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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Pedro Ritodíaz | .288 | 2015-2024 | |
| 2 | Michael Machen# | .294 | 2029-2034 | |
| 3 | Gary Bailey | .320 | 2015-2032 | |
| 4 | Shigemasa Horiuchi | .321 | 2017-2031 | |
| 5 | Carlos Sánchez# | .323 | 2021-2028 | |
| 5 | Ryan Peterson# | .323 | 2026-2034 | |
| 7 | Walt Coffman# | .329 | 2026-2034 | |
| 8 | Addie Samson# | .336 | 2024-2034 | |
| 9 | Eduardo Molina# | .337 | 2022-2033 | |
| 10 | Will Hunting# | .340 | 2030-2034 | |
| 10 | Chip Bishop | .340 | 2015-2030 | |
| 12 | Alexis Zambaco# | .342 | 2028-2034 | |
| 12 | Greg White | .342 | 2015-2028 | |
| 14 | John Alvarado | .350 | 2017-2021 | |
| 15 | Cris Herrera# | .352 | 2024-2034 | |
| 15 | Tim Powell | .352 | 2015-2020 | |
| 17 | Mathies Pilegaard | .353 | 2015-2025 | |
| 18 | John Brown | .354 | 2017-2031 | |
| 19 | Alfonso Zapata# | .355 | 2022-2033 | |
| 19 | Quintiliano Seixal# | .355 | 2025-2033 | |
| 19 | Luis Peña# | .355 | 2025-2032 | |
| 22 | Leroy Moody# | .357 | 2025-2032 | |
| 22 | George Frazier# | .357 | 2017-2032 | |
| 22 | Roderick Rhodes | .357 | 2015-2030 | |
| 25 | Jon Briddon# | .358 | 2022-2032 | |
| 25 | Melvin Haney# | .358 | 2023-2030 | |
| 27 | Mal Houser# | .359 | 2029-2034 | |
| 27 | Johnny Joyce | .359 | 2015-2019 | |
| 29 | Dan Mitchell | .360 | 2020-2025 | |
| 30 | Edison Larson# | .362 | 2020-2029 | |
| 31 | Jeff Territt# | .363 | 2020-2030 | |
| 32 | Lou Meadows | .364 | 2016-2029 | |
| 33 | Sexto Rodríguez | .365 | 2015-2025 | |
| 34 | Collin Hill | .366 | 2020-2028 | |
| 35 | António Castillo# | .372 | 2027-2033 | |
| 36 | Mark Collingwood# | .373 | 2031-2034 | |
| 37 | Ronald Harmon | .374 | 2016-2029 | |
| 37 | Paul Lowery | .374 | 2015-2020 | |
| 39 | Woody Carlson# | .375 | 2020-2033 | |
| 39 | Bobby Swain | .375 | 2024-2032 | |
| 41 | Prince Michael Jackson# | .377 | 2029-2033 | |
| 42 | Roger Garrett | .380 | 2016-2024 | |
| 42 | Jared Cox | .380 | 2016-2022 | |
| 44 | José Alaniz | .381 | 2016-2030 | |
| 45 | Panda Montana# | .382 | 2029-2034 | |
| 46 | Jim Roberts | .383 | 2016-2020 | |
| 47 | Shunen Takahashi# | .384 | 2023-2030 | |
| 47 | Félix Jiménez | .384 | 2022-2026 | |
| 47 | Juan Díaz# | .384 | 2030-2034 | |
| 50 | Rusty Swanson# | .385 | 2026-2034 | |
| 51 | Matt Harris | .386 | 2020-2031 | |
| 52 | Lorenzo Sánchez# | .388 | 2020-2029 | |
| 53 | Benny York | .389 | 2015-2029 | |
| 54 | William MacKnight# | .392 | 2022-2028 | |
| 54 | Juan Montoya# | .392 | 2025-2031 | |
| 56 | Alfonso Miranda | .395 | 2022-2031 | |
| 57 | Kenshin Koike | .398 | 2018-2032 | |
| 58 | José Guzmán# | .399 | 2024-2032 | |
| 59 | Bob Compton | .402 | 2015-2023 | |
| 60 | Myles Wilkerson# | .403 | 2026-2033 | |
| 60 | Yusuke Chikafuji# | .403 | 2024-2032 | |
| 62 | Jesús Tejeda# | .404 | 2023-2033 | |
| 62 | Manny Castro# | .404 | 2030-2034 | |
| 64 | Sukejuro Yokoyama# | .405 | 2025-2033 | |
| 64 | Art Adams | .405 | 2021-2030 | |
| 66 | Gunner Hardy | .407 | 2016-2028 | |
| 67 | David Collingwood | .408 | 2018-2031 | |
| 68 | Christian Patrick | .409 | 2019-2028 | |
| 69 | Elvin Brooks | .416 | 2017-2028 | |
| 70 | Austin Stewart | .417 | 2022-2030 | |
| 71 | Adrián Fierro | .426 | 2020-2034 | |
| 72 | Merlin Bassett# | .433 | 2029-2034 | |
| 73 | Kent Hubbard | .439 | 2015-2020 | |
| 74 | Doug Green | .440 | 2022-2032 |
