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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Matt Webber | .2356 | 2025 | |
| 2 | Todd Hines# | .2410 | 2021 | |
| 3 | Jorge Aguirre# | .2418 | 2020 | |
| 4 | Guillermo García | .2432 | 2014 | |
| 5 | Jim Eliott | .2459 | 2019 | |
| 6 | Kyle Lewis | .2583 | 2019 | |
| 7 | Todd Hines# | .2643 | 2018 | |
| 8 | Todd Hines# | .2700 | 2019 | |
| 9 | Ramón Ortega | .2734 | 2020 | |
| 10 | Javier Mora# | .2735 | 2024 | |
| 11 | Guillermo García | .2761 | 2015 | |
| 12 | Lúcio Sánchez# | .2764 | 2026 | |
| 13 | Kyle Boddy# | .2775 | 2028 | |
| 14 | Ryan Davis | .2779 | 2015 | |
| 15 | Jim Eliott | .2791 | 2017 | |
| 16 | Ryan Davis | .2800 | 2017 | |
| 17 | Bruce Wright# | .2803 | 2023 | |
| 18 | Wayne Craig | .2809 | 2020 | |
| 19 | Paul Díaz | .2812 | 2022 | |
| 20 | Jim Eliott | .2818 | 2018 | |
| 21 | Sozen Raikatuji | .2821 | 2017 | |
| 22 | Guillermo García | .2847 | 2013 | |
| 23 | Jim Eliott | .2855 | 2020 | |
| 24 | Jim Eliott | .2857 | 2016 | |
| 25 | Clancy McKinney# | .2918 | 2026 | |
| 26 | Jesús Gonzáles# | .2920 | 2021 | |
| 27 | Lúcio Sánchez# | .2921 | 2023 | |
| 28 | Bill Oulton# | .2925 | 2025 | |
| 29 | Jorge Aguirre# | .2932 | 2018 | |
| 30 | Gerardo Pagán# | .2937 | 2032 | |
| 31 | Edwin Ellis | .2938 | 2015 | |
| 32 | Cris Mendoza | .2952 | 2016 | |
| 33 | John Kaufman# | .2953 | 2022 | |
| 34 | Andrew Moody# | .2967 | 2032 | |
| 35 | Ryan Ray | .2969 | 2014 | |
| 35 | Ryan Davis | .2969 | 2016 | |
| 37 | Jesús Gonzáles# | .2976 | 2028 | |
| 38 | John Wilkins | .2981 | 2013 | |
| 39 | Kyle Boddy# | .2982 | 2027 | |
| 40 | John Kaufman# | .2983 | 2018 | |
| 41 | Cordell Wilson | .2991 | 2022 | |
| 42 | Ramón Ortega | .2998 | 2018 | |
| 43 | Jesús Franco# | .3003 | 2030 | |
| 44 | Ralph McKinney# | .3004 | 2020 | |
| 45 | Todd Hines# | .3007 | 2026 | |
| 46 | Sozen Raikatuji | .3014 | 2018 | |
| 47 | Lúcio Sánchez# | .3016 | 2022 | |
| 48 | Sozen Raikatuji | .3027 | 2020 | |
| 48 | Cordell Wilson | .3027 | 2026 | |
| 50 | Tom Reynolds | .3029 | 2020 | |
| 51 | John Dempsey# | .3036 | 2027 | |
| 51 | Ramón Molina# | .3036 | 2032 | |
| 53 | Ryan Davis | .3041 | 2021 | |
| 53 | Chester Henry | .3041 | 2016 | |
| 55 | Todd Hines# | .3042 | 2027 | |
| 56 | Javier Ramírez | .3049 | 2022 | |
| 57 | Charles Dobson# | .3056 | 2028 | |
| 58 | Kyle Lewis | .3057 | 2018 | |
| 59 | Ralph McKinney# | .3065 | 2026 | |
| 60 | Pedro Ritodíaz | .3072 | 2013 | |
| 61 | José Hernández | .3073 | 2016 | |
| 62 | Cris Mendoza | .3075 | 2027 | |
| 63 | Yoriyoshi Yamamoto | .3081 | 2020 | |
| 64 | Eduardo Díaz | .3082 | 2024 | |
| 65 | Jesús Gonzáles# | .3091 | 2022 | |
| 65 | Bruce Wright# | .3091 | 2024 | |
| 67 | Cris Mendoza | .3098 | 2017 | |
| 68 | Aurelio López# | .3111 | 2025 | |
| 69 | John Kaufman# | .3122 | 2019 | |
| 70 | Chester Henry | .3125 | 2019 | |
| 71 | Lúcio Sánchez# | .3127 | 2019 | |
| 71 | Javier Roldán# | .3127 | 2026 | |
| 73 | Billy Crawford | .3131 | 2015 | |
| 74 | Juan Gusmán# | .3133 | 2028 | |
| 74 | Pedro Alejándrez# | .3133 | 2024 | |
| 76 | Eddie Kop# | .3136 | 2029 | |
| 77 | Vincent Hall# | .3139 | 2022 | |
| 78 | Reid Garner | .3141 | 2017 | |
| 78 | Miguel Rubia# | .3141 | 2029 | |
| 80 | Wes Hamm# | .3143 | 2029 | |
| 81 | Matt Webber | .3145 | 2027 | |
| 82 | Cris Mendoza | .3148 | 2018 | |
| 83 | Ángel Navarro# | .3153 | 2028 | |
| 84 | Eric Matson# | .3158 | 2031 | |
| 84 | George Frazier# | .3158 | 2024 | |
| 86 | Ryan Ray | .3160 | 2013 | |
| 87 | Chester Henry | .3162 | 2018 | |
| 88 | Javier Roldán# | .3164 | 2028 | |
| 89 | Manuel Rojas | .3165 | 2018 | |
| 90 | Ryan Ray | .3169 | 2018 | |
| 91 | Tom Reynolds | .3171 | 2025 | |
| 91 | Ralph McKinney# | .3171 | 2023 | |
| 93 | Allen Blair# | .3175 | 2023 | |
| 94 | Todd Hines# | .3187 | 2028 | |
| 94 | Enrique Cortéz# | .3187 | 2023 | |
| 96 | Clancy McKinney# | .3190 | 2028 | |
| 97 | Ryan Davis | .3192 | 2022 | |
| 98 | José Flores# | .3203 | 2025 | |
| 99 | Bill Oulton# | .3206 | 2024 | |
| 100 | Cris Mendoza | .3209 | 2014 |
