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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Nathan Whalebelly | .2021 | 2014 | |
| 2 | Nolan Arnold | .2087 | 2010 | |
| 3 | Roberto Ramírez# | .2466 | 2027 | |
| 4 | George Yates | .2468 | 2014 | |
| 5 | Chad Durbin | .2508 | 2010 | |
| 6 | Anthony Hunt | .2599 | 2013 | |
| 7 | Michael Gittens | .2618 | 2014 | |
| 8 | Bill Hall | .2655 | 2020 | |
| 9 | Jesús Gonzáles# | .2670 | 2020 | |
| 10 | Chris Sale | .2676 | 2010 | |
| 11 | Mack Decker | .2706 | 2014 | |
| 12 | Alfredo Taváres# | .2714 | 2021 | |
| 13 | Abraham Hoover | .2720 | 2010 | |
| 14 | Juan Luis Díaz# | .2723 | 2021 | |
| 15 | Phil Duffy | .2730 | 2013 | |
| 16 | Willard May | .2773 | 2012 | |
| 17 | José Ruíz# | .2779 | 2024 | |
| 18 | Daron Maddox | .2797 | 2013 | |
| 19 | Shelby Miller | .2798 | 2011 | |
| 20 | Earl Collins | .2801 | 2010 | |
| 21 | Dan White | .2805 | 2010 | |
| 22 | Christian Sherman | .2829 | 2011 | |
| 23 | Chris Moore | .2832 | 2011 | |
| 24 | Stephen Strasburg | .2835 | 2010 | |
| 24 | Woodrow McKee | .2835 | 2011 | |
| 26 | Clarence Holland | .2837 | 2013 | |
| 27 | Seth Howatt# | .2855 | 2024 | |
| 28 | Nelson Sandoval | .2874 | 2012 | |
| 29 | Phil Madocks | .2878 | 2010 | |
| 30 | Michael Barry | .2880 | 2013 | |
| 31 | José Muñóz | .2900 | 2014 | |
| 32 | Darren Opie# | .2903 | 2024 | |
| 33 | Cristián Negrón | .2904 | 2013 | |
| 34 | António Alonzo | .2910 | 2011 | |
| 35 | Héctor Olivares# | .2911 | 2023 | |
| 36 | Woodrow McKee | .2917 | 2012 | |
| 37 | John Polk | .2919 | 2014 | |
| 38 | Cody Frost# | .2921 | 2023 | |
| 39 | Jason Williams | .2933 | 2011 | |
| 40 | Clayton Kershaw | .2939 | 2010 | |
| 41 | Huibert Meijer# | .2952 | 2023 | |
| 42 | Jason Yoder | .2957 | 2011 | |
| 43 | Kenny Mayes | .2959 | 2014 | |
| 44 | Dave Eshelman | .2969 | 2010 | |
| 45 | Gerard Matthews | .2970 | 2012 | |
| 46 | Danny Baker# | .2986 | 2019 | |
| 47 | Roy Ward | .3007 | 2010 | |
| 48 | Christian Sherman | .3010 | 2012 | |
| 49 | Orlando López# | .3022 | 2024 | |
| 50 | Robbie Murphy | .3025 | 2012 | |
| 51 | Jeremy Sturgill | .3030 | 2018 | |
| 52 | Roy Snyder | .3036 | 2015 | |
| 53 | Steven Miller | .3042 | 2015 | |
| 54 | Christian Guillaume# | .3045 | 2027 | |
| 55 | Katsuyuki Sumita# | .3046 | 2031 | |
| 56 | Mike Jacobson# | .3063 | 2027 | |
| 57 | Esteban Pérez# | .3071 | 2025 | |
| 58 | Juan Vega | .3084 | 2011 | |
| 59 | Rodrigo Mendoza# | .3093 | 2031 | |
| 60 | Johnny Cueto | .3095 | 2010 | |
| 61 | George Henderson# | .3097 | 2024 | |
| 62 | James Swain# | .3116 | 2016 | |
| 63 | Phil Madocks | .3120 | 2011 | |
| 64 | Héctor Cavallaro# | .3121 | 2024 | |
| 65 | Dalton Moon# | .3125 | 2019 | |
| 66 | Pancho Ramírez# | .3129 | 2023 | |
| 67 | Anthony King | .3133 | 2019 | |
| 68 | Tony Everhart | .3140 | 2012 | |
| 68 | Tirta Suharto | .3140 | 2020 | |
| 70 | Cole Brewer# | .3147 | 2022 | |
| 71 | Ed Williams | .3149 | 2011 | |
| 72 | Francisco Macías# | .3150 | 2024 | |
| 73 | MacKenzie Gore# | .3152 | 2023 | |
| 74 | James Miller | .3162 | 2014 | |
| 75 | Pedro González | .3163 | 2014 | |
| 76 | Tommy Johnson | .3166 | 2015 | |
| 77 | Clarence Holland | .3172 | 2012 | |
| 78 | Michael Brusse# | .3180 | 2023 | |
| 79 | Buddy Mitchell | .3188 | 2012 | |
| 79 | Tyler Mumford# | .3188 | 2025 | |
| 81 | Roy Bolden | .3190 | 2010 | |
| 82 | Pedro Sánchez# | .3192 | 2025 | |
| 83 | Ed Webb | .3194 | 2020 | |
| 84 | Ricardo López# | .3200 | 2026 | |
| 85 | Rich Stuart | .3202 | 2017 | |
| 86 | Richard Frith# | .3206 | 2021 | |
| 87 | Luis Castaneda | .3208 | 2011 | |
| 88 | Tim Branch | .3214 | 2013 | |
| 89 | Henning Bello# | .3215 | 2027 | |
| 90 | Culley Rolfe# | .3220 | 2022 | |
| 91 | Pedro García# | .3221 | 2031 | |
| 92 | Dave Dowden | .3224 | 2016 | |
| 93 | Negussu Adewole | .3233 | 2011 | |
| 94 | Tommy Johnson | .3239 | 2014 | |
| 94 | David Hernández | .3239 | 2011 | |
| 96 | Gerardo Ventura# | .3249 | 2026 | |
| 97 | Juan Carlos Peña# | .3250 | 2028 | |
| 98 | David Dixon | .3252 | 2021 | |
| 99 | David Ladner | .3253 | 2011 | |
| 99 | Héctor Torres# | .3253 | 2028 |
