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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 | 2029-2041 | |
| 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 | |
| 12 | Mal Houser | .355 | 2029-2038 | |
| 12 | Alfonso Zapata | .355 | 2022-2033 | |
| 14 | Leroy Moody | .357 | 2025-2032 | |
| 14 | Roderick Rhodes | .357 | 2015-2030 | |
| 14 | Alexis Zambaco | .357 | 2028-2040 | |
| 17 | Jon Briddon | .358 | 2022-2032 | |
| 17 | George Frazier | .358 | 2017-2037 | |
| 17 | Melvin Haney | .358 | 2023-2030 | |
| 20 | Nolan Howard# | .360 | 2034-2041 | |
| 21 | Lou Meadows | .364 | 2016-2029 | |
| 22 | Sexto Rodríguez | .365 | 2015-2025 | |
| 23 | Collin Hill | .366 | 2020-2028 | |
| 23 | Luis Díaz# | .366 | 2033-2042 | |
| 25 | Shawn Williams | .367 | 2030-2040 | |
| 25 | Will Hunting# | .367 | 2030-2043 | |
| 27 | Holden Rosen Grupp | .370 | 2030-2042 | |
| 28 | Ron Manning | .371 | 2029-2043 | |
| 29 | Quintiliano Seixal | .372 | 2025-2036 | |
| 29 | Jeff Territt | .372 | 2020-2035 | |
| 31 | Paul Lowery | .374 | 2015-2020 | |
| 32 | Woody Carlson | .375 | 2020-2033 | |
| 33 | Hermenegildo Beliago# | .378 | 2027-2042 | |
| 34 | Jared Cox | .380 | 2016-2022 | |
| 35 | José Alaniz | .381 | 2016-2030 | |
| 36 | António Castillo | .384 | 2027-2038 | |
| 37 | Edison Larson | .385 | 2020-2039 | |
| 37 | Rusty Swanson | .385 | 2026-2035 | |
| 39 | Matt Harris | .386 | 2020-2031 | |
| 40 | Rod Watts# | .387 | 2037-2043 | |
| 41 | Benny York | .389 | 2015-2029 | |
| 41 | Shunen Takahashi | .389 | 2023-2035 | |
| 43 | William MacKnight | .392 | 2022-2028 | |
| 44 | Alfonso Miranda | .395 | 2022-2031 | |
| 45 | Zalontae Hillary | .396 | 2031-2038 | |
| 46 | Kenshin Koike | .398 | 2018-2032 | |
| 47 | Harry Stuterberg# | .399 | 2034-2040 | |
| 48 | Marvin Martin | .400 | 2025-2041 | |
| 48 | Panda Montana | .400 | 2029-2041 | |
| 50 | Bob Compton | .402 | 2015-2023 | |
| 51 | Myles Wilkerson | .403 | 2026-2033 | |
| 51 | Yusuke Chikafuji | .403 | 2024-2032 | |
| 53 | Art Adams | .405 | 2021-2030 | |
| 54 | Gunner Hardy | .407 | 2016-2028 | |
| 54 | Roman Phansalker# | .407 | 2038-2043 | |
| 56 | Domingo Ramírez | .408 | 2023-2040 | |
| 56 | Robbie Betchley | .408 | 2030-2040 | |
| 56 | Román Mejía# | .408 | 2034-2043 | |
| 56 | David Collingwood | .408 | 2018-2031 | |
| 60 | Christian Patrick | .409 | 2019-2028 | |
| 61 | Mark Collingwood | .410 | 2031-2041 | |
| 62 | Juan Montoya | .411 | 2025-2036 | |
| 63 | Armando Romano | .416 | 2033-2038 | |
| 64 | Manny Castro | .418 | 2030-2037 | |
| 65 | Alain Arnaud# | .422 | 2036-2043 | |
| 65 | Javier Desdin | .422 | 2026-2043 | |
| 67 | Elroy Thompkins | .423 | 2028-2043 | |
| 68 | Adrián Fierro | .426 | 2020-2034 | |
| 69 | Neil Franson | .428 | 2030-2042 | |
| 70 | José Ruíz# | .430 | 2035-2040 | |
| 71 | Pete Rhue | .433 | 2032-2040 | |
| 72 | Doug Green | .440 | 2022-2032 | |
| 73 | Masahiro Sakei | .444 | 2035-2041 | |
| 74 | Merlin Bassett | .448 | 2029-2038 |
