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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Maurice Gould# | 138 | 2012-2018 | |
| 2 | Raúl Pérez# | 118 | 2012-2018 | |
| 3 | Wilfred Brooks# | 111 | 2012-2018 | |
| 4 | Nolan Lyons# | 110 | 2012-2018 | |
| 5 | Roberto Martínez# | 103 | 2012-2018 | |
| 6 | António Gómez# | 96 | 2012-2018 | |
| 7 | Rich Bussell# | 95 | 2012-2018 | |
| 7 | Charles Luce# | 95 | 2012-2018 | |
| 9 | Aurelio Ramírez# | 94 | 2012-2018 | |
| 10 | Kevin Sampson# | 90 | 2012-2018 | |
| 11 | Kent Rose# | 89 | 2012-2018 | |
| 12 | Elvis Sharp# | 86 | 2012-2018 | |
| 13 | Rodney Armstrong# | 83 | 2012-2018 | |
| 13 | Davey Holmes# | 83 | 2012-2018 | |
| 13 | Manuel Ruíz# | 83 | 2012-2018 | |
| 13 | Nathan Wilson# | 83 | 2012-2018 | |
| 17 | Bob Magee# | 81 | 2012-2018 | |
| 18 | Austin Brown# | 80 | 2012-2018 | |
| 19 | Rafael López# | 78 | 2012-2018 | |
| 19 | Adam Thomas# | 78 | 2012-2018 | |
| 21 | Jim Brady# | 74 | 2012-2017 | |
| 21 | Edward Griffith# | 74 | 2012-2018 | |
| 23 | Stephen Lawrence# | 72 | 2012-2018 | |
| 23 | Evan Warner# | 72 | 2012-2018 | |
| 25 | Ray Clay# | 68 | 2012-2018 | |
| 25 | Dave Lee# | 68 | 2012-2018 | |
| 27 | Norm Jackson | 67 | 2012-2017 | |
| 28 | Royce Butterfield# | 66 | 2012-2018 | |
| 28 | Mike Miller# | 66 | 2012-2018 | |
| 28 | Derrick Scott# | 66 | 2014-2018 | |
| 31 | Jim Fleming# | 65 | 2012-2018 | |
| 31 | Ángel Galindo# | 65 | 2012-2018 | |
| 33 | Ray Larson | 64 | 2012-2018 | |
| 34 | Paul Johnston# | 63 | 2014-2018 | |
| 34 | José Serrano# | 63 | 2012-2018 | |
| 36 | Brian Hudson# | 62 | 2012-2018 | |
| 36 | Dave Nicholson# | 62 | 2012-2018 | |
| 36 | Chris Wine# | 62 | 2012-2018 | |
| 39 | Jake Nelson# | 61 | 2012-2018 | |
| 40 | Pat Everhart# | 60 | 2012-2018 | |
| 40 | Tom Owens# | 60 | 2012-2018 | |
| 42 | Terence McKinley# | 58 | 2013-2018 | |
| 43 | Jason Bolyard | 56 | 2012-2016 | |
| 43 | Franklin Cox# | 56 | 2012-2018 | |
| 43 | Michael Henderson# | 56 | 2012-2017 | |
| 43 | Bob Lee# | 56 | 2012-2017 | |
| 43 | Martin Merritt# | 56 | 2013-2018 | |
| 48 | Tony Ross | 55 | 2012-2016 | |
| 49 | Cohen Brouillette# | 53 | 2015-2018 | |
| 49 | Jesse George# | 53 | 2012-2017 | |
| 49 | Cecil Gibbons# | 53 | 2012-2018 | |
| 49 | Scott Wilson# | 53 | 2014-2018 | |
| 53 | Bob Williams | 52 | 2012-2018 | |
| 54 | Anthony Atkinson# | 51 | 2013-2018 | |
| 54 | Pat Heard# | 51 | 2012-2018 | |
| 56 | Fraser Crawford# | 50 | 2012-2018 | |
| 56 | Arthur Gardner | 50 | 2012-2016 | |
| 58 | Joe Russell# | 49 | 2012-2018 | |
| 58 | Gerald Webb# | 49 | 2013-2018 | |
| 60 | Jeremy Rogers# | 48 | 2012-2016 | |
| 61 | Tom Bray# | 47 | 2012-2018 | |
| 61 | Michael Bryan# | 47 | 2012-2018 | |
| 63 | Jim Thompson | 46 | 2012-2016 | |
| 64 | Rich Barrett# | 45 | 2012-2018 | |
| 64 | Chase Burke# | 45 | 2012-2018 | |
| 64 | Javier Flores | 45 | 2012-2016 | |
| 64 | Mike Joyce# | 45 | 2012-2017 | |
| 64 | Sixto Lavio# | 45 | 2012-2018 | |
| 64 | Joe McDowell# | 45 | 2012-2018 | |
| 64 | Ricky Smith# | 45 | 2012-2018 | |
| 71 | Brad Anderson | 44 | 2012-2016 | |
| 71 | Charles Bailey# | 44 | 2013-2018 | |
| 71 | Roberto González# | 44 | 2012-2018 | |
| 71 | José Leal# | 44 | 2014-2018 | |
| 71 | Ray Lester | 44 | 2012-2018 | |
| 71 | Fabrizio Palgani# | 44 | 2012-2018 | |
| 77 | James Dooley# | 43 | 2012-2017 | |
| 77 | John Martin# | 43 | 2013-2018 | |
| 77 | Bob Rudyard | 43 | 2012-2015 | |
| 77 | Brandon Wilson# | 43 | 2012-2018 | |
| 81 | Roberto Campos# | 41 | 2012-2017 | |
| 81 | Dennis Inman# | 41 | 2012-2018 | |
| 81 | Travis James | 41 | 2012-2015 | |
| 81 | Peter Klein# | 41 | 2012-2018 | |
| 81 | Bob Smith# | 41 | 2014-2018 | |
| 81 | Homer Turner# | 41 | 2012-2018 | |
| 87 | Kevin Black# | 40 | 2012-2016 | |
| 87 | Robert Cates# | 40 | 2012-2018 | |
| 87 | Juan Fernández | 40 | 2012-2016 | |
| 87 | Pat Sellers | 40 | 2012-2015 | |
| 87 | Alberto Serna# | 40 | 2015-2018 | |
| 92 | Ron Cutter# | 39 | 2012-2018 | |
| 92 | Jimmy Drake# | 39 | 2012-2016 | |
| 92 | James Phillips# | 39 | 2015-2018 | |
| 92 | Kinnosuke Sato# | 39 | 2016-2018 | |
| 92 | Lou Smith# | 39 | 2012-2017 | |
| 92 | Dennis Stanford# | 39 | 2012-2018 | |
| 98 | Steve Johnson# | 38 | 2012-2018 | |
| 98 | Jorge Mendoza# | 38 | 2012-2018 | |
| 98 | Matt Walton# | 38 | 2012-2017 |
