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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 | Howard Schultz# | .8000 | 2013 | |
| 8 | David White# | .8000 | 2017 | |
| 10 | Bernard Provost | .7895 | 2013 | |
| 11 | Jerry Elliott# | .7778 | 2017 | |
| 11 | John Martin# | .7778 | 2012 | |
| 13 | Willard Knapp# | .7727 | 2014 | |
| 13 | Brandon Haygood# | .7727 | 2017 | |
| 15 | Hollis Byrne | .7600 | 2012 | |
| 16 | Kirk Snyder# | .7500 | 2015 | |
| 16 | Carl Clay# | .7500 | 2018 | |
| 18 | Hiroya Yoshida# | .7407 | 2018 | |
| 19 | Elvis Callahan# | .7391 | 2014 | |
| 20 | Patrick Fox | .7368 | 2013 | |
| 21 | Sergio Ortíz# | .7222 | 2018 | |
| 22 | Howard Schultz# | .7083 | 2014 | |
| 22 | Calvin Townend# | .7083 | 2014 | |
| 24 | Justin Keller# | .7059 | 2015 | |
| 24 | Chris Baxter# | .7059 | 2018 | |
| 26 | Allen Jenkins# | .7000 | 2017 | |
| 26 | Tom Green | .7000 | 2012 | |
| 26 | Máximo Cucalón# | .7000 | 2017 | |
| 26 | John Armstrong | .7000 | 2012 | |
| 30 | Jeffery Francis# | .6923 | 2015 | |
| 31 | Luis Sandoval# | .6842 | 2014 | |
| 31 | Chris Terry# | .6842 | 2014 | |
| 33 | Leonard Veeck# | .6818 | 2015 | |
| 33 | Leonard Veeck# | .6818 | 2016 | |
| 35 | Daniel Díaz# | .6800 | 2013 | |
| 36 | Dave Nance# | .6667 | 2018 | |
| 36 | Bob Chappell# | .6667 | 2016 | |
| 36 | Antoine Gérard# | .6667 | 2017 | |
| 36 | Jake Nelson# | .6667 | 2013 | |
| 36 | Bernardo Lara# | .6667 | 2017 | |
| 36 | David White# | .6667 | 2015 | |
| 36 | Brandon Haygood# | .6667 | 2016 | |
| 36 | A.R. Giles | .6667 | 2013 | |
| 36 | Yoritomo Ine# | .6667 | 2018 | |
| 45 | José Contreras# | .6538 | 2015 | |
| 46 | Héctor Reyes | .6522 | 2012 | |
| 46 | Cliff Clark# | .6522 | 2012 | |
| 46 | Bartolo Padilla# | .6522 | 2016 | |
| 46 | Stan Miller | .6522 | 2013 | |
| 50 | Alain Laurent# | .6471 | 2015 | |
| 50 | Kazuhiro Taguchi# | .6471 | 2015 | |
| 52 | Leland Austin# | .6429 | 2018 | |
| 53 | Alex Meyer# | .6364 | 2013 | |
| 53 | Gabriel Gutiérrez# | .6364 | 2012 | |
| 53 | Dawson Chase | .6364 | 2016 | |
| 56 | Bernard Dupuis# | .6316 | 2016 | |
| 56 | Jeremy Michaelson | .6316 | 2014 | |
| 58 | Harry Monroe | .6250 | 2013 | |
| 58 | Allen Jenkins# | .6250 | 2013 | |
| 60 | Harry Miller# | .6190 | 2012 | |
| 60 | Eugene Weaver# | .6190 | 2012 | |
| 60 | Ned Ainsley# | .6190 | 2018 | |
| 63 | Cliff Stevens# | .6111 | 2014 | |
| 63 | Jorge Matos# | .6111 | 2014 | |
| 63 | Dean Pride# | .6111 | 2013 | |
| 66 | Spike Crouch# | .6087 | 2014 | |
| 66 | Cade Martin# | .6087 | 2018 | |
| 66 | Edward Hudson | .6087 | 2012 | |
| 66 | Ernesto Díaz# | .6087 | 2018 | |
| 70 | Yataro Kobayashi# | .6071 | 2016 | |
| 71 | Nelson Hill# | .6000 | 2013 | |
| 71 | Robert Hood# | .6000 | 2014 | |
| 73 | Bernard Dupuis# | .5926 | 2018 | |
| 74 | Scott Wade# | .5909 | 2013 | |
| 74 | Juan Martínez | .5909 | 2013 | |
| 74 | Gregg Younger | .5909 | 2013 | |
| 77 | Matt McGill# | .5862 | 2017 | |
| 78 | Martín Cabrera# | .5833 | 2013 | |
| 78 | Bob Chappell# | .5833 | 2014 | |
| 80 | Armando Richard | .5789 | 2013 | |
| 80 | Ed Yuke# | .5789 | 2016 | |
| 80 | Philip Parker | .5789 | 2012 | |
| 80 | Buddy Wills# | .5789 | 2015 | |
| 84 | Carlos Díaz# | .5714 | 2018 | |
| 84 | Bob Goudie# | .5714 | 2017 | |
| 84 | Will Hoffman# | .5714 | 2016 | |
| 84 | Ned Ainsley# | .5714 | 2015 | |
| 84 | José Contreras# | .5714 | 2014 | |
| 89 | Ray McClain | .5652 | 2014 | |
| 89 | Edward Hudson | .5652 | 2013 | |
| 91 | Andrew St. John# | .5600 | 2016 | |
| 91 | Donald Erwin | .5600 | 2013 | |
| 93 | Bill Russell# | .5556 | 2014 | |
| 93 | Orlando López# | .5556 | 2016 | |
| 93 | Suezo Miyamoto# | .5556 | 2015 | |
| 96 | Mitch Denton | .5500 | 2013 | |
| 96 | Mike Humphries# | .5500 | 2014 | |
| 98 | Harry Smith# | .5455 | 2012 | |
| 99 | Lorenzo Pueblo# | .5417 | 2014 | |
| 100 | Guillermo Herrera# | .5385 | 2014 |
