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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Cullen O'Neill | .2045 | 2038-2048 | |
| 2 | Smokey Deveraux# | .2500 | 2049-2050 | |
| 2 | Alex Solomon | .2500 | 2037-2049 | |
| 4 | Todd Avery | .2581 | 2036-2049 | |
| 5 | Owen Holiday# | .2602 | 2049-2050 | |
| 6 | Hunter Vandi# | .2674 | 2039-2050 | |
| 7 | Charles Lupa# | .2690 | 2046-2050 | |
| 8 | Weston Barnett# | .2708 | 2046-2049 | |
| 9 | Junior Grant | .2743 | 2037-2047 | |
| 10 | Jim Reed# | .2756 | 2039-2050 | |
| 11 | Lincoln Anderson# | .2792 | 2044-2050 | |
| 12 | Rob Long# | .2818 | 2042-2049 | |
| 13 | Isaiah Goodman | .2821 | 2038-2048 | |
| 14 | Shay Merida# | .2883 | 2047-2050 | |
| 15 | Dash Pyecha# | .2906 | 2048-2049 | |
| 16 | Landyn Faille# | .2931 | 2046-2050 | |
| 17 | Tony Tom | .2936 | 2038-2049 | |
| 18 | Juan Flores# | .2988 | 2041-2050 | |
| 19 | Curt Peterson# | .3014 | 2047-2048 | |
| 20 | Bernard Ennis# | .3032 | 2049-2050 | |
| 21 | Hugo Luevano# | .3077 | 2049-2050 | |
| 22 | Che-Ming Shieh# | .3083 | 2045-2048 | |
| 23 | Edwin De Soto# | .3254 | 2049-2049 | |
| 24 | Calahan Stites | .3256 | 2038-2047 | |
| 25 | Mathew Haggerty | .3273 | 2034-2045 | |
| 26 | Mick Simmons# | .3276 | 2042-2050 | |
| 27 | Robert Lacoste# | .3277 | 2046-2048 | |
| 28 | Payton Wilson | .3304 | 2042-2047 | |
| 29 | Parker Cassidy# | .3314 | 2039-2050 | |
| 30 | Mick Griffis# | .3333 | 2045-2050 | |
| 31 | Pisarro Araiza | .3359 | 2036-2044 | |
| 32 | Marlon Sharp# | .3393 | 2041-2050 | |
| 33 | Jon Brownell# | .3421 | 2045-2048 | |
| 34 | Antonio Cardenas | .3453 | 2031-2046 | |
| 35 | Rob Provo | .3490 | 2039-2050 | |
| 36 | Lyle Schoen# | .3533 | 2042-2048 | |
| 37 | Nick Moffat | .3554 | 2029-2038 | |
| 38 | Perfecto Polanco# | .3600 | 2047-2050 | |
| 39 | Kelvin Tran# | .3604 | 2043-2050 | |
| 39 | Greyson Tadic# | .3604 | 2048-2050 | |
| 41 | Ugo Graham# | .3622 | 2048-2050 | |
| 42 | Cayden Finnerty | .3641 | 2039-2050 | |
| 43 | Barry Spencer# | .3720 | 2042-2049 | |
| 44 | Edgard Baez# | .3724 | 2047-2049 | |
| 45 | Vincent Dion# | .3766 | 2038-2050 | |
| 46 | Tony Gustafson# | .3778 | 2045-2050 | |
| 47 | Ariel Robinson# | .3875 | 2038-2050 | |
| 48 | C.J. Brisset# | .3896 | 2048-2050 | |
| 49 | Henry Colon | .3913 | 2032-2048 | |
| 50 | Ted Abreu# | .3934 | 2050-2050 | |
| 51 | Jimeno Heredia# | .3938 | 2039-2048 | |
| 52 | Sergio Marrero | .3960 | 2032-2045 | |
| 53 | George Lowman# | .4012 | 2041-2050 | |
| 54 | Luis Moya | .4016 | 2027-2038 | |
| 55 | Jacob Huggins# | .4038 | 2043-2049 | |
| 56 | William Britt# | .4055 | 2040-2050 | |
| 57 | Tyrone McClain# | .4065 | 2035-2050 | |
| 58 | Dwayne Norris | .4214 | 2040-2049 | |
| 59 | Richard Beaty# | .4215 | 2046-2049 | |
| 60 | Jonah Kraemer | .4219 | 2033-2047 | |
| 61 | Dan Bower# | .4228 | 2046-2050 | |
| 62 | Ben Rhodes# | .4240 | 2042-2050 | |
| 63 | Johnny Farrington# | .4245 | 2037-2048 | |
| 64 | Colt Rose | .4286 | 2042-2049 | |
| 65 | Ermano Piñon# | .4308 | 2038-2050 | |
| 66 | T.J. Humpert# | .4309 | 2036-2050 | |
| 67 | Joey King | .4362 | 2035-2049 | |
| 68 | Roland Sigmond# | .4465 | 2047-2050 | |
| 69 | Alfredo Fabrizio | .4472 | 2036-2046 | |
| 70 | Ian Gutenberg | .4480 | 2037-2048 | |
| 71 | Don Podell# | .4769 | 2046-2050 | |
| 72 | Nick Zaragoza | .4895 | 2035-2043 | |
| 73 | Id Lesher# | .4897 | 2038-2049 | |
| 74 | Mike Williams | .4953 | 2032-2042 | |
| 75 | Chris Braden | .5000 | 2028-2039 | |
| 76 | Elias Topping# | .5714 | 2041-2050 |
