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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Matt Webber | .2251 | 2022 | |
| 2 | Todd Hines* | .2317 | 2023 | |
| 3 | Florim Zhulati | .2500 | 2015 | |
| 4 | Michael Machen* | .2535 | 2033 | |
| 5 | Todd Hines* | .2536 | 2024 | |
| 6 | Shigemasa Horiuchi* | .2554 | 2020 | |
| 7 | David Buchanan | .2567 | 2032 | |
| 8 | Blaine Stottlar | .2584 | 2031 | |
| 9 | Kyle Lewis | .2606 | 2015 | |
| 10 | Tom Reynolds* | .2633 | 2016 | |
| 11 | Kent Good | .2638 | 2037 | |
| 12 | Pedro Ritodíaz | .2639 | 2016 | |
| 13 | Pedro Alejándrez* | .2668 | 2021 | |
| 14 | Alfonso Zapata | .2701 | 2025 | |
| 15 | Shigemasa Horiuchi* | .2771 | 2019 | |
| 16 | Gary Bailey* | .2782 | 2018 | |
| 17 | Ricardo Hernández | .2785 | 2016 | |
| 17 | Gerardo Pagán | .2785 | 2041 | |
| 17 | Randy Hoffman | .2785 | 2021 | |
| 20 | Michael Machen* | .2787 | 2032 | |
| 21 | Jason Hubbell | .2791 | 2021 | |
| 22 | Ron Manning | .2799 | 2030 | |
| 23 | Nicolas Roche | .2807 | 2031 | |
| 23 | Peter Rivers | .2807 | 2019 | |
| 25 | Pedro Ritodíaz | .2812 | 2017 | |
| 26 | Shigemasa Horiuchi* | .2815 | 2018 | |
| 26 | Chip Bishop | .2815 | 2015 | |
| 28 | Pat Farrell | .2821 | 2016 | |
| 29 | Michael Machen* | .2830 | 2031 | |
| 30 | George Frazier | .2832 | 2032 | |
| 31 | Manuel Rojas | .2833 | 2016 | |
| 32 | Ken Grant# | .2835 | 2042 | |
| 33 | Pat Farrell | .2837 | 2015 | |
| 34 | Rusty Swanson | .2844 | 2028 | |
| 35 | Keisuke Nishida | .2855 | 2027 | |
| 35 | Rafael Cardona | .2855 | 2022 | |
| 37 | Ramón Ortega* | .2857 | 2022 | |
| 38 | Ralph Jones | .2878 | 2015 | |
| 38 | Ryan Peterson | .2878 | 2028 | |
| 40 | Domingo Ramírez | .2886 | 2023 | |
| 41 | Dave Goode | .2894 | 2019 | |
| 42 | George Frazier | .2903 | 2026 | |
| 43 | Michael Machen* | .2906 | 2029 | |
| 44 | Peter Rivers | .2907 | 2020 | |
| 45 | Miguel Angel Martínez | .2910 | 2034 | |
| 46 | Melvin Haney | .2914 | 2026 | |
| 46 | Javier Ramírez | .2914 | 2019 | |
| 48 | Maru Pao Pao | .2915 | 2030 | |
| 49 | Jake Davis | .2916 | 2015 | |
| 50 | Ken Wright# | .2923 | 2050 | |
| 51 | Fraser Cuevas | .2925 | 2021 | |
| 52 | Pedro Alejándrez* | .2930 | 2020 | |
| 53 | Martín Valverde | .2931 | 2032 | |
| 54 | Kevin Nogilny | .2932 | 2032 | |
| 55 | Dave Andrews | .2933 | 2015 | |
| 56 | José Pacheco | .2947 | 2040 | |
| 57 | Pedro Ritodíaz | .2956 | 2015 | |
| 58 | Rust Cohle | .2965 | 2030 | |
| 58 | Tim Powell | .2965 | 2017 | |
| 60 | Jorge Castillo | .2970 | 2025 | |
| 61 | John Alvarado | .2971 | 2020 | |
| 62 | Gary Bailey* | .2973 | 2021 | |
| 63 | John Holley | .2981 | 2016 | |
| 64 | Walt Coffman* | .2989 | 2028 | |
| 65 | Gary Bailey* | .2992 | 2027 | |
| 66 | Carlos Sánchez | .2993 | 2022 | |
| 67 | José Martínez# | .2994 | 2050 | |
| 68 | Donat Karczmarek | .3000 | 2037 | |
| 69 | William Johnson | .3003 | 2016 | |
| 70 | Quintiliano Seixal | .3007 | 2027 | |
| 71 | Gary Bailey* | .3016 | 2029 | |
| 72 | Joe Kehoe | .3025 | 2026 | |
| 73 | Dave Goode | .3028 | 2021 | |
| 74 | Mike Truk | .3031 | 2037 | |
| 75 | Zach Rediker | .3032 | 2029 | |
| 76 | Shigemasa Horiuchi* | .3034 | 2022 | |
| 77 | Woody Carlson | .3035 | 2021 | |
| 78 | Walt Coffman* | .3036 | 2029 | |
| 78 | Ryan Peterson | .3036 | 2027 | |
| 80 | Jorge Souza# | .3038 | 2045 | |
| 81 | Eddie Kop* | .3043 | 2027 | |
| 82 | Chip Bishop | .3044 | 2025 | |
| 83 | Dave Goode | .3046 | 2020 | |
| 84 | Shigemasa Horiuchi* | .3048 | 2028 | |
| 85 | Addie Samson | .3050 | 2026 | |
| 86 | Gary Bailey* | .3053 | 2030 | |
| 87 | Tomás Vargas | .3055 | 2031 | |
| 88 | José Rico | .3058 | 2025 | |
| 89 | Cole Hall | .3062 | 2016 | |
| 90 | Roderick Draper | .3064 | 2015 | |
| 91 | Harrison Jones | .3065 | 2017 | |
| 92 | David Buchanan | .3068 | 2031 | |
| 93 | Chip Bishop | .3074 | 2016 | |
| 94 | Eduardo Molina | .3077 | 2024 | |
| 95 | Clemente Prista | .3079 | 2019 | |
| 96 | John Wilkins* | .3081 | 2024 | |
| 97 | John Kaufman* | .3096 | 2025 | |
| 98 | Roderick Rhodes | .3102 | 2017 | |
| 99 | Adrián Fierro | .3103 | 2020 | |
| 100 | José Barquero | .3105 | 2035 |
