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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Luke Bolka | .0600 | 2021 | |
| 2 | Wally Martin | .1389 | 2060 | |
| 3 | Tony Corral | .1569 | 2025 | |
| 4 | Terrence Ranicki | .1667 | 2059 | |
| 5 | Francisco Villa | .1695 | 2052 | |
| 5 | Larry Ward | .1695 | 2023 | |
| 7 | Félix Pérez | .1803 | 2031 | |
| 8 | Deha Kemal | .1818 | 2046 | |
| 8 | Gil Coventry | .1818 | 2056 | |
| 10 | Richard Howell | .1864 | 2053 | |
| 11 | Zach Squire | .1961 | 2041 | |
| 12 | Rupert Braber | .1964 | 2048 | |
| 13 | Gary Wilson | .2000 | 2048 | |
| 14 | Cam Neumann | .2174 | 2061 | |
| 15 | Ben Batterham | .2206 | 2052 | |
| 16 | Martti Hurme | .2222 | 2052 | |
| 16 | Stuart Spaan | .2222 | 2046 | |
| 18 | Warren Whalley | .2264 | 2055 | |
| 19 | Valdemar Glob | .2321 | 2057 | |
| 20 | Greg Romig | .2364 | 2039 | |
| 21 | Jesús Serrano | .2407 | 2055 | |
| 22 | Ray Cunningham | .2500 | 2052 | |
| 22 | Cody Kukuk | .2500 | 2019 | |
| 22 | Mike Watson | .2500 | 2030 | |
| 25 | Juan Martínez | .2540 | 2056 | |
| 26 | Régis Boulay# | .2581 | 2060 | |
| 26 | Wilson Deleón | .2581 | 2057 | |
| 28 | Bohdan Grady | .2593 | 2023 | |
| 29 | Arnold Stoffler | .2692 | 2050 | |
| 30 | Flint Thomas# | .2698 | 2066 | |
| 31 | Roger Eacott | .2712 | 2056 | |
| 32 | Ray Cunningham | .2714 | 2053 | |
| 33 | Juan Jose Moreno# | .2727 | 2066 | |
| 34 | Ken Nelson# | .2745 | 2065 | |
| 35 | Mike Range | .2759 | 2034 | |
| 35 | Javier Encarnación# | .2759 | 2061 | |
| 35 | Georgio Tommasini# | .2759 | 2056 | |
| 38 | Seung Kim# | .2771 | 2065 | |
| 39 | Gabriel Becerra | .2800 | 2024 | |
| 40 | Pavlusha Gorojaninov | .2805 | 2058 | |
| 41 | John Mayfield | .2807 | 2052 | |
| 42 | Khai Huang | .2830 | 2062 | |
| 43 | Kyle Klein# | .2889 | 2057 | |
| 44 | Lewis Johnston | .2907 | 2023 | |
| 45 | Michael Smith | .2909 | 2042 | |
| 46 | Melvin Caine | .2923 | 2022 | |
| 46 | John Sullivan | .2923 | 2021 | |
| 48 | Ricardo Terenther | .2951 | 2034 | |
| 49 | Adrian Rivero | .2963 | 2018 | |
| 50 | Ludovico Aiveca# | .2966 | 2063 | |
| 51 | Johnny Mills | .2969 | 2040 | |
| 52 | Toribio Celestino# | .3011 | 2067 | |
| 53 | Cooper Woodger# | .3016 | 2067 | |
| 54 | Warren Davis | .3019 | 2040 | |
| 55 | Clint Wilson# | .3036 | 2063 | |
| 55 | Toby Tod | .3036 | 2053 | |
| 57 | Scott Alexander | .3088 | 2013 | |
| 57 | Carlos Leonard | .3088 | 2015 | |
| 59 | Jamie Callahan | .3108 | 2018 | |
| 60 | Kent Fuller | .3117 | 2029 | |
| 61 | César Jiménez# | .3134 | 2056 | |
| 61 | Carlos Leonard | .3134 | 2016 | |
| 63 | Ray Ramsey | .3148 | 2055 | |
| 64 | Scott du | .3158 | 2052 | |
| 65 | Boyd Carlton | .3182 | 2053 | |
| 66 | Ken Lynch | .3205 | 2030 | |
| 67 | Rusty Goodman | .3208 | 2049 | |
| 68 | Ira Reag | .3210 | 2021 | |
| 69 | Michal Horak | .3214 | 2041 | |
| 70 | Rich Hurdle | .3226 | 2062 | |
| 71 | Leos Vojtek | .3243 | 2030 | |
| 72 | Steve DeMent | .3273 | 2062 | |
| 72 | Dan Ragland# | .3273 | 2067 | |
| 74 | Bohdan Grady | .3276 | 2024 | |
| 74 | Luis Niebla | .3276 | 2014 | |
| 76 | Bohdan Grady | .3284 | 2022 | |
| 77 | Jason Paul# | .3333 | 2067 | |
| 78 | Nur al Din Khairy | .3393 | 2064 | |
| 79 | Richard Veeck | .3409 | 2054 | |
| 80 | Carl Grimes# | .3429 | 2054 | |
| 81 | Lalli Vihavainen# | .3433 | 2059 | |
| 82 | Jeremy Stokes# | .3438 | 2065 | |
| 82 | Vavrik Prill | .3438 | 2036 | |
| 84 | Mark Campbell# | .3443 | 2065 | |
| 85 | Antoine Mathon | .3448 | 2054 | |
| 85 | Ergot Herde | .3448 | 2040 | |
| 87 | Jyrki Larva | .3467 | 2024 | |
| 88 | Gilbert Zippro | .3478 | 2030 | |
| 89 | Alfredo León# | .3521 | 2065 | |
| 90 | Jose Agusto Diaz | .3529 | 2016 | |
| 91 | Jonathan Owens | .3537 | 2054 | |
| 92 | Boyd Carlton | .3544 | 2052 | |
| 93 | Marvin Valenzuela | .3563 | 2035 | |
| 94 | Kai Staer# | .3585 | 2060 | |
| 95 | Benoît Prunier# | .3607 | 2060 | |
| 95 | Franck Leroy# | .3607 | 2056 | |
| 97 | Elliot Simon# | .3623 | 2066 | |
| 98 | Jordan Kinnear | .3636 | 2038 | |
| 99 | Mark Ecker | .3671 | 2020 | |
| 100 | Jorge Tovar | .3714 | 2021 |
