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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 | Dave Goode | .304 | 2019-2025 | |
| 3 | Gary Bailey# | .316 | 2015-2030 | |
| 4 | Pat Farrell | .317 | 2015-2023 | |
| 5 | Shigemasa Horiuchi# | .319 | 2017-2030 | |
| 6 | Jorge Castillo# | .321 | 2020-2030 | |
| 7 | Carlos Sánchez# | .323 | 2021-2028 | |
| 8 | Ryan Peterson# | .324 | 2026-2030 | |
| 8 | Walt Coffman# | .324 | 2026-2029 | |
| 10 | Addie Samson# | .334 | 2024-2027 | |
| 11 | Eduardo Molina# | .337 | 2022-2025 | |
| 12 | Chip Bishop# | .340 | 2015-2030 | |
| 13 | Kent Clement# | .341 | 2021-2029 | |
| 14 | Greg White# | .342 | 2015-2028 | |
| 15 | Chuck Steele | .343 | 2018-2024 | |
| 16 | Tetsuzan Kaneko | .346 | 2018-2025 | |
| 16 | Cris Herrera# | .346 | 2024-2030 | |
| 18 | António Cruz | .349 | 2015-2020 | |
| 19 | John Alvarado | .350 | 2017-2021 | |
| 20 | Alfonso Zapata# | .351 | 2022-2025 | |
| 21 | Tim Powell | .352 | 2015-2020 | |
| 22 | Mathies Pilegaard | .353 | 2015-2025 | |
| 23 | John Brown# | .354 | 2017-2030 | |
| 24 | Luis Peña# | .355 | 2025-2030 | |
| 25 | Roderick Rhodes | .357 | 2015-2030 | |
| 26 | Melvin Haney# | .358 | 2023-2030 | |
| 27 | Johnny Joyce | .359 | 2015-2019 | |
| 28 | Leroy Moody# | .360 | 2025-2030 | |
| 28 | Jon Briddon# | .360 | 2022-2030 | |
| 28 | Dan Mitchell# | .360 | 2020-2025 | |
| 31 | Edison Larson# | .362 | 2020-2029 | |
| 32 | Jeff Territt# | .363 | 2020-2030 | |
| 33 | Lou Meadows | .364 | 2016-2029 | |
| 34 | Sexto Rodríguez | .365 | 2015-2025 | |
| 35 | Rusty Swanson# | .366 | 2026-2029 | |
| 35 | Collin Hill# | .366 | 2020-2028 | |
| 37 | Cisco Cruz | .368 | 2017-2025 | |
| 38 | António Castillo# | .369 | 2027-2030 | |
| 39 | Clarence Ramsey | .371 | 2017-2022 | |
| 40 | Jeff Bradshaw# | .372 | 2024-2030 | |
| 40 | Woody Carlson# | .372 | 2020-2027 | |
| 42 | José Guzmán# | .373 | 2024-2027 | |
| 43 | Ronald Harmon | .374 | 2016-2029 | |
| 43 | Paul Lowery | .374 | 2015-2020 | |
| 45 | Antonio Godfrey# | .378 | 2024-2028 | |
| 46 | Roger Garrett | .380 | 2016-2024 | |
| 46 | Jared Cox | .380 | 2016-2022 | |
| 46 | Henry Hall | .380 | 2017-2025 | |
| 46 | Matt Harris# | .380 | 2020-2030 | |
| 50 | Leslie Brooks# | .381 | 2021-2030 | |
| 50 | José Alaniz# | .381 | 2016-2030 | |
| 50 | Bobby Swain# | .381 | 2024-2029 | |
| 53 | Jim Roberts | .383 | 2016-2020 | |
| 54 | Shunen Takahashi# | .384 | 2023-2030 | |
| 54 | Félix Jiménez | .384 | 2022-2026 | |
| 56 | Neil Gilliam# | .387 | 2021-2026 | |
| 57 | Lorenzo Sánchez# | .388 | 2020-2029 | |
| 58 | Benny York | .389 | 2015-2029 | |
| 59 | Roderick Draper | .390 | 2015-2021 | |
| 60 | Juan Montoya# | .392 | 2025-2030 | |
| 60 | William MacKnight# | .392 | 2022-2028 | |
| 62 | Leroy Picot# | .394 | 2025-2029 | |
| 63 | Alfonso Miranda# | .396 | 2022-2030 | |
| 64 | Yusuke Chikafuji# | .398 | 2024-2030 | |
| 64 | Kenshin Koike# | .398 | 2018-2027 | |
| 66 | Jesús Tejeda# | .400 | 2023-2027 | |
| 67 | Bob Compton | .402 | 2015-2023 | |
| 68 | Hunter Wilson# | .404 | 2022-2027 | |
| 69 | Adrián Fierro# | .405 | 2020-2030 | |
| 69 | Art Adams# | .405 | 2021-2030 | |
| 71 | Gunner Hardy# | .407 | 2016-2028 | |
| 72 | David Collingwood# | .408 | 2018-2030 | |
| 73 | Christian Patrick | .409 | 2019-2028 | |
| 73 | Myles Wilkerson# | .409 | 2026-2030 | |
| 75 | Doug Green# | .412 | 2022-2030 | |
| 76 | Elvin Brooks# | .416 | 2017-2028 | |
| 77 | Austin Stewart# | .417 | 2022-2030 | |
| 78 | Britt Yates | .420 | 2016-2023 | |
| 79 | Mike Franklin | .425 | 2015-2019 | |
| 80 | Horace McKenzie# | .430 | 2024-2030 | |
| 81 | Ryan Draper | .432 | 2020-2024 | |
| 82 | Kent Hubbard | .439 | 2015-2020 | |
| 83 | Guillermo Pérez | .442 | 2017-2025 | |
| 84 | Glenn West | .443 | 2020-2025 | |
| 85 | Bartolo González | .466 | 2015-2019 |
