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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Brock Dykxhoorn | 3 | 2017-2020 | |
| 1 | Lucas Giolito# | 3 | 2013-2015 | |
| 1 | Carlos G. Hernandez | 3 | 2018-2020 | |
| 1 | Jacob Taylor | 3 | 2016-2019 | |
| 1 | Niall Windeler# | 3 | 2020-2024 | |
| 6 | Diomenges Almengo# | 2 | 2016-2020 | |
| 6 | Brennan Bernardino# | 2 | 2016-2017 | |
| 6 | Ryan Dull | 2 | 2013-2013 | |
| 6 | Richard Gallardo# | 2 | 2022-2022 | |
| 6 | Jonathan Holder# | 2 | 2015-2017 | |
| 6 | Cody Mobley | 2 | 2019-2021 | |
| 12 | Kenedy Agramonte | 1 | 2014-2015 | |
| 12 | Brock Burke# | 1 | 2015-2018 | |
| 12 | Edward Cabrera# | 1 | 2018-2018 | |
| 12 | Andrew Church | 1 | 2016-2016 | |
| 12 | Trevor Clifton# | 1 | 2014-2016 | |
| 12 | Michael Connolly | 1 | 2019-2019 | |
| 12 | Yovanny Cruz# | 1 | 2020-2024 | |
| 12 | William Cuevas# | 1 | 2013-2013 | |
| 12 | Jose De Leon# | 1 | 2014-2014 | |
| 12 | Sam Delaplane# | 1 | 2018-2018 | |
| 12 | Riley Echols | 1 | 2018-2021 | |
| 12 | Scott Effross# | 1 | 2016-2018 | |
| 12 | Gabe Emmett# | 1 | 2022-2024 | |
| 12 | Evan Estes | 1 | 2019-2021 | |
| 12 | Drake Fellows# | 1 | 2021-2024 | |
| 12 | Santiago Florez# | 1 | 2024-2024 | |
| 12 | Drew Garrett# | 1 | 2023-2024 | |
| 12 | Mitch Gueller | 1 | 2013-2017 | |
| 12 | Jordan Guerrero# | 1 | 2013-2015 | |
| 12 | Jordan M. Guerrero | 1 | 2016-2017 | |
| 12 | Nic Hanson | 1 | 2013-2023 | |
| 12 | Daniel Harper# | 1 | 2023-2024 | |
| 12 | Holden Helmink | 1 | 2015-2017 | |
| 12 | Franklin Hernandez | 1 | 2019-2021 | |
| 12 | Grant Hockin | 1 | 2019-2022 | |
| 12 | Kyle Hooper | 1 | 2014-2014 | |
| 12 | Mitch Horacek | 1 | 2014-2016 | |
| 12 | Adrian Houser# | 1 | 2013-2016 | |
| 12 | Bryce Howe | 1 | 2018-2019 | |
| 12 | Chih-Wei Hu | 1 | 2014-2015 | |
| 12 | Grayson Huffman | 1 | 2016-2021 | |
| 12 | Brian Hunter | 1 | 2016-2017 | |
| 12 | Madison Jeffrey# | 1 | 2022-2024 | |
| 12 | Michael Johnson | 1 | 2020-2020 | |
| 12 | Nick Jones | 1 | 2015-2017 | |
| 12 | Jakob Junis# | 1 | 2013-2015 | |
| 12 | Kurtis Kostuk | 1 | 2014-2016 | |
| 12 | Ian Leatherman | 1 | 2022-2022 | |
| 12 | Luke Little# | 1 | 2022-2022 | |
| 12 | Matt Litwicki# | 1 | 2022-2024 | |
| 12 | Jose Lopez | 1 | 2017-2017 | |
| 12 | Luis Lugo# | 1 | 2015-2019 | |
| 12 | Will Mabrey# | 1 | 2023-2023 | |
| 12 | Jake McCasland | 1 | 2015-2017 | |
| 12 | Mitch McKown | 1 | 2019-2023 | |
| 12 | Sam McWilliams | 1 | 2015-2016 | |
| 12 | Antonio Menendez# | 1 | 2022-2024 | |
| 12 | Luis Mey# | 1 | 2024-2024 | |
| 12 | Juan Meza | 1 | 2016-2022 | |
| 12 | M.T. Minacci | 1 | 2016-2018 | |
| 12 | Mark Mixon | 1 | 2020-2023 | |
| 12 | Davis Moore# | 1 | 2024-2024 | |
| 12 | Reid Morgan# | 1 | 2020-2020 | |
| 12 | Sean Newcomb# | 1 | 2016-2016 | |
| 12 | Ryan Newell | 1 | 2013-2017 | |
| 12 | Bryce Nightengale | 1 | 2020-2020 | |
| 12 | Wyatt Olds# | 1 | 2022-2024 | |
| 12 | Davis Palermo# | 1 | 2023-2024 | |
| 12 | Jeff Paschke | 1 | 2018-2019 | |
| 12 | Sterling Patick# | 1 | 2024-2024 | |
| 12 | Tyler Peitzmeier | 1 | 2016-2018 | |
| 12 | Jose Pena# | 1 | 2022-2024 | |
| 12 | Michael Petersen# | 1 | 2016-2024 | |
| 12 | Brock Porter# | 1 | 2023-2024 | |
| 12 | Brian Rapp | 1 | 2019-2021 | |
| 12 | Cody Reed | 1 | 2016-2016 | |
| 12 | Kendry Rojas# | 1 | 2024-2024 | |
| 12 | Miguel Romero | 1 | 2020-2023 | |
| 12 | Yordi Rosario# | 1 | 2022-2024 | |
| 12 | Chris Santiago# | 1 | 2023-2024 | |
| 12 | Johnnie Schneider | 1 | 2020-2022 | |
| 12 | William Simpson | 1 | 2014-2015 | |
| 12 | Nick Starr# | 1 | 2019-2021 | |
| 12 | Brock Stewart# | 1 | 2015-2015 | |
| 12 | Matthew Swain# | 1 | 2020-2024 | |
| 12 | Brando Tessar | 1 | 2015-2015 | |
| 12 | Keegan Thompson# | 1 | 2018-2018 | |
| 12 | Carlos Torres# | 1 | 2023-2024 | |
| 12 | Mick Vorhof | 1 | 2020-2022 | |
| 12 | Levi Wells# | 1 | 2024-2024 | |
| 12 | Logan Workman# | 1 | 2022-2022 | |
| 12 | Daniel Wright | 1 | 2015-2016 | |
| 12 | Matt Wyatt# | 1 | 2023-2024 | |
| 95 | Eric Adler# | 0 | 2023-2024 | |
| 95 | Dean Aldridge | 0 | 2017-2017 | |
| 95 | Angel Alicea | 0 | 2017-2019 | |
| 95 | Abraham Almonte | 0 | 2020-2020 | |
| 95 | Austin Amaral# | 0 | 2024-2024 | |
| 95 | Elliott Anderson | 0 | 2020-2020 |
