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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Wes Swift | .9000 | 2012 | |
| 2 | Daniel Díaz# | .8636 | 2012 | |
| 3 | Domingo Mateo | .8500 | 2012 | |
| 4 | Hideki Sakaguchi# | .8333 | 2016 | |
| 5 | Luis López# | .8261 | 2012 | |
| 6 | Emerson Webber# | .8235 | 2017 | |
| 7 | Joe Fuller# | .8182 | 2012 | |
| 8 | Pedro Díaz# | .8125 | 2019 | |
| 9 | Howard Schultz | .8000 | 2013 | |
| 9 | David White# | .8000 | 2017 | |
| 11 | Bernard Provost | .7895 | 2013 | |
| 12 | John Martin# | .7778 | 2012 | |
| 12 | Jerry Elliott# | .7778 | 2017 | |
| 14 | Willard Knapp | .7727 | 2014 | |
| 14 | Brandon Haygood# | .7727 | 2017 | |
| 16 | Hollis Byrne | .7600 | 2012 | |
| 17 | Kirk Snyder# | .7500 | 2015 | |
| 17 | Carl Clay# | .7500 | 2018 | |
| 19 | Hiroya Yoshida# | .7407 | 2018 | |
| 20 | Elvis Callahan# | .7391 | 2014 | |
| 21 | Patrick Fox | .7368 | 2013 | |
| 22 | Sergio Ortíz# | .7222 | 2018 | |
| 23 | Howard Schultz | .7083 | 2014 | |
| 23 | Calvin Townend# | .7083 | 2014 | |
| 25 | Chris Baxter# | .7059 | 2018 | |
| 25 | Pedro Rivera# | .7059 | 2019 | |
| 25 | Justin Keller# | .7059 | 2015 | |
| 28 | Allen Jenkins# | .7000 | 2017 | |
| 28 | Máximo Cucalón# | .7000 | 2017 | |
| 28 | John Armstrong | .7000 | 2012 | |
| 28 | Tom Green | .7000 | 2012 | |
| 32 | Jeffery Francis# | .6923 | 2015 | |
| 33 | Luis Sandoval# | .6842 | 2014 | |
| 33 | Chris Terry# | .6842 | 2014 | |
| 35 | Leonard Veeck# | .6818 | 2015 | |
| 35 | Leonard Veeck# | .6818 | 2016 | |
| 37 | Daniel Díaz# | .6800 | 2013 | |
| 38 | David Bryan# | .6786 | 2019 | |
| 39 | Brandon Haygood# | .6667 | 2016 | |
| 39 | David White# | .6667 | 2015 | |
| 39 | Bob Chappell | .6667 | 2016 | |
| 39 | Antoine Gérard# | .6667 | 2017 | |
| 39 | Bernardo Lara# | .6667 | 2017 | |
| 39 | Jake Nelson# | .6667 | 2013 | |
| 39 | A.R. Giles | .6667 | 2013 | |
| 39 | Dave Nance# | .6667 | 2018 | |
| 39 | Yoritomo Ine# | .6667 | 2018 | |
| 48 | Kuniyoshi Hasegawa# | .6552 | 2019 | |
| 49 | José Contreras# | .6538 | 2015 | |
| 50 | Cliff Clark# | .6522 | 2012 | |
| 50 | Héctor Reyes | .6522 | 2012 | |
| 50 | Stan Miller | .6522 | 2013 | |
| 50 | Bartolo Padilla# | .6522 | 2016 | |
| 54 | Alain Laurent# | .6471 | 2015 | |
| 54 | Kazuhiro Taguchi# | .6471 | 2015 | |
| 56 | Leland Austin# | .6429 | 2018 | |
| 57 | Dawson Chase | .6364 | 2016 | |
| 57 | Gabriel Gutiérrez# | .6364 | 2012 | |
| 57 | Alex Meyer# | .6364 | 2013 | |
| 60 | Bernard Dupuis# | .6316 | 2016 | |
| 60 | Jeremy Michaelson | .6316 | 2014 | |
| 62 | Harry Monroe | .6250 | 2013 | |
| 62 | Allen Jenkins# | .6250 | 2013 | |
| 64 | Ned Ainsley# | .6190 | 2018 | |
| 64 | Harry Miller# | .6190 | 2012 | |
| 64 | Eugene Weaver# | .6190 | 2012 | |
| 67 | Cliff Stevens# | .6111 | 2014 | |
| 67 | Dean Pride# | .6111 | 2013 | |
| 67 | Jorge Matos# | .6111 | 2014 | |
| 70 | Spike Crouch | .6087 | 2014 | |
| 70 | Edward Hudson | .6087 | 2012 | |
| 70 | Cade Martin# | .6087 | 2018 | |
| 70 | Ernesto Díaz# | .6087 | 2018 | |
| 74 | Yataro Kobayashi# | .6071 | 2016 | |
| 75 | Bernard Dupuis# | .6000 | 2019 | |
| 75 | Nelson Hill# | .6000 | 2013 | |
| 75 | Robert Hood# | .6000 | 2014 | |
| 78 | Bernard Dupuis# | .5926 | 2018 | |
| 79 | Juan Martínez | .5909 | 2013 | |
| 79 | Scott Wade# | .5909 | 2013 | |
| 79 | Gregg Younger | .5909 | 2013 | |
| 82 | Matt McGill# | .5862 | 2017 | |
| 83 | Bob Chappell | .5833 | 2014 | |
| 83 | Martín Cabrera | .5833 | 2013 | |
| 85 | Armando Richard | .5789 | 2013 | |
| 85 | Buddy Wills# | .5789 | 2015 | |
| 85 | Philip Parker | .5789 | 2012 | |
| 85 | Ed Yuke# | .5789 | 2016 | |
| 89 | Carlos Díaz# | .5714 | 2018 | |
| 89 | Will Hoffman | .5714 | 2016 | |
| 89 | Ned Ainsley# | .5714 | 2015 | |
| 89 | Bob Goudie# | .5714 | 2017 | |
| 89 | José Contreras# | .5714 | 2014 | |
| 94 | Edward Hudson | .5652 | 2013 | |
| 94 | Ray McClain | .5652 | 2014 | |
| 96 | Donald Erwin | .5600 | 2013 | |
| 96 | Andrew St. John# | .5600 | 2016 | |
| 98 | Orlando López# | .5556 | 2016 | |
| 98 | Suezo Miyamoto# | .5556 | 2015 | |
| 98 | Bill Russell# | .5556 | 2014 |
