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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 | Shigemasa Horiuchi# | .314 | 2017-2029 | |
| 4 | Harrison Jones | .316 | 2017-2021 | |
| 5 | Pat Farrell | .317 | 2015-2023 | |
| 5 | Gary Bailey# | .317 | 2015-2029 | |
| 7 | Ryan Peterson# | .319 | 2026-2029 | |
| 8 | Jorge Castillo# | .320 | 2020-2025 | |
| 9 | Carlos Sánchez# | .323 | 2021-2028 | |
| 10 | Walt Coffman# | .324 | 2026-2029 | |
| 11 | Chip Bishop# | .329 | 2015-2029 | |
| 12 | Addie Samson# | .334 | 2024-2027 | |
| 13 | Eduardo Molina# | .337 | 2022-2025 | |
| 14 | Kent Clement# | .341 | 2021-2029 | |
| 15 | Greg White# | .342 | 2015-2028 | |
| 16 | Chuck Steele | .343 | 2018-2024 | |
| 17 | Roderick Rhodes# | .344 | 2015-2029 | |
| 18 | Cris Herrera# | .346 | 2024-2029 | |
| 18 | Tetsuzan Kaneko | .346 | 2018-2025 | |
| 20 | António Cruz | .349 | 2015-2020 | |
| 21 | John Alvarado | .350 | 2017-2021 | |
| 22 | Alfonso Zapata# | .351 | 2022-2025 | |
| 23 | Tim Powell | .352 | 2015-2020 | |
| 23 | Ryan McCall# | .352 | 2019-2022 | |
| 25 | Mathies Pilegaard | .353 | 2015-2025 | |
| 25 | John Brown# | .353 | 2017-2029 | |
| 27 | Jeff Territt# | .355 | 2020-2029 | |
| 28 | Luis Peña# | .356 | 2025-2029 | |
| 29 | Johnny Joyce | .359 | 2015-2019 | |
| 29 | Melvin Haney# | .359 | 2023-2029 | |
| 31 | Dan Mitchell# | .360 | 2020-2025 | |
| 32 | Jon Briddon# | .361 | 2022-2029 | |
| 33 | Edison Larson# | .362 | 2020-2029 | |
| 33 | Sukejuro Yokoyama# | .362 | 2025-2027 | |
| 35 | Lou Meadows# | .364 | 2016-2029 | |
| 36 | Sexto Rodríguez | .365 | 2015-2025 | |
| 37 | Rusty Swanson# | .366 | 2026-2029 | |
| 37 | Collin Hill# | .366 | 2020-2028 | |
| 39 | Jeff Bradshaw# | .367 | 2024-2029 | |
| 40 | Cisco Cruz | .368 | 2017-2025 | |
| 40 | Shunen Takahashi# | .368 | 2023-2029 | |
| 42 | Leroy Moody# | .369 | 2025-2029 | |
| 43 | Matt Harris# | .370 | 2020-2029 | |
| 44 | Clarence Ramsey | .371 | 2017-2022 | |
| 45 | Woody Carlson# | .372 | 2020-2027 | |
| 46 | Cipriano Costa# | .373 | 2022-2026 | |
| 46 | José Guzmán# | .373 | 2024-2027 | |
| 48 | Ronald Harmon# | .374 | 2016-2029 | |
| 48 | Paul Lowery | .374 | 2015-2020 | |
| 50 | José Alaniz# | .376 | 2016-2025 | |
| 50 | Reynaldo Ortíz# | .376 | 2022-2027 | |
| 52 | Antonio Godfrey# | .378 | 2024-2028 | |
| 53 | Yusuke Chikafuji# | .379 | 2024-2029 | |
| 54 | Roger Garrett | .380 | 2016-2024 | |
| 54 | Jared Cox | .380 | 2016-2022 | |
| 54 | Henry Hall# | .380 | 2017-2025 | |
| 57 | Bobby Swain# | .381 | 2024-2029 | |
| 58 | Jim Roberts | .383 | 2016-2020 | |
| 58 | Luis Hernández# | .383 | 2025-2029 | |
| 58 | Roberto Calderón# | .383 | 2026-2029 | |
| 61 | Félix Jiménez# | .384 | 2022-2026 | |
| 62 | Leslie Brooks# | .386 | 2021-2029 | |
| 63 | Neil Gilliam# | .387 | 2021-2026 | |
| 64 | Lorenzo Sánchez# | .388 | 2020-2029 | |
| 65 | Benny York# | .389 | 2015-2029 | |
| 66 | Roderick Draper | .390 | 2015-2021 | |
| 67 | William MacKnight# | .392 | 2022-2028 | |
| 68 | Doug Green# | .393 | 2022-2029 | |
| 69 | Leroy Picot# | .394 | 2025-2029 | |
| 70 | Dave Tomlinson | .396 | 2017-2026 | |
| 71 | Kenshin Koike# | .398 | 2018-2027 | |
| 72 | Juan Montoya# | .400 | 2025-2029 | |
| 72 | Art Adams# | .400 | 2021-2029 | |
| 72 | Jesús Tejeda# | .400 | 2023-2027 | |
| 75 | Alfonso Miranda# | .401 | 2022-2029 | |
| 76 | Bob Compton | .402 | 2015-2023 | |
| 76 | Mike Jones | .402 | 2016-2020 | |
| 78 | Hunter Wilson# | .404 | 2022-2027 | |
| 79 | David Collingwood# | .405 | 2018-2028 | |
| 80 | Gunner Hardy# | .407 | 2016-2028 | |
| 81 | Christian Patrick | .409 | 2019-2028 | |
| 82 | Elvin Brooks# | .416 | 2017-2028 | |
| 83 | Austin Stewart# | .420 | 2022-2029 | |
| 83 | Britt Yates | .420 | 2016-2023 | |
| 85 | Mike Franklin | .425 | 2015-2019 | |
| 86 | Ryan Draper | .432 | 2020-2024 | |
| 87 | Kent Hubbard | .439 | 2015-2020 | |
| 88 | Guillermo Pérez | .442 | 2017-2025 | |
| 89 | Glenn West | .443 | 2020-2025 | |
| 90 | Bartolo González | .466 | 2015-2019 |
