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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ricky Alvarez | 12 | 2015-2016 | |
| 2 | Donnie Marcus | 11 | 2013-2014 | |
| 3 | Bobby Hilliker | 10 | 2013-2014 | |
| 3 | Charlie Hunter# | 10 | 2019-2020 | |
| 5 | Corey Baker | 9 | 2016-2017 | |
| 5 | Tim Driskill | 9 | 2016-2017 | |
| 5 | Mike Martinez# | 9 | 2021-2022 | |
| 5 | Greg Mortenson | 9 | 2017-2018 | |
| 5 | Jeff Weingart# | 9 | 2017-2018 | |
| 10 | Amari Allard# | 8 | 2017-2018 | |
| 10 | Bryan Andriano# | 8 | 2023-2024 | |
| 10 | Justin Buchan | 8 | 2015-2016 | |
| 10 | Joe Cohen# | 8 | 2018-2019 | |
| 10 | Mike Hammond# | 8 | 2022-2022 | |
| 10 | Kennedy Heath# | 8 | 2017-2018 | |
| 10 | Colby Heim# | 8 | 2018-2019 | |
| 10 | Josh Herman | 8 | 2013-2014 | |
| 10 | Ben Krueger# | 8 | 2021-2021 | |
| 10 | Jose Nunez# | 8 | 2018-2019 | |
| 20 | Alpha Bauman# | 7 | 2023-2024 | |
| 20 | Myles Blondin | 7 | 2013-2014 | |
| 20 | Vinny Ceja# | 7 | 2018-2018 | |
| 20 | Tim Cook | 7 | 2016-2017 | |
| 20 | Nick Dragon# | 7 | 2015-2015 | |
| 20 | Ernie Fields# | 7 | 2019-2020 | |
| 20 | Rich Lashley | 7 | 2017-2018 | |
| 20 | Wayne Marcks | 7 | 2014-2015 | |
| 20 | Josh Pegan# | 7 | 2019-2020 | |
| 20 | Nick Pelkey | 7 | 2013-2014 | |
| 20 | Dakota Penwell | 7 | 2017-2018 | |
| 20 | Edwards Sandoval | 7 | 2015-2015 | |
| 20 | Eddie Sarabia# | 7 | 2020-2020 | |
| 20 | Bill Schuman# | 7 | 2019-2020 | |
| 20 | Marcus Scott | 7 | 2018-2019 | |
| 20 | Andrew Severson | 7 | 2014-2014 | |
| 20 | Tom Thomsen# | 7 | 2024-2025 | |
| 20 | Jayden Williams | 7 | 2018-2019 | |
| 20 | Chris Yarbrough# | 7 | 2018-2019 | |
| 39 | Andres Aguilera | 6 | 2012-2012 | |
| 39 | Jody Benincasa# | 6 | 2020-2020 | |
| 39 | Chris Benson# | 6 | 2015-2015 | |
| 39 | Miguel Berrios# | 6 | 2016-2016 | |
| 39 | Adam Bowman | 6 | 2016-2017 | |
| 39 | Jeff Bozman | 6 | 2012-2013 | |
| 39 | Brian Breen | 6 | 2013-2013 | |
| 39 | Travis Brown | 6 | 2013-2014 | |
| 39 | Juan Carrillo | 6 | 2016-2017 | |
| 39 | Oscar Coronado# | 6 | 2023-2024 | |
| 39 | Tim Covert | 6 | 2015-2016 | |
| 39 | Kevin Daniels# | 6 | 2015-2015 | |
| 39 | Jamel DeLaine# | 6 | 2019-2020 | |
| 39 | Joe Dixon# | 6 | 2016-2017 | |
| 39 | Joel Edmondson# | 6 | 2020-2021 | |
| 39 | Seth Ells | 6 | 2013-2014 | |
| 39 | Dustin Engstrom# | 6 | 2019-2020 | |
| 39 | Morgan Felty# | 6 | 2021-2022 | |
| 39 | John Froerer# | 6 | 2013-2013 | |
| 39 | Kenny Fuzzell# | 6 | 2013-2013 | |
| 39 | Guillermo Gonzalez# | 6 | 2019-2020 | |
| 39 | Phil Goodman | 6 | 2012-2012 | |
| 39 | Jonathan Harvey# | 6 | 2016-2016 | |
| 39 | Mike Hietala | 6 | 2017-2018 | |
| 39 | Shane Hubbard | 6 | 2012-2012 | |
| 39 | John Huff | 6 | 2012-2013 | |
| 39 | Brian Hughes# | 6 | 2019-2020 | |
| 39 | Seth Johnson# | 6 | 2023-2024 | |
| 39 | Stephen Kolsrud | 6 | 2015-2016 | |
| 39 | Alan Kramer | 6 | 2012-2013 | |
| 39 | Tommy LaBiche# | 6 | 2017-2018 | |
| 39 | Beau Larson# | 6 | 2018-2018 | |
| 39 | Rick Lee | 6 | 2013-2014 | |
| 39 | Tim Lemar# | 6 | 2019-2020 | |
| 39 | Tim Little | 6 | 2013-2014 | |
| 39 | Mike Marlow | 6 | 2018-2018 | |
| 39 | Chris Marquis# | 6 | 2015-2015 | |
| 39 | Graham Mercer | 6 | 2018-2019 | |
| 39 | Dan Miller# | 6 | 2013-2014 | |
| 39 | Shane Mittlesteadt | 6 | 2012-2013 | |
| 39 | Mark Moore# | 6 | 2012-2012 | |
| 39 | Ian Muenkel# | 6 | 2018-2019 | |
| 39 | Brian Norfolk# | 6 | 2017-2018 | |
| 39 | Arnold Novak# | 6 | 2015-2016 | |
| 39 | Bobby Nowlin# | 6 | 2020-2020 | |
| 39 | Marc O'Brian# | 6 | 2016-2017 | |
| 39 | Ken Pavlich | 6 | 2016-2017 | |
| 39 | Ryan Perkins# | 6 | 2018-2019 | |
| 39 | Armando Ramirez# | 6 | 2012-2013 | |
| 39 | Dustin Richards# | 6 | 2020-2021 | |
| 39 | Sean Roberts | 6 | 2012-2013 | |
| 39 | Marco Rodriguez | 6 | 2015-2016 | |
| 39 | Jorge Santos | 6 | 2016-2017 | |
| 39 | Greg Schmit | 6 | 2014-2014 | |
| 39 | Bob Tober | 6 | 2014-2014 | |
| 39 | Preston Todd# | 6 | 2013-2013 | |
| 39 | Nick Touchet | 6 | 2013-2013 | |
| 39 | Frank Tressler# | 6 | 2019-2020 | |
| 39 | Zachary Vanderlip# | 6 | 2024-2025 | |
| 39 | Ray Vernier# | 6 | 2020-2021 | |
| 39 | Adam Woll# | 6 | 2018-2019 | |
| 100 | Keith Bader | 5 | 2015-2016 |
