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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Chip Bishop# | .767 | 2015-2025 | |
| 2 | Bill Prowse | .739 | 2015-2020 | |
| 3 | Addie Samson# | .716 | 2024-2027 | |
| 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 | Clarence Ramsey | .627 | 2017-2022 | |
| 9 | Neil Gilliam# | .627 | 2021-2026 | |
| 11 | Jorge Castillo# | .620 | 2020-2025 | |
| 12 | Shigemasa Horiuchi# | .619 | 2017-2028 | |
| 13 | Lou Meadows# | .618 | 2016-2027 | |
| 13 | José Alaniz# | .618 | 2016-2025 | |
| 15 | Randy Hoffman | .615 | 2017-2024 | |
| 16 | Jim Roberts | .614 | 2016-2020 | |
| 17 | Alfonso Zapata# | .607 | 2022-2025 | |
| 18 | Walt Coffman# | .603 | 2026-2028 | |
| 18 | Hunter Wilson# | .603 | 2022-2027 | |
| 20 | Roderick Draper | .596 | 2015-2021 | |
| 21 | Greg White# | .585 | 2015-2028 | |
| 22 | Art Adams# | .579 | 2021-2024 | |
| 23 | George Frazier# | .578 | 2017-2028 | |
| 24 | Sukejuro Yokoyama# | .574 | 2025-2027 | |
| 25 | Eduardo Molina# | .569 | 2022-2025 | |
| 25 | Johnny Joyce | .569 | 2015-2019 | |
| 27 | William MacKnight# | .566 | 2022-2028 | |
| 27 | Cris Herrera# | .566 | 2024-2028 | |
| 29 | John Brown# | .562 | 2017-2028 | |
| 30 | Cipriano Costa# | .556 | 2022-2026 | |
| 30 | Dave Tomlinson# | .556 | 2017-2026 | |
| 32 | Félix Jiménez# | .551 | 2022-2026 | |
| 33 | Jeff Territt# | .550 | 2020-2023 | |
| 34 | Jeff Bradshaw# | .547 | 2024-2028 | |
| 35 | Jim Dixon# | .542 | 2016-2027 | |
| 35 | Doug Green# | .542 | 2022-2028 | |
| 37 | Gary Bailey# | .541 | 2015-2028 | |
| 38 | Shunen Takahashi# | .532 | 2023-2028 | |
| 39 | Sexto Rodríguez | .528 | 2015-2025 | |
| 39 | Pat Farrell | .528 | 2015-2023 | |
| 41 | Ronald Harmon# | .522 | 2016-2022 | |
| 42 | Tetsuzan Kaneko | .521 | 2018-2025 | |
| 42 | Edison Larson# | .521 | 2020-2028 | |
| 44 | Esteban Costello | .519 | 2018-2021 | |
| 45 | Chuck Steele | .518 | 2018-2024 | |
| 46 | Mike Jones | .517 | 2016-2020 | |
| 46 | Luis Peña# | .517 | 2025-2028 | |
| 48 | Lorenzo Sánchez# | .508 | 2020-2026 | |
| 49 | Dan Mitchell# | .507 | 2020-2025 | |
| 49 | Matt Harris# | .507 | 2020-2028 | |
| 51 | Leslie Brooks# | .500 | 2021-2023 | |
| 51 | Antonio Godfrey# | .500 | 2024-2028 | |
| 51 | Dave Goode | .500 | 2019-2025 | |
| 51 | Roderick Rhodes# | .500 | 2015-2026 | |
| 55 | Jesús Tejeda# | .492 | 2023-2027 | |
| 56 | Roger Garrett | .491 | 2016-2024 | |
| 56 | Gunner Hardy# | .491 | 2016-2028 | |
| 58 | Jon Briddon# | .490 | 2022-2028 | |
| 59 | Lester Craft | .487 | 2015-2021 | |
| 60 | Cisco Cruz | .483 | 2017-2025 | |
| 61 | Henry Hall# | .481 | 2017-2025 | |
| 62 | Yusuke Chikafuji# | .475 | 2024-2028 | |
| 63 | Leroy Moody# | .470 | 2025-2028 | |
| 64 | Roberto De La Cruz# | .469 | 2022-2027 | |
| 65 | Melvin Haney# | .461 | 2023-2028 | |
| 65 | Jared Cox | .461 | 2016-2022 | |
| 67 | António Cruz | .460 | 2015-2020 | |
| 68 | Jackson Haines# | .455 | 2016-2026 | |
| 69 | Woody Carlson# | .438 | 2020-2027 | |
| 70 | Mathies Pilegaard | .436 | 2015-2025 | |
| 71 | Darryl Gordon | .429 | 2017-2021 | |
| 71 | Kenshin Koike# | .429 | 2018-2027 | |
| 73 | Collin Hill# | .427 | 2020-2028 | |
| 74 | Reynaldo Ortíz# | .426 | 2022-2027 | |
| 75 | David Collingwood# | .424 | 2018-2028 | |
| 75 | Britt Yates | .424 | 2016-2023 | |
| 77 | Bob Compton | .420 | 2015-2023 | |
| 78 | Guillermo Pérez | .418 | 2017-2025 | |
| 79 | Alfonso Miranda# | .417 | 2022-2028 | |
| 80 | Benny York# | .413 | 2015-2026 | |
| 81 | Ryan McCall# | .404 | 2019-2022 | |
| 82 | Juan Montoya# | .400 | 2025-2028 | |
| 83 | Paul Lowery | .398 | 2015-2020 | |
| 84 | Mike Franklin | .396 | 2015-2019 | |
| 85 | José Guzmán# | .392 | 2024-2027 | |
| 85 | Bobby Swain# | .392 | 2024-2028 | |
| 87 | Bartolo González | .391 | 2015-2019 | |
| 88 | Leroy Picot# | .388 | 2025-2028 | |
| 89 | Elvin Brooks# | .366 | 2017-2028 | |
| 90 | Kent Hubbard | .342 | 2015-2020 | |
| 91 | Dave Strong | .341 | 2016-2020 | |
| 92 | Glenn West | .339 | 2020-2025 | |
| 93 | Christian Patrick# | .336 | 2019-2028 | |
| 94 | Ryan Draper | .250 | 2020-2024 |
