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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Timothy Williams | .2755 | 2024 | |
| 2 | J.J. Drew | .2908 | 2027 | |
| 3 | Michael Martin* | .2911 | 2029 | |
| 4 | Orlando Castro | .2943 | 2037 | |
| 5 | Jose Delgado# | .2946 | 2057 | |
| 6 | David Bradley# | .2961 | 2062 | |
| 7 | David Alexander | .2980 | 2027 | |
| 8 | Bill Wischmeyer | .3077 | 2033 | |
| 9 | Anthony Vargo# | .3079 | 2059 | |
| 10 | Christian Howard | .3081 | 2024 | |
| 11 | Randall Meyers# | .3114 | 2056 | |
| 12 | Joe Hawkins | .3118 | 2030 | |
| 13 | Bennie Silva | .3121 | 2051 | |
| 14 | Ryan Thomas | .3146 | 2019 | |
| 15 | Billy Lynch* | .3149 | 2034 | |
| 16 | Maurico De La Hoya | .3154 | 2043 | |
| 17 | Tony MacNiven# | .3159 | 2058 | |
| 18 | Ricardo Perez# | .3181 | 2064 | |
| 19 | Morgan Williams# | .3184 | 2063 | |
| 20 | Mark Haynes | .3185 | 2035 | |
| 21 | Calvin Christopher# | .3190 | 2061 | |
| 21 | Hector Cuervo | .3190 | 2030 | |
| 23 | Teddy Uber# | .3191 | 2062 | |
| 24 | Kenneth Duncan | .3201 | 2027 | |
| 25 | Craig Hillis | .3204 | 2030 | |
| 26 | Zak Dorsey# | .3206 | 2059 | |
| 27 | Zak Dorsey# | .3208 | 2055 | |
| 27 | Archie Smith | .3208 | 2036 | |
| 29 | David Alexander | .3220 | 2028 | |
| 30 | Roy Brandon# | .3222 | 2064 | |
| 31 | Kelly Hoskinson | .3224 | 2031 | |
| 32 | Carlos Serrano | .3236 | 2021 | |
| 33 | Bryant Wilson# | .3239 | 2059 | |
| 34 | Michael Coleman | .3248 | 2033 | |
| 35 | Eric Paul | .3249 | 2024 | |
| 36 | Cedric Hanson | .3250 | 2054 | |
| 37 | Andrew Green# | .3257 | 2060 | |
| 38 | Damon Walters | .3260 | 2029 | |
| 39 | Kelly Hoskinson | .3261 | 2030 | |
| 39 | Joe Blackwell | .3261 | 2024 | |
| 41 | Brandon Mitchell | .3264 | 2026 | |
| 42 | Harlan Grant* | .3273 | 2046 | |
| 43 | Chad Krieger | .3280 | 2028 | |
| 44 | Hugh Campbell | .3282 | 2036 | |
| 45 | Brian Joyner | .3286 | 2034 | |
| 46 | Joe Hawkins | .3294 | 2034 | |
| 46 | Daniel Young | .3294 | 2027 | |
| 48 | Grant Miller | .3296 | 2023 | |
| 49 | Chris Herrera# | .3304 | 2049 | |
| 50 | Antonio Vargas | .3306 | 2044 | |
| 51 | Alex Thompson# | .3307 | 2061 | |
| 51 | Jose Guzman | .3307 | 2033 | |
| 53 | William Williams# | .3308 | 2057 | |
| 54 | George Silva# | .3311 | 2060 | |
| 55 | Damon Walters | .3318 | 2032 | |
| 55 | Juan Sanchez# | .3318 | 2063 | |
| 55 | Jorge Sanchez | .3318 | 2038 | |
| 58 | Graham Ford | .3321 | 2043 | |
| 59 | Michael Bates | .3322 | 2039 | |
| 60 | Michael Bates | .3327 | 2040 | |
| 61 | Xavier Carter | .3328 | 2025 | |
| 62 | Cory Lynn# | .3333 | 2061 | |
| 62 | Pedro Dominguez# | .3333 | 2058 | |
| 64 | Cristobal Medina# | .3339 | 2055 | |
| 64 | Randall Rhodes | .3339 | 2031 | |
| 64 | Will White# | .3339 | 2059 | |
| 64 | Antonio Huertas# | .3339 | 2059 | |
| 68 | Luis Montoya | .3345 | 2047 | |
| 69 | Cedric Peters | .3347 | 2036 | |
| 70 | Jesus Castillo | .3350 | 2045 | |
| 71 | Chris Herrera# | .3371 | 2050 | |
| 72 | Felipe Manuel | .3374 | 2058 | |
| 73 | Jerry Poliskin | .3376 | 2021 | |
| 73 | Pedro Dominguez# | .3376 | 2057 | |
| 75 | Esteban Martinez | .3378 | 2043 | |
| 75 | Mark Haynes | .3378 | 2036 | |
| 77 | Carlos Escobar | .3379 | 2039 | |
| 78 | Buddy Knight | .3380 | 2019 | |
| 79 | Ed Turner | .3381 | 2026 | |
| 80 | Elvin Lewis | .3392 | 2048 | |
| 81 | David Ellison | .3394 | 2042 | |
| 81 | Alberto Barrios | .3394 | 2029 | |
| 83 | Felix Romero | .3395 | 2028 | |
| 84 | Kerry Sutton | .3396 | 2056 | |
| 85 | Gustavo Estrada | .3399 | 2026 | |
| 86 | Adam Knox | .3400 | 2054 | |
| 87 | Derrick Davis | .3403 | 2026 | |
| 87 | Jesus Oliveira# | .3403 | 2060 | |
| 89 | Ken Williams# | .3408 | 2058 | |
| 90 | Stan Allison# | .3409 | 2064 | |
| 91 | Alfonso Arevalo | .3412 | 2023 | |
| 92 | Ricardo Perez# | .3416 | 2063 | |
| 92 | Gene Shuey | .3416 | 2026 | |
| 92 | Darby Hendrickson | .3416 | 2019 | |
| 95 | Jose Delgado# | .3418 | 2056 | |
| 96 | Randall Meyers# | .3419 | 2054 | |
| 97 | Kelly Martin | .3421 | 2030 | |
| 98 | Javier Canales | .3424 | 2032 | |
| 98 | Esteban Martinez | .3424 | 2044 | |
| 98 | Michael Tucker | .3424 | 2037 |
