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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Andy Williamson | .2244 | 2023 | |
| 2 | Gabriel de Jesus | .2393 | 2014 | |
| 3 | Cooper Jensen# | .2442 | 2043 | |
| 4 | Dave Caraballo | .2450 | 2022 | |
| 5 | Garrett Hairston | .2520 | 2043 | |
| 6 | Elijah Jones | .2562 | 2023 | |
| 7 | Gabriel Luna | .2616 | 2033 | |
| 8 | Ben Rogers | .2622 | 2006 | |
| 9 | Gabe Hewitt | .2644 | 2026 | |
| 10 | Cale Wiltsie# | .2650 | 2050 | |
| 11 | Tommy Kadel | .2655 | 2022 | |
| 12 | Sam Gladden | .2687 | 2022 | |
| 13 | Jeff Zunker | .2690 | 2032 | |
| 14 | Art Kelly | .2706 | 2015 | |
| 15 | Scott Ortiz | .2711 | 2027 | |
| 16 | Nate Gould | .2720 | 2018 | |
| 17 | William Acevedo | .2744 | 2048 | |
| 18 | Bob Charles# | .2745 | 2045 | |
| 19 | Nate Miles | .2754 | 2023 | |
| 20 | Gabriel Balboa# | .2757 | 2050 | |
| 20 | Dante Mann# | .2757 | 2042 | |
| 22 | Eric Kneece | .2763 | 2007 | |
| 23 | Justin Jackson | .2764 | 2033 | |
| 24 | Ismael Morales | .2769 | 2009 | |
| 25 | Brandon Deatrick | .2771 | 2036 | |
| 26 | Juan Carbajal | .2780 | 2026 | |
| 27 | Miguel Montornoso | .2783 | 2015 | |
| 28 | Alex Castaneda | .2784 | 2023 | |
| 29 | Chris Wilson | .2793 | 2032 | |
| 29 | Neill Doherty | .2793 | 2034 | |
| 31 | Brad Baker | .2807 | 2010 | |
| 32 | Clint Wysocki# | .2834 | 2046 | |
| 33 | Iglesias Cortez# | .2840 | 2047 | |
| 34 | Tom Kelner | .2841 | 2015 | |
| 35 | Matt Antrim | .2848 | 2025 | |
| 36 | K.J. Stonge# | .2849 | 2045 | |
| 37 | Troy Humphries | .2854 | 2036 | |
| 38 | Andreo Castellanos | .2859 | 2041 | |
| 39 | Brian Perez | .2888 | 2028 | |
| 40 | Chris Tracy | .2893 | 2021 | |
| 41 | Terrance Chisolm | .2897 | 2048 | |
| 42 | Chris Moe | .2905 | 2016 | |
| 43 | Ray Wooten | .2910 | 2033 | |
| 44 | Kirk Estes# | .2913 | 2044 | |
| 45 | Migel Quiroga | .2915 | 2043 | |
| 46 | Jason DeLuca# | .2918 | 2049 | |
| 46 | Bernardo Soares | .2918 | 2038 | |
| 48 | Jon Reyes | .2919 | 2031 | |
| 49 | Jeremiah Walker | .2921 | 2034 | |
| 50 | Aaron Berg | .2923 | 2013 | |
| 51 | Rush Harvey | .2926 | 2043 | |
| 52 | Isaiah Cartina | .2935 | 2033 | |
| 53 | Khalil Savage* | .2936 | 2006 | |
| 53 | Donovan Keep | .2936 | 2044 | |
| 55 | Juan Cortez | .2938 | 2021 | |
| 55 | Jonathan Rogers | .2938 | 2013 | |
| 57 | Mike Stephens | .2943 | 2013 | |
| 58 | Ryan Pickart | .2949 | 2007 | |
| 59 | Adam Crosby | .2951 | 2012 | |
| 60 | David Meuthia* | .2955 | 2031 | |
| 60 | David Roque | .2955 | 2015 | |
| 62 | Julio Lujan | .2957 | 2026 | |
| 63 | Bat-Tuy Long | .2960 | 2032 | |
| 64 | Cassidy Fine# | .2962 | 2038 | |
| 65 | Jorge Arzaga | .2963 | 2014 | |
| 66 | Jon Hupp | .2965 | 2023 | |
| 67 | Mika Seiler | .2970 | 2037 | |
| 68 | Wyatt Chiusano# | .2978 | 2050 | |
| 69 | Josh Bastien | .2982 | 2023 | |
| 70 | Alex Rosas | .2983 | 2022 | |
| 70 | Omar Pena | .2983 | 2015 | |
| 72 | Nick Ahandour# | .2987 | 2046 | |
| 73 | Cullen O'Neill | .2988 | 2036 | |
| 73 | Alex Rosas | .2988 | 2021 | |
| 75 | Juan Escobar | .2990 | 2007 | |
| 76 | Archer Bey# | .2992 | 2049 | |
| 77 | Ryota Sakai | .2994 | 2038 | |
| 78 | Sean Brewer | .2995 | 2004 | |
| 79 | Mike Bacon | .2997 | 2004 | |
| 80 | Jeremy Kniffin | .3002 | 2017 | |
| 80 | Jase Feller | .3002 | 2033 | |
| 82 | Sidd Finch | .3005 | 2005 | |
| 83 | Galterio Viadana | .3006 | 2004 | |
| 84 | Matthew Ruhl | .3011 | 2020 | |
| 85 | Steve Matheus | .3012 | 2021 | |
| 86 | León Resendiz# | .3016 | 2049 | |
| 87 | Fernando Duran | .3018 | 2014 | |
| 88 | Tony Vargas | .3019 | 2026 | |
| 89 | Ryder Burt# | .3024 | 2048 | |
| 89 | Francisco Mondragon | .3024 | 2015 | |
| 91 | Omar Salazar | .3027 | 2011 | |
| 91 | Juan Rubalcava | .3027 | 2011 | |
| 93 | Timothy Brady# | .3028 | 2047 | |
| 93 | Ross Reeves# | .3028 | 2046 | |
| 93 | Tom Dunifer | .3028 | 2011 | |
| 96 | Ryan Mason | .3031 | 2015 | |
| 97 | Dan Green | .3033 | 2015 | |
| 97 | Cy Philippi | .3033 | 2037 | |
| 99 | Ashe Molander | .3034 | 2015 | |
| 100 | Danny Valdez | .3036 | 2024 |
