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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ed Fisher | .642 | 2023-2030 | |
| 2 | Zenon-Alejandro Paez | .636 | 2034-2045 | |
| 3 | Ed Byrnes | .627 | 2034-2041 | |
| 4 | Mike Cox | .617 | 2042-2047 | |
| 5 | Leon Misner | .613 | 2034-2041 | |
| 6 | Xavier Colón | .606 | 2036-2044 | |
| 7 | José García | .604 | 2029-2036 | |
| 8 | Marçall Rivera | .592 | 2025-2033 | |
| 9 | Steve Flowers# | .583 | 2053-2062 | |
| 10 | Albert Valverde | .564 | 2048-2058 | |
| 11 | Julián Correa | .548 | 2030-2037 | |
| 12 | Reginald McDaniel | .542 | 2039-2048 | |
| 12 | Steve Miller | .542 | 2037-2044 | |
| 14 | Heui-chung Chon# | .541 | 2055-2062 | |
| 15 | Daniel León | .537 | 2034-2044 | |
| 16 | António Maldonado | .523 | 2043-2053 | |
| 17 | Eric Turner | .521 | 2028-2037 | |
| 18 | Bob Beenhakker | .520 | 2032-2041 | |
| 19 | Jim Frost# | .513 | 2053-2062 | |
| 20 | Rubén Herrera | .504 | 2048-2055 | |
| 21 | Eli García | .496 | 2024-2032 | |
| 22 | Jorge Valarcel | .493 | 2037-2047 | |
| 23 | Mike Cheney# | .475 | 2058-2064 | |
| 23 | Earl Moriarty# | .475 | 2056-2064 | |
| 25 | Alfredo Pérez | .470 | 2047-2055 | |
| 26 | Jesús Montoya | .466 | 2038-2045 | |
| 27 | Arturo Castro# | .460 | 2053-2062 | |
| 28 | Bubba Johnson | .457 | 2035-2045 | |
| 29 | Rodrigo López# | .455 | 2057-2063 | |
| 30 | Don Wood | .449 | 2024-2031 | |
| 31 | Sam King | .445 | 2013-2023 | |
| 32 | Ernesto Guzalán | .444 | 2038-2042 | |
| 32 | Jorge Torrez | .444 | 2034-2040 | |
| 34 | Bobby Higgins | .433 | 2034-2043 | |
| 35 | Artie Church | .427 | 2018-2028 | |
| 36 | Shizuka Sato# | .411 | 2057-2064 | |
| 37 | Xavier Quinn | .406 | 2037-2044 | |
| 38 | Esteban Huerta# | .402 | 2055-2062 | |
| 39 | Freddy Pueblo | .339 | 2018-2025 | |
| 40 | Mario Garza# | .333 | 2057-2062 | |
| 41 | Jiro Matsuda# | .235 | 2057-2062 |
