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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Gennarino Lucchetti | .2053 | 2015 | |
| 2 | Harry Mytton | .2160 | 2011 | |
| 3 | Joseph Prévost | .2191 | 2007 | |
| 4 | Rich Townsley | .2234 | 2023 | |
| 5 | Masu Wakabayashi | .2278 | 2013 | |
| 6 | Davey Huckaby | .2283 | 2012 | |
| 7 | Darrell Harding# | .2352 | 2023 | |
| 8 | Enrique Reyes | .2364 | 2008 | |
| 9 | Matt Davenport | .2374 | 2011 | |
| 10 | Mark Newman | .2415 | 2014 | |
| 11 | Max Lang | .2446 | 2011 | |
| 12 | Peter Austin | .2475 | 2008 | |
| 13 | Teruo Sato | .2500 | 2013 | |
| 14 | Paco Rodríguez | .2507 | 2008 | |
| 14 | Bartolo González | .2507 | 2014 | |
| 16 | Ramón Silva | .2508 | 2015 | |
| 17 | Stephen Parker | .2580 | 2010 | |
| 18 | Jeff Sandusky# | .2590 | 2027 | |
| 19 | Carl Henry | .2611 | 2025 | |
| 20 | Alfred Carty | .2617 | 2009 | |
| 21 | Rodrigo Torres# | .2618 | 2035 | |
| 22 | Francisco Moreno | .2647 | 2013 | |
| 23 | Chris Bullock | .2657 | 2012 | |
| 23 | Raúl Durán | .2657 | 2007 | |
| 25 | José Crus# | .2662 | 2025 | |
| 26 | Chad Field | .2664 | 2019 | |
| 27 | Walter Bamber* | .2665 | 2009 | |
| 28 | Max Lang | .2674 | 2017 | |
| 29 | Jason Dodd | .2682 | 2012 | |
| 30 | Flint Gray# | .2690 | 2023 | |
| 31 | Carlos Berru | .2710 | 2013 | |
| 32 | Akihisa Nishimura | .2719 | 2015 | |
| 33 | Ted Spears | .2722 | 2008 | |
| 34 | Brody James | .2736 | 2013 | |
| 34 | Luke Lewis | .2736 | 2008 | |
| 36 | Vinícius Itaquy | .2744 | 2015 | |
| 37 | Miguel Meneces# | .2745 | 2029 | |
| 38 | Travis O'Rourke | .2755 | 2007 | |
| 39 | John Martin | .2768 | 2008 | |
| 40 | Mathew Miller | .2783 | 2011 | |
| 41 | Ángel Rodríguez | .2796 | 2011 | |
| 42 | Denny Green | .2805 | 2024 | |
| 43 | Alphonse Chiaudani | .2812 | 2011 | |
| 44 | Miguel Torres | .2823 | 2013 | |
| 45 | Javier Romero | .2841 | 2013 | |
| 46 | Lorenzo López | .2843 | 2014 | |
| 46 | Ramón Silva | .2843 | 2013 | |
| 48 | Jesús Escobedo# | .2845 | 2033 | |
| 49 | Luis Valentín | .2846 | 2013 | |
| 50 | Gennarino Lucchetti | .2848 | 2013 | |
| 51 | Chris King | .2850 | 2010 | |
| 52 | Pepe Fernández | .2868 | 2015 | |
| 53 | Jason Dodd | .2874 | 2011 | |
| 54 | Juan Contreras | .2880 | 2025 | |
| 55 | Akihisa Nishimura | .2882 | 2016 | |
| 56 | Pepe Rodríguez | .2890 | 2007 | |
| 57 | Osvaldo Cruz* | .2895 | 2013 | |
| 58 | Ron Durkin# | .2900 | 2033 | |
| 59 | Justin Short | .2908 | 2026 | |
| 60 | Max Lang | .2910 | 2018 | |
| 61 | António Ruíz# | .2915 | 2028 | |
| 61 | Dan Rogers | .2915 | 2021 | |
| 63 | Charles Walters# | .2924 | 2036 | |
| 64 | Vinícius Itaquy | .2930 | 2013 | |
| 65 | Tomás Chávez | .2945 | 2008 | |
| 66 | Manuel Medrano | .2953 | 2011 | |
| 67 | Pedro Oliveira | .2957 | 2008 | |
| 68 | Rich Townsley | .2961 | 2022 | |
| 69 | Edward Baker | .2963 | 2022 | |
| 70 | Wang Yang# | .2984 | 2032 | |
| 71 | Mike Kerr | .2987 | 2009 | |
| 72 | António Gálvez | .2988 | 2012 | |
| 73 | Javier Encarnación | .2996 | 2011 | |
| 74 | Matthew Scott | .3002 | 2024 | |
| 75 | Juan Contreras | .3012 | 2027 | |
| 76 | Willie St. John | .3018 | 2021 | |
| 77 | Jesús Cervantes# | .3019 | 2029 | |
| 78 | Chris Young | .3029 | 2008 | |
| 79 | Ramón Marerro | .3043 | 2026 | |
| 80 | Julián Veláquez | .3044 | 2007 | |
| 81 | Arturo Sánchez | .3049 | 2021 | |
| 82 | Ricardo García | .3072 | 2008 | |
| 83 | Chris Bullock | .3076 | 2011 | |
| 84 | Ricardo Marino | .3077 | 2024 | |
| 85 | Rob King | .3094 | 2011 | |
| 86 | Jorge Oliva | .3095 | 2014 | |
| 87 | Juan Salazar# | .3109 | 2031 | |
| 88 | Nolan Baker | .3129 | 2019 | |
| 89 | Warren Piniella | .3130 | 2009 | |
| 90 | Orlando Maldonado | .3141 | 2011 | |
| 91 | Ricardo Montero# | .3145 | 2029 | |
| 92 | Luis De Los Ángeles | .3147 | 2023 | |
| 93 | Kajetan Sansovino# | .3151 | 2034 | |
| 94 | Jeremias Pereirinha | .3156 | 2027 | |
| 95 | Rodrigo Torres# | .3161 | 2034 | |
| 96 | Randy Ellison | .3164 | 2008 | |
| 97 | Mike Kerr | .3193 | 2008 | |
| 98 | Roberto Matoza | .3194 | 2018 | |
| 99 | Andrés Vázquez | .3206 | 2022 | |
| 100 | Shotaro Ohayashi | .3211 | 2011 |
