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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 | Pedro Ritodíaz | .2639 | 2016 | |
| 12 | Pedro Alejándrez | .2668 | 2021 | |
| 13 | Alfonso Zapata | .2701 | 2025 | |
| 14 | Shigemasa Horiuchi | .2771 | 2019 | |
| 15 | Gary Bailey | .2782 | 2018 | |
| 16 | Ricardo Hernández | .2785 | 2016 | |
| 16 | Randy Hoffman | .2785 | 2021 | |
| 18 | Michael Machen# | .2787 | 2032 | |
| 19 | Jason Hubbell | .2791 | 2021 | |
| 20 | Ron Manning# | .2799 | 2030 | |
| 21 | Nicolas Roche# | .2807 | 2031 | |
| 21 | Peter Rivers | .2807 | 2019 | |
| 23 | Pedro Ritodíaz | .2812 | 2017 | |
| 24 | Shigemasa Horiuchi | .2815 | 2018 | |
| 24 | Chip Bishop | .2815 | 2015 | |
| 26 | Pat Farrell | .2821 | 2016 | |
| 27 | Michael Machen# | .2830 | 2031 | |
| 28 | George Frazier# | .2832 | 2032 | |
| 29 | Manuel Rojas | .2833 | 2016 | |
| 30 | Pat Farrell | .2837 | 2015 | |
| 31 | Rusty Swanson# | .2844 | 2028 | |
| 32 | Keisuke Nishida# | .2855 | 2027 | |
| 32 | Rafael Cardona | .2855 | 2022 | |
| 34 | Ramón Ortega* | .2857 | 2022 | |
| 35 | Ralph Jones | .2878 | 2015 | |
| 35 | Ryan Peterson# | .2878 | 2028 | |
| 37 | Domingo Ramírez# | .2886 | 2023 | |
| 38 | Dave Goode | .2894 | 2019 | |
| 39 | George Frazier# | .2903 | 2026 | |
| 40 | Michael Machen# | .2906 | 2029 | |
| 41 | Peter Rivers | .2907 | 2020 | |
| 42 | Miguel Angel Martínez# | .2910 | 2034 | |
| 43 | Melvin Haney | .2914 | 2026 | |
| 43 | Javier Ramírez | .2914 | 2019 | |
| 45 | Maru Pao Pao# | .2915 | 2030 | |
| 46 | Jake Davis | .2916 | 2015 | |
| 47 | Fraser Cuevas | .2925 | 2021 | |
| 48 | Pedro Alejándrez | .2930 | 2020 | |
| 49 | Martín Valverde | .2931 | 2032 | |
| 50 | Kevin Nogilny# | .2932 | 2032 | |
| 51 | Dave Andrews | .2933 | 2015 | |
| 52 | Pedro Ritodíaz | .2956 | 2015 | |
| 53 | Rust Cohle# | .2965 | 2030 | |
| 53 | Tim Powell | .2965 | 2017 | |
| 55 | Jorge Castillo | .2970 | 2025 | |
| 56 | John Alvarado | .2971 | 2020 | |
| 57 | Gary Bailey | .2973 | 2021 | |
| 58 | John Holley | .2981 | 2016 | |
| 59 | Walt Coffman# | .2989 | 2028 | |
| 60 | Gary Bailey | .2992 | 2027 | |
| 61 | Carlos Sánchez | .2993 | 2022 | |
| 62 | William Johnson | .3003 | 2016 | |
| 63 | Quintiliano Seixal# | .3007 | 2027 | |
| 64 | Gary Bailey | .3016 | 2029 | |
| 65 | Joe Kehoe | .3025 | 2026 | |
| 66 | Dave Goode | .3028 | 2021 | |
| 67 | Zach Rediker# | .3032 | 2029 | |
| 68 | Shigemasa Horiuchi | .3034 | 2022 | |
| 69 | Woody Carlson | .3035 | 2021 | |
| 70 | Walt Coffman# | .3036 | 2029 | |
| 70 | Ryan Peterson# | .3036 | 2027 | |
| 72 | Eddie Kop# | .3043 | 2027 | |
| 73 | Chip Bishop | .3044 | 2025 | |
| 74 | Dave Goode | .3046 | 2020 | |
| 75 | Shigemasa Horiuchi | .3048 | 2028 | |
| 76 | Addie Samson# | .3050 | 2026 | |
| 77 | Gary Bailey | .3053 | 2030 | |
| 78 | Tomás Vargas# | .3055 | 2031 | |
| 79 | José Rico | .3058 | 2025 | |
| 80 | Cole Hall | .3062 | 2016 | |
| 81 | Roderick Draper | .3064 | 2015 | |
| 82 | Harrison Jones | .3065 | 2017 | |
| 83 | David Buchanan# | .3068 | 2031 | |
| 84 | Chip Bishop | .3074 | 2016 | |
| 85 | Eduardo Molina | .3077 | 2024 | |
| 86 | Clemente Prista | .3079 | 2019 | |
| 87 | John Wilkins* | .3081 | 2024 | |
| 88 | John Kaufman | .3096 | 2025 | |
| 89 | Roderick Rhodes | .3102 | 2017 | |
| 90 | Adrián Fierro | .3103 | 2020 | |
| 91 | José Barquero# | .3105 | 2035 | |
| 92 | Tyler MacHugh | .3107 | 2025 | |
| 93 | Rafael Cardona | .3109 | 2025 | |
| 94 | Won-u Yi# | .3116 | 2034 | |
| 95 | Pedro Ritodíaz | .3121 | 2018 | |
| 95 | Addie Samson# | .3121 | 2027 | |
| 97 | David Buchanan# | .3127 | 2030 | |
| 98 | Jon Briddon# | .3129 | 2028 | |
| 99 | Carlos Sánchez | .3140 | 2023 | |
| 99 | Leroy Moody | .3140 | 2030 |
