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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Conan McCullough* | .2185 | 2009 | |
| 2 | Conan McCullough* | .2423 | 2007 | |
| 3 | Cheh Zhang# | .2511 | 2035 | |
| 4 | Tony Cuellar | .2545 | 2033 | |
| 5 | Conan McCullough* | .2562 | 2008 | |
| 6 | Conan McCullough* | .2576 | 2010 | |
| 7 | Enrique Vázquez* | .2600 | 2029 | |
| 8 | George Thompson | .2662 | 2009 | |
| 9 | Conan McCullough* | .2713 | 2013 | |
| 10 | Joe Arnold# | .2721 | 2034 | |
| 11 | Hisashi Oike | .2727 | 2010 | |
| 12 | Juan Acosta# | .2753 | 2035 | |
| 13 | Dan Stockstill | .2754 | 2035 | |
| 14 | Jorge Castillo# | .2766 | 2030 | |
| 15 | Felipe Aguilera# | .2767 | 2035 | |
| 16 | Chris York* | .2777 | 2017 | |
| 16 | Dean O'Monahan* | .2777 | 2011 | |
| 18 | Motoyuki Hatsutori | .2783 | 2026 | |
| 19 | John Turner | .2785 | 2028 | |
| 20 | Pat Paige | .2793 | 2007 | |
| 21 | Tadamasa Hashimoto | .2802 | 2024 | |
| 21 | Manuel Gonzáles# | .2802 | 2029 | |
| 23 | Jong-hoo Im# | .2810 | 2035 | |
| 24 | Víctor Matos | .2820 | 2011 | |
| 25 | Luppe van Dam# | .2828 | 2031 | |
| 26 | Cheh Zhang# | .2834 | 2036 | |
| 27 | Enrique Vázquez* | .2840 | 2031 | |
| 28 | José Flores# | .2851 | 2038 | |
| 29 | Volmer Buscher# | .2855 | 2035 | |
| 30 | John Roach | .2859 | 2009 | |
| 31 | Miguel Heredia | .2864 | 2035 | |
| 32 | Chris York* | .2874 | 2016 | |
| 33 | Manuel Pacheco | .2892 | 2025 | |
| 34 | Tony Cuellar | .2894 | 2034 | |
| 35 | Dean McNeil | .2898 | 2033 | |
| 36 | Owen Barse# | .2906 | 2034 | |
| 36 | Dean O'Monahan* | .2906 | 2009 | |
| 38 | Gustavo Hernández# | .2909 | 2034 | |
| 39 | Jeffrey Mendoza# | .2911 | 2032 | |
| 40 | Enrique Vázquez* | .2913 | 2032 | |
| 40 | John Roach | .2913 | 2010 | |
| 42 | Hyung-jin Kang | .2917 | 2029 | |
| 43 | Dean O'Monahan* | .2918 | 2012 | |
| 44 | Fred Benjamin | .2920 | 2016 | |
| 45 | Fred Womack | .2925 | 2028 | |
| 46 | Enrique Vázquez* | .2927 | 2033 | |
| 47 | Cheong-sang Yun# | .2936 | 2035 | |
| 48 | Owen Barse# | .2937 | 2031 | |
| 49 | Brian Clark# | .2938 | 2034 | |
| 50 | José Díaz | .2941 | 2027 | |
| 50 | Manuel Corona* | .2941 | 2014 | |
| 50 | Kirby Gibson | .2941 | 2007 | |
| 53 | Gustavo Hernández# | .2947 | 2033 | |
| 54 | Enrique Vázquez* | .2948 | 2027 | |
| 55 | Melvin McNeal | .2949 | 2029 | |
| 56 | Miguel Cantú | .2950 | 2017 | |
| 57 | Bryan Stewart | .2952 | 2007 | |
| 57 | Julián Thomas | .2952 | 2027 | |
| 59 | Markus Hancock* | .2954 | 2010 | |
| 60 | Joe Russell# | .2956 | 2030 | |
| 61 | Enrique Vázquez* | .2957 | 2030 | |
| 62 | Motoyuki Hatsutori | .2967 | 2024 | |
| 63 | Michel Provost* | .2968 | 2024 | |
| 64 | Michel Provost* | .2971 | 2026 | |
| 64 | Yuji Yamashita# | .2971 | 2037 | |
| 66 | Jorge Álvarez# | .2975 | 2031 | |
| 67 | Gunner MacGruder* | .2976 | 2020 | |
| 68 | Brian Clark# | .2983 | 2033 | |
| 69 | Hisashi Kokan | .2984 | 2024 | |
| 69 | Félix Maese | .2984 | 2016 | |
| 71 | Toby Ayers# | .2986 | 2034 | |
| 72 | Shane Perales# | .2990 | 2034 | |
| 72 | Jorge Álvarez# | .2990 | 2032 | |
| 74 | Luis Peña | .2991 | 2007 | |
| 75 | Markus Hancock* | .3001 | 2012 | |
| 76 | Julián Thomas | .3003 | 2021 | |
| 76 | Cheh Zhang# | .3003 | 2037 | |
| 78 | Armando Batista# | .3005 | 2035 | |
| 79 | Nelson Anderson | .3009 | 2012 | |
| 80 | Conan McCullough* | .3010 | 2014 | |
| 81 | Ken Johnstone | .3013 | 2007 | |
| 82 | Eric Elliott | .3014 | 2029 | |
| 83 | Neil Maes | .3017 | 2028 | |
| 83 | John Turner | .3017 | 2032 | |
| 85 | Owen Barse# | .3018 | 2033 | |
| 86 | Glenn Thomas | .3020 | 2029 | |
| 87 | John Roach | .3022 | 2008 | |
| 87 | Owen Barse# | .3022 | 2038 | |
| 87 | Daniel Hernández# | .3022 | 2032 | |
| 90 | Randy Smith* | .3024 | 2018 | |
| 91 | Enrique Vázquez* | .3033 | 2034 | |
| 92 | José Díaz | .3040 | 2026 | |
| 93 | Hen-to Tse# | .3042 | 2037 | |
| 94 | Bill Knight# | .3052 | 2034 | |
| 94 | Enrique Vázquez* | .3052 | 2028 | |
| 94 | Norberto Pacheco | .3052 | 2008 | |
| 94 | Juan Guerrero# | .3052 | 2035 | |
| 98 | Edgardo Guerra | .3057 | 2033 | |
| 99 | Shinobu Takeuchi | .3064 | 2024 | |
| 100 | Sa-yoor Ch'oe# | .3065 | 2035 |
