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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jaime Morales# | 36 | 2018-2021 | |
| 2 | Ralph Parkinson# | 25 | 2013-2017 | |
| 3 | Kyle Brnovich# | 24 | 2021-2022 | |
| 3 | Victor Sanchez# | 24 | 2013-2015 | |
| 5 | Brent Dudley# | 23 | 2019-2022 | |
| 5 | Joe Ross# | 23 | 2012-2016 | |
| 7 | Burton Adams# | 22 | 2020-2023 | |
| 7 | Cody Buckel# | 22 | 2012-2016 | |
| 7 | Sam Huard# | 22 | 2022-2023 | |
| 7 | Dakota Hudson# | 22 | 2018-2019 | |
| 7 | En-lai Zhang# | 22 | 2015-2017 | |
| 12 | Graham Mertz# | 21 | 2020-2023 | |
| 12 | Clario Perez# | 21 | 2015-2017 | |
| 12 | Levi Prater# | 21 | 2021-2023 | |
| 15 | Edward Carlson# | 20 | 2018-2019 | |
| 15 | Jared Kelly# | 20 | 2021-2022 | |
| 15 | Jonathan Perez# | 20 | 2015-2020 | |
| 18 | Henry Carlson# | 19 | 2017-2018 | |
| 18 | Tyler Green# | 19 | 2012-2013 | |
| 18 | Chip Jordan# | 19 | 2016-2021 | |
| 18 | David Keifer# | 19 | 2018-2024 | |
| 18 | Noah Murdock# | 19 | 2021-2022 | |
| 18 | Roy Offerman# | 19 | 2020-2024 | |
| 18 | C.J. Van Eyk# | 19 | 2020-2022 | |
| 25 | Jesse Darrah | 18 | 2012-2013 | |
| 25 | Shane Farrell | 18 | 2013-2016 | |
| 25 | Justin Faulkner# | 18 | 2022-2023 | |
| 25 | Nate Hutcheson# | 18 | 2020-2021 | |
| 25 | Alex Watts# | 18 | 2015-2017 | |
| 25 | Broderick Wilson# | 18 | 2015-2016 | |
| 31 | Juan García# | 17 | 2019-2024 | |
| 31 | John Johnson# | 17 | 2019-2021 | |
| 31 | Su-Min Jung | 17 | 2014-2015 | |
| 31 | Danny McKnight# | 17 | 2019-2020 | |
| 31 | Brenny Paulino | 17 | 2012-2015 | |
| 31 | Manuel Silva# | 17 | 2017-2019 | |
| 31 | Brian Sparks# | 17 | 2018-2024 | |
| 31 | Marcos Sánchez# | 17 | 2019-2020 | |
| 39 | César Beltrán# | 16 | 2019-2021 | |
| 39 | Cristia Bishop# | 16 | 2016-2020 | |
| 39 | Trey Haley | 16 | 2012-2012 | |
| 39 | Vance Halili | 16 | 2018-2021 | |
| 39 | Gavin Hall# | 16 | 2021-2024 | |
| 39 | Donnie Jenkins# | 16 | 2018-2021 | |
| 39 | Jose V. Kline# | 16 | 2014-2021 | |
| 39 | Will O'Neal# | 16 | 2022-2023 | |
| 39 | Will Proctor# | 16 | 2020-2024 | |
| 39 | Gary Reed# | 16 | 2019-2021 | |
| 49 | Michael Brooks# | 15 | 2019-2020 | |
| 49 | Jaden Casey# | 15 | 2022-2023 | |
| 49 | Foeke de Weert# | 15 | 2020-2023 | |
| 49 | Jacob Faria# | 15 | 2016-2017 | |
| 49 | Kyle Funkhouser# | 15 | 2015-2016 | |
| 49 | Larry Gamble | 15 | 2014-2021 | |
| 49 | Robert Hayes | 15 | 2016-2018 | |
| 49 | Clarence Holland# | 15 | 2019-2021 | |
| 49 | Josh Irvin# | 15 | 2020-2022 | |
| 49 | Maverick Kingsburry# | 15 | 2020-2021 | |
| 49 | Alex Lange# | 15 | 2018-2018 | |
| 49 | Jack Leiter# | 15 | 2020-2021 | |
| 49 | Javier Mejía# | 15 | 2017-2017 | |
| 49 | Jacob Rebar# | 15 | 2020-2023 | |
| 49 | Jonathan Stanton# | 15 | 2021-2021 | |
| 49 | Simeon Woods-Richardson# | 15 | 2021-2022 | |
| 65 | Pat Crosby# | 14 | 2014-2016 | |
| 65 | Ryan Dauster# | 14 | 2023-2024 | |
| 65 | Richard Fitts# | 14 | 2021-2024 | |
| 65 | Jason Groome# | 14 | 2019-2019 | |
| 65 | D.L. Hall# | 14 | 2018-2021 | |
| 65 | Tanner Houck# | 14 | 2017-2018 | |
| 65 | Jose Jose | 14 | 2013-2014 | |
| 65 | Connor Katz# | 14 | 2021-2024 | |
| 65 | James Marinan# | 14 | 2020-2021 | |
| 65 | Michael Matuella# | 14 | 2015-2016 | |
| 65 | Chandler Morris# | 14 | 2022-2023 | |
| 65 | Grayson Murphy# | 14 | 2023-2023 | |
| 65 | Stephen Pikiell# | 14 | 2022-2023 | |
| 65 | Juan Ramos# | 14 | 2015-2016 | |
| 65 | Ryan Simmons# | 14 | 2018-2021 | |
| 65 | Taylor Staal# | 14 | 2018-2021 | |
| 65 | Randy Thompson# | 14 | 2018-2022 | |
| 65 | Michael Treadwell# | 14 | 2022-2023 | |
| 65 | Nick Tropeano | 14 | 2013-2016 | |
| 65 | Ed Walker | 14 | 2016-2017 | |
| 65 | William Walker# | 14 | 2017-2018 | |
| 86 | Danny Brandon | 13 | 2014-2017 | |
| 86 | Greg Burns# | 13 | 2020-2022 | |
| 86 | Chase Davis# | 13 | 2022-2024 | |
| 86 | Joe Gray# | 13 | 2020-2020 | |
| 86 | Manuel Hernández# | 13 | 2020-2024 | |
| 86 | Trent Hinton# | 13 | 2018-2019 | |
| 86 | Anthony Kay# | 13 | 2018-2019 | |
| 86 | David Keller# | 13 | 2023-2024 | |
| 86 | António López# | 13 | 2015-2017 | |
| 86 | Víctor Mejía# | 13 | 2012-2014 | |
| 86 | Brendon Mills# | 13 | 2018-2024 | |
| 86 | Jim Munroe# | 13 | 2014-2016 | |
| 86 | Pedro Ortíz# | 13 | 2018-2023 | |
| 86 | José Padilla# | 13 | 2020-2021 | |
| 86 | Kade Renfro# | 13 | 2021-2022 |
