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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Augusto Chávez# | 19 | 2018-2022 | |
| 2 | Zuleide Gaula# | 15 | 2018-2022 | |
| 2 | En-lai Zhang# | 15 | 2013-2014 | |
| 4 | Shawn Stephens# | 14 | 2015-2016 | |
| 5 | Jacob Faria# | 13 | 2013-2015 | |
| 5 | Tyler Glasnow# | 13 | 2012-2015 | |
| 7 | Bernard Delaporte# | 12 | 2020-2022 | |
| 7 | Michael Fulmer | 12 | 2013-2013 | |
| 7 | Jason Ramos# | 12 | 2014-2015 | |
| 7 | Juan Rojas# | 12 | 2013-2015 | |
| 7 | Kevin Wilder# | 12 | 2016-2017 | |
| 7 | Aaron Wright# | 12 | 2019-2021 | |
| 13 | Mariano Francisco# | 11 | 2020-2021 | |
| 13 | Steve Rollins# | 11 | 2021-2022 | |
| 15 | José Canó# | 10 | 2020-2022 | |
| 15 | Vincente Fernández# | 10 | 2020-2022 | |
| 15 | Ken McLean# | 10 | 2019-2022 | |
| 15 | Ray Mummey# | 10 | 2018-2022 | |
| 15 | Herman Sparks# | 10 | 2016-2022 | |
| 20 | Javier Ayala# | 9 | 2021-2022 | |
| 20 | Miguel Chalas# | 9 | 2012-2014 | |
| 20 | Paul d'Ar# | 9 | 2021-2022 | |
| 20 | Enderson Franco# | 9 | 2014-2015 | |
| 20 | Carson Fulmer# | 9 | 2012-2014 | |
| 20 | Rob Heppell# | 9 | 2016-2016 | |
| 20 | Carson Kelly# | 9 | 2015-2015 | |
| 20 | JP Massey# | 9 | 2022-2022 | |
| 20 | J.D. Neeleman# | 9 | 2020-2022 | |
| 20 | Nick Peterson# | 9 | 2018-2019 | |
| 20 | Richard Rodriguez | 9 | 2012-2013 | |
| 20 | Navy Shuler# | 9 | 2019-2020 | |
| 32 | Ralph Alexander | 8 | 2014-2014 | |
| 32 | Leonel Bastidas | 8 | 2013-2013 | |
| 32 | Johnny Bechtel# | 8 | 2020-2022 | |
| 32 | Jeff Benjamin# | 8 | 2022-2022 | |
| 32 | Bernalldo Borreco# | 8 | 2015-2015 | |
| 32 | Jonathan Bowlan# | 8 | 2020-2020 | |
| 32 | Matt Bradley# | 8 | 2021-2021 | |
| 32 | John Brown# | 8 | 2016-2017 | |
| 32 | Armando Carvajal# | 8 | 2018-2019 | |
| 32 | Esteban Castaneda# | 8 | 2016-2016 | |
| 32 | Roberto Chávez# | 8 | 2015-2015 | |
| 32 | Alex Collins# | 8 | 2016-2017 | |
| 32 | William Cuevas | 8 | 2013-2013 | |
| 32 | Jeffrey Decker# | 8 | 2020-2021 | |
| 32 | Ian Dickson | 8 | 2014-2014 | |
| 32 | Luke Doty# | 8 | 2020-2022 | |
| 32 | Ken Gary# | 8 | 2016-2017 | |
| 32 | Gary Griffith# | 8 | 2018-2018 | |
| 32 | Jason Hatfield# | 8 | 2014-2015 | |
| 32 | Bryce Jarvis# | 8 | 2020-2020 | |
| 32 | Anthony Kerkin# | 8 | 2021-2022 | |
| 32 | Craig McLaughlin# | 8 | 2018-2021 | |
| 32 | David Montgomery# | 8 | 2018-2022 | |
| 32 | Salvador Montés# | 8 | 2017-2019 | |
| 32 | Artie Parkinson# | 8 | 2018-2021 | |
| 32 | Jorge Rivera# | 8 | 2020-2022 | |
| 32 | Gregory Santos# | 8 | 2020-2021 | |
| 32 | Adam Sorensen# | 8 | 2015-2017 | |
| 32 | Derrick Spencer# | 8 | 2021-2022 | |
| 32 | Ethan Stanley# | 8 | 2020-2022 | |
| 62 | Greg Allison# | 7 | 2016-2017 | |
| 62 | Dean Anderson# | 7 | 2018-2018 | |
| 62 | Bill Arthur# | 7 | 2017-2017 | |
| 62 | Joe Austin# | 7 | 2013-2016 | |
| 62 | Harrison Bailey# | 7 | 2020-2021 | |
| 62 | George Belew# | 7 | 2016-2016 | |
| 62 | Andrew Bellatti# | 7 | 2012-2014 | |
| 62 | Nick Bitsko# | 7 | 2021-2021 | |
| 62 | Chad Brown# | 7 | 2015-2015 | |
| 62 | Jorge Bruno# | 7 | 2020-2020 | |
| 62 | Tyler Byrne# | 7 | 2019-2021 | |
| 62 | Joe Cantrell# | 7 | 2017-2017 | |
| 62 | Brendan Dunn# | 7 | 2021-2022 | |
| 62 | Brady Dutcher# | 7 | 2022-2022 | |
| 62 | Sergio Díaz# | 7 | 2018-2018 | |
| 62 | Jeremy Gabryszwski# | 7 | 2012-2013 | |
| 62 | Clarence Gallagher# | 7 | 2019-2022 | |
| 62 | Joe Gray# | 7 | 2014-2015 | |
| 62 | Dave Groves# | 7 | 2012-2013 | |
| 62 | Vance Halili | 7 | 2017-2021 | |
| 62 | Donny Hall# | 7 | 2021-2022 | |
| 62 | Pedro Jiménez# | 7 | 2018-2018 | |
| 62 | Abraham Jones# | 7 | 2014-2015 | |
| 62 | Su-Min Jung | 7 | 2013-2013 | |
| 62 | Emílio Leal# | 7 | 2018-2022 | |
| 62 | Joe MacGregor# | 7 | 2019-2019 | |
| 62 | Chandler McKinney# | 7 | 2019-2021 | |
| 62 | Parker McQuarrie# | 7 | 2021-2022 | |
| 62 | Matt McSwain# | 7 | 2019-2019 | |
| 62 | Tony Montalvo# | 7 | 2021-2022 | |
| 62 | Cam Neal# | 7 | 2015-2017 | |
| 62 | Tyson Oswalt# | 7 | 2018-2018 | |
| 62 | Luis Puño# | 7 | 2019-2020 | |
| 62 | Jeff Reynolds# | 7 | 2017-2018 | |
| 62 | Zach Rivera# | 7 | 2014-2015 | |
| 62 | Fred Robinson# | 7 | 2019-2021 | |
| 62 | Nolan Sanburn# | 7 | 2014-2014 | |
| 62 | Luis Segura# | 7 | 2021-2022 | |
| 62 | Norm Thompson# | 7 | 2020-2020 |
