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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Craig Breakfield# | 24 | 2022-2026 | |
| 2 | Josh Boyd# | 22 | 2022-2026 | |
| 2 | Danny Heasley# | 22 | 2021-2025 | |
| 2 | Omar Valentin# | 22 | 2017-2021 | |
| 5 | Dave Gulbranson# | 21 | 2022-2026 | |
| 5 | Jaden Mack# | 21 | 2013-2017 | |
| 5 | Josh Spratt# | 21 | 2023-2026 | |
| 5 | Dan Vatalaro# | 21 | 2022-2026 | |
| 9 | Lance Goecker# | 19 | 2013-2017 | |
| 10 | Mike Riddle# | 18 | 2022-2026 | |
| 10 | Austin Sternberg# | 18 | 2022-2026 | |
| 10 | Joe Valance# | 18 | 2023-2026 | |
| 13 | Steve Esquivel# | 17 | 2021-2025 | |
| 13 | Armando Flores | 17 | 2013-2017 | |
| 13 | Adam Noland# | 17 | 2019-2022 | |
| 13 | Keith O'Brien# | 17 | 2022-2026 | |
| 17 | Jim Dell# | 16 | 2023-2026 | |
| 17 | Cody Fields# | 16 | 2017-2021 | |
| 17 | Chris Hagel# | 16 | 2023-2026 | |
| 17 | Justin Hesley# | 16 | 2016-2020 | |
| 17 | Nick Horrocks# | 16 | 2013-2017 | |
| 17 | Brian Hughes# | 16 | 2014-2018 | |
| 17 | Braden Shaw# | 16 | 2012-2016 | |
| 17 | Aaron Trede# | 16 | 2022-2026 | |
| 17 | Andy Valdivieso# | 16 | 2023-2026 | |
| 17 | Mitch Wojciechowski# | 16 | 2017-2021 | |
| 27 | Rob Alvarez# | 15 | 2017-2021 | |
| 27 | Jerry Bowman# | 15 | 2013-2017 | |
| 27 | Andrew Braden# | 15 | 2017-2021 | |
| 27 | Julian Bryant# | 15 | 2012-2016 | |
| 27 | Joe Carver# | 15 | 2019-2023 | |
| 27 | Bill Clark | 15 | 2017-2021 | |
| 27 | Marcus Cornock# | 15 | 2022-2026 | |
| 27 | Paul Draper# | 15 | 2023-2026 | |
| 27 | Allen Ellingson# | 15 | 2021-2025 | |
| 27 | Eric Ellington# | 15 | 2021-2025 | |
| 27 | Kevin Farris# | 15 | 2014-2018 | |
| 27 | Brian Gay# | 15 | 2015-2019 | |
| 27 | Justin Gelineau# | 15 | 2023-2026 | |
| 27 | Rick Hill# | 15 | 2013-2017 | |
| 27 | Cameron Joseph# | 15 | 2022-2026 | |
| 27 | Leslie Lummis# | 15 | 2024-2026 | |
| 27 | John Manship# | 15 | 2016-2020 | |
| 27 | Jonathan Marich# | 15 | 2006-2009 | |
| 27 | Tony Robinson# | 15 | 2023-2026 | |
| 27 | Mike Winchester# | 15 | 2021-2025 | |
| 27 | Jesse Wrona# | 15 | 2022-2026 | |
| 48 | Dane Baker# | 14 | 2021-2025 | |
| 48 | Dave Combs# | 14 | 2013-2017 | |
| 48 | Aaron Conklin# | 14 | 2018-2022 | |
| 48 | Branden Covington# | 14 | 2017-2021 | |
| 48 | Tim Douglas# | 14 | 2023-2026 | |
| 48 | Jason Emary# | 14 | 2016-2020 | |
| 48 | Pete Esposito | 14 | 2001-2002 | |
| 48 | Ken Fox | 14 | 2015-2018 | |
| 48 | Jon Goldman | 14 | 2007-2009 | |
| 48 | Ed Gonell# | 14 | 2022-2025 | |
| 48 | Jordan Green# | 14 | 2017-2020 | |
| 48 | Ahmed Harris | 14 | 2013-2017 | |
| 48 | Mike Hietala | 14 | 2012-2016 | |
| 48 | Scott Lewandowski# | 14 | 2021-2024 | |
| 48 | Tony Magallon# | 14 | 2021-2025 | |
| 48 | Andy Merrick# | 14 | 2021-2025 | |
| 48 | Brian Murray# | 14 | 2021-2025 | |
| 48 | Dave Palmer# | 14 | 2023-2026 | |
| 48 | Brad Porretta# | 14 | 2018-2021 | |
| 48 | Gray Price# | 14 | 2024-2026 | |
| 48 | Ryan Roeser# | 14 | 2015-2019 | |
| 48 | Marcos Rosas# | 14 | 2012-2016 | |
| 48 | Earl Rushton# | 14 | 2022-2026 | |
| 48 | Danny Sarinana | 14 | 2014-2018 | |
| 48 | Jason Schneider | 14 | 2013-2017 | |
| 48 | Ed Senter# | 14 | 2022-2026 | |
| 48 | Jason Thompson# | 14 | 2022-2026 | |
| 48 | Dusty Walkey# | 14 | 2023-2026 | |
| 76 | Mike Ackerman# | 13 | 2018-2022 | |
| 76 | Dave Anderson# | 13 | 2017-2021 | |
| 76 | Myung-joo Au | 13 | 2013-2017 | |
| 76 | Angel Beas# | 13 | 2023-2026 | |
| 76 | Danny Brabson | 13 | 2014-2018 | |
| 76 | Bill Breland# | 13 | 2023-2026 | |
| 76 | Jason Brokaw | 13 | 2013-2017 | |
| 76 | Byron Bruce# | 13 | 2020-2024 | |
| 76 | Gil Carroll# | 13 | 2021-2025 | |
| 76 | Jon Champagne# | 13 | 2016-2020 | |
| 76 | Scott Chrysler# | 13 | 2020-2024 | |
| 76 | Rick Collins# | 13 | 2013-2016 | |
| 76 | Dave Connelly# | 13 | 2023-2026 | |
| 76 | Ian Doty | 13 | 2008-2011 | |
| 76 | Colin Esser# | 13 | 2013-2016 | |
| 76 | Chris Furr | 13 | 2009-2012 | |
| 76 | Pat Hanson# | 13 | 2019-2023 | |
| 76 | Michael Harkins# | 13 | 2021-2025 | |
| 76 | John Hennig# | 13 | 2016-2019 | |
| 76 | Andy Kemmis# | 13 | 2023-2026 | |
| 76 | Mike Kluttz# | 13 | 2013-2017 | |
| 76 | Eric Kretzer# | 13 | 2022-2025 | |
| 76 | Nestor Malyutkin# | 13 | 2021-2025 | |
| 76 | Alejandro Martinez# | 13 | 2023-2026 | |
| 76 | Logan Mayhew# | 13 | 2014-2018 |
