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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 | Jorge Otero | .687 | 2031-2041 | |
| 2 | Tom Reynolds* | .687 | 2015-2028 | |
| 4 | Todd Hines* | .684 | 2018-2032 | |
| 5 | Ryan Davis* | .671 | 2015-2026 | |
| 6 | Lúcio Sánchez* | .670 | 2017-2031 | |
| 7 | Raúl Romero# | .667 | 2035-2042 | |
| 8 | Jesús Caldero | .656 | 2018-2027 | |
| 9 | José Hernández | .647 | 2013-2023 | |
| 10 | Edwin Ellis | .642 | 2013-2019 | |
| 10 | Pedro Alejándrez* | .642 | 2021-2034 | |
| 12 | Guillermo García | .639 | 2013-2021 | |
| 13 | Bruce Wright | .636 | 2020-2030 | |
| 13 | Ramón Ortega* | .636 | 2013-2028 | |
| 15 | Jesús Gonzáles | .635 | 2019-2030 | |
| 16 | Jim Eliott* | .631 | 2014-2025 | |
| 17 | Bill Oulton | .624 | 2021-2034 | |
| 18 | Ryan Ray | .622 | 2013-2021 | |
| 19 | Chester Henry | .616 | 2016-2023 | |
| 20 | Eric Matson | .614 | 2028-2042 | |
| 20 | Jorge Aguirre* | .614 | 2015-2032 | |
| 22 | Cris Mendoza | .612 | 2013-2029 | |
| 22 | John Kaufman* | .612 | 2017-2032 | |
| 24 | Firpo Marberry# | .611 | 2036-2042 | |
| 25 | Pedro Ortíz | .610 | 2020-2038 | |
| 26 | Andrew Moody# | .609 | 2032-2042 | |
| 27 | Raúl Gómez | .608 | 2027-2033 | |
| 28 | Alec Pittman | .607 | 2016-2030 | |
| 29 | Jesús Franco | .606 | 2026-2033 | |
| 30 | Yoo-chul Mun | .603 | 2031-2039 | |
| 31 | Tony Alfonso# | .601 | 2033-2042 | |
| 32 | Miguel Rubia | .598 | 2029-2040 | |
| 33 | Yuri Volkers | .594 | 2013-2021 | |
| 34 | Gerardo Pagán# | .591 | 2027-2042 | |
| 35 | Gary Ashley# | .588 | 2035-2042 | |
| 36 | Ramón Molina | .587 | 2026-2034 | |
| 37 | Edgardo Marín | .585 | 2013-2032 | |
| 38 | Burt Booth | .583 | 2013-2026 | |
| 39 | Mimosa Joseph | .578 | 2023-2035 | |
| 40 | Giovanni Mireles# | .573 | 2029-2041 | |
| 41 | Cordell Wilson | .572 | 2019-2030 | |
| 42 | Wes Hamm* | .570 | 2021-2037 | |
| 42 | Cristián Moreno# | .570 | 2034-2042 | |
| 44 | Aurelio López | .566 | 2022-2036 | |
| 45 | Sam Mooney | .564 | 2028-2040 | |
| 45 | Eddie Kop | .564 | 2025-2042 | |
| 47 | Devin Hinton | .563 | 2013-2023 | |
| 48 | Gerald Keller | .561 | 2030-2036 | |
| 49 | Ricardo García# | .560 | 2031-2042 | |
| 50 | Ralph McKinney* | .559 | 2019-2034 | |
| 51 | John Wilkins* | .556 | 2013-2028 | |
| 52 | Iván García | .544 | 2021-2035 | |
| 53 | Juan Júlio | .543 | 2013-2026 | |
| 54 | Vincent Hall | .536 | 2020-2032 | |
| 54 | Alejandro Guerra | .536 | 2027-2037 | |
| 54 | John Dempsey | .536 | 2022-2037 | |
| 57 | José Cotilla# | .532 | 2032-2042 | |
| 57 | Pablo De La Torre | .532 | 2021-2038 | |
| 57 | Yoriyoshi Yamamoto | .532 | 2016-2026 | |
| 60 | Wayne Hurst | .529 | 2015-2024 | |
| 61 | Billy Crawford | .528 | 2014-2025 | |
| 61 | Manuel Rojas | .528 | 2018-2028 | |
| 63 | Curtis Fields | .524 | 2016-2024 | |
| 64 | Natalino Golaio | .523 | 2023-2040 | |
| 65 | Jaime van de Weideven | .522 | 2022-2038 | |
| 66 | Keisuke Nishida | .521 | 2029-2036 | |
| 67 | Germán Rodríguez | .519 | 2024-2039 | |
| 68 | Yin-fat Foong | .518 | 2017-2029 | |
| 69 | Ilie Paunescu | .517 | 2016-2035 | |
| 70 | Enrique Cortéz | .515 | 2022-2032 | |
| 71 | Sjoerd Reynoud# | .509 | 2034-2042 | |
| 72 | Fraser Cuevas | .508 | 2020-2032 | |
| 73 | Miguel Castillo | .507 | 2013-2020 | |
| 73 | Tobías Pérez | .507 | 2024-2037 | |
| 75 | Miguel Angel Martínez# | .506 | 2034-2042 | |
| 75 | Pat Farrell | .506 | 2013-2022 | |
| 77 | Rhys Maskell# | .504 | 2035-2042 | |
| 78 | Josef van der Poel | .500 | 2019-2035 | |
| 79 | Luis Flores | .496 | 2024-2033 | |
| 79 | José García | .496 | 2022-2035 | |
| 81 | Kenny Aarnoutse# | .494 | 2032-2042 | |
| 82 | Kirby Brown | .493 | 2017-2029 | |
| 83 | Wayne Craig | .492 | 2018-2030 | |
| 84 | Ambrose Randall# | .487 | 2027-2039 | |
| 85 | Enrique Magana | .486 | 2013-2019 | |
| 85 | Addie Samson | .486 | 2021-2035 | |
| 87 | Raúl Areola | .469 | 2020-2033 | |
| 88 | Sjaak Bonne | .460 | 2025-2041 | |
| 88 | Mario Peña | .460 | 2013-2023 | |
| 90 | Elroy Thompkins# | .456 | 2029-2041 | |
| 91 | José Flores | .455 | 2019-2029 | |
| 92 | Luis Peña | .447 | 2025-2037 | |
| 93 | Vern Camp | .440 | 2013-2022 | |
| 94 | Sy-ing Tah | .434 | 2030-2039 | |
| 94 | George Frazier | .434 | 2019-2037 | |
| 96 | Juan Torres | .430 | 2023-2029 | |
| 97 | Robert Smalls# | .426 | 2036-2042 | |
| 98 | Calvin Beck | .424 | 2026-2033 | |
| 99 | Bill Fletcher | .423 | 2018-2025 | |
| 100 | Cole Hall | .392 | 2013-2027 |
