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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 | Todd Hines# | .2536 | 2024 | |
| 5 | Shigemasa Horiuchi# | .2554 | 2020 | |
| 6 | Kyle Lewis | .2606 | 2015 | |
| 7 | Tom Reynolds# | .2633 | 2016 | |
| 8 | Pedro Ritodíaz | .2639 | 2016 | |
| 9 | Pedro Alejándrez# | .2668 | 2021 | |
| 10 | Alfonso Zapata# | .2701 | 2025 | |
| 11 | Shigemasa Horiuchi# | .2771 | 2019 | |
| 12 | Gary Bailey# | .2782 | 2018 | |
| 13 | Ricardo Hernández | .2785 | 2016 | |
| 13 | Randy Hoffman | .2785 | 2021 | |
| 15 | Jason Hubbell# | .2791 | 2021 | |
| 16 | Peter Rivers | .2807 | 2019 | |
| 17 | Pedro Ritodíaz | .2812 | 2017 | |
| 18 | Shigemasa Horiuchi# | .2815 | 2018 | |
| 18 | Chip Bishop# | .2815 | 2015 | |
| 20 | Pat Farrell | .2821 | 2016 | |
| 21 | Manuel Rojas# | .2833 | 2016 | |
| 22 | Pat Farrell | .2837 | 2015 | |
| 23 | Rusty Swanson# | .2844 | 2028 | |
| 24 | Keisuke Nishida# | .2855 | 2027 | |
| 24 | Rafael Cardona# | .2855 | 2022 | |
| 26 | Ramón Ortega# | .2857 | 2022 | |
| 27 | Ralph Jones | .2878 | 2015 | |
| 27 | Ryan Peterson# | .2878 | 2028 | |
| 29 | Domingo Ramírez# | .2886 | 2023 | |
| 30 | Dave Goode | .2894 | 2019 | |
| 31 | George Frazier# | .2903 | 2026 | |
| 32 | Peter Rivers | .2907 | 2020 | |
| 33 | Melvin Haney# | .2914 | 2026 | |
| 33 | Javier Ramírez | .2914 | 2019 | |
| 35 | Jake Davis | .2916 | 2015 | |
| 36 | Fraser Cuevas# | .2925 | 2021 | |
| 37 | Pedro Alejándrez# | .2930 | 2020 | |
| 38 | Dave Andrews | .2933 | 2015 | |
| 39 | Pedro Ritodíaz | .2956 | 2015 | |
| 40 | Tim Powell | .2965 | 2017 | |
| 41 | Jorge Castillo# | .2970 | 2025 | |
| 42 | John Alvarado | .2971 | 2020 | |
| 43 | Gary Bailey# | .2973 | 2021 | |
| 44 | John Holley | .2981 | 2016 | |
| 45 | Walt Coffman# | .2989 | 2028 | |
| 46 | Gary Bailey# | .2992 | 2027 | |
| 47 | Carlos Sánchez# | .2993 | 2022 | |
| 48 | William Johnson | .3003 | 2016 | |
| 49 | Quintiliano Seixal# | .3007 | 2027 | |
| 50 | Joe Kehoe# | .3025 | 2026 | |
| 51 | Dave Goode | .3028 | 2021 | |
| 52 | Shigemasa Horiuchi# | .3034 | 2022 | |
| 53 | Woody Carlson# | .3035 | 2021 | |
| 54 | Ryan Peterson# | .3036 | 2027 | |
| 55 | Eddie Kop# | .3043 | 2027 | |
| 56 | Chip Bishop# | .3044 | 2025 | |
| 57 | Dave Goode | .3046 | 2020 | |
| 58 | Shigemasa Horiuchi# | .3048 | 2028 | |
| 59 | Addie Samson# | .3050 | 2026 | |
| 60 | José Rico# | .3058 | 2025 | |
| 61 | Cole Hall | .3062 | 2016 | |
| 62 | Roderick Draper | .3064 | 2015 | |
| 63 | Harrison Jones | .3065 | 2017 | |
| 64 | Chip Bishop# | .3074 | 2016 | |
| 65 | Eduardo Molina# | .3077 | 2024 | |
| 66 | Clemente Prista | .3079 | 2019 | |
| 67 | John Wilkins# | .3081 | 2024 | |
| 68 | John Kaufman# | .3096 | 2025 | |
| 69 | Roderick Rhodes# | .3102 | 2017 | |
| 70 | Adrián Fierro# | .3103 | 2020 | |
| 71 | Tyler MacHugh# | .3107 | 2025 | |
| 72 | Rafael Cardona# | .3109 | 2025 | |
| 73 | Pedro Ritodíaz | .3121 | 2018 | |
| 73 | Addie Samson# | .3121 | 2027 | |
| 75 | Jon Briddon# | .3129 | 2028 | |
| 76 | Carlos Sánchez# | .3140 | 2023 | |
| 77 | Alexis Zambaco# | .3142 | 2028 | |
| 78 | Greg White# | .3146 | 2022 | |
| 79 | Darryl Gordon | .3147 | 2019 | |
| 80 | Luis Peña# | .3153 | 2026 | |
| 81 | Javier Ramírez | .3161 | 2018 | |
| 82 | Bill Prowse | .3165 | 2020 | |
| 82 | António Cruz | .3165 | 2016 | |
| 82 | Gary Bailey# | .3165 | 2020 | |
| 85 | José Reyna# | .3166 | 2022 | |
| 86 | Harrison Jones | .3175 | 2019 | |
| 87 | John Kaufman# | .3185 | 2026 | |
| 88 | Clarence Ramsey | .3188 | 2021 | |
| 89 | Greg White# | .3190 | 2024 | |
| 90 | Richard Sykes# | .3191 | 2026 | |
| 91 | Lou Meadows# | .3194 | 2021 | |
| 92 | José Galindo | .3197 | 2015 | |
| 93 | Tom Reynolds# | .3201 | 2018 | |
| 94 | José Guzmán# | .3203 | 2026 | |
| 95 | Jorge Castillo# | .3204 | 2022 | |
| 96 | Reynaldo Ortíz# | .3213 | 2024 | |
| 97 | Harrison Jones | .3218 | 2018 | |
| 98 | Shigemasa Horiuchi# | .3221 | 2027 | |
| 99 | Sexto Rodríguez | .3227 | 2016 | |
| 100 | Benny York# | .3233 | 2017 |
