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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Noah Davis# | 3 | 2020-2022 | |
| 1 | Caleb Frare | 3 | 2013-2015 | |
| 1 | Daniel Mengden# | 3 | 2015-2016 | |
| 1 | Ricky Vanasco# | 3 | 2018-2020 | |
| 5 | Garrett Burhenn# | 2 | 2022-2024 | |
| 5 | Trey Dombroski# | 2 | 2024-2024 | |
| 5 | Justin Ferrell | 2 | 2015-2017 | |
| 5 | Edgar Gonzalez | 2 | 2022-2022 | |
| 5 | Anthony Hoopii-Tuionetoa# | 2 | 2021-2024 | |
| 5 | Hayden Hurst | 2 | 2013-2016 | |
| 5 | Seth Johnson# | 2 | 2020-2021 | |
| 5 | Connor Kaden | 2 | 2015-2017 | |
| 5 | Zak Kent# | 2 | 2021-2021 | |
| 5 | John King# | 2 | 2019-2020 | |
| 5 | Dusten Knight | 2 | 2021-2021 | |
| 5 | Austin Krob# | 2 | 2024-2024 | |
| 5 | Gunner Mayer# | 2 | 2020-2024 | |
| 5 | Albert Minnis | 2 | 2014-2016 | |
| 5 | Jaylen Nowlin# | 2 | 2022-2023 | |
| 5 | John Parke | 2 | 2018-2018 | |
| 5 | RJ Petit# | 2 | 2022-2023 | |
| 5 | Julio Pinto | 2 | 2020-2023 | |
| 5 | Storm Rynard | 2 | 2015-2019 | |
| 5 | Jose Taveras | 2 | 2018-2023 | |
| 5 | Nick Yoder | 2 | 2020-2021 | |
| 26 | Travis Adams# | 1 | 2022-2024 | |
| 26 | Jeff Antigua | 1 | 2013-2013 | |
| 26 | Bryan Baker# | 1 | 2017-2021 | |
| 26 | Brian Bayliss | 1 | 2017-2017 | |
| 26 | Brandon Bonilla | 1 | 2018-2018 | |
| 26 | Yimmi Brasoban | 1 | 2014-2014 | |
| 26 | Ben Brewster | 1 | 2015-2017 | |
| 26 | Bryan Brickhouse | 1 | 2021-2021 | |
| 26 | Tyler Brunnemann | 1 | 2016-2017 | |
| 26 | Ethan Carnes | 1 | 2014-2017 | |
| 26 | Damion Carroll | 1 | 2015-2016 | |
| 26 | Bubba Chandler# | 1 | 2022-2024 | |
| 26 | Connor Coward | 1 | 2019-2019 | |
| 26 | Dean Deetz | 1 | 2015-2017 | |
| 26 | Randall Fant | 1 | 2017-2017 | |
| 26 | Thomas Farr# | 1 | 2024-2024 | |
| 26 | Julio Felix | 1 | 2013-2019 | |
| 26 | Jefferson Figueroa# | 1 | 2021-2024 | |
| 26 | Scott Frazier | 1 | 2014-2017 | |
| 26 | Spencer Giesting# | 1 | 2023-2024 | |
| 26 | Nick Green | 1 | 2015-2017 | |
| 26 | Justin Haley | 1 | 2013-2014 | |
| 26 | Jacob Heatherly# | 1 | 2021-2021 | |
| 26 | Ronald Herrera# | 1 | 2014-2014 | |
| 26 | Chad Hockin | 1 | 2017-2017 | |
| 26 | Cristian Javier# | 1 | 2018-2018 | |
| 26 | Branden Kelliher | 1 | 2015-2018 | |
| 26 | Andrew Leenhouts | 1 | 2013-2013 | |
| 26 | Eli Lingos | 1 | 2019-2024 | |
| 26 | Nick Lockhart# | 1 | 2021-2024 | |
| 26 | Logan Longwith | 1 | 2016-2018 | |
| 26 | Damien Magnifico | 1 | 2014-2015 | |
| 26 | Joey Marciano | 1 | 2019-2021 | |
| 26 | Brandon McNitt | 1 | 2015-2015 | |
| 26 | Tim Melville | 1 | 2017-2017 | |
| 26 | Kenny Mendoza | 1 | 2018-2019 | |
| 26 | Jake Mielock | 1 | 2019-2019 | |
| 26 | Joe Mockbee | 1 | 2018-2018 | |
| 26 | Mike Morin | 1 | 2013-2014 | |
| 26 | Gabe Mosser# | 1 | 2020-2024 | |
| 26 | Aaron Nola# | 1 | 2015-2015 | |
| 26 | Braulio Ortiz | 1 | 2019-2019 | |
| 26 | Andrew Painter# | 1 | 2022-2022 | |
| 26 | Inohan Paniagua# | 1 | 2024-2024 | |
| 26 | Geordy Parra | 1 | 2015-2017 | |
| 26 | Brayan Perez# | 1 | 2022-2022 | |
| 26 | Brandon Peterson | 1 | 2014-2017 | |
| 26 | Peyton Plumlee# | 1 | 2020-2022 | |
| 26 | Cole Ragans# | 1 | 2018-2018 | |
| 26 | Manny Ramirez# | 1 | 2023-2024 | |
| 26 | Yefry Ramirez | 1 | 2016-2016 | |
| 26 | Yacksel Rios# | 1 | 2013-2015 | |
| 26 | Adrian Rodriguez# | 1 | 2021-2023 | |
| 26 | Alberto Rodriguez | 1 | 2017-2017 | |
| 26 | Joe Ross# | 1 | 2013-2013 | |
| 26 | Ben Rowen | 1 | 2022-2023 | |
| 26 | Brian Shaffer | 1 | 2018-2018 | |
| 26 | Ryan Sherriff | 1 | 2013-2016 | |
| 26 | Jordan Stephens | 1 | 2017-2017 | |
| 26 | Daniel Stumpf | 1 | 2013-2013 | |
| 26 | Wander Suero# | 1 | 2016-2016 | |
| 26 | Erik Tolman# | 1 | 2022-2024 | |
| 26 | Jose Torres | 1 | 2015-2016 | |
| 26 | Connor Walsh | 1 | 2015-2016 | |
| 26 | Shane Watson | 1 | 2013-2014 | |
| 26 | Ryan Yarbrough# | 1 | 2015-2015 | |
| 92 | Cody Adcock# | 0 | 2024-2024 | |
| 92 | Timothy Adleman | 0 | 2013-2021 | |
| 92 | Samuel Aldegheri# | 0 | 2024-2024 | |
| 92 | Stetson Allie | 0 | 2013-2020 | |
| 92 | Yency Almonte# | 0 | 2013-2015 | |
| 92 | Garvin Alston# | 0 | 2020-2024 | |
| 92 | Nick Altermatt# | 0 | 2024-2024 | |
| 92 | Jack Anderson# | 0 | 2022-2024 | |
| 92 | Mack Anglin# | 0 | 2023-2024 |
