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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Chip Bishop | .677 | 2015-2030 | |
| 2 | Pat Butler# | .675 | 2044-2050 | |
| 3 | Carlos Sánchez | .673 | 2021-2028 | |
| 4 | Ron Manning | .667 | 2029-2043 | |
| 5 | Michael Machen* | .656 | 2029-2041 | |
| 6 | Kevin Nogilny | .652 | 2031-2046 | |
| 7 | Yan van der Meijden# | .644 | 2043-2049 | |
| 8 | Holden Rosen Grupp | .638 | 2030-2042 | |
| 8 | Tim Powell | .638 | 2015-2020 | |
| 10 | Hong-bin Hua | .637 | 2040-2046 | |
| 11 | Gabriel Durango# | .625 | 2039-2049 | |
| 11 | Shigemasa Horiuchi* | .625 | 2017-2031 | |
| 11 | Rod Watts | .625 | 2037-2049 | |
| 14 | George Frazier | .622 | 2017-2037 | |
| 15 | Chase Sims# | .612 | 2038-2048 | |
| 16 | Walt Coffman* | .608 | 2026-2035 | |
| 17 | Ernesto López | .607 | 2036-2045 | |
| 18 | José Alaniz | .604 | 2016-2030 | |
| 18 | Lou Meadows | .604 | 2016-2029 | |
| 20 | Alexis Zambaco | .603 | 2028-2040 | |
| 21 | Esteban Rodríguez | .600 | 2035-2047 | |
| 22 | Shunen Takahashi | .597 | 2023-2035 | |
| 23 | Greg White | .585 | 2015-2028 | |
| 24 | Art Adams | .581 | 2021-2030 | |
| 25 | Ryan Peterson | .578 | 2026-2036 | |
| 25 | Alfonso Zapata | .578 | 2022-2033 | |
| 27 | Jorge Souza# | .574 | 2043-2048 | |
| 28 | William MacKnight | .566 | 2022-2028 | |
| 29 | Cris Herrera | .565 | 2024-2034 | |
| 30 | Mal Houser | .564 | 2029-2038 | |
| 31 | Robbie Betchley | .563 | 2030-2040 | |
| 32 | Nolan Howard | .561 | 2034-2045 | |
| 32 | Gary Bailey* | .561 | 2015-2032 | |
| 34 | Neil Franson | .560 | 2030-2042 | |
| 35 | Nick Joseph# | .559 | 2043-2050 | |
| 36 | Armando Romano | .551 | 2033-2038 | |
| 37 | Alain Arnaud | .548 | 2036-2043 | |
| 38 | John Brown | .547 | 2017-2031 | |
| 39 | Will Hunting | .542 | 2030-2044 | |
| 40 | Jeff Territt | .541 | 2020-2035 | |
| 41 | Adrián Fierro | .539 | 2020-2034 | |
| 41 | Gerald Orlebar# | .539 | 2035-2050 | |
| 43 | Hermenegildo Beliago | .538 | 2027-2044 | |
| 44 | Myles Wilkerson | .535 | 2026-2033 | |
| 45 | Sexto Rodríguez | .528 | 2015-2025 | |
| 46 | Panda Montana | .527 | 2029-2041 | |
| 47 | Quintiliano Seixal | .525 | 2025-2036 | |
| 48 | Roman Phansalker | .520 | 2038-2046 | |
| 49 | Zalontae Hillary | .515 | 2031-2038 | |
| 50 | Lance Barber# | .514 | 2040-2046 | |
| 51 | Leroy Moody | .504 | 2025-2032 | |
| 51 | Luis Díaz# | .504 | 2033-2050 | |
| 53 | Rusty Swanson | .500 | 2026-2035 | |
| 54 | Domingo Ramírez | .494 | 2023-2040 | |
| 54 | Jon Briddon | .494 | 2022-2032 | |
| 56 | Gunner Hardy | .491 | 2016-2028 | |
| 56 | Pete Rhue | .491 | 2032-2040 | |
| 58 | Matt Harris | .488 | 2020-2031 | |
| 58 | Elroy Thompkins | .488 | 2028-2043 | |
| 58 | Javier Desdin | .488 | 2026-2043 | |
| 61 | Alan Halsall# | .487 | 2042-2050 | |
| 62 | Shawn Williams | .486 | 2030-2040 | |
| 63 | Bob Hollingsworth# | .481 | 2043-2049 | |
| 64 | Edison Larson | .478 | 2020-2039 | |
| 65 | Harry Stuterberg | .477 | 2034-2046 | |
| 66 | Merlin Bassett | .476 | 2029-2038 | |
| 66 | Jared LaBarge# | .476 | 2040-2050 | |
| 68 | José Ruíz | .471 | 2035-2040 | |
| 69 | Jordan Calhoun# | .470 | 2037-2046 | |
| 70 | Melvin Haney | .468 | 2023-2030 | |
| 71 | Jared Cox | .461 | 2016-2022 | |
| 72 | Marvin Martin | .455 | 2025-2041 | |
| 73 | Juan Montoya | .451 | 2025-2036 | |
| 73 | Doug Green | .451 | 2022-2032 | |
| 75 | Manny Castro | .449 | 2030-2037 | |
| 76 | Woody Carlson | .444 | 2020-2033 | |
| 77 | Mark Collingwood | .438 | 2031-2041 | |
| 77 | António Castillo | .438 | 2027-2038 | |
| 79 | Masahiro Sakei | .437 | 2035-2041 | |
| 80 | Eric Colquhoun# | .432 | 2034-2049 | |
| 81 | Yusuke Chikafuji | .429 | 2024-2032 | |
| 81 | Kenshin Koike | .429 | 2018-2032 | |
| 83 | Collin Hill | .427 | 2020-2028 | |
| 84 | David Collingwood | .424 | 2018-2031 | |
| 85 | Roderick Rhodes | .422 | 2015-2030 | |
| 86 | Bob Compton | .420 | 2015-2023 | |
| 87 | Alfonso Miranda | .416 | 2022-2031 | |
| 88 | Román Mejía | .415 | 2034-2048 | |
| 89 | Paul Lowery | .398 | 2015-2020 | |
| 90 | Benny York | .394 | 2015-2029 | |
| 91 | Francisco Díaz | .382 | 2034-2049 | |
| 92 | Christian Patrick | .336 | 2019-2028 |
