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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Nick Travieso | 55 | 2014-2024 | |
| 2 | Jacob Nix# | 42 | 2016-2024 | |
| 3 | Alexis Tapia | 37 | 2016-2022 | |
| 4 | Jhordany Mezquita# | 33 | 2021-2024 | |
| 5 | Noah Davis# | 32 | 2023-2024 | |
| 5 | Yennsy Diaz# | 32 | 2018-2024 | |
| 5 | Roniel Raudes# | 32 | 2019-2025 | |
| 5 | Sam Selman | 32 | 2013-2022 | |
| 9 | Jordan Cooper | 30 | 2013-2016 | |
| 9 | Rookie Davis | 30 | 2019-2021 | |
| 9 | John Rooney# | 30 | 2019-2025 | |
| 9 | Logan Verrett# | 30 | 2013-2024 | |
| 13 | Reid Birlingmair# | 29 | 2022-2025 | |
| 14 | Jesse Darrah | 28 | 2013-2017 | |
| 14 | Lincoln Henzman# | 28 | 2019-2025 | |
| 14 | Matt Withrow | 28 | 2017-2021 | |
| 17 | Jordan Johnson | 27 | 2017-2021 | |
| 17 | Thomas Szapucki# | 27 | 2017-2019 | |
| 17 | Kylin Turnbull | 27 | 2014-2017 | |
| 17 | Danny Young# | 27 | 2018-2024 | |
| 21 | Dario Agrazal# | 26 | 2018-2023 | |
| 21 | Michael Matuella | 26 | 2016-2022 | |
| 21 | Curtis Taylor# | 26 | 2017-2023 | |
| 24 | Jefry Rodriguez# | 25 | 2015-2023 | |
| 24 | Scott Snodgress | 25 | 2013-2016 | |
| 26 | Marcos Diplan | 24 | 2017-2019 | |
| 26 | Jonathan Dziedzic | 24 | 2016-2021 | |
| 28 | Jacob Bray | 23 | 2019-2022 | |
| 28 | Matthew Crownover | 23 | 2016-2020 | |
| 28 | Sean McLaughlin | 23 | 2017-2021 | |
| 28 | Cody Scarpetta | 23 | 2013-2018 | |
| 28 | Noah Song# | 23 | 2021-2022 | |
| 28 | Robert Stephenson# | 23 | 2014-2015 | |
| 34 | Chris Clarke# | 22 | 2020-2024 | |
| 34 | Jairo Labourt | 22 | 2014-2020 | |
| 34 | Zac Lowther# | 22 | 2018-2025 | |
| 34 | John Parke | 22 | 2020-2023 | |
| 34 | Luis Rijo# | 22 | 2020-2023 | |
| 39 | Jeff Bain# | 21 | 2019-2021 | |
| 39 | Ryan Brinley | 21 | 2016-2019 | |
| 39 | Yender Caramo | 21 | 2014-2018 | |
| 39 | Mitch Horacek | 21 | 2017-2021 | |
| 39 | Freicer Perez | 21 | 2019-2023 | |
| 39 | Cody Reed | 21 | 2018-2022 | |
| 39 | Matt Swynenberg | 21 | 2013-2015 | |
| 46 | Cristian Alvarado | 20 | 2018-2022 | |
| 46 | Yonardo Herdenez | 20 | 2019-2022 | |
| 46 | Erick Julio | 20 | 2018-2021 | |
| 46 | Stephen Kohlscheen | 20 | 2013-2014 | |
| 46 | Jose Leclerc# | 20 | 2014-2017 | |
| 46 | Brett Lilek | 20 | 2018-2021 | |
| 46 | Robinson Ortiz# | 20 | 2020-2023 | |
| 46 | Daury Torrez | 20 | 2019-2021 | |
| 46 | Seth Varner | 20 | 2017-2021 | |
| 55 | Justin Amlung | 19 | 2014-2016 | |
| 55 | D.J. Brown | 19 | 2015-2019 | |
| 55 | Grant Holmes# | 19 | 2018-2023 | |
| 55 | Michael Johnson | 19 | 2014-2017 | |
| 55 | Peter Lambert# | 19 | 2016-2020 | |
| 55 | Matt Peacock# | 19 | 2019-2020 | |
| 55 | Jeremy Rhoades | 19 | 2015-2020 | |
| 55 | Chris Rowley | 19 | 2016-2020 | |
| 55 | Seth Shuman# | 19 | 2022-2023 | |
| 55 | Forrest Snow | 19 | 2013-2019 | |
| 55 | Dylan Spain# | 19 | 2022-2024 | |
| 66 | Corey Baker | 18 | 2015-2018 | |
| 66 | Patrick McCoy | 18 | 2013-2017 | |
| 66 | Nick Neidert# | 18 | 2020-2021 | |
| 66 | Bobby Wahl | 18 | 2014-2020 | |
| 66 | Alex Young# | 18 | 2016-2023 | |
| 71 | Sergio Gomez | 17 | 2014-2016 | |
| 71 | Mike Hauschild | 17 | 2014-2016 | |
| 71 | Aliangel Lopez | 17 | 2014-2017 | |
| 71 | Ian Oxnevad | 17 | 2019-2020 | |
| 71 | Ryne Slack | 17 | 2017-2021 | |
| 71 | Steven Snodgrass | 17 | 2014-2017 | |
| 71 | Anthony Veneziano# | 17 | 2022-2023 | |
| 71 | Brandon Waddell# | 17 | 2017-2024 | |
| 79 | Jeremy Barfield | 16 | 2013-2017 | |
| 79 | Chad Bell | 16 | 2013-2014 | |
| 79 | Josh Conway | 16 | 2013-2018 | |
| 79 | Andrew Faulkner | 16 | 2015-2024 | |
| 79 | Chris Jones | 16 | 2013-2014 | |
| 79 | Taylor Jungmann | 16 | 2013-2019 | |
| 79 | A.J. Morris | 16 | 2013-2017 | |
| 79 | Nicholas Pasquale | 16 | 2014-2017 | |
| 79 | Zack Phillips# | 16 | 2023-2025 | |
| 79 | Luis Reyes# | 16 | 2017-2024 | |
| 79 | Samuel Strickland# | 16 | 2022-2025 | |
| 79 | Matt Tabor# | 16 | 2021-2024 | |
| 79 | Konner Wade# | 16 | 2014-2024 | |
| 79 | Ryan Zeferjahn# | 16 | 2021-2024 | |
| 93 | Pedro Avila# | 15 | 2017-2020 | |
| 93 | Matt Ball | 15 | 2020-2022 | |
| 93 | Tony Bucciferro | 15 | 2014-2016 | |
| 93 | Blair Calvo# | 15 | 2023-2023 | |
| 93 | Alex Cornwell# | 15 | 2023-2024 | |
| 93 | Keith Couch | 15 | 2013-2016 | |
| 93 | John Doxakis# | 15 | 2022-2025 | |
| 93 | Brady Dragmire | 15 | 2017-2023 |
