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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Ricardo Ortíz | .2309 | 2028 | |
| 2 | Jimmy Huggins | .2603 | 2050 | |
| 3 | Mark Lolololo# | .2633 | 2057 | |
| 4 | Matt Drews | .2696 | 1995 | |
| 5 | You-de Szema# | .2705 | 2050 | |
| 6 | Fox Mulder | .2723 | 2014 | |
| 7 | Jimmy Greenwood | .2735 | 2028 | |
| 8 | Kevin O'Toole | .2743 | 2046 | |
| 9 | Mike Elmore | .2781 | 2006 | |
| 10 | Roy Buckley | .2786 | 2001 | |
| 11 | Quinton Manning# | .2797 | 2053 | |
| 12 | Yasuoka Okamura | .2814 | 2045 | |
| 13 | You-de Szema# | .2836 | 2049 | |
| 14 | Tony Nelson | .2857 | 2028 | |
| 15 | Vicente Martínez | .2874 | 2002 | |
| 16 | Javier Castellanos | .2887 | 2028 | |
| 17 | John Dawson# | .2888 | 2050 | |
| 18 | Yoshitaka Nishimura | .2890 | 2047 | |
| 19 | Eddie Stevens | .2892 | 2022 | |
| 20 | Joe Dupree | .2898 | 2005 | |
| 21 | Arthur Dunn# | .2902 | 2055 | |
| 22 | Gary Jones | .2912 | 2005 | |
| 22 | Tony Canales | .2912 | 2028 | |
| 24 | Ángel Cervantes | .2913 | 2015 | |
| 24 | Steve Riley | .2913 | 2028 | |
| 26 | Joe D'antonio | .2924 | 2056 | |
| 27 | Stephen Best# | .2929 | 2047 | |
| 28 | Carter Curtis | .2937 | 2028 | |
| 29 | Nobuhito Kan# | .2938 | 2046 | |
| 30 | Zach Milley | .2939 | 2010 | |
| 30 | Pancho Ortega | .2939 | 2003 | |
| 32 | Christopher Pump, Jr. | .2944 | 2010 | |
| 33 | Hani Goddard# | .2953 | 2052 | |
| 33 | Yrrigs Carpenter | .2953 | 2036 | |
| 35 | Poto Tornatore | .2961 | 2038 | |
| 35 | Atsumori Maeda | .2961 | 2020 | |
| 37 | Jim Pollock# | .2962 | 2047 | |
| 38 | Carlos Silva | .2971 | 2047 | |
| 39 | Kerry Pike | .2973 | 2048 | |
| 40 | Justin Milsap | .2978 | 1999 | |
| 41 | Gill Frasquilho | .2987 | 2012 | |
| 41 | Rob Shelton# | .2987 | 2057 | |
| 43 | José Romero | .2988 | 2013 | |
| 44 | Curt Fields | .2989 | 2046 | |
| 44 | Chase Pack | .2989 | 1995 | |
| 46 | Vespasiano Tomi | .2990 | 2043 | |
| 47 | Hannes Schwarzacher# | .2997 | 2058 | |
| 48 | Richard Bullock# | .3020 | 2050 | |
| 49 | Carlos Morales | .3021 | 2006 | |
| 50 | Yoshii Takuda# | .3024 | 2047 | |
| 51 | Austin Smith | .3027 | 2005 | |
| 52 | John Dettmer | .3028 | 1995 | |
| 53 | Ira Arthur | .3030 | 2005 | |
| 54 | Alan Gray | .3035 | 2047 | |
| 54 | Domingo Campa | .3035 | 2028 | |
| 56 | Dow Jones | .3046 | 1995 | |
| 57 | Kiki Jones | .3049 | 1995 | |
| 58 | José Liñares | .3057 | 2011 | |
| 59 | Edward Kish | .3058 | 2028 | |
| 60 | José Torres# | .3060 | 2060 | |
| 61 | Brooks McHall | .3065 | 2022 | |
| 62 | Homer Turner | .3068 | 2028 | |
| 63 | Dylan Wonnocott# | .3071 | 2048 | |
| 64 | Jorge Ortíz | .3073 | 2028 | |
| 65 | António García# | .3079 | 2045 | |
| 66 | Abe Colbert, Jr. | .3080 | 2028 | |
| 67 | Travis Wright | .3084 | 2046 | |
| 68 | Grey Street | .3086 | 2017 | |
| 68 | Yoshitaka Nishimura | .3086 | 2049 | |
| 70 | Kim Rodas | .3089 | 2000 | |
| 71 | David Hoskins | .3091 | 2019 | |
| 72 | Ale Lusa | .3092 | 2049 | |
| 73 | Juan Núñes | .3094 | 2014 | |
| 73 | Elton Robinson | .3094 | 2019 | |
| 75 | Ángel Guerrero | .3095 | 2030 | |
| 76 | Ben Schumaker | .3099 | 2009 | |
| 77 | Esteban Parra | .3102 | 2017 | |
| 77 | Liam Quebell | .3102 | 2048 | |
| 79 | Danny O'Reilly | .3104 | 2033 | |
| 80 | Francisco Salinas | .3106 | 2014 | |
| 81 | Mark Lolololo# | .3107 | 2056 | |
| 81 | Elwood Blues | .3107 | 2028 | |
| 83 | Alexander Higgins# | .3108 | 2048 | |
| 83 | António Andrade | .3108 | 2015 | |
| 85 | Muneer bin Khairy# | .3111 | 2056 | |
| 86 | Kyle Claiborne | .3114 | 1995 | |
| 87 | Maurice Jeffes# | .3115 | 2056 | |
| 88 | Dan Small | .3116 | 2046 | |
| 89 | Roy Nealy | .3120 | 2057 | |
| 90 | Clint Babbitt | .3121 | 2019 | |
| 91 | Ken Vázquez | .3123 | 2028 | |
| 92 | Aaron O'Honan | .3124 | 2048 | |
| 93 | Curt Daniel | .3127 | 2022 | |
| 94 | Mathew Krieger | .3128 | 2002 | |
| 94 | Charlie Iron-Knife | .3128 | 2036 | |
| 96 | Rick Clarijs# | .3133 | 2057 | |
| 97 | Jorge Báez | .3135 | 2033 | |
| 97 | Mack Milholm | .3135 | 2003 | |
| 99 | José García | .3136 | 2022 | |
| 100 | Campbell Honshorst | .3139 | 2047 |
