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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Michael Machen* | .3056 | 2029-2041 | |
| 2 | Gary Bailey* | .3195 | 2015-2032 | |
| 3 | Shigemasa Horiuchi* | .3209 | 2017-2031 | |
| 4 | Carlos Sánchez | .3227 | 2021-2028 | |
| 5 | Ryan Peterson | .3288 | 2026-2036 | |
| 6 | Walt Coffman* | .3308 | 2026-2035 | |
| 7 | Chip Bishop | .3403 | 2015-2030 | |
| 8 | Greg White | .3424 | 2015-2028 | |
| 9 | Cris Herrera | .3517 | 2024-2034 | |
| 10 | Tim Powell | .3520 | 2015-2020 | |
| 11 | John Brown | .3539 | 2017-2031 | |
| 12 | Mal Houser | .3547 | 2029-2038 | |
| 12 | Alfonso Zapata | .3547 | 2022-2033 | |
| 14 | Leroy Moody | .3567 | 2025-2032 | |
| 15 | Roderick Rhodes | .3569 | 2015-2030 | |
| 16 | Alexis Zambaco | .3570 | 2028-2040 | |
| 17 | Jon Briddon | .3577 | 2022-2032 | |
| 18 | George Frazier | .3580 | 2017-2037 | |
| 18 | Melvin Haney | .3580 | 2023-2030 | |
| 20 | Nolan Howard | .3597 | 2034-2045 | |
| 21 | Kevin Nogilny | .3631 | 2031-2046 | |
| 22 | Lou Meadows | .3642 | 2016-2029 | |
| 23 | Sexto Rodríguez | .3651 | 2015-2025 | |
| 24 | Collin Hill | .3661 | 2020-2028 | |
| 25 | Shawn Williams | .3670 | 2030-2040 | |
| 26 | Holden Rosen Grupp | .3697 | 2030-2042 | |
| 27 | Ron Manning | .3712 | 2029-2043 | |
| 28 | Quintiliano Seixal | .3716 | 2025-2036 | |
| 29 | Jeff Territt | .3719 | 2020-2035 | |
| 30 | Paul Lowery | .3740 | 2015-2020 | |
| 31 | Woody Carlson | .3746 | 2020-2033 | |
| 32 | Will Hunting | .3749 | 2030-2044 | |
| 33 | Jared Cox | .3797 | 2016-2022 | |
| 34 | Luis Díaz# | .3801 | 2033-2050 | |
| 35 | José Alaniz | .3810 | 2016-2030 | |
| 36 | António Castillo | .3842 | 2027-2038 | |
| 37 | Edison Larson | .3847 | 2020-2039 | |
| 38 | Rusty Swanson | .3852 | 2026-2035 | |
| 39 | Matt Harris | .3865 | 2020-2031 | |
| 40 | Benny York | .3885 | 2015-2029 | |
| 41 | Shunen Takahashi | .3888 | 2023-2035 | |
| 42 | Jorge Souza# | .3912 | 2043-2048 | |
| 43 | Pat Butler# | .3922 | 2044-2050 | |
| 44 | William MacKnight | .3923 | 2022-2028 | |
| 45 | Rod Watts | .3926 | 2037-2049 | |
| 46 | Alfonso Miranda | .3954 | 2022-2031 | |
| 47 | Hermenegildo Beliago | .3955 | 2027-2044 | |
| 48 | Zalontae Hillary | .3964 | 2031-2038 | |
| 49 | Kenshin Koike | .3985 | 2018-2032 | |
| 50 | Marvin Martin | .3996 | 2025-2041 | |
| 51 | Panda Montana | .4001 | 2029-2041 | |
| 52 | Hong-bin Hua | .4019 | 2040-2046 | |
| 53 | Bob Compton | .4021 | 2015-2023 | |
| 54 | Myles Wilkerson | .4025 | 2026-2033 | |
| 55 | Yusuke Chikafuji | .4029 | 2024-2032 | |
| 56 | Harry Stuterberg | .4032 | 2034-2046 | |
| 57 | Chase Sims# | .4036 | 2038-2048 | |
| 58 | Yan van der Meijden# | .4043 | 2043-2049 | |
| 59 | Gerald Orlebar# | .4049 | 2035-2050 | |
| 60 | Roman Phansalker | .4053 | 2038-2046 | |
| 61 | Art Adams | .4055 | 2021-2030 | |
| 62 | Gunner Hardy | .4065 | 2016-2028 | |
| 63 | Eric Colquhoun# | .4075 | 2034-2049 | |
| 64 | Domingo Ramírez | .4077 | 2023-2040 | |
| 65 | Robbie Betchley | .4078 | 2030-2040 | |
| 66 | Lance Barber# | .4080 | 2040-2046 | |
| 67 | David Collingwood | .4083 | 2018-2031 | |
| 68 | Christian Patrick | .4085 | 2019-2028 | |
| 69 | Mark Collingwood | .4095 | 2031-2041 | |
| 70 | Juan Montoya | .4110 | 2025-2036 | |
| 71 | Nick Joseph# | .4126 | 2043-2050 | |
| 72 | Jared LaBarge# | .4152 | 2040-2050 | |
| 73 | Armando Romano | .4159 | 2033-2038 | |
| 74 | Román Mejía | .4162 | 2034-2048 | |
| 75 | Manny Castro | .4183 | 2030-2037 | |
| 76 | Alain Arnaud | .4217 | 2036-2043 | |
| 77 | Javier Desdin | .4221 | 2026-2043 | |
| 78 | Elroy Thompkins | .4232 | 2028-2043 | |
| 79 | Ernesto López | .4258 | 2036-2045 | |
| 80 | Jordan Calhoun# | .4262 | 2037-2046 | |
| 81 | Adrián Fierro | .4264 | 2020-2034 | |
| 82 | Neil Franson | .4280 | 2030-2042 | |
| 83 | José Ruíz | .4300 | 2035-2040 | |
| 84 | Esteban Rodríguez | .4322 | 2035-2047 | |
| 85 | Pete Rhue | .4328 | 2032-2040 | |
| 86 | Bob Hollingsworth# | .4384 | 2043-2049 | |
| 87 | Doug Green | .4397 | 2022-2032 | |
| 87 | Gabriel Durango# | .4397 | 2039-2049 | |
| 89 | Francisco Díaz | .4400 | 2034-2049 | |
| 90 | Alan Halsall# | .4415 | 2042-2050 | |
| 91 | Masahiro Sakei | .4444 | 2035-2041 | |
| 92 | Merlin Bassett | .4481 | 2029-2038 |
