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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Corbett Wright# | .2363 | 2012 | |
| 2 | Corbett Wright# | .2522 | 2014 | |
| 3 | Corbett Wright# | .2580 | 2016 | |
| 4 | Pat Hovhannisian# | .2680 | 2014 | |
| 5 | Paul Ledford* | .2699 | 2008 | |
| 6 | Paul Ledford* | .2715 | 2006 | |
| 7 | Zachary Christman# | .2764 | 2016 | |
| 8 | Andy Dooley# | .2767 | 2016 | |
| 9 | Paul Ledford* | .2788 | 2013 | |
| 10 | Danny Barraza | .2791 | 2013 | |
| 11 | Chris Frost# | .2799 | 2016 | |
| 12 | Gerardo Cruz# | .2801 | 2014 | |
| 13 | J.R. Mitchell# | .2809 | 2015 | |
| 14 | Shawn McMurtry# | .2816 | 2014 | |
| 15 | Bill Flowers# | .2818 | 2012 | |
| 16 | Corbett Wright# | .2823 | 2020 | |
| 17 | Rodrigo Lemus# | .2829 | 2016 | |
| 18 | Sean Burke | .2830 | 2014 | |
| 19 | Aaron Sutton# | .2850 | 2011 | |
| 19 | Corbett Wright# | .2850 | 2013 | |
| 21 | J.R. Mitchell# | .2874 | 2014 | |
| 21 | Joe Hewson# | .2874 | 2015 | |
| 23 | Joe Hart# | .2890 | 2014 | |
| 23 | Joe Hart# | .2890 | 2016 | |
| 25 | Pat Payne# | .2897 | 2011 | |
| 26 | Chris Frost# | .2905 | 2014 | |
| 27 | Bill Flowers# | .2907 | 2014 | |
| 27 | Alex Padial | .2907 | 2011 | |
| 29 | Jeff Rochefort# | .2919 | 2015 | |
| 30 | Kory Trost# | .2925 | 2014 | |
| 31 | Felipe Ayala# | .2948 | 2016 | |
| 32 | Bill Flowers# | .2949 | 2016 | |
| 32 | Hector Estrella# | .2949 | 2016 | |
| 34 | Travis Thurber# | .2966 | 2009 | |
| 35 | Du-sung Moon | .2968 | 2006 | |
| 36 | Aaron Sutton# | .2982 | 2014 | |
| 37 | Bryan Kaiser | .2984 | 2011 | |
| 38 | Nelson Cirilo | .2995 | 2009 | |
| 39 | Heriberto Milan# | .2999 | 2011 | |
| 40 | Felipe Gonzalez# | .3001 | 2014 | |
| 41 | Mike Walker# | .3004 | 2020 | |
| 42 | Corbett Wright# | .3006 | 2015 | |
| 43 | Pat Hovhannisian# | .3013 | 2016 | |
| 44 | Chad Landreth | .3019 | 2014 | |
| 45 | Paul Ledford* | .3020 | 2010 | |
| 46 | Eric Burdine | .3030 | 2002 | |
| 47 | Rodrigo Lemus# | .3038 | 2020 | |
| 48 | Victor Herrera# | .3042 | 2014 | |
| 49 | Hiromi Fukuda | .3046 | 2006 | |
| 50 | Joe Hewson# | .3049 | 2014 | |
| 51 | Eric Burdine | .3050 | 2014 | |
| 52 | Aaron Sutton# | .3071 | 2012 | |
| 53 | Bill Vasquez | .3082 | 2008 | |
| 54 | Richard Alter# | .3083 | 2020 | |
| 55 | Olímpio Forjaz | .3084 | 2003 | |
| 56 | Gerardo Cruz# | .3100 | 2012 | |
| 57 | Felipe Ayala# | .3108 | 2015 | |
| 58 | Seth Carey | .3109 | 2014 | |
| 59 | Du-sung Moon | .3119 | 2005 | |
| 60 | Pat Payne# | .3123 | 2014 | |
| 61 | Jordan Clarke# | .3130 | 2008 | |
| 62 | Miles Hale | .3134 | 2008 | |
| 63 | Jordan Clarke# | .3137 | 2009 | |
| 64 | Andy Dooley# | .3141 | 2017 | |
| 65 | Chris Frost# | .3142 | 2015 | |
| 66 | Ryan Simpson# | .3143 | 2016 | |
| 67 | Felipe Ayala# | .3146 | 2020 | |
| 68 | Eric Burdine | .3154 | 2000 | |
| 69 | Heriberto Milan# | .3159 | 2012 | |
| 70 | Ricardo Rodriguez | .3160 | 2011 | |
| 71 | Rogelio Aburto# | .3162 | 2014 | |
| 72 | Miles Hale | .3168 | 2006 | |
| 73 | Rodrigo Lemus# | .3169 | 2017 | |
| 74 | Alex Alvarez# | .3171 | 2014 | |
| 75 | Jordan Clarke# | .3173 | 2007 | |
| 76 | John Froerer# | .3174 | 2016 | |
| 77 | Matt Schmid# | .3175 | 2015 | |
| 78 | Jason Strobel# | .3182 | 2016 | |
| 79 | Eric Burdine | .3188 | 2003 | |
| 79 | Samuel Napoleo | .3188 | 2011 | |
| 81 | Chad Landreth | .3192 | 2004 | |
| 82 | Greg Sandlin# | .3193 | 2011 | |
| 83 | Phil Gregoire# | .3194 | 2014 | |
| 84 | Chris Mattison# | .3197 | 2012 | |
| 85 | Jose Moreno | .3199 | 2004 | |
| 85 | Caleb Fisher | .3199 | 2011 | |
| 87 | Chris Mattison# | .3206 | 2014 | |
| 88 | Bill Flowers# | .3212 | 2015 | |
| 89 | Ray Rorie# | .3215 | 2019 | |
| 90 | Andy Shoemaker# | .3216 | 2014 | |
| 91 | Nick Lawson | .3222 | 2007 | |
| 91 | Joe Hewson# | .3222 | 2016 | |
| 93 | Jeff Rochefort# | .3223 | 2014 | |
| 93 | Paul Ledford* | .3223 | 2000 | |
| 95 | Mike Nave | .3225 | 2010 | |
| 96 | Khalil Marshall | .3229 | 2003 | |
| 97 | Emmanuel Mendoza# | .3230 | 2013 | |
| 97 | Bobby Moreno | .3230 | 2011 | |
| 99 | Justin Turbeville | .3232 | 2016 | |
| 99 | Elard Nijhuis | .3232 | 2006 |
