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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Juan López | .738 | 2029-2044 | |
| 2 | George Bryant | .736 | 2030-2042 | |
| 3 | Kyle Ropley | .733 | 2018-2025 | |
| 4 | Brodie Hynes | .718 | 2017-2023 | |
| 5 | Dennis Flynn | .712 | 2014-2028 | |
| 6 | Lance Carlson | .708 | 2046-2060 | |
| 7 | Micah Moran | .706 | 2013-2019 | |
| 8 | Jonathon Roesler | .703 | 2030-2036 | |
| 9 | Iván Ortíz | .700 | 2027-2034 | |
| 10 | Taizo Yamashita | .693 | 2017-2030 | |
| 11 | Orlando Espinosa | .686 | 2025-2038 | |
| 12 | Bengt Broos | .685 | 2054-2063 | |
| 13 | John Cooper | .681 | 2038-2053 | |
| 13 | Scott Randell# | .681 | 2066-2075 | |
| 15 | John Andrasko | .679 | 2061-2069 | |
| 16 | Lúcio Olvera | .678 | 2018-2030 | |
| 17 | Geer Pels | .676 | 2049-2058 | |
| 18 | Jeff Miller | .663 | 1998-2006 | |
| 18 | Alejandro Fuentes | .663 | 2040-2049 | |
| 20 | Mike Saunders | .661 | 2018-2025 | |
| 21 | Eduardo Pérez | .638 | 2012-2017 | |
| 22 | Ronald Ball | .637 | 2024-2038 | |
| 23 | José Flores | .613 | 2030-2039 | |
| 24 | Wibren Gouloze | .611 | 2020-2028 | |
| 25 | Carlos Ramos | .607 | 2023-2034 | |
| 26 | Alex Harris | .606 | 2027-2044 | |
| 27 | Jeremy McKinley | .605 | 2012-2017 | |
| 27 | Will Blair | .605 | 2005-2014 | |
| 29 | José Serrano | .604 | 2024-2031 | |
| 30 | Jesús Reyna | .600 | 2004-2015 | |
| 31 | Pat Boudreau | .593 | 2042-2053 | |
| 32 | Orlando Zavala | .592 | 2028-2045 | |
| 33 | Dave Jackson | .590 | 2004-2011 | |
| 33 | Larry Mears | .590 | 2063-2071 | |
| 35 | Antonin Dubé | .587 | 2014-2026 | |
| 36 | Ánibal Moya | .585 | 2007-2018 | |
| 37 | John Scott | .581 | 2000-2009 | |
| 37 | Javier Valverde | .581 | 2049-2056 | |
| 39 | Ron Taylor | .580 | 1998-2005 | |
| 40 | Andrés Campos | .570 | 2003-2012 | |
| 41 | Mike Hayward | .565 | 2058-2066 | |
| 42 | José Rodríguez | .564 | 2045-2058 | |
| 43 | Carlos Vázquez | .560 | 2045-2055 | |
| 44 | Gabriel Carrillo | .556 | 2057-2063 | |
| 45 | Craig Meyers | .549 | 2041-2051 | |
| 46 | Naruhiko Abe | .548 | 2023-2032 | |
| 47 | Joseph Powers | .546 | 2024-2038 | |
| 48 | Matt Meyer | .543 | 2061-2068 | |
| 49 | Víctor Flores | .539 | 2009-2014 | |
| 50 | Francisco Ibarra | .537 | 2018-2023 | |
| 50 | Mike Palmer | .537 | 2038-2048 | |
| 52 | Millard Bolton | .536 | 1991-2002 | |
| 53 | Andrew Rice | .534 | 1990-1995 | |
| 54 | Brad Skyrme | .533 | 2048-2055 | |
| 55 | Reginald Michael | .532 | 2037-2050 | |
| 56 | José Reyes | .530 | 1994-2000 | |
| 57 | Geoffroy Paolillo | .529 | 2054-2060 | |
| 58 | John Banks | .526 | 2018-2025 | |
| 58 | Joe Ferguson | .526 | 2062-2067 | |
| 60 | Ken Gunn | .523 | 2003-2011 | |
| 61 | Sandro Fardelhoa | .520 | 2023-2027 | |
| 61 | Tom Mays | .520 | 2004-2012 | |
| 63 | Edward Housden | .519 | 1990-1995 | |
| 64 | Colton Welch | .517 | 1997-2007 | |
| 65 | Ronald Coleman | .516 | 1990-1995 | |
| 66 | Juan Jose Alvarado | .515 | 1991-1998 | |
| 67 | Robbie DeBalliol | .509 | 2029-2042 | |
| 68 | Jorge Gómez | .507 | 1992-2004 | |
| 69 | Cris Vázquez | .506 | 1991-1997 | |
| 69 | Jeff Loveland | .506 | 2034-2040 | |
| 71 | John Clark | .500 | 1990-1999 | |
| 71 | Scott de Weever | .500 | 2048-2062 | |
| 73 | David Gore | .496 | 2021-2027 | |
| 74 | Fumihiko Kitajima | .494 | 2063-2072 | |
| 75 | Mike Witty | .493 | 1993-2002 | |
| 76 | Pedro García | .491 | 2005-2012 | |
| 77 | Andy Seymour | .489 | 2005-2013 | |
| 77 | Clyde Givens | .489 | 1997-2002 | |
| 79 | Paul Burton | .488 | 1997-2007 | |
| 79 | Luis Maes | .488 | 2004-2015 | |
| 81 | Christopher Wicks | .487 | 1997-2010 | |
| 82 | Chris Thomas | .486 | 1990-1999 | |
| 83 | Mark Charles | .484 | 1994-2007 | |
| 83 | Michael Kramer | .484 | 1991-2004 | |
| 83 | Leonardo Flores | .484 | 1990-1995 | |
| 86 | Henry Warner | .481 | 2030-2040 | |
| 86 | Juan Melendez | .481 | 2057-2065 | |
| 88 | Jesús Camacho | .477 | 1999-2010 | |
| 89 | Robby George | .475 | 2007-2016 | |
| 90 | Duane Bear | .474 | 2024-2032 | |
| 90 | Bob Boyce | .474 | 2016-2024 | |
| 92 | Marvin Wallace | .471 | 1990-1999 | |
| 93 | Félix Longoria | .457 | 2015-2021 | |
| 93 | Herman Vickers | .457 | 2022-2028 | |
| 95 | Thomas Kennedy | .453 | 1991-1998 | |
| 95 | Burt Kuhn | .453 | 1990-1997 | |
| 97 | Craig Burch | .452 | 2039-2047 | |
| 98 | Ron Bullard | .451 | 2004-2013 | |
| 99 | Ken Riley | .449 | 1990-1995 | |
| 100 | Lorenzo Iuliano | .447 | 2019-2025 |
