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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 | |
| 2 | Jimmy McGovern# | 11 | 2013-2014 | |
| 4 | Bobby Hilliker | 10 | 2013-2014 | |
| 4 | William McKernan# | 10 | 2015-2016 | |
| 6 | Corey Baker# | 9 | 2016-2017 | |
| 6 | Pat Burkholder# | 9 | 2018-2019 | |
| 6 | Tim Driskill# | 9 | 2016-2017 | |
| 6 | Greg Mortenson# | 9 | 2017-2018 | |
| 6 | Matt Reilly# | 9 | 2017-2018 | |
| 6 | Jeff Weingart# | 9 | 2017-2018 | |
| 12 | Amari Allard# | 8 | 2017-2018 | |
| 12 | Justin Buchan# | 8 | 2015-2016 | |
| 12 | Joe Cohen# | 8 | 2018-2019 | |
| 12 | Kennedy Heath# | 8 | 2017-2018 | |
| 12 | Colby Heim# | 8 | 2018-2019 | |
| 12 | Josh Herman# | 8 | 2013-2014 | |
| 12 | Jesse Morales# | 8 | 2018-2019 | |
| 12 | Jose Nunez# | 8 | 2018-2019 | |
| 12 | Bill Olason# | 8 | 2014-2015 | |
| 12 | David Parks# | 8 | 2018-2019 | |
| 12 | Joe Segel# | 8 | 2013-2014 | |
| 12 | Steve Turner# | 8 | 2015-2016 | |
| 24 | Myles Blondin | 7 | 2013-2014 | |
| 24 | Vinny Ceja# | 7 | 2018-2018 | |
| 24 | Tim Cook# | 7 | 2016-2017 | |
| 24 | Josh Cranford# | 7 | 2016-2017 | |
| 24 | Miguel del Real# | 7 | 2018-2019 | |
| 24 | Nick Dragon# | 7 | 2015-2015 | |
| 24 | Ryan Dripps# | 7 | 2015-2016 | |
| 24 | John Finberg# | 7 | 2016-2017 | |
| 24 | Rich Lashley# | 7 | 2017-2018 | |
| 24 | Chris Mahaney# | 7 | 2016-2017 | |
| 24 | Wayne Marcks# | 7 | 2014-2015 | |
| 24 | Eric Miles# | 7 | 2012-2013 | |
| 24 | Nick Pelkey# | 7 | 2013-2014 | |
| 24 | Dakota Penwell# | 7 | 2017-2018 | |
| 24 | Edwards Sandoval# | 7 | 2015-2015 | |
| 24 | Marcus Scott# | 7 | 2018-2019 | |
| 24 | Andrew Severson# | 7 | 2014-2014 | |
| 24 | Josh Shane# | 7 | 2015-2016 | |
| 24 | Jayden Vinston# | 7 | 2018-2019 | |
| 24 | Jayden Williams# | 7 | 2018-2019 | |
| 24 | J.J. Wilson# | 7 | 2015-2016 | |
| 24 | Chris Yarbrough# | 7 | 2018-2019 | |
| 46 | Andres Aguilera# | 6 | 2012-2012 | |
| 46 | Eric Baysinger# | 6 | 2015-2016 | |
| 46 | Chris Benson# | 6 | 2015-2015 | |
| 46 | Miguel Berrios# | 6 | 2016-2016 | |
| 46 | Paul Blackwell# | 6 | 2014-2015 | |
| 46 | Adam Bowman# | 6 | 2016-2017 | |
| 46 | Jeff Bozman | 6 | 2012-2013 | |
| 46 | Brian Breen# | 6 | 2013-2013 | |
| 46 | Travis Brown# | 6 | 2013-2014 | |
| 46 | Jose Carbajal# | 6 | 2018-2019 | |
| 46 | Juan Carrillo# | 6 | 2016-2017 | |
| 46 | Dan Clifton# | 6 | 2013-2014 | |
| 46 | Tim Covert# | 6 | 2015-2016 | |
| 46 | Kevin Daniels# | 6 | 2015-2015 | |
| 46 | Joe Dixon# | 6 | 2016-2017 | |
| 46 | Seth Ells# | 6 | 2013-2014 | |
| 46 | John Froerer# | 6 | 2013-2013 | |
| 46 | Kenny Fuzzell# | 6 | 2013-2013 | |
| 46 | Phil Goodman | 6 | 2012-2012 | |
| 46 | Jonathan Harvey# | 6 | 2016-2016 | |
| 46 | Jordan Hawkins# | 6 | 2015-2016 | |
| 46 | Mike Hietala# | 6 | 2017-2018 | |
| 46 | Shane Hubbard# | 6 | 2012-2012 | |
| 46 | John Huff# | 6 | 2012-2013 | |
| 46 | Stephen Kolsrud# | 6 | 2015-2016 | |
| 46 | Alan Kramer | 6 | 2012-2013 | |
| 46 | Tommy LaBiche# | 6 | 2017-2018 | |
| 46 | Beau Larson# | 6 | 2018-2018 | |
| 46 | Rick Lee# | 6 | 2013-2014 | |
| 46 | Tim Little# | 6 | 2013-2014 | |
| 46 | Michael Lowery# | 6 | 2014-2015 | |
| 46 | Dave Luca# | 6 | 2016-2017 | |
| 46 | Steve Lund# | 6 | 2016-2017 | |
| 46 | Mike Marlow# | 6 | 2018-2018 | |
| 46 | Chris Marquis# | 6 | 2015-2015 | |
| 46 | Graham Mercer# | 6 | 2018-2019 | |
| 46 | Dan Miller# | 6 | 2013-2014 | |
| 46 | Shane Mittlesteadt | 6 | 2012-2013 | |
| 46 | Mark Moore# | 6 | 2012-2012 | |
| 46 | Ian Muenkel# | 6 | 2018-2019 | |
| 46 | Brian Norfolk# | 6 | 2017-2018 | |
| 46 | Arnold Novak# | 6 | 2015-2016 | |
| 46 | Marc O'Brian# | 6 | 2016-2017 | |
| 46 | Mason Owenby# | 6 | 2015-2016 | |
| 46 | Nick Palazzo# | 6 | 2017-2018 | |
| 46 | Ken Pavlich# | 6 | 2016-2017 | |
| 46 | Ryan Perkins# | 6 | 2018-2019 | |
| 46 | Aaron Quatrone# | 6 | 2018-2019 | |
| 46 | Armando Ramirez# | 6 | 2012-2013 | |
| 46 | David Rivas# | 6 | 2018-2019 | |
| 46 | Sean Roberts | 6 | 2012-2013 | |
| 46 | Marco Rodriguez# | 6 | 2015-2016 | |
| 46 | Jorge Santos# | 6 | 2016-2017 | |
| 46 | Greg Schmit# | 6 | 2014-2014 | |
| 46 | Bob Tober# | 6 | 2014-2014 |
