbes# | .2453 | 2013-2021 | |
| 4 | Corey Johnson | .2659 | 2010-2020 | |
| 5 | Chris Booth# | .2661 | 2019-2021 | |
| 6 | Sergio Martinez | .2684 | 2005-2017 | |
| 7 | Carlos Pardo# | .2696 | 2012-2021 | |
| 8 | Hector Moralez | .2764 | 2011-2019 | |
| 9 | Chris Johnson | .2867 | 2007-2018 | |
| 10 | Santos Martinez | .2986 | 2000-2012 | |
| 11 | Julian Bryant# | .3000 | 2020-2021 | |
| 12 | Oscar Martinez | .3006 | 2000-2010 | |
| 13 | Nelson Cirilo | .3043 | 2007-2014 | |
| 14 | Stephen Stride# | .3046 | 2011-2020 | |
| 14 | Corbett Wright# | .3046 | 2010-2021 | |
| 16 | Dan Mills# | .3089 | 2014-2021 | |
| 17 | Jose Rodriguez* | .3123 | 2000-2016 | |
| 18 | Aaron Sutton | .3131 | 2009-2021 | |
| 19 | Gordie Clifford# | .3173 | 2013-2021 | |
| 20 | Roberto Salazar# | .3246 | 2013-2021 | |
| 21 | Johnny Keener# | .3270 | 2015-2021 | |
| 22 | Tom Kitko# | .3309 | 2012-2021 | |
| 23 | Alejandro Marquina | .3333 | 2002-2016 | |
| 23 | Dan Miller# | .3333 | 2018-2021 | |
| 25 | Justin Turbeville | .3355 | 2008-2018 | |
| 26 | Brett Dorman | .3377 | 2005-2019 | |
| 27 | Casey Abbott# | .3392 | 2009-2021 | |
| 28 | Brian Prince# | .3403 | 2011-2021 | |
| 29 | Paul Ledford* | .3415 | 2000-2013 | |
| 30 | Jordan Clarke# | .3426 | 2004-2021 | |
| 31 | Phil Gregoire# | .3434 | 2013-2021 | |
| 32 | Hiromi Fukuda | .3443 | 2006-2018 | |
| 33 | Joe Hart# | .3476 | 2013-2021 | |
| 34 | Albert Fabian# | .3480 | 2014-2021 | |
| 35 | Francisco Camacho | .3506 | 2000-2013 | |
| 36 | Chris Frost# | .3543 | 2011-2021 | |
| 37 | Brad Hower# | .3558 | 2010-2021 | |
| 38 | Chris Harris | .3564 | 2007-2020 | |
| 39 | Hethum Manasarian | .3580 | 2001-2020 | |
| 40 | Zachary Facundo | .3586 | 2000-2009 | |
| 41 | Josh Shute | .3592 | 2013-2018 | |
| 42 | Seth Dann | .3603 | 2002-2013 | |
| 43 | Xiang-ling Fei* | .3606 | 2000-2012 | |
| 44 | Heriberto Milan# | .3622 | 2007-2021 | |
| 45 | Adam Farmer | .3679 | 2000-2009 | |
| 46 | Aubrey Morrison | .3684 | 2000-2011 | |
| 47 | Chris Bentley | .3691 | 2008-2020 | |
| 48 | Alfredo Tiscareno# | .3719 | 2010-2021 | |
| 49 | Daishin Uchida | .3750 | 2008-2016 | |
| 50 | Jack Ivory# | .3755 | 2018-2021 | |
| 51 | Pat Payne# | .3757 | 2009-2021 | |
| 52 | Antonio Higuera# | .3780 | 2007-2021 | |
| 53 | Pat Hovhannisian# | .3793 | 2014-2021 | |
| 54 | Barry McLamb# | .3836 | 2013-2021 | |
| 55 | Oreste Comollo | .3840 | 2001-2014 | |
| 56 | Kory Tourville# | .3862 | 2014-2021 | |
| 57 | Geremia Farinelli | .3866 | 2000-2014 | |
| 58 | Bill Vasquez | .3872 | 2000-2012 | |
| 59 | Josh Flaten# | .3910 | 2015-2021 | |
| 60 | Justin Jemison# | .3926 | 2019-2021 | |
| 61 | Corey Gruver# | .3942 | 2006-2021 | |
| 62 | Adrian Radecki# | .3949 | 2012-2019 | |
| 63 | Jonathan Allen# | .3960 | 2016-2021 | |
| 64 | Adam Ryan# | .3967 | 2017-2021 | |
| 65 | Iliana Preciado | .4000 | 2000-2009 | |
| 66 | Felipe Ayala# | .4007 | 2013-2021 | |
| 66 | Blake Barber | .4007 | 2000-2007 | |
| 68 | Carlos Garcia | .4017 | 2000-2014 | |
| 69 | Tyrone Hairston | .4022 | 2002-2013 | |
| 70 | Rodrigo Lemus# | .4035 | 2013-2021 | |
| 71 | Lee Morgan# | .4043 | 2019-2021 | |
| 72 | Miguel Berrios# | .4045 | 2018-2021 | |
| 73 | Jorge Lopez | .4060 | 2004-2013 | |
| 74 | Greg Sandlin# | .4065 | 2009-2021 | |
| 75 | Cody Morosko | .4087 | 2000-2010 | |
| 76 | Sean Bartol | .4105 | 2000-2010 | |
| 77 | Andres Encarnacion | .4135 | 2000-2011 | |
| 78 | Bill Flowers# | .4140 | 2011-2021 | |
| 79 | Matt Schmid# | .4147 | 2013-2021 | |
| 80 | Travis Thurber# | .4161 | 2005-2021 | |
| 81 | Seth Carey | .4171 | 2004-2016 | |
| 82 | William Arredondo | .4174 | 2000-2012 | |
| 83 | Ron Baumgardner | .4182 | 2010-2019 | |
| 84 | Austin Bauer | .4196 | 2005-2014 | |
| 85 | Carlos Mendez# | .4222 | 2011-2021 | |
| 86 | Elard Nijhuis | .4223 | 2000-2009 | |
| 87 | Dillon Moyer | .4224 | 2002-2014 | |
| 88 | Sukeaki Kato | .4263 | 2001-2014 | |
| 89 | Du-sung Moon | .4281 | 2002-2015 | |
| 90 | Yosaburo Kanda# | .4302 | 2013-2021 | |
| 91 | Nate Briceno# | .4318 | 2015-2020 | |
| 92 | Eric Burdine | .4322 | 2000-2017 | |
| 93 | Felipe Gonzalez# | .4333 | 2011-2020 | |
| 93 | Miguel Isiordia | .4333 | 2003-2012 | |
| 95 | Keith Young | .4345 | 2000-2007 | |
| 96 | Logan Stone# | .4348 | 2010-2021 | |
| 97 | Alexis Murguia | .4380 | 2000-2007 | |
| 98 | Chad Landreth | .4397 | 2001-2017 | |
| 99 | Rodolfo Soto# | .4435 | 2015-2021 | |
| 100 | Jeff Glissman | .4467 | 2000-2010 |
