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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Roberto Calderón# | .729 | 2026-2029 | |
| 2 | Addie Samson# | .716 | 2024-2027 | |
| 3 | Chip Bishop# | .705 | 2015-2029 | |
| 4 | Harrison Jones | .702 | 2017-2021 | |
| 5 | Carlos Sánchez# | .673 | 2021-2028 | |
| 6 | Pedro Ritodíaz | .661 | 2015-2024 | |
| 7 | John Alvarado | .657 | 2017-2021 | |
| 8 | Tim Powell | .638 | 2015-2020 | |
| 9 | Kent Clement# | .635 | 2021-2029 | |
| 10 | Clarence Ramsey | .627 | 2017-2022 | |
| 10 | Neil Gilliam# | .627 | 2021-2026 | |
| 12 | Jorge Castillo# | .620 | 2020-2025 | |
| 13 | José Alaniz# | .618 | 2016-2025 | |
| 14 | Jim Roberts | .614 | 2016-2020 | |
| 15 | Shigemasa Horiuchi# | .610 | 2017-2029 | |
| 16 | Walt Coffman# | .608 | 2026-2029 | |
| 17 | Alfonso Zapata# | .607 | 2022-2025 | |
| 18 | Lou Meadows# | .604 | 2016-2029 | |
| 19 | Hunter Wilson# | .603 | 2022-2027 | |
| 19 | Shunen Takahashi# | .603 | 2023-2029 | |
| 21 | Roderick Draper | .596 | 2015-2021 | |
| 22 | Greg White# | .585 | 2015-2028 | |
| 23 | Art Adams# | .584 | 2021-2029 | |
| 24 | Sukejuro Yokoyama# | .574 | 2025-2027 | |
| 24 | Rusty Swanson# | .574 | 2026-2029 | |
| 26 | Cris Herrera# | .571 | 2024-2029 | |
| 27 | Eduardo Molina# | .569 | 2022-2025 | |
| 27 | Johnny Joyce | .569 | 2015-2019 | |
| 29 | Jeff Territt# | .567 | 2020-2029 | |
| 30 | William MacKnight# | .566 | 2022-2028 | |
| 31 | Doug Green# | .562 | 2022-2029 | |
| 32 | Jeff Bradshaw# | .561 | 2024-2029 | |
| 33 | Cipriano Costa# | .556 | 2022-2026 | |
| 33 | Dave Tomlinson | .556 | 2017-2026 | |
| 35 | Félix Jiménez# | .551 | 2022-2026 | |
| 36 | Gary Bailey# | .547 | 2015-2029 | |
| 37 | John Brown# | .542 | 2017-2029 | |
| 38 | Ryan Peterson# | .534 | 2026-2029 | |
| 38 | Ronald Harmon# | .534 | 2016-2029 | |
| 40 | Sexto Rodríguez | .528 | 2015-2025 | |
| 40 | Pat Farrell | .528 | 2015-2023 | |
| 42 | Tetsuzan Kaneko | .521 | 2018-2025 | |
| 43 | Matt Harris# | .520 | 2020-2029 | |
| 44 | Chuck Steele | .518 | 2018-2024 | |
| 45 | Mike Jones | .517 | 2016-2020 | |
| 46 | Luis Peña# | .508 | 2025-2029 | |
| 46 | Lorenzo Sánchez# | .508 | 2020-2029 | |
| 48 | Dan Mitchell# | .507 | 2020-2025 | |
| 49 | Antonio Godfrey# | .500 | 2024-2028 | |
| 49 | Dave Goode | .500 | 2019-2025 | |
| 51 | Jesús Tejeda# | .492 | 2023-2027 | |
| 52 | Roger Garrett | .491 | 2016-2024 | |
| 52 | Gunner Hardy# | .491 | 2016-2028 | |
| 54 | Edison Larson# | .484 | 2020-2029 | |
| 55 | Jon Briddon# | .483 | 2022-2029 | |
| 55 | Cisco Cruz | .483 | 2017-2025 | |
| 57 | Henry Hall# | .481 | 2017-2025 | |
| 58 | Melvin Haney# | .467 | 2023-2029 | |
| 59 | Roderick Rhodes# | .462 | 2015-2029 | |
| 60 | Jared Cox | .461 | 2016-2022 | |
| 60 | Leroy Moody# | .461 | 2025-2029 | |
| 62 | António Cruz | .460 | 2015-2020 | |
| 63 | Yusuke Chikafuji# | .456 | 2024-2029 | |
| 64 | Leslie Brooks# | .446 | 2021-2029 | |
| 65 | Woody Carlson# | .438 | 2020-2027 | |
| 66 | Luis Hernández# | .436 | 2025-2029 | |
| 66 | Mathies Pilegaard | .436 | 2015-2025 | |
| 68 | Kenshin Koike# | .429 | 2018-2027 | |
| 69 | Collin Hill# | .427 | 2020-2028 | |
| 70 | Reynaldo Ortíz# | .426 | 2022-2027 | |
| 71 | David Collingwood# | .424 | 2018-2028 | |
| 71 | Britt Yates | .424 | 2016-2023 | |
| 73 | Bob Compton | .420 | 2015-2023 | |
| 74 | Guillermo Pérez | .418 | 2017-2025 | |
| 75 | Juan Montoya# | .414 | 2025-2029 | |
| 76 | Alfonso Miranda# | .410 | 2022-2029 | |
| 77 | Ryan McCall# | .404 | 2019-2022 | |
| 78 | Bobby Swain# | .403 | 2024-2029 | |
| 79 | Paul Lowery | .398 | 2015-2020 | |
| 80 | Mike Franklin | .396 | 2015-2019 | |
| 81 | Benny York# | .394 | 2015-2029 | |
| 82 | José Guzmán# | .392 | 2024-2027 | |
| 83 | Bartolo González | .391 | 2015-2019 | |
| 84 | Leroy Picot# | .373 | 2025-2029 | |
| 85 | Elvin Brooks# | .366 | 2017-2028 | |
| 86 | Austin Stewart# | .357 | 2022-2029 | |
| 87 | Kent Hubbard | .342 | 2015-2020 | |
| 88 | Glenn West | .339 | 2020-2025 | |
| 89 | Christian Patrick | .336 | 2019-2028 | |
| 90 | Ryan Draper | .250 | 2020-2024 |
