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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Ben Kitch# | .1515 | 2048 | |
| 2 | Jerry Matthews | .1579 | 2036 | |
| 3 | Brad Sleezer# | .1943 | 2050 | |
| 4 | Tony Fernandez | .2000 | 2046 | |
| 5 | Doug Maag | .2025 | 2046 | |
| 6 | Jorge de la Torre# | .2120 | 2046 | |
| 7 | Justin Gray# | .2249 | 2048 | |
| 8 | Justin Gray# | .2299 | 2046 | |
| 9 | Tom Markee | .2329 | 2045 | |
| 10 | Jon Orozco# | .2337 | 2046 | |
| 11 | Santiago Robles | .2406 | 2045 | |
| 12 | Braxton Wallace | .2512 | 2044 | |
| 13 | Alberto Camacho | .2515 | 2044 | |
| 14 | Juan Rodriguez | .2550 | 2043 | |
| 15 | Chris Shewey# | .2624 | 2049 | |
| 16 | Bill Guyett | .2733 | 2043 | |
| 17 | T.J. Johnson | .2741 | 2041 | |
| 18 | Miguel Rios# | .2767 | 2048 | |
| 19 | Miguel Mayen# | .2768 | 2050 | |
| 20 | Ben Peter | .2781 | 2035 | |
| 21 | Jose Garcia | .2797 | 2035 | |
| 22 | Josh Conway | .2816 | 2039 | |
| 23 | Corey Palmer | .2925 | 2035 | |
| 24 | Omar Garcia | .2933 | 2037 | |
| 25 | Alex Camarillo# | .2941 | 2048 | |
| 26 | Ben Kitch# | .3023 | 2047 | |
| 27 | Bryant Patterson | .3030 | 2042 | |
| 28 | Ruben Torres | .3036 | 2044 | |
| 29 | Josh Conway | .3043 | 2038 | |
| 29 | Matt Poole# | .3043 | 2050 | |
| 31 | Ricardo Rossito | .3099 | 2038 | |
| 32 | Curtis Weidman | .3101 | 2035 | |
| 33 | T.J. Johnson | .3176 | 2040 | |
| 34 | Jim Herrick | .3192 | 2038 | |
| 35 | Matt Poole# | .3205 | 2049 | |
| 36 | Mike Matter | .3224 | 2033 | |
| 37 | Matt Rockmore# | .3232 | 2050 | |
| 37 | Kevin Renninger | .3232 | 2038 | |
| 39 | Mario Marin | .3269 | 2043 | |
| 40 | Ben Exley | .3395 | 2040 | |
| 41 | Ricky Arriola | .3488 | 2039 | |
| 42 | Mario Marin | .3517 | 2041 | |
| 43 | Ricky Hernandez | .3542 | 2041 | |
| 44 | Ben Exley | .3566 | 2039 | |
| 45 | Ben Peter | .3576 | 2036 | |
| 46 | Ben Kitch# | .3577 | 2050 | |
| 47 | Brett Gross | .3586 | 2034 | |
| 48 | Juan Rodriguez | .3600 | 2041 | |
| 49 | Jose Garcia | .3623 | 2037 | |
| 50 | Chad Britt | .3626 | 2032 | |
| 51 | Yakir Roman# | .3636 | 2049 | |
| 52 | Jerry Matthews | .3643 | 2039 | |
| 53 | Arturo Mancera | .3696 | 2042 | |
| 53 | Nelson Ramos | .3696 | 2033 | |
| 55 | Francisco Rodriguez | .3697 | 2036 | |
| 56 | Mark Vecchio | .3718 | 2043 | |
| 57 | Jason Thomas# | .3738 | 2045 | |
| 58 | Miguel Leon | .3784 | 2034 | |
| 59 | Ira Aguilar | .3841 | 2034 | |
| 59 | Jeff Rabinowitz# | .3841 | 2045 | |
| 61 | Eric O'Hara | .3869 | 2048 | |
| 62 | Jerry Matthews | .3901 | 2037 | |
| 63 | Alex Huertas | .3913 | 2038 | |
| 64 | Corey Palmer | .3949 | 2034 | |
| 65 | Ricky Arriola | .4000 | 2042 | |
| 66 | Wayne Ayler | .4057 | 2033 | |
| 66 | Ricky Arriola | .4057 | 2040 | |
| 68 | T.J. Johnson | .4093 | 2042 | |
| 69 | Gary Veilleux | .4107 | 2036 | |
| 70 | Tommy Esparza | .4122 | 2033 | |
| 71 | Brian Christian | .4176 | 2037 | |
| 72 | Calvin Birley | .4190 | 2045 | |
| 73 | Fernando Alvarez | .4280 | 2044 | |
| 74 | Adam Brown | .4286 | 2037 | |
| 75 | Juan Rodriguez | .4375 | 2042 | |
| 76 | Rafael Marin | .4384 | 2034 | |
| 77 | Josh Conway | .4430 | 2040 | |
| 78 | Matt Causey | .4444 | 2033 | |
| 79 | Alberto Aranda | .4505 | 2033 | |
| 80 | Wilson Ballinas | .4615 | 2040 | |
| 81 | Matt Rockmore# | .4681 | 2049 | |
| 82 | Edwin Esquivel# | .4737 | 2047 | |
| 83 | Chance Welch | .4755 | 2039 | |
| 84 | Paul Rigney | .4785 | 2047 | |
| 85 | Mark Vecchio | .4931 | 2036 | |
| 86 | Arturo Mancera | .4970 | 2043 |
