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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Juan Guillén# | .702 | 2027-2034 | |
| 2 | Javier Mora# | .700 | 2020-2034 | |
| 3 | Walt Coffman# | .675 | 2026-2034 | |
| 4 | Eddie Kop# | .661 | 2023-2034 | |
| 5 | John Wilkins* | .658 | 2015-2026 | |
| 6 | Aurelio López# | .652 | 2022-2031 | |
| 7 | Truman Valentine# | .642 | 2022-2031 | |
| 8 | Wayne Craig | .629 | 2015-2023 | |
| 9 | Luis Torres# | .613 | 2024-2031 | |
| 10 | Bobby Swain | .593 | 2020-2031 | |
| 11 | Wes Hamm# | .591 | 2021-2034 | |
| 12 | John Holley | .590 | 2014-2022 | |
| 13 | Paul Díaz | .588 | 2019-2030 | |
| 14 | Benny York | .583 | 2016-2027 | |
| 15 | Héctor Alarcon | .582 | 2015-2027 | |
| 16 | Rafael Cardona# | .577 | 2022-2034 | |
| 17 | Stanley Yelnats# | .574 | 2030-2034 | |
| 18 | Wayne Hurst | .557 | 2015-2028 | |
| 19 | Rafael Rodríguez# | .547 | 2026-2031 | |
| 20 | Leslie Brooks | .545 | 2019-2030 | |
| 20 | Vincent Hall | .545 | 2021-2031 | |
| 20 | António Marés# | .545 | 2024-2031 | |
| 23 | Stanford McCain# | .542 | 2031-2034 | |
| 24 | Jon Dunn# | .541 | 2024-2034 | |
| 25 | Pedro Valdéz# | .534 | 2020-2033 | |
| 26 | Domingo Ramírez# | .533 | 2022-2034 | |
| 27 | George Frazier# | .530 | 2017-2033 | |
| 28 | Juan Torres# | .526 | 2021-2032 | |
| 29 | John Braun | .523 | 2014-2022 | |
| 30 | Roderick Rhodes | .517 | 2017-2028 | |
| 31 | Nicholas Wells | .516 | 2019-2032 | |
| 32 | Bartolomeu Lio# | .511 | 2019-2034 | |
| 32 | Allen Blair | .511 | 2015-2032 | |
| 34 | Lou Hartling | .508 | 2019-2030 | |
| 35 | Félix Jiménez | .507 | 2018-2028 | |
| 36 | Chip Bishop | .505 | 2018-2028 | |
| 37 | Arnie Pittman | .500 | 2022-2030 | |
| 37 | Hunter Wilson | .500 | 2019-2031 | |
| 39 | Nathaniel Riley | .494 | 2016-2030 | |
| 40 | Cory Sanders# | .492 | 2021-2034 | |
| 40 | Adrián Fierro | .492 | 2017-2032 | |
| 40 | Rafael Rivera# | .492 | 2027-2034 | |
| 43 | Jeff Hale | .491 | 2014-2027 | |
| 44 | Pedro Castro | .485 | 2018-2032 | |
| 44 | Tyler MacHugh# | .485 | 2023-2033 | |
| 46 | Aaron Wise | .484 | 2019-2029 | |
| 47 | Henry Hall | .476 | 2015-2026 | |
| 48 | Gary Bailey | .471 | 2022-2031 | |
| 49 | Andy Coker | .470 | 2016-2026 | |
| 50 | Pat Horton | .468 | 2014-2019 | |
| 51 | Juan Díaz# | .458 | 2025-2030 | |
| 52 | Gustavo Pérez# | .453 | 2027-2033 | |
| 53 | Roger Garrett | .452 | 2014-2024 | |
| 54 | Allen Yohemas | .440 | 2022-2031 | |
| 55 | Francis McBride# | .429 | 2023-2027 | |
| 56 | Manny Caraballo | .421 | 2022-2028 | |
| 57 | Harris Howard | .413 | 2014-2017 | |
| 58 | Kyle Boddy# | .390 | 2026-2034 | |
| 59 | Rich Hunter | .388 | 2014-2021 | |
| 60 | Robbie Baxter# | .385 | 2022-2034 | |
| 61 | John Woods# | .383 | 2024-2033 |
