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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Michael Machen# | .306 | 2029-2036 | |
| 2 | Gary Bailey | .320 | 2015-2032 | |
| 3 | Shigemasa Horiuchi* | .321 | 2017-2031 | |
| 4 | Carlos Sánchez | .323 | 2021-2028 | |
| 5 | Ryan Peterson | .329 | 2026-2036 | |
| 6 | Walt Coffman | .331 | 2026-2035 | |
| 7 | Chip Bishop | .340 | 2015-2030 | |
| 8 | Greg White | .342 | 2015-2028 | |
| 9 | Cris Herrera | .352 | 2024-2034 | |
| 9 | Tim Powell | .352 | 2015-2020 | |
| 11 | John Brown | .354 | 2017-2031 | |
| 11 | Luis Díaz# | .354 | 2033-2039 | |
| 13 | Mal Houser# | .355 | 2029-2038 | |
| 13 | Alfonso Zapata | .355 | 2022-2033 | |
| 13 | Alexis Zambaco# | .355 | 2028-2039 | |
| 16 | Leroy Moody | .357 | 2025-2032 | |
| 16 | Roderick Rhodes | .357 | 2015-2030 | |
| 18 | Jon Briddon | .358 | 2022-2032 | |
| 18 | George Frazier | .358 | 2017-2037 | |
| 18 | Melvin Haney | .358 | 2023-2030 | |
| 21 | Will Hunting# | .359 | 2030-2037 | |
| 22 | Shawn Williams# | .363 | 2030-2039 | |
| 23 | Lou Meadows | .364 | 2016-2029 | |
| 24 | Sexto Rodríguez | .365 | 2015-2025 | |
| 25 | Collin Hill | .366 | 2020-2028 | |
| 26 | Nolan Howard# | .370 | 2034-2039 | |
| 27 | Quintiliano Seixal | .372 | 2025-2036 | |
| 27 | Jeff Territt | .372 | 2020-2035 | |
| 29 | Hermenegildo Beliago# | .374 | 2027-2039 | |
| 29 | Paul Lowery | .374 | 2015-2020 | |
| 31 | Woody Carlson | .375 | 2020-2033 | |
| 32 | Jared Cox | .380 | 2016-2022 | |
| 33 | José Alaniz | .381 | 2016-2030 | |
| 34 | António Castillo | .384 | 2027-2038 | |
| 35 | Edison Larson | .385 | 2020-2039 | |
| 35 | Rusty Swanson | .385 | 2026-2035 | |
| 37 | Matt Harris | .386 | 2020-2031 | |
| 38 | Panda Montana# | .389 | 2029-2035 | |
| 38 | Benny York | .389 | 2015-2029 | |
| 38 | Shunen Takahashi | .389 | 2023-2035 | |
| 41 | William MacKnight | .392 | 2022-2028 | |
| 41 | Domingo Ramírez# | .392 | 2023-2039 | |
| 43 | Román Mejía# | .393 | 2034-2039 | |
| 43 | Marvin Martin# | .393 | 2025-2039 | |
| 45 | Mark Collingwood# | .395 | 2031-2039 | |
| 45 | Alfonso Miranda | .395 | 2022-2031 | |
| 47 | Zalontae Hillary# | .396 | 2031-2038 | |
| 48 | Kenshin Koike | .398 | 2018-2032 | |
| 49 | Bob Compton | .402 | 2015-2023 | |
| 50 | Myles Wilkerson | .403 | 2026-2033 | |
| 50 | Yusuke Chikafuji | .403 | 2024-2032 | |
| 52 | Art Adams | .405 | 2021-2030 | |
| 53 | Harry Stuterberg# | .406 | 2034-2039 | |
| 54 | Gunner Hardy | .407 | 2016-2028 | |
| 55 | David Collingwood | .408 | 2018-2031 | |
| 56 | Christian Patrick | .409 | 2019-2028 | |
| 57 | Robbie Betchley# | .410 | 2030-2039 | |
| 58 | Juan Montoya | .411 | 2025-2036 | |
| 59 | Armando Romano# | .416 | 2033-2038 | |
| 60 | Manny Castro | .418 | 2030-2037 | |
| 61 | José Ruíz# | .422 | 2035-2039 | |
| 62 | Adrián Fierro | .426 | 2020-2034 | |
| 63 | Pete Rhue# | .434 | 2032-2039 | |
| 64 | Doug Green | .440 | 2022-2032 | |
| 65 | Merlin Bassett | .448 | 2029-2038 |
