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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jorge Montoya | .776 | 2013-2026 | |
| 2 | Phil Adams# | .719 | 2061-2068 | |
| 3 | Pete Wilson* | .682 | 2022-2035 | |
| 4 | Rod O'Colgan* | .673 | 2014-2035 | |
| 5 | Raul Arvelos# | .671 | 2054-2068 | |
| 6 | Juan Santiago | .669 | 2046-2055 | |
| 6 | Mario Quintana# | .669 | 2059-2068 | |
| 8 | Dan Sampson# | .666 | 2056-2068 | |
| 9 | Alex Moran# | .662 | 2060-2068 | |
| 10 | Norman Cornell* | .658 | 2037-2050 | |
| 11 | Bandit Hatfield | .656 | 2013-2027 | |
| 12 | Norberto León* | .654 | 2013-2026 | |
| 13 | Jorge Sepúlveda* | .653 | 2013-2023 | |
| 14 | Bob Grant* | .651 | 2034-2046 | |
| 15 | Rory Johnston | .648 | 2030-2039 | |
| 16 | Joe Haines | .642 | 2013-2020 | |
| 17 | Tim Weaver | .637 | 2018-2031 | |
| 18 | Mike Powell | .634 | 2024-2034 | |
| 19 | Leonardo Mendoza* | .632 | 2038-2052 | |
| 19 | Christiaan van Meel | .632 | 2042-2057 | |
| 21 | Ron Taylor* | .628 | 2013-2037 | |
| 22 | Tony Young* | .626 | 2016-2031 | |
| 23 | Ned Haas* | .625 | 2013-2026 | |
| 24 | José Silva* | .621 | 2030-2048 | |
| 24 | Jorge Ramírez* | .621 | 2036-2053 | |
| 26 | Johnny Parker# | .620 | 2057-2068 | |
| 27 | Mike Woodard | .619 | 2049-2061 | |
| 27 | Jake Ashley | .619 | 2032-2043 | |
| 29 | Ron Davis | .615 | 2028-2041 | |
| 29 | Jon Simms* | .615 | 2019-2036 | |
| 31 | Shawn Jenkins | .614 | 2047-2059 | |
| 32 | Steve Vincent* | .613 | 2023-2038 | |
| 33 | Ryuzaburo Okuta* | .612 | 2013-2034 | |
| 34 | Sam Johnson | .611 | 2052-2067 | |
| 35 | Jerry Sánchez | .610 | 2024-2037 | |
| 35 | José Noriega# | .610 | 2054-2068 | |
| 35 | Curt Peterson | .610 | 2030-2046 | |
| 38 | Stan Craft | .607 | 2013-2020 | |
| 38 | Jorge Reyes | .607 | 2039-2057 | |
| 38 | Freddy Santiago | .607 | 2044-2057 | |
| 38 | Glen McCarty | .607 | 2013-2022 | |
| 42 | Joe Heyward | .604 | 2013-2026 | |
| 42 | Teimua Kirisitopa | .604 | 2040-2050 | |
| 42 | António Lozano | .604 | 2013-2025 | |
| 45 | Orlando Árias | .603 | 2042-2053 | |
| 45 | Cristo Mota* | .603 | 2045-2059 | |
| 45 | José Huerta | .603 | 2041-2052 | |
| 45 | Jorge Mendoza | .603 | 2051-2063 | |
| 49 | Jim Talley | .602 | 2023-2041 | |
| 49 | Jesús Cruz* | .602 | 2038-2052 | |
| 51 | Aurelio García | .600 | 2028-2038 | |
| 51 | Byron Newbold | .600 | 2013-2027 | |
| 51 | Steve Robinson | .600 | 2017-2034 | |
| 54 | António Mata | .599 | 2049-2060 | |
| 55 | Judite Aldeinha# | .598 | 2058-2068 | |
| 55 | Bob Cowan | .598 | 2040-2049 | |
| 57 | Sean Fontenot | .597 | 2029-2041 | |
| 58 | Ron McCormick | .596 | 2048-2057 | |
| 59 | Ernesto Otero | .595 | 2054-2066 | |
| 59 | Jeff Todd# | .595 | 2053-2068 | |
| 59 | Paço Estaa | .595 | 2052-2065 | |
| 62 | Jiu-ling Kan# | .594 | 2059-2068 | |
| 63 | Ken Glass* | .593 | 2017-2032 | |
| 64 | John Dupuis | .592 | 2053-2066 | |
| 64 | Ron Gregory | .592 | 2017-2032 | |
| 64 | Lou Best | .592 | 2043-2060 | |
| 64 | Cris Colón | .592 | 2041-2056 | |
| 68 | Dan Lawson | .589 | 2057-2065 | |
| 68 | Rubén Ortega | .589 | 2032-2041 | |
| 70 | Jesús Ortega | .588 | 2034-2048 | |
| 70 | Ken Turner# | .588 | 2051-2068 | |
| 70 | Ed Branch | .588 | 2055-2066 | |
| 73 | Héctor Gonzáles | .587 | 2036-2051 | |
| 73 | Randy White | .587 | 2023-2036 | |
| 75 | Jin Ojima | .586 | 2013-2028 | |
| 75 | Jerry Hunt | .586 | 2013-2020 | |
| 77 | Ed Cobb# | .585 | 2058-2068 | |
| 77 | Nathan Stone# | .585 | 2063-2068 | |
| 79 | Mike Whitney | .584 | 2022-2033 | |
| 80 | Robinson Fernández | .583 | 2044-2056 | |
| 80 | Leveni Kioniko# | .583 | 2057-2068 | |
| 80 | Gabe Long | .583 | 2051-2064 | |
| 80 | Joel Reece | .583 | 2035-2049 | |
| 84 | Pat Bowles* | .582 | 2021-2041 | |
| 85 | Tony Jackson | .581 | 2013-2027 | |
| 85 | Pete Bridges | .581 | 2054-2067 | |
| 87 | José Meléndez* | .579 | 2026-2044 | |
| 87 | Bobby Dodson | .579 | 2021-2037 | |
| 89 | Álex Pacheco* | .577 | 2034-2052 | |
| 90 | Víctor García | .576 | 2029-2048 | |
| 90 | Gary Bazar# | .576 | 2058-2068 | |
| 92 | Bob Cook | .575 | 2016-2028 | |
| 92 | Edgardo Pacheco | .575 | 2052-2064 | |
| 92 | Zach Anderson | .575 | 2021-2033 | |
| 92 | Steve Lloyd | .575 | 2013-2024 | |
| 92 | Benoît Pélissier | .575 | 2017-2030 | |
| 97 | Jon Cupit | .574 | 2055-2064 | |
| 98 | Ronman Tierney# | .573 | 2062-2068 | |
| 99 | José Rodríguez | .572 | 2013-2031 | |
| 100 | Juan Ramos | .571 | 2037-2052 |
