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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Peter Owen | 1.000 | 2011 | |
| 1 | German Marquez# | 1.000 | 2024 | |
| 1 | Douglas Nelson# | 1.000 | 2026 | |
| 4 | Robert Weaver | .955 | 2015 | |
| 5 | Diego Velázquez# | .938 | 2024 | |
| 5 | Chuck Smith | .938 | 2008 | |
| 7 | Stanley High | .913 | 2016 | |
| 8 | Gunner Ford# | .905 | 2026 | |
| 9 | Tom Barlow# | .889 | 2025 | |
| 9 | Juan Velázquez# | .889 | 2024 | |
| 9 | Bob Schultz | .889 | 2011 | |
| 12 | Chris Morales# | .882 | 2019 | |
| 12 | Xavier Fallon | .882 | 2012 | |
| 14 | Armando Galarraga | .875 | 2014 | |
| 14 | Francisco Valéncia | .875 | 2014 | |
| 16 | Shane Bieber# | .867 | 2023 | |
| 16 | Tom Barlow# | .867 | 2026 | |
| 18 | Dan McCourt# | .864 | 2021 | |
| 19 | Bob Parker | .857 | 2016 | |
| 19 | Bob Anderson | .857 | 2021 | |
| 21 | José Hernández | .850 | 2003 | |
| 21 | Chris Wallace | .850 | 2021 | |
| 21 | Archie Anderson | .850 | 2008 | |
| 21 | Pedro Souza# | .850 | 2030 | |
| 21 | Fernando Ortíz# | .850 | 2024 | |
| 26 | Ed Williams | .846 | 2014 | |
| 26 | Zach Marshall | .846 | 2007 | |
| 26 | Jack Roberts | .846 | 2014 | |
| 26 | Jake Jones | .846 | 2022 | |
| 26 | Terry Coleman | .846 | 2009 | |
| 31 | Gerard Matthews | .842 | 2013 | |
| 31 | Dan Rasmussen | .842 | 2012 | |
| 31 | Nick Fisher | .842 | 2011 | |
| 34 | Joe Sims# | .833 | 2029 | |
| 34 | Michael Pineda | .833 | 2013 | |
| 34 | Ramón Pagán# | .833 | 2029 | |
| 34 | Mark Yates# | .833 | 2030 | |
| 34 | Aurelio Morales# | .833 | 2029 | |
| 34 | Ramón Rodríguez# | .833 | 2031 | |
| 34 | Mike Campbell | .833 | 2008 | |
| 41 | José Juárez | .824 | 2004 | |
| 41 | Travis McJannett | .824 | 2017 | |
| 41 | Bob Martin | .824 | 2015 | |
| 41 | Martin Hensley# | .824 | 2025 | |
| 45 | Claudio Vargas | .818 | 2013 | |
| 45 | Burl Kelley | .818 | 2011 | |
| 45 | Augusto Martínez | .818 | 2013 | |
| 45 | Armando Galarraga | .818 | 2013 | |
| 49 | Luke Warren | .812 | 2018 | |
| 49 | Justin Thompson | .812 | 2015 | |
| 49 | Dustin Sterling | .812 | 2023 | |
| 52 | Carl van Hulst# | .810 | 2029 | |
| 52 | Aaron Goodman | .810 | 2004 | |
| 52 | Josh Brown | .810 | 2011 | |
| 52 | Joba Chamberlain | .810 | 2010 | |
| 56 | Rob Johnston# | .800 | 2024 | |
| 56 | Francisco Valéncia | .800 | 2013 | |
| 56 | Terry Duffy | .800 | 2016 | |
| 56 | Bob Foreman | .800 | 2010 | |
| 56 | Will Terry | .800 | 2012 | |
| 56 | Andrew Trew# | .800 | 2026 | |
| 56 | Will Terry | .800 | 2013 | |
| 56 | Aaron Goodman | .800 | 2003 | |
| 56 | Michael Schmidt | .800 | 2020 | |
| 56 | Raúl Aguilar# | .800 | 2019 | |
| 56 | Sidney Ponson | .800 | 2000 | |
| 67 | Logan Ondrusek | .789 | 2014 | |
| 67 | Luca Fitt# | .789 | 2027 | |
| 67 | Manny Limón | .789 | 2008 | |
| 67 | David García | .789 | 2011 | |
| 71 | Fernando Vázquez | .786 | 2021 | |
| 71 | Eric Sears# | .786 | 2027 | |
| 71 | Jason Johnson | .786 | 1997 | |
| 71 | John Anderson | .786 | 2010 | |
| 71 | Daron Maddox | .786 | 2014 | |
| 76 | Henry Gill# | .783 | 2022 | |
| 76 | Leonardo Rodríguez | .783 | 2007 | |
| 78 | Nick Davis | .778 | 2008 | |
| 78 | Leonardo Rodríguez | .778 | 2008 | |
| 78 | Kevin Jepsen | .778 | 2011 | |
| 78 | Mike Jordan | .778 | 2006 | |
| 78 | José Ortíz# | .778 | 2030 | |
| 78 | Eric Sullivan | .778 | 2019 | |
| 78 | Jason Willis | .778 | 2011 | |
| 78 | Jason Willis | .778 | 2010 | |
| 78 | Willie Nicholson | .778 | 2013 | |
| 78 | Austin Myers | .778 | 2018 | |
| 88 | Chad Billingsley | .773 | 2007 | |
| 88 | Robert Dixon# | .773 | 2017 | |
| 88 | Eric Budo# | .773 | 2024 | |
| 91 | Octávio Negrón# | .769 | 2027 | |
| 91 | George Henderson# | .769 | 2031 | |
| 93 | Roberto Leal | .765 | 2018 | |
| 93 | Les Huggins | .765 | 2012 | |
| 93 | Glen Clement# | .765 | 2020 | |
| 93 | José Espinoza# | .765 | 2028 | |
| 93 | Gerasim Lapchenkov# | .765 | 2028 | |
| 93 | Kyle Grant | .765 | 2009 | |
| 93 | Enrico Rúbio# | .765 | 2027 | |
| 93 | Amdre Nova# | .765 | 2029 |
