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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Barry Randall# | 55 | 2012-2018 | |
| 2 | Allen Jenkins# | 53 | 2012-2018 | |
| 3 | Keith Bryant# | 50 | 2012-2018 | |
| 3 | Henry Fraser# | 50 | 2012-2017 | |
| 5 | David White# | 49 | 2015-2018 | |
| 6 | Brandon Haygood# | 47 | 2015-2018 | |
| 7 | Sergio Ortíz# | 46 | 2014-2018 | |
| 7 | Howard Schultz# | 46 | 2012-2017 | |
| 9 | Bob Chappell# | 45 | 2012-2017 | |
| 10 | Jeremy Michaelson | 43 | 2012-2016 | |
| 11 | Ray Rice# | 41 | 2013-2017 | |
| 12 | Bernard Dupuis# | 39 | 2015-2018 | |
| 12 | Leonard Veeck# | 39 | 2012-2017 | |
| 12 | Scott Wade# | 39 | 2012-2017 | |
| 15 | Shoin Maekawa# | 38 | 2014-2018 | |
| 16 | Martín Cabrera# | 37 | 2012-2016 | |
| 17 | Daniel Díaz# | 36 | 2012-2013 | |
| 17 | Ronald Michael | 36 | 2012-2016 | |
| 17 | Tom O'Halloran# | 36 | 2012-2018 | |
| 20 | Harry Miller# | 35 | 2012-2017 | |
| 20 | Hideki Sakaguchi# | 35 | 2014-2017 | |
| 22 | Dawson Chase | 34 | 2012-2016 | |
| 22 | Nelson Hill# | 34 | 2012-2015 | |
| 22 | Dan Johnston# | 34 | 2015-2018 | |
| 22 | Cade Martin# | 34 | 2016-2018 | |
| 26 | Ned Ainsley# | 33 | 2014-2018 | |
| 26 | Antoine Gérard# | 33 | 2013-2017 | |
| 26 | Steve Johnston# | 33 | 2013-2016 | |
| 26 | Yataro Kobayashi# | 33 | 2014-2018 | |
| 26 | Andrew St. John# | 33 | 2015-2018 | |
| 31 | José Contreras# | 32 | 2014-2017 | |
| 31 | Donald Erwin | 32 | 2012-2015 | |
| 31 | Dean Pride# | 32 | 2012-2017 | |
| 31 | Mark Watson# | 32 | 2012-2018 | |
| 31 | Emerson Webber# | 32 | 2012-2017 | |
| 36 | Perry Cameron# | 31 | 2012-2016 | |
| 36 | Joe Davis# | 31 | 2015-2018 | |
| 36 | Ernesto Díaz# | 31 | 2015-2018 | |
| 36 | Bruce Fox# | 31 | 2012-2015 | |
| 36 | Andy Green# | 31 | 2013-2018 | |
| 36 | Bartolo Padilla# | 31 | 2015-2017 | |
| 36 | Millard Stone# | 31 | 2013-2018 | |
| 43 | Bob Goudie# | 30 | 2016-2018 | |
| 43 | Justin Keller# | 30 | 2013-2018 | |
| 43 | Tasuku Kozawa# | 30 | 2015-2018 | |
| 43 | Will Martin# | 30 | 2012-2018 | |
| 43 | Jerry Pierce# | 30 | 2014-2017 | |
| 48 | Ramón Costello# | 29 | 2012-2018 | |
| 48 | Eric Ford# | 29 | 2012-2018 | |
| 48 | Joe House# | 29 | 2012-2018 | |
| 48 | Malcolm McKinney | 29 | 2012-2015 | |
| 48 | Dan Parker | 29 | 2012-2015 | |
| 53 | Carlos Díaz# | 28 | 2016-2018 | |
| 53 | Stan Miller | 28 | 2012-2015 | |
| 53 | George Wheeler# | 28 | 2013-2018 | |
| 56 | James Allen | 27 | 2014-2016 | |
| 56 | Ron Daman# | 27 | 2012-2018 | |
| 56 | Edward Hudson | 27 | 2012-2013 | |
| 56 | Harry Monroe | 27 | 2012-2014 | |
| 56 | Toyotomi Nakano# | 27 | 2015-2017 | |
| 56 | Manuel Ruíz# | 27 | 2013-2017 | |
| 56 | Luis Sandoval# | 27 | 2013-2015 | |
| 56 | Calvin Townend# | 27 | 2012-2015 | |
| 56 | Will West# | 27 | 2012-2018 | |
| 56 | Hiroya Yoshida# | 27 | 2017-2018 | |
| 66 | Elvis Callahan# | 26 | 2014-2015 | |
| 66 | Paul Carter# | 26 | 2013-2018 | |
| 66 | Patrick Davies# | 26 | 2012-2018 | |
| 66 | John Kilmartin# | 26 | 2013-2016 | |
| 66 | Bo Pownall# | 26 | 2012-2018 | |
| 66 | Héctor Reyes | 26 | 2012-2016 | |
| 66 | Edmund Stephens# | 26 | 2013-2018 | |
| 66 | Johnny Vallance# | 26 | 2016-2018 | |
| 66 | José Vallés# | 26 | 2012-2018 | |
| 75 | John Armstrong | 25 | 2012-2015 | |
| 75 | Fred Brown# | 25 | 2014-2018 | |
| 75 | Máximo Cucalón# | 25 | 2016-2018 | |
| 75 | Steve Dallas# | 25 | 2012-2014 | |
| 75 | Carl Dalton# | 25 | 2012-2018 | |
| 75 | Orlando Durango# | 25 | 2012-2017 | |
| 75 | Jeffery Francis# | 25 | 2012-2015 | |
| 75 | Tim Green# | 25 | 2012-2018 | |
| 75 | David Martin# | 25 | 2012-2015 | |
| 75 | Rusty Moore# | 25 | 2015-2018 | |
| 75 | David Powell# | 25 | 2015-2018 | |
| 75 | Kirk Snyder# | 25 | 2012-2015 | |
| 75 | Brenden Stephenson# | 25 | 2015-2017 | |
| 88 | Paul Cunningham | 24 | 2012-2016 | |
| 88 | Muneyaki Ichihara | 24 | 2015-2017 | |
| 88 | Tadasuke Kato# | 24 | 2014-2016 | |
| 88 | Matt McGill# | 24 | 2017-2018 | |
| 88 | Tim Rose# | 24 | 2016-2017 | |
| 88 | Chris Terry# | 24 | 2012-2018 | |
| 88 | Eugene Weaver# | 24 | 2012-2016 | |
| 88 | Eugene Wright# | 24 | 2014-2018 | |
| 96 | Alex Brown | 23 | 2012-2014 | |
| 96 | Ken Hubert# | 23 | 2012-2014 | |
| 96 | Cutter John# | 23 | 2013-2016 | |
| 96 | Jason Johnston# | 23 | 2013-2018 | |
| 96 | Ray McClain | 23 | 2013-2016 |
