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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 | Justin Jemison# | .2523 | 2022 | |
| 4 | Corbett Wright | .2580 | 2016 | |
| 5 | Pat Hovhannisian# | .2680 | 2014 | |
| 6 | Dan Miller# | .2690 | 2021 | |
| 7 | Paul Ledford* | .2699 | 2008 | |
| 8 | Paul Ledford* | .2715 | 2006 | |
| 9 | Zachary Christman# | .2764 | 2016 | |
| 10 | Ray Rorie# | .2766 | 2026 | |
| 11 | Andy Dooley# | .2767 | 2016 | |
| 12 | Paul Ledford* | .2788 | 2013 | |
| 13 | Danny Barraza | .2791 | 2013 | |
| 14 | Chris Frost | .2799 | 2016 | |
| 15 | Gerardo Cruz | .2801 | 2014 | |
| 16 | J.R. Mitchell# | .2809 | 2015 | |
| 17 | Oscar Ayala# | .2812 | 2021 | |
| 18 | Shawn McMurtry | .2816 | 2014 | |
| 19 | Bill Flowers# | .2818 | 2012 | |
| 20 | Rodrigo Lemus# | .2821 | 2022 | |
| 21 | Corbett Wright | .2823 | 2020 | |
| 22 | Rodrigo Lemus# | .2829 | 2016 | |
| 23 | Sean Burke | .2830 | 2014 | |
| 24 | Joe Hart# | .2834 | 2021 | |
| 25 | Aaron Sutton | .2850 | 2011 | |
| 25 | Corbett Wright | .2850 | 2013 | |
| 27 | J.R. Mitchell# | .2874 | 2014 | |
| 27 | Joe Hewson | .2874 | 2015 | |
| 29 | Joe Hart# | .2890 | 2014 | |
| 29 | Joe Hart# | .2890 | 2016 | |
| 31 | Pat Payne | .2897 | 2011 | |
| 32 | Chris Frost | .2905 | 2014 | |
| 33 | Bill Flowers# | .2907 | 2014 | |
| 33 | Alex Padial | .2907 | 2011 | |
| 35 | Sam Campos# | .2915 | 2021 | |
| 36 | Jeff Rochefort | .2919 | 2015 | |
| 37 | Kory Trost | .2925 | 2014 | |
| 37 | Corey Gruver# | .2925 | 2021 | |
| 39 | Felipe Ayala# | .2948 | 2016 | |
| 40 | Bill Flowers# | .2949 | 2016 | |
| 40 | Hector Estrella | .2949 | 2016 | |
| 42 | Travis Thurber# | .2966 | 2009 | |
| 43 | Du-sung Moon | .2968 | 2006 | |
| 44 | Justin Jemison# | .2978 | 2024 | |
| 45 | Aaron Sutton | .2982 | 2014 | |
| 45 | William Deel# | .2982 | 2024 | |
| 47 | Bryan Kaiser | .2984 | 2011 | |
| 48 | Jaden Mack# | .2985 | 2021 | |
| 49 | Nelson Cirilo | .2995 | 2009 | |
| 50 | Heriberto Milan | .2999 | 2011 | |
| 51 | Felipe Gonzalez | .3001 | 2014 | |
| 52 | Mike Walker# | .3004 | 2020 | |
| 53 | Corbett Wright | .3006 | 2015 | |
| 54 | Pat Hovhannisian# | .3013 | 2016 | |
| 55 | Chad Landreth | .3019 | 2014 | |
| 56 | Paul Ledford* | .3020 | 2010 | |
| 57 | Eric Burdine* | .3030 | 2002 | |
| 58 | Rodrigo Lemus# | .3038 | 2020 | |
| 59 | Victor Herrera | .3042 | 2014 | |
| 60 | Mike Walker# | .3045 | 2021 | |
| 61 | Hiromi Fukuda | .3046 | 2006 | |
| 62 | Joe Hewson | .3049 | 2014 | |
| 63 | Eric Burdine* | .3050 | 2014 | |
| 64 | Danny Offen# | .3064 | 2021 | |
| 65 | Aaron Sutton | .3071 | 2012 | |
| 66 | Sam Campos# | .3075 | 2022 | |
| 67 | Felipe Ayala# | .3076 | 2021 | |
| 68 | Bill Vasquez | .3082 | 2008 | |
| 69 | Richard Alter# | .3083 | 2020 | |
| 70 | Olímpio Forjaz | .3084 | 2003 | |
| 71 | Gerardo Cruz | .3100 | 2012 | |
| 72 | Felipe Ayala# | .3108 | 2015 | |
| 73 | Seth Carey | .3109 | 2014 | |
| 74 | Du-sung Moon | .3119 | 2005 | |
| 75 | James Dobyns# | .3121 | 2026 | |
| 76 | Jesse Walker# | .3122 | 2022 | |
| 77 | Pat Payne | .3123 | 2014 | |
| 78 | Sam Campos# | .3125 | 2023 | |
| 79 | Jordan Clarke | .3130 | 2008 | |
| 80 | Miles Hale | .3134 | 2008 | |
| 81 | Evan Pullman# | .3136 | 2023 | |
| 82 | Jordan Clarke | .3137 | 2009 | |
| 83 | Andy Dooley# | .3141 | 2017 | |
| 84 | Chris Frost | .3142 | 2015 | |
| 85 | Ryan Simpson# | .3143 | 2016 | |
| 86 | Felipe Ayala# | .3146 | 2020 | |
| 87 | Eric Burdine* | .3154 | 2000 | |
| 88 | Jack Ivory# | .3155 | 2022 | |
| 89 | Heriberto Milan | .3159 | 2012 | |
| 90 | Ricardo Rodriguez | .3160 | 2011 | |
| 91 | Jose Contreras# | .3162 | 2021 | |
| 91 | Rogelio Aburto | .3162 | 2014 | |
| 93 | Miles Hale | .3168 | 2006 | |
| 94 | Rodrigo Lemus# | .3169 | 2017 | |
| 95 | Alex Alvarez | .3171 | 2014 | |
| 96 | Jordan Clarke | .3173 | 2007 | |
| 97 | Matt Graham# | .3174 | 2023 | |
| 97 | John Froerer# | .3174 | 2016 | |
| 99 | Matt Schmid# | .3175 | 2015 | |
| 100 | Jonathan Allen# | .3176 | 2021 |
