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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 | Kenny Aarnoutse# | .2925 | 2033 | |
| 28 | Bill Oulton# | .2925 | 2025 | |
| 30 | Jorge Aguirre | .2932 | 2018 | |
| 31 | Gerardo Pagán# | .2937 | 2032 | |
| 32 | Edwin Ellis | .2938 | 2015 | |
| 33 | Cris Mendoza | .2952 | 2016 | |
| 34 | John Kaufman | .2953 | 2022 | |
| 35 | Andrew Moody# | .2967 | 2032 | |
| 36 | Ryan Ray | .2969 | 2014 | |
| 36 | Ryan Davis | .2969 | 2016 | |
| 38 | Jesús Gonzáles# | .2976 | 2028 | |
| 39 | John Wilkins | .2981 | 2013 | |
| 40 | Kyle Boddy# | .2982 | 2027 | |
| 41 | John Kaufman | .2983 | 2018 | |
| 42 | Cordell Wilson | .2991 | 2022 | |
| 43 | Ramón Ortega | .2998 | 2018 | |
| 44 | Jesús Franco# | .3003 | 2030 | |
| 45 | Ralph McKinney# | .3004 | 2020 | |
| 46 | Todd Hines | .3007 | 2026 | |
| 47 | Sozen Raikatuji | .3014 | 2018 | |
| 48 | Lúcio Sánchez | .3016 | 2022 | |
| 49 | Sozen Raikatuji | .3027 | 2020 | |
| 49 | Cordell Wilson | .3027 | 2026 | |
| 51 | Tom Reynolds | .3029 | 2020 | |
| 52 | John Dempsey# | .3036 | 2027 | |
| 52 | Ramón Molina# | .3036 | 2032 | |
| 54 | Ryan Davis | .3041 | 2021 | |
| 54 | Chester Henry | .3041 | 2016 | |
| 56 | Todd Hines | .3042 | 2027 | |
| 57 | Javier Ramírez | .3049 | 2022 | |
| 58 | Charles Dobson# | .3056 | 2028 | |
| 59 | Kyle Lewis | .3057 | 2018 | |
| 60 | Ralph McKinney# | .3065 | 2026 | |
| 61 | Pedro Ritodíaz | .3072 | 2013 | |
| 62 | José Hernández | .3073 | 2016 | |
| 63 | Cris Mendoza | .3075 | 2027 | |
| 64 | Yoriyoshi Yamamoto | .3081 | 2020 | |
| 65 | Eduardo Díaz | .3082 | 2024 | |
| 66 | Jesús Gonzáles# | .3091 | 2022 | |
| 66 | Bruce Wright | .3091 | 2024 | |
| 68 | Cris Mendoza | .3098 | 2017 | |
| 69 | Aurelio López# | .3111 | 2025 | |
| 70 | John Kaufman | .3122 | 2019 | |
| 71 | Chester Henry | .3125 | 2019 | |
| 72 | Lúcio Sánchez | .3127 | 2019 | |
| 72 | Javier Roldán# | .3127 | 2026 | |
| 74 | Billy Crawford | .3131 | 2015 | |
| 75 | Juan Gusmán# | .3133 | 2028 | |
| 75 | Pedro Alejándrez# | .3133 | 2024 | |
| 77 | Eddie Kop# | .3136 | 2029 | |
| 78 | Vincent Hall | .3139 | 2022 | |
| 78 | Enrique Castro# | .3139 | 2033 | |
| 80 | Reid Garner | .3141 | 2017 | |
| 80 | Miguel Rubia# | .3141 | 2029 | |
| 82 | Wes Hamm# | .3143 | 2029 | |
| 83 | Matt Webber | .3145 | 2027 | |
| 84 | Cris Mendoza | .3148 | 2018 | |
| 85 | Ángel Navarro# | .3153 | 2028 | |
| 86 | George Frazier# | .3158 | 2024 | |
| 86 | Eric Matson# | .3158 | 2031 | |
| 88 | Ryan Ray | .3160 | 2013 | |
| 89 | Chester Henry | .3162 | 2018 | |
| 90 | Javier Roldán# | .3164 | 2028 | |
| 91 | Manuel Rojas | .3165 | 2018 | |
| 92 | Ryan Ray | .3169 | 2018 | |
| 93 | Tom Reynolds | .3171 | 2025 | |
| 93 | Ralph McKinney# | .3171 | 2023 | |
| 95 | Allen Blair# | .3175 | 2023 | |
| 96 | Todd Hines | .3187 | 2028 | |
| 96 | Enrique Cortéz# | .3187 | 2023 | |
| 98 | Clancy McKinney | .3190 | 2028 | |
| 99 | Ryan Davis | .3192 | 2022 | |
| 100 | José Flores# | .3203 | 2025 |
