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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Thomas Diamond* | .7982 | 2008-2021 | |
| 2 | Shan-tang Gan# | .7922 | 2056-2066 | |
| 3 | Chris Ashling# | .7800 | 2056-2066 | |
| 4 | Ernesto Nava# | .7774 | 2055-2066 | |
| 5 | Salvador Ibarra* | .7696 | 2040-2058 | |
| 6 | Tony Paylor* | .7555 | 2035-2049 | |
| 7 | Mark Prior* | .7546 | 2002-2019 | |
| 8 | Greg Miller* | .7470 | 2006-2023 | |
| 9 | Woody Baker# | .7414 | 2058-2066 | |
| 10 | Pedro Martinez* | .7326 | 1992-2009 | |
| 11 | Mike Beasley# | .7184 | 2050-2066 | |
| 12 | Edwin Jackson* | .7137 | 2003-2022 | |
| 13 | Chris Gordon# | .7129 | 2060-2066 | |
| 14 | Juan Rodríguez | .7109 | 2044-2063 | |
| 15 | José Álvarez# | .7024 | 2046-2066 | |
| 16 | António Flores | .7010 | 2038-2046 | |
| 17 | Juan Ibarria# | .6929 | 2058-2066 | |
| 18 | Conner O'Keefe# | .6923 | 2061-2066 | |
| 18 | Alonso Ramírez | .6923 | 2031-2037 | |
| 20 | Kerry Lord# | .6883 | 2060-2066 | |
| 21 | Corey McDonald* | .6862 | 2031-2052 | |
| 22 | Sergio Barranco | .6861 | 2014-2030 | |
| 23 | Joe Stephens# | .6828 | 2061-2066 | |
| 24 | Ronald Holland# | .6786 | 2047-2066 | |
| 25 | Roland Noyola* | .6783 | 2009-2027 | |
| 26 | Andy Merritt# | .6773 | 2051-2066 | |
| 27 | Jered Weaver | .6770 | 2006-2018 | |
| 28 | Mike Hill# | .6767 | 2058-2066 | |
| 29 | Alfredo Perez* | .6727 | 2012-2037 | |
| 30 | Gerald Donaldson* | .6725 | 2010-2029 | |
| 31 | Neill Oulton* | .6719 | 2038-2054 | |
| 32 | Jorge Altagracia | .6712 | 2044-2052 | |
| 33 | Antonio Reno* | .6709 | 2009-2024 | |
| 34 | Kirk Saarloos | .6700 | 2002-2012 | |
| 35 | Ron Parker# | .6691 | 2058-2066 | |
| 36 | Pete Alexander* | .6667 | 1911-1930 | |
| 37 | Thad Morris | .6642 | 2012-2027 | |
| 38 | Malcolm Clark# | .6636 | 2057-2066 | |
| 39 | J.D. Durbin | .6632 | 2007-2019 | |
| 40 | Ronald Johnson | .6625 | 2024-2035 | |
| 41 | Viriato Malh* | .6618 | 2036-2055 | |
| 42 | Bill Bray | .6614 | 2007-2020 | |
| 43 | Babe Ruth* | .6593 | 1914-1919 | |
| 44 | David Grant# | .6569 | 2058-2066 | |
| 45 | Roy Halladay | .6565 | 1998-2016 | |
| 46 | Jacobo Rocha* | .6559 | 2017-2032 | |
| 47 | Scott Fitzpatrick | .6556 | 2038-2060 | |
| 48 | Jesse Bashaw# | .6541 | 2050-2066 | |
| 49 | Will Gaston# | .6531 | 2057-2066 | |
| 50 | Ken Ladd | .6522 | 2055-2061 | |
| 51 | Javier Vazquez | .6520 | 2004-2016 | |
| 52 | Randy Johnson* | .6514 | 1989-2006 | |
| 53 | Dustin Nippert | .6513 | 2007-2019 | |
| 54 | Greg Hill* | .6497 | 2037-2056 | |
| 55 | Leon Rodriguez* | .6491 | 2019-2037 | |
| 56 | Roger Clemens* | .6484 | 1984-2005 | |
| 57 | Randall Wafford | .6477 | 2025-2037 | |
| 58 | John Riedling | .6471 | 2000-2012 | |
| 59 | Alfred Fellers* | .6452 | 2009-2027 | |
| 60 | Wayne Wallace# | .6437 | 2055-2066 | |
| 61 | Santiago Torres | .6434 | 2027-2043 | |
| 62 | Brandon Webb | .6432 | 2003-2020 | |
| 63 | Greg Maddux* | .6430 | 1986-2004 | |
| 64 | Kyle Waldrop | .6425 | 2010-2024 | |
| 65 | Robert Hernandez | .6423 | 2025-2035 | |
| 66 | Aarão Cte# | .6413 | 2059-2066 | |
| 67 | Dizzy Dean* | .6411 | 1930-1937 | |
| 68 | Howard Aldana | .6397 | 2010-2021 | |
| 69 | Ian Oquendo | .6389 | 2006-2018 | |
| 70 | Emílio Mendoza# | .6387 | 2055-2066 | |
| 71 | Jim Palmer* | .6381 | 1965-1984 | |
| 72 | Ronald Garnica | .6358 | 2014-2026 | |
| 73 | Arturo Franco | .6357 | 2031-2043 | |
| 74 | Mo-ruo Fang# | .6346 | 2054-2066 | |
| 75 | Scott Holcomb | .6333 | 2041-2060 | |
| 76 | Manuel González* | .6329 | 2039-2053 | |
| 77 | Roy Oswalt | .6318 | 2001-2013 | |
| 78 | Howard Huber | .6316 | 2022-2036 | |
| 79 | Andy Pettitte | .6313 | 1995-2008 | |
| 80 | Stanley Desimone# | .6308 | 2052-2066 | |
| 81 | Andrés Hernández | .6302 | 2035-2047 | |
| 82 | Mike Mussina | .6301 | 1991-2007 | |
| 83 | John Keller | .6295 | 2047-2065 | |
| 84 | Lefty Grove* | .6287 | 1934-1941 | |
| 85 | Dominic Raffaele | .6286 | 2018-2030 | |
| 86 | Adam Wainwright | .6284 | 2005-2020 | |
| 87 | C.C. Sabathia | .6282 | 2001-2018 | |
| 87 | Vic Willis* | .6282 | 1906-1910 | |
| 89 | Joel Pineiro | .6279 | 2000-2018 | |
| 90 | Kris Honel | .6273 | 2006-2021 | |
| 91 | Mark Buehrle | .6267 | 2000-2015 | |
| 92 | Jeff Niemann | .6250 | 2007-2019 | |
| 92 | Francisco Rodriguez | .6250 | 2002-2018 | |
| 94 | Jesús Rodríguez | .6241 | 2025-2030 | |
| 95 | Chao-yang Fa# | .6229 | 2060-2066 | |
| 96 | Alex Daniels# | .6220 | 2053-2066 | |
| 97 | Bob Feller* | .6215 | 1936-1956 | |
| 98 | Teinosuke Maekawa* | .6202 | 2031-2048 | |
| 99 | Robert Collins | .6197 | 2028-2039 | |
| 100 | Jack Chesbro* | .6195 | 1899-1909 |
