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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Juan Guillén# | .730 | 2027-2030 | |
| 2 | Javier Mora# | .700 | 2020-2031 | |
| 3 | John Wilkins | .658 | 2015-2026 | |
| 4 | Aurelio López# | .652 | 2022-2031 | |
| 5 | Truman Valentine# | .642 | 2022-2031 | |
| 6 | Wayne Craig# | .629 | 2015-2023 | |
| 7 | Wes Hamm# | .625 | 2021-2027 | |
| 8 | Guillermo Pérez | .623 | 2015-2025 | |
| 9 | Eddie Kop# | .620 | 2023-2030 | |
| 10 | Domingo Ramírez# | .615 | 2022-2030 | |
| 11 | Luis Torres# | .613 | 2024-2031 | |
| 12 | Michael Battle | .603 | 2017-2021 | |
| 13 | Bobby Swain# | .593 | 2020-2031 | |
| 14 | John Holley | .590 | 2014-2022 | |
| 15 | Paul Díaz | .588 | 2019-2030 | |
| 16 | Benny York | .583 | 2016-2027 | |
| 17 | Héctor Alarcon# | .582 | 2015-2027 | |
| 18 | Rafael Cardona# | .579 | 2022-2030 | |
| 19 | Ricardo Hernández | .565 | 2014-2018 | |
| 20 | Wayne Hurst | .557 | 2015-2028 | |
| 21 | Germán Rodríguez# | .548 | 2025-2031 | |
| 22 | Rafael Rodríguez# | .547 | 2026-2031 | |
| 23 | Leslie Brooks# | .545 | 2019-2030 | |
| 23 | Vincent Hall# | .545 | 2021-2031 | |
| 23 | António Marés# | .545 | 2024-2031 | |
| 26 | Bartolomeu Lio# | .543 | 2019-2031 | |
| 27 | Juan Torres# | .542 | 2021-2031 | |
| 28 | Pedro Valdéz# | .534 | 2020-2031 | |
| 29 | Nicholas Wells# | .528 | 2019-2029 | |
| 30 | George Frazier# | .527 | 2017-2031 | |
| 31 | John Braun | .523 | 2014-2022 | |
| 32 | Roderick Rhodes | .517 | 2017-2028 | |
| 33 | Cory Sanders# | .508 | 2021-2031 | |
| 33 | Lou Hartling | .508 | 2019-2030 | |
| 35 | Félix Jiménez | .507 | 2018-2028 | |
| 35 | Lynwood Matos# | .507 | 2021-2031 | |
| 37 | Chip Bishop | .505 | 2018-2028 | |
| 38 | Arnie Pittman# | .500 | 2022-2030 | |
| 38 | Hunter Wilson# | .500 | 2019-2031 | |
| 40 | Nathaniel Riley | .494 | 2016-2030 | |
| 40 | Allen Blair# | .494 | 2015-2031 | |
| 42 | Adrián Fierro# | .492 | 2017-2031 | |
| 42 | Rafael Rivera# | .492 | 2027-2031 | |
| 44 | Jeff Hale | .491 | 2014-2027 | |
| 45 | Pedro Castro# | .485 | 2018-2029 | |
| 45 | Drake Montgomery | .485 | 2015-2020 | |
| 47 | Aaron Wise# | .484 | 2019-2029 | |
| 48 | Gustavo Pérez# | .482 | 2027-2030 | |
| 49 | Henry Hall | .476 | 2015-2026 | |
| 50 | Gary Bailey# | .471 | 2022-2031 | |
| 51 | Andy Coker | .470 | 2016-2026 | |
| 52 | Pat Horton | .468 | 2014-2019 | |
| 53 | Tyler MacHugh# | .465 | 2023-2031 | |
| 54 | Juan Díaz# | .458 | 2025-2030 | |
| 55 | Roger Garrett | .452 | 2014-2024 | |
| 56 | Allen Yohemas# | .440 | 2022-2031 | |
| 57 | Francis McBride# | .429 | 2023-2027 | |
| 58 | Manny Caraballo# | .421 | 2022-2028 | |
| 59 | Harris Howard | .413 | 2014-2017 | |
| 60 | Robbie Baxter# | .408 | 2022-2031 | |
| 61 | Rich Hunter | .388 | 2014-2021 | |
| 62 | John Woods# | .368 | 2024-2031 |
