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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Sozen Raikatuji | .719 | 2016-2023 | |
| 2 | Kyle Lewis | .692 | 2016-2026 | |
| 3 | Javier Ramírez | .688 | 2018-2027 | |
| 4 | Tom Reynolds | .687 | 2015-2028 | |
| 5 | Todd Hines | .684 | 2018-2032 | |
| 5 | John Coleman | .684 | 2013-2025 | |
| 7 | Ryan Davis | .671 | 2015-2026 | |
| 8 | Lúcio Sánchez | .670 | 2017-2031 | |
| 9 | Jesús Caldero | .656 | 2018-2027 | |
| 10 | José Hernández | .647 | 2013-2023 | |
| 11 | Edwin Ellis | .642 | 2013-2019 | |
| 11 | Pedro Alejándrez# | .642 | 2021-2033 | |
| 13 | Guillermo García | .639 | 2013-2021 | |
| 14 | Bruce Wright | .636 | 2020-2030 | |
| 14 | Ramón Ortega | .636 | 2013-2028 | |
| 16 | Jesús Gonzáles# | .635 | 2019-2030 | |
| 17 | Jim Eliott | .631 | 2014-2025 | |
| 18 | Bill Oulton# | .628 | 2021-2033 | |
| 19 | Ryan Ray | .622 | 2013-2021 | |
| 20 | Chester Henry | .616 | 2016-2023 | |
| 21 | Jorge Aguirre | .614 | 2015-2032 | |
| 22 | Cris Mendoza | .612 | 2013-2029 | |
| 22 | John Kaufman | .612 | 2017-2032 | |
| 24 | Raúl Gómez# | .608 | 2027-2033 | |
| 25 | Alec Pittman | .607 | 2016-2030 | |
| 26 | Jesús Franco# | .606 | 2026-2033 | |
| 27 | Yuri Volkers | .594 | 2013-2021 | |
| 28 | Ramón Molina# | .587 | 2026-2033 | |
| 29 | Edgardo Marín | .585 | 2013-2032 | |
| 30 | Burt Booth | .583 | 2013-2026 | |
| 31 | Cordell Wilson | .572 | 2019-2030 | |
| 32 | Wes Hamm# | .570 | 2021-2033 | |
| 33 | Devin Hinton | .563 | 2013-2023 | |
| 33 | Miguel Rubia# | .563 | 2029-2033 | |
| 33 | Mimosa Joseph# | .563 | 2023-2033 | |
| 36 | Peter Rivers | .560 | 2013-2020 | |
| 37 | John Wilkins | .556 | 2013-2028 | |
| 37 | Ralph McKinney# | .556 | 2019-2033 | |
| 39 | Aurelio López# | .554 | 2022-2033 | |
| 40 | Bartolomeu Lio# | .547 | 2018-2029 | |
| 41 | Juan Júlio | .543 | 2013-2026 | |
| 42 | John Dempsey# | .541 | 2022-2033 | |
| 43 | Jaime van de Weideven# | .538 | 2022-2033 | |
| 43 | Pablo De La Torre# | .538 | 2021-2033 | |
| 45 | Vincent Hall | .536 | 2020-2032 | |
| 45 | Alejandro Guerra# | .536 | 2027-2033 | |
| 47 | Iván García# | .535 | 2021-2033 | |
| 48 | Adrián Fierro# | .533 | 2018-2033 | |
| 49 | Allen Blair# | .532 | 2021-2033 | |
| 49 | Yoriyoshi Yamamoto | .532 | 2016-2026 | |
| 51 | Wayne Hurst | .529 | 2015-2024 | |
| 52 | Billy Crawford | .528 | 2014-2025 | |
| 52 | Manuel Rojas | .528 | 2018-2028 | |
| 54 | Curtis Fields | .524 | 2016-2024 | |
| 54 | Eddie Kop# | .524 | 2025-2033 | |
| 56 | Yin-fat Foong | .518 | 2017-2029 | |
| 57 | Enrique Cortéz# | .515 | 2022-2032 | |
| 58 | Fraser Cuevas# | .508 | 2020-2032 | |
| 59 | Bill Grange | .507 | 2013-2017 | |
| 59 | Miguel Castillo | .507 | 2013-2020 | |
| 59 | Tobías Pérez# | .507 | 2024-2033 | |
| 62 | Pat Farrell | .506 | 2013-2022 | |
| 63 | Natalino Golaio# | .505 | 2023-2033 | |
| 64 | Reid Garner | .500 | 2015-2022 | |
| 64 | Ilie Paunescu# | .500 | 2016-2033 | |
| 64 | Josef van der Poel# | .500 | 2019-2033 | |
| 67 | Luis Flores# | .496 | 2024-2033 | |
| 68 | Kirby Brown | .493 | 2017-2029 | |
| 69 | Wayne Craig | .492 | 2018-2030 | |
| 70 | Enrique Magana | .486 | 2013-2019 | |
| 70 | Addie Samson# | .486 | 2021-2033 | |
| 70 | Juan Valéncia# | .486 | 2023-2033 | |
| 73 | José García# | .485 | 2022-2033 | |
| 74 | Clancy McKinney | .484 | 2023-2030 | |
| 75 | Raúl Areola# | .469 | 2020-2033 | |
| 76 | Makoto Kato | .467 | 2019-2024 | |
| 77 | Mario Peńa | .460 | 2013-2023 | |
| 78 | Valentín Rivera# | .459 | 2026-2033 | |
| 79 | José Flores# | .455 | 2019-2029 | |
| 80 | Vern Camp | .440 | 2013-2022 | |
| 81 | Juan Gusmán# | .436 | 2024-2030 | |
| 82 | Pedro Martínez | .435 | 2013-2017 | |
| 83 | Juan Torres# | .430 | 2023-2029 | |
| 84 | George Frazier# | .425 | 2019-2033 | |
| 85 | Calvin Beck# | .424 | 2026-2033 | |
| 86 | Bill Fletcher | .423 | 2018-2025 | |
| 87 | Germán Rodríguez# | .417 | 2024-2033 | |
| 88 | Juan Pérez# | .404 | 2020-2032 | |
| 89 | Marshall Edwards | .400 | 2013-2022 | |
| 90 | Cole Hall | .392 | 2013-2027 | |
| 91 | Michael Battle | .383 | 2014-2024 | |
| 92 | Edgar Martínez | .362 | 2013-2021 | |
| 93 | Pedro Ramírez# | .361 | 2023-2032 | |
| 94 | Kaluka Wene | .321 | 2016-2029 | |
| 95 | Armando Hernández | .257 | 2013-2018 |
