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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Julian Merryweather# | 39 | 2017-2020 | |
| 1 | Chris Reed | 39 | 2013-2021 | |
| 3 | Eric Jokisch# | 38 | 2014-2018 | |
| 3 | Adam Morgan# | 38 | 2013-2023 | |
| 5 | Kirk McCarty# | 35 | 2019-2023 | |
| 6 | Adonis Medina# | 29 | 2019-2023 | |
| 7 | Evan Kruczynski# | 28 | 2019-2023 | |
| 7 | Franklin Morales | 28 | 2014-2015 | |
| 9 | Matt Heidenreich | 26 | 2014-2017 | |
| 10 | Spencer Adams | 25 | 2017-2019 | |
| 10 | Raul Alcantara# | 25 | 2018-2021 | |
| 10 | Dylan Baker | 25 | 2015-2023 | |
| 10 | Bobby Doran | 25 | 2013-2016 | |
| 10 | Matt Gage# | 25 | 2017-2023 | |
| 10 | Rico Garcia# | 25 | 2018-2023 | |
| 16 | Zachary Lovvorn# | 24 | 2019-2021 | |
| 16 | Jackson Tetreault# | 24 | 2019-2023 | |
| 18 | Jose Berrios# | 23 | 2014-2017 | |
| 18 | Chase De Jong# | 23 | 2017-2023 | |
| 20 | Paolo Espino | 22 | 2013-2019 | |
| 20 | Zach Petrick | 22 | 2014-2016 | |
| 20 | Robert Rasmussen | 22 | 2014-2018 | |
| 20 | Armando Rodriguez | 22 | 2013-2016 | |
| 24 | Nick Green# | 21 | 2019-2022 | |
| 24 | Kyle Heckathorn | 21 | 2013-2016 | |
| 24 | Casey Lawrence | 21 | 2014-2020 | |
| 24 | Gerardo Reyes# | 21 | 2020-2022 | |
| 28 | David Hess# | 20 | 2015-2021 | |
| 28 | Ricardo Pinto# | 20 | 2019-2023 | |
| 28 | Kanekoa Texeira | 20 | 2013-2016 | |
| 28 | Alex Wimmers | 20 | 2013-2018 | |
| 32 | D.L. Hall# | 19 | 2020-2022 | |
| 32 | Thomas Lee# | 19 | 2019-2022 | |
| 32 | Jose Mesa Jr.# | 19 | 2018-2023 | |
| 32 | Stephen Shackleford | 19 | 2013-2017 | |
| 32 | Joshua Smith | 19 | 2015-2020 | |
| 32 | Jerry Sullivan | 19 | 2013-2020 | |
| 32 | Jake Thompson | 19 | 2014-2015 | |
| 32 | Austin Warner# | 19 | 2020-2023 | |
| 40 | Andrew Albers | 18 | 2013-2015 | |
| 40 | Marc Brakeman | 18 | 2018-2021 | |
| 40 | Josh Degraaf | 18 | 2019-2021 | |
| 40 | Bryan Evans | 18 | 2013-2016 | |
| 40 | Mike Franco | 18 | 2018-2021 | |
| 40 | Dillon McNamara | 18 | 2018-2021 | |
| 40 | Martin Perez# | 18 | 2013-2019 | |
| 40 | Tyler Phillips# | 18 | 2021-2023 | |
| 40 | Jason Stoffel | 18 | 2013-2017 | |
| 40 | Allen Webster | 18 | 2013-2020 | |
| 40 | Scott Williams | 18 | 2018-2021 | |
| 51 | Jeremy Beasley# | 17 | 2020-2023 | |
| 51 | Chad Bell | 17 | 2014-2017 | |
| 51 | Johnny Fasola | 17 | 2017-2021 | |
| 51 | Amir Garrett# | 17 | 2015-2017 | |
| 51 | Austin Gomber# | 17 | 2017-2018 | |
| 51 | Rob Kaminsky# | 17 | 2016-2019 | |
| 51 | Luis A. Medina# | 17 | 2022-2023 | |
| 51 | Greg Nappo | 17 | 2016-2018 | |
| 59 | Ross Detwiler# | 16 | 2016-2019 | |
| 59 | Chris Ellis# | 16 | 2018-2023 | |
| 59 | Kyle Hart# | 16 | 2019-2023 | |
| 59 | Tyler Higgins | 16 | 2019-2021 | |
| 59 | Stephen Kohlscheen | 16 | 2015-2017 | |
| 59 | Andres Machado# | 16 | 2018-2022 | |
| 59 | Damien Magnifico | 16 | 2017-2020 | |
| 59 | Stephen Nogosek# | 16 | 2018-2022 | |
| 59 | Reese Olson# | 16 | 2022-2023 | |
| 59 | Dalton Sawyer# | 16 | 2018-2022 | |
| 59 | Bo Schultz | 16 | 2014-2017 | |
| 59 | Jess Todd | 16 | 2013-2016 | |
| 71 | Trevor Clifton# | 15 | 2020-2023 | |
| 71 | Daniel Corcino | 15 | 2013-2017 | |
| 71 | Kyle Dowdy# | 15 | 2016-2021 | |
| 71 | Daniel Espino# | 15 | 2021-2023 | |
| 71 | Ashton Goudeau# | 15 | 2017-2022 | |
| 71 | Matt Hoffman | 15 | 2013-2015 | |
| 71 | Ben Holmes# | 15 | 2019-2023 | |
| 71 | Chih-Wei Hu# | 15 | 2019-2023 | |
| 71 | A.J. Morris | 15 | 2013-2017 | |
| 71 | Zachary Neal | 15 | 2015-2017 | |
| 71 | Todd Redmond | 15 | 2017-2019 | |
| 71 | Josh Rogers# | 15 | 2019-2023 | |
| 71 | Daniel Slania | 15 | 2017-2021 | |
| 71 | Trey Supak# | 15 | 2020-2022 | |
| 71 | Pedro Vasquez | 15 | 2019-2022 | |
| 86 | Buddy Baumann | 14 | 2013-2016 | |
| 86 | Jose De Paula | 14 | 2013-2014 | |
| 86 | Carlos Hernandez | 14 | 2014-2018 | |
| 86 | Travis Lakins# | 14 | 2017-2023 | |
| 86 | Kyle Lotzkar | 14 | 2013-2014 | |
| 86 | Benton Moss | 14 | 2016-2020 | |
| 86 | Chad Rogers | 14 | 2014-2015 | |
| 86 | John Schreiber# | 14 | 2017-2022 | |
| 86 | Kevin Shackelford | 14 | 2016-2018 | |
| 86 | David Speer | 14 | 2019-2021 | |
| 96 | Jon Edwards | 13 | 2015-2021 | |
| 96 | Nick Gardewine# | 13 | 2018-2023 | |
| 96 | Reed Garrett# | 13 | 2017-2023 | |
| 96 | Angel Heredia | 13 | 2018-2019 | |
| 96 | Cameron Hobson | 13 | 2015-2016 |
