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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 | Noud Taaij# | .2562 | 2049 | |
| 7 | Kyle Lewis | .2583 | 2019 | |
| 8 | Eric Matson* | .2610 | 2036 | |
| 9 | Kenji Aoki | .2613 | 2035 | |
| 10 | Todd Hines* | .2643 | 2018 | |
| 11 | Todd Hines* | .2700 | 2019 | |
| 12 | Ramón Ortega* | .2734 | 2020 | |
| 13 | Javier Mora | .2735 | 2024 | |
| 14 | Guillermo García | .2761 | 2015 | |
| 15 | Lúcio Sánchez* | .2764 | 2026 | |
| 16 | Kyle Boddy | .2775 | 2028 | |
| 17 | Ryan Davis* | .2779 | 2015 | |
| 18 | Miguel Rubia | .2787 | 2035 | |
| 19 | Jim Eliott* | .2791 | 2017 | |
| 20 | Ryan Davis* | .2800 | 2017 | |
| 21 | Bruce Wright | .2803 | 2023 | |
| 22 | Wayne Craig | .2809 | 2020 | |
| 23 | Paul Díaz | .2812 | 2022 | |
| 24 | Jim Eliott* | .2818 | 2018 | |
| 25 | Sozen Raikatuji* | .2821 | 2017 | |
| 26 | Guillermo García | .2847 | 2013 | |
| 27 | Jim Eliott* | .2855 | 2020 | |
| 28 | Jim Eliott* | .2857 | 2016 | |
| 29 | Martin Luther# | .2867 | 2053 | |
| 30 | Mike Donovan | .2882 | 2041 | |
| 31 | Jesús Vidro | .2892 | 2039 | |
| 32 | Raúl Romero | .2906 | 2040 | |
| 33 | Clancy McKinney | .2918 | 2026 | |
| 34 | Jesús Gonzáles* | .2920 | 2021 | |
| 35 | Lúcio Sánchez* | .2921 | 2023 | |
| 36 | Kenny Aarnoutse | .2925 | 2033 | |
| 36 | Bill Oulton | .2925 | 2025 | |
| 38 | Jorge Aguirre* | .2932 | 2018 | |
| 39 | Gerardo Pagán | .2937 | 2032 | |
| 40 | Edwin Ellis | .2938 | 2015 | |
| 41 | Lúcio Colón# | .2948 | 2052 | |
| 42 | Cris Mendoza | .2952 | 2016 | |
| 43 | John Kaufman* | .2953 | 2022 | |
| 44 | Andrew Moody | .2967 | 2032 | |
| 45 | Mario Rosales# | .2968 | 2054 | |
| 46 | Ryan Ray | .2969 | 2014 | |
| 46 | Ryan Davis* | .2969 | 2016 | |
| 48 | Jesús Gonzáles* | .2976 | 2028 | |
| 49 | John Wilkins* | .2981 | 2013 | |
| 50 | Kyle Boddy | .2982 | 2027 | |
| 51 | John Kaufman* | .2983 | 2018 | |
| 52 | Cordell Wilson | .2991 | 2022 | |
| 53 | Ramón Ortega* | .2998 | 2018 | |
| 54 | Jesús Franco | .3003 | 2030 | |
| 55 | Ralph McKinney* | .3004 | 2020 | |
| 56 | Todd Hines* | .3007 | 2026 | |
| 57 | Sozen Raikatuji* | .3014 | 2018 | |
| 58 | Lúcio Sánchez* | .3016 | 2022 | |
| 59 | Sozen Raikatuji* | .3027 | 2020 | |
| 59 | Cordell Wilson | .3027 | 2026 | |
| 61 | Tom Reynolds* | .3029 | 2020 | |
| 62 | Kenny Aarnoutse | .3031 | 2035 | |
| 63 | John Dempsey | .3036 | 2027 | |
| 63 | Ramón Molina | .3036 | 2032 | |
| 65 | Ryan Davis* | .3041 | 2021 | |
| 65 | Chester Henry | .3041 | 2016 | |
| 67 | Todd Hines* | .3042 | 2027 | |
| 68 | Javier Ramírez | .3049 | 2022 | |
| 69 | Charles Dobson | .3056 | 2028 | |
| 69 | Noud Taaij# | .3056 | 2051 | |
| 71 | Kyle Lewis | .3057 | 2018 | |
| 72 | Ralph McKinney* | .3065 | 2026 | |
| 73 | Andrew Moody | .3071 | 2035 | |
| 74 | Pedro Ritodíaz | .3072 | 2013 | |
| 75 | José Hernández | .3073 | 2016 | |
| 76 | Cris Mendoza | .3075 | 2027 | |
| 77 | Tony Alfonso* | .3078 | 2034 | |
| 77 | Eric Matson* | .3078 | 2035 | |
| 79 | Yoriyoshi Yamamoto | .3081 | 2020 | |
| 80 | Yajirobei Otomo | .3082 | 2034 | |
| 80 | Eduardo Díaz | .3082 | 2024 | |
| 82 | Jesús Gonzáles* | .3091 | 2022 | |
| 82 | Bruce Wright | .3091 | 2024 | |
| 84 | Cris Mendoza | .3098 | 2017 | |
| 85 | Aurelio López | .3111 | 2025 | |
| 86 | Augusto Alfonzo# | .3116 | 2050 | |
| 87 | John Kaufman* | .3122 | 2019 | |
| 88 | Chester Henry | .3125 | 2019 | |
| 89 | Lúcio Sánchez* | .3127 | 2019 | |
| 89 | Javier Roldán | .3127 | 2026 | |
| 91 | Billy Crawford | .3131 | 2015 | |
| 92 | Juan Gusmán | .3133 | 2028 | |
| 92 | Pedro Alejándrez* | .3133 | 2024 | |
| 94 | Eddie Kop* | .3136 | 2029 | |
| 95 | Vincent Hall | .3139 | 2022 | |
| 95 | Enrique Castro | .3139 | 2033 | |
| 97 | Reid Garner | .3141 | 2017 | |
| 97 | Miguel Rubia | .3141 | 2029 | |
| 99 | Wes Hamm* | .3143 | 2029 | |
| 100 | Noud Taaij# | .3144 | 2050 |
