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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Chase Johnson | 38 | 2016-2020 | |
| 2 | Matt Crouse | 32 | 2014-2016 | |
| 3 | Tyson Perez | 31 | 2014-2017 | |
| 4 | Paul Demny | 30 | 2013-2016 | |
| 4 | Osvaldo Hernandez# | 30 | 2020-2024 | |
| 6 | Kevin Eichhorn | 29 | 2014-2018 | |
| 7 | Alex Burgos | 28 | 2013-2015 | |
| 7 | Thomas Lee | 28 | 2014-2023 | |
| 7 | Drew Strotman# | 28 | 2018-2024 | |
| 10 | Casey Bloomquist | 27 | 2016-2022 | |
| 11 | Jorgan Cavanerio | 26 | 2017-2022 | |
| 11 | Joey Murray# | 26 | 2020-2024 | |
| 13 | Kyle Johnston | 25 | 2019-2022 | |
| 13 | Zach McCambley# | 25 | 2022-2024 | |
| 13 | Joe Navilhon | 25 | 2020-2023 | |
| 13 | James Needy | 25 | 2017-2019 | |
| 17 | Sean Brady | 24 | 2019-2021 | |
| 17 | Oscar De La Cruz | 24 | 2016-2019 | |
| 17 | Tyler Higgins | 24 | 2016-2020 | |
| 17 | Patrick Urckfitz | 24 | 2015-2017 | |
| 21 | Franklyn Kilome# | 23 | 2020-2024 | |
| 22 | Ronald Herrera# | 22 | 2019-2024 | |
| 22 | Jordan Minch | 22 | 2018-2021 | |
| 24 | Gray Fenter | 21 | 2017-2024 | |
| 24 | Jairo Heredia | 21 | 2014-2018 | |
| 24 | Jake Wong# | 21 | 2020-2024 | |
| 24 | Gabriel Ynoa | 21 | 2015-2021 | |
| 28 | Endrys Briceno | 20 | 2014-2019 | |
| 28 | Brandon Eisert# | 20 | 2020-2022 | |
| 28 | Chad Smith | 20 | 2013-2016 | |
| 31 | Daniel Gil | 19 | 2013-2016 | |
| 31 | Clay Helvey# | 19 | 2020-2025 | |
| 31 | Sam Runion | 19 | 2013-2016 | |
| 31 | Edwin Uceta# | 19 | 2020-2021 | |
| 31 | Boone Whiting | 19 | 2013-2014 | |
| 36 | Jaime Barria# | 18 | 2019-2020 | |
| 36 | Austin Bizzle | 18 | 2018-2023 | |
| 36 | Sean Donatello | 18 | 2014-2016 | |
| 36 | Jacob Esch | 18 | 2014-2017 | |
| 36 | Jorge Guzman# | 18 | 2018-2024 | |
| 36 | Rainy Lara | 18 | 2015-2016 | |
| 36 | Michael Lorenzen# | 18 | 2014-2015 | |
| 36 | Chris Perry | 18 | 2014-2017 | |
| 36 | Michael Roth | 18 | 2013-2019 | |
| 36 | Corey Walter | 18 | 2018-2021 | |
| 46 | Bryan Baker# | 17 | 2018-2022 | |
| 46 | Ryan Bradley | 17 | 2013-2016 | |
| 46 | Ben Krauth | 17 | 2019-2023 | |
| 46 | Ryan Longstreth | 17 | 2015-2017 | |
| 46 | Nick Maronde | 17 | 2013-2017 | |
| 46 | Chris Pike | 17 | 2016-2018 | |
| 46 | Tom Windle | 17 | 2014-2022 | |
| 46 | Kyle Zimmer | 17 | 2015-2021 | |
| 54 | Peyton Battenfield# | 16 | 2022-2024 | |
| 54 | Tyler Brown# | 16 | 2022-2024 | |
| 54 | Chris Flexen# | 16 | 2017-2017 | |
| 54 | Ryan Helsley# | 16 | 2017-2018 | |
| 54 | Jordan Montgomery# | 16 | 2017-2017 | |
| 54 | Alan Rangel# | 16 | 2019-2021 | |
| 54 | John Stilson | 16 | 2013-2018 | |
| 54 | Kelvin Vasquez | 16 | 2015-2021 | |
| 54 | Angel Yepez | 16 | 2018-2021 | |
| 63 | D.J. Baxendale | 15 | 2014-2015 | |
| 63 | Parker Bridwell | 15 | 2014-2022 | |
| 63 | Edgar De La Rosa | 15 | 2014-2017 | |
| 63 | Hunter Dobbins# | 15 | 2023-2024 | |
| 63 | Jeff Ferrell | 15 | 2014-2015 | |
| 63 | Justin Garza# | 15 | 2017-2021 | |
| 63 | Nick Hernandez# | 15 | 2018-2023 | |
| 63 | Gunnar Hoglund# | 15 | 2022-2024 | |
| 63 | Jackson Kowar# | 15 | 2020-2021 | |
| 63 | Kevin Matthews | 15 | 2014-2016 | |
| 63 | T.J. McFarland | 15 | 2017-2018 | |
| 63 | Willy Paredes | 15 | 2014-2016 | |
| 63 | Ivan Pineyro | 15 | 2014-2022 | |
| 63 | Michael Plassmeyer# | 15 | 2020-2021 | |
| 63 | Thomas Ponticelli | 15 | 2022-2024 | |
| 63 | Armando Rivero | 15 | 2015-2017 | |
| 63 | Joe Ross# | 15 | 2014-2015 | |
| 63 | Austin Sodders | 15 | 2019-2021 | |
| 63 | Eric Wooten | 15 | 2017-2017 | |
| 82 | Xavier Altamirano | 14 | 2019-2022 | |
| 82 | Jeremy Bleich | 14 | 2013-2018 | |
| 82 | Henry Centeno | 14 | 2017-2021 | |
| 82 | Myles Jaye | 14 | 2013-2015 | |
| 82 | Trey Jeans | 14 | 2021-2023 | |
| 82 | Brandon G. Koch# | 14 | 2019-2024 | |
| 82 | Casey Legumina# | 14 | 2020-2024 | |
| 82 | Brendon Little# | 14 | 2018-2024 | |
| 82 | Seth Lugo# | 14 | 2015-2016 | |
| 82 | Sean Nolin | 14 | 2016-2016 | |
| 82 | Ryan O'Sullivan | 14 | 2015-2019 | |
| 82 | Tyler Pill | 14 | 2013-2022 | |
| 82 | Marco Raya# | 14 | 2023-2024 | |
| 82 | Brett Shankin | 14 | 2014-2016 | |
| 82 | Joshua Turley | 14 | 2017-2017 | |
| 82 | Blake Walston# | 14 | 2022-2024 | |
| 98 | Jesse Beal | 13 | 2016-2016 | |
| 98 | Brendan Beck# | 13 | 2022-2024 | |
| 98 | Boomer Biegalski | 13 | 2016-2019 |
