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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 | 2023-2025 | |
| 1 | Scott Snodgress | 3 | 2013-2016 | |
| 3 | Alex Cornwell# | 2 | 2023-2025 | |
| 3 | Lincoln Henzman# | 2 | 2019-2025 | |
| 3 | David Hill | 2 | 2018-2021 | |
| 3 | Jose Leclerc# | 2 | 2014-2017 | |
| 3 | Jose Lopez | 2 | 2016-2016 | |
| 3 | Tommy Mace# | 2 | 2022-2025 | |
| 3 | Konnor Pilkington# | 2 | 2020-2021 | |
| 3 | Blake Quinn | 2 | 2018-2018 | |
| 3 | Scott Serigstad | 2 | 2019-2021 | |
| 3 | Noah Song# | 2 | 2021-2022 | |
| 3 | Ranger Suarez# | 2 | 2018-2018 | |
| 3 | Matt Swynenberg | 2 | 2013-2015 | |
| 3 | Thomas Szapucki# | 2 | 2017-2019 | |
| 3 | Daniel Tillo | 2 | 2020-2022 | |
| 3 | Daury Torrez | 2 | 2019-2021 | |
| 3 | Mitchell Traver | 2 | 2019-2021 | |
| 3 | Taijuan Walker# | 2 | 2013-2023 | |
| 3 | Tony Zych | 2 | 2013-2015 | |
| 21 | Mark Appel | 1 | 2014-2023 | |
| 21 | Jose Arias | 1 | 2014-2016 | |
| 21 | Thomas Balboni# | 1 | 2025-2025 | |
| 21 | Edgar Barclay# | 1 | 2022-2025 | |
| 21 | Seamus Barrett# | 1 | 2025-2025 | |
| 21 | Nathan Bates | 1 | 2020-2021 | |
| 21 | Mason Black# | 1 | 2023-2023 | |
| 21 | Trace Bright# | 1 | 2024-2024 | |
| 21 | Josh Broughton | 1 | 2021-2021 | |
| 21 | Shane Broyles | 1 | 2015-2017 | |
| 21 | Hever Bueno | 1 | 2017-2022 | |
| 21 | Blair Calvo# | 1 | 2023-2025 | |
| 21 | Isaiah Campbell# | 1 | 2022-2023 | |
| 21 | Matt Canterino# | 1 | 2021-2022 | |
| 21 | Andrew Cisco | 1 | 2017-2018 | |
| 21 | Chris Clarke# | 1 | 2020-2024 | |
| 21 | Jake Cosart | 1 | 2017-2021 | |
| 21 | Jesse Darrah | 1 | 2013-2017 | |
| 21 | Montana DuRapau | 1 | 2017-2019 | |
| 21 | Peter Fairbanks# | 1 | 2017-2019 | |
| 21 | Steven Farnworth | 1 | 2019-2021 | |
| 21 | Kyle Freeland# | 1 | 2016-2016 | |
| 21 | Cameron Gann | 1 | 2016-2023 | |
| 21 | Zach Greene# | 1 | 2022-2024 | |
| 21 | Reymin Guduan | 1 | 2015-2018 | |
| 21 | Tyler Guilfoil# | 1 | 2024-2025 | |
| 21 | Kyle Hart# | 1 | 2019-2022 | |
| 21 | Taylor Hearn# | 1 | 2016-2018 | |
| 21 | Yonardo Herdenez | 1 | 2019-2022 | |
| 21 | Mitch Horacek | 1 | 2017-2021 | |
| 21 | Justin Jacome | 1 | 2018-2021 | |
| 21 | Myles Jaye | 1 | 2016-2019 | |
| 21 | Seth Johnson# | 1 | 2022-2022 | |
| 21 | Stephen Johnson | 1 | 2014-2018 | |
| 21 | Tyler Jones | 1 | 2013-2017 | |
| 21 | Stephen Landazuri | 1 | 2014-2018 | |
| 21 | Max Lazar# | 1 | 2022-2023 | |
| 21 | Christopher Lee | 1 | 2017-2017 | |
| 21 | Brandon Leibrandt# | 1 | 2024-2025 | |
| 21 | Will Locante | 1 | 2015-2016 | |
| 21 | Lucas Long | 1 | 2019-2021 | |
| 21 | Elvis Luciano# | 1 | 2020-2025 | |
| 21 | Trey Masek | 1 | 2015-2016 | |
| 21 | Isaac Mattson# | 1 | 2019-2024 | |
| 21 | Gunner Mayer# | 1 | 2025-2025 | |
| 21 | Jhordany Mezquita# | 1 | 2021-2025 | |
| 21 | Wade Miley# | 1 | 2025-2025 | |
| 21 | Erling Moreno | 1 | 2017-2018 | |
| 21 | Shawn Morimando | 1 | 2014-2017 | |
| 21 | Jacob Nix# | 1 | 2016-2024 | |
| 21 | Ryan O'Rourke | 1 | 2017-2022 | |
| 21 | Joel Payamps# | 1 | 2022-2022 | |
| 21 | Jack Perkins | 1 | 2022-2022 | |
| 21 | Austin Pettibone | 1 | 2017-2018 | |
| 21 | Aaron Poreda | 1 | 2015-2015 | |
| 21 | Daniel Procopio | 1 | 2019-2024 | |
| 21 | A.J. Puckett# | 1 | 2020-2025 | |
| 21 | Adam Quintana | 1 | 2016-2017 | |
| 21 | Alex Reyes | 1 | 2015-2016 | |
| 21 | Jeremy Rhoades | 1 | 2015-2020 | |
| 21 | Julio Robaina# | 1 | 2024-2024 | |
| 21 | Jefry Rodriguez# | 1 | 2015-2023 | |
| 21 | Josh Rogers# | 1 | 2019-2023 | |
| 21 | David Rollins | 1 | 2014-2017 | |
| 21 | John Rooney# | 1 | 2019-2025 | |
| 21 | Chris Rowley | 1 | 2016-2020 | |
| 21 | Mike Ruff# | 1 | 2020-2023 | |
| 21 | Darlin Saladin# | 1 | 2025-2025 | |
| 21 | Javi Salas | 1 | 2017-2018 | |
| 21 | Tyler Schweitzer# | 1 | 2023-2025 | |
| 21 | Jordan Shipers | 1 | 2015-2016 | |
| 21 | Manuel Silva# | 1 | 2022-2024 | |
| 21 | Hector Silvestre | 1 | 2014-2020 | |
| 21 | Daniel Slania | 1 | 2014-2016 | |
| 21 | Chad C. Smith# | 1 | 2020-2024 | |
| 21 | Russell Smith# | 1 | 2024-2024 | |
| 21 | Hayden Snelsire# | 1 | 2025-2025 | |
| 21 | Steven Snodgrass | 1 | 2014-2017 | |
| 21 | Forrest Snow | 1 | 2013-2019 | |
| 21 | Dylan Spain# | 1 | 2022-2024 |
