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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Tristan Leung* | .1984 | 2041 | |
| 2 | Matthew Paul* | .2318 | 2039 | |
| 3 | Matthew Paul* | .2410 | 2041 | |
| 4 | Cleetus McFloridaman* | .2441 | 2039 | |
| 5 | Jackson DeMarco* | .2507 | 2045 | |
| 6 | Jackson DeMarco* | .2526 | 2046 | |
| 7 | James Ronlain | .2573 | 2050 | |
| 8 | Frederick Birdington | .2600 | 2027 | |
| 9 | Tristan Leung* | .2603 | 2042 | |
| 10 | Falco Von Adler* | .2629 | 2032 | |
| 11 | Cleetus McFloridaman* | .2672 | 2037 | |
| 12 | Matthew Paul* | .2675 | 2037 | |
| 13 | Ed Barker* | .2748 | 2034 | |
| 14 | Dusty Collins | .2782 | 2037 | |
| 15 | Tristan Leung* | .2793 | 2039 | |
| 16 | Brent Lomew* | .2813 | 2034 | |
| 17 | Victoria Secret* | .2827 | 2019 | |
| 18 | Jose Forty-Three* | .2887 | 2039 | |
| 19 | Rhydon Dirty* | .2905 | 2046 | |
| 20 | Aiden MacDougall | .2910 | 2044 | |
| 21 | Matthew Paul* | .2924 | 2043 | |
| 22 | Nolan Windsor* | .2925 | 2042 | |
| 23 | Jose Forty-Three* | .2926 | 2038 | |
| 24 | Greg Steiner* | .2950 | 2022 | |
| 25 | Harry Styles* | .2960 | 2036 | |
| 26 | D'Aroldis Borkman* | .2985 | 2028 | |
| 27 | Ricky Vaughn | .2989 | 2020 | |
| 28 | Flame MacDonald | .2992 | 2044 | |
| 29 | John Smoltz Jr.* | .2997 | 2019 | |
| 30 | Nolan Windsor* | .2998 | 2044 | |
| 31 | Penny Kowers* | .3000 | 2017 | |
| 32 | Alex Johnson | .3030 | 2043 | |
| 33 | Penny Kowers* | .3032 | 2019 | |
| 34 | John Smoltz Jr.* | .3037 | 2017 | |
| 35 | Khamati Kahn | .3043 | 2022 | |
| 36 | Guy Walker* | .3060 | 2031 | |
| 37 | Calloway Flowers | .3063 | 2039 | |
| 38 | Ryan Rose* | .3068 | 2037 | |
| 39 | Doug Dangly* | .3082 | 2039 | |
| 40 | Kid Carsey | .3089 | 2041 | |
| 41 | Taylor Johnson | .3092 | 2039 | |
| 42 | Oerjan Thrastarsen | .3108 | 2060 | |
| 43 | Johnny Patey V2 | .3120 | 2063 | |
| 43 | James Pleasants | .3120 | 2040 | |
| 45 | Guy Walker* | .3125 | 2030 | |
| 45 | John Camden Jr# | .3125 | 2053 | |
| 45 | Shoto Todoroki* | .3125 | 2050 | |
| 48 | Ryan Rose* | .3126 | 2036 | |
| 49 | Ernesto Castillo | .3130 | 2021 | |
| 50 | Ryan Rose* | .3135 | 2038 | |
| 50 | Ryan Stryker* | .3135 | 2031 | |
| 52 | Wendy Marvell* | .3137 | 2054 | |
| 53 | Athena Aria* | .3139 | 2053 | |
| 54 | Mookie Banks* | .3142 | 2029 | |
| 54 | Michael Dion | .3142 | 2045 | |
| 56 | Phillip Thompson* | .3143 | 2018 | |
| 57 | Guy Walker* | .3146 | 2028 | |
| 58 | Ryan Rose* | .3150 | 2035 | |
| 58 | Esteban Rodriguez* | .3150 | 2025 | |
| 60 | Glyn Davies* | .3151 | 2050 | |
| 61 | Fastguy Pitcherman | .3153 | 2019 | |
| 62 | Victoria Secret* | .3159 | 2021 | |
| 62 | Ryan Stryker Jr.# | .3159 | 2063 | |
| 64 | Phillip Thompson* | .3160 | 2026 | |
| 64 | Chaz LaLocke | .3160 | 2017 | |
| 66 | Giuseppe Jones* | .3168 | 2059 | |
| 67 | Bark Muehrle* | .3172 | 2043 | |
| 68 | Alvin Enax | .3173 | 2019 | |
| 69 | Shifty LeGoose | .3177 | 2043 | |
| 70 | D'Aroldis Borkman* | .3178 | 2025 | |
| 71 | Mookie Banks* | .3180 | 2027 | |
| 71 | Guy Walker* | .3180 | 2032 | |
| 73 | Penny Kowers* | .3181 | 2023 | |
| 74 | Guy Walker* | .3182 | 2025 | |
| 75 | Anderson Pooper | .3183 | 2025 | |
| 75 | Tim Galvin | .3183 | 2039 | |
| 75 | Rickie Vaughne | .3183 | 2042 | |
| 78 | Ryan Stryker Jr.# | .3185 | 2065 | |
| 78 | Randy Koufax | .3185 | 2019 | |
| 80 | Via Getty | .3188 | 2042 | |
| 81 | Shoto Todoroki* | .3189 | 2051 | |
| 82 | Darnell Turner | .3195 | 2019 | |
| 83 | Starscream* | .3197 | 2060 | |
| 84 | Elston Sinclair* | .3201 | 2026 | |
| 85 | Ryan Stryker Jr.# | .3207 | 2064 | |
| 86 | Slim Dougan* | .3211 | 2039 | |
| 87 | Danny Sullivan | .3212 | 2048 | |
| 88 | Bobby Hill | .3214 | 2026 | |
| 89 | Nova Montagne# | .3215 | 2060 | |
| 90 | Chuck Gamble | .3217 | 2022 | |
| 91 | Glyn Davies* | .3221 | 2046 | |
| 92 | Nate Pearson* | .3224 | 2035 | |
| 93 | Giovani Sánchez* | .3227 | 2049 | |
| 94 | Elston Sinclair* | .3232 | 2028 | |
| 95 | Guy Walker* | .3233 | 2029 | |
| 96 | Penny Kowers* | .3239 | 2026 | |
| 97 | Chicharon de Pollo | .3251 | 2062 | |
| 98 | Straightgas Homie* | .3257 | 2049 | |
| 99 | Elston Sinclair* | .3259 | 2019 | |
| 100 | Victoria Secret* | .3263 | 2025 |
