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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Vince Jewell | 12 | 2014-2015 | |
| 2 | Jesse Eichhorn | 10 | 2017-2018 | |
| 2 | John Gray# | 10 | 2019-2020 | |
| 2 | Dave Kramer# | 10 | 2018-2019 | |
| 2 | Ryan Louviere# | 10 | 2022-2023 | |
| 2 | David Turner | 10 | 2016-2017 | |
| 2 | Jayden Williams | 10 | 2018-2019 | |
| 2 | Jason Wittmann | 10 | 2013-2014 | |
| 9 | Trevor Daniels | 9 | 2014-2015 | |
| 9 | Curtis Miller | 9 | 2017-2018 | |
| 9 | Bill Mosher# | 9 | 2017-2018 | |
| 9 | Ryan Noble | 9 | 2017-2018 | |
| 9 | Kelly Powell# | 9 | 2018-2019 | |
| 9 | Corey Puterbaugh | 9 | 2013-2014 | |
| 9 | Sean Roberts | 9 | 2012-2013 | |
| 9 | Matt Sandridge# | 9 | 2019-2020 | |
| 9 | Jeremy Sharpe | 9 | 2016-2017 | |
| 9 | Joe Simmons | 9 | 2012-2013 | |
| 9 | Dan Thomas# | 9 | 2017-2018 | |
| 9 | Cody Weisenberg# | 9 | 2016-2017 | |
| 21 | Eric Cundiff | 8 | 2013-2014 | |
| 21 | Ricardo Ellison | 8 | 2012-2013 | |
| 21 | Moises Gonzalez | 8 | 2016-2017 | |
| 21 | Kennedy Heath# | 8 | 2017-2018 | |
| 21 | Brian Hughes# | 8 | 2019-2020 | |
| 21 | Dave Reagan | 8 | 2017-2018 | |
| 21 | Greg Ricketts# | 8 | 2018-2019 | |
| 21 | Mike Rodriguez# | 8 | 2019-2020 | |
| 21 | Jorge Santos# | 8 | 2016-2017 | |
| 21 | Stuart Taylor# | 8 | 2017-2018 | |
| 21 | Josh Woods | 8 | 2013-2014 | |
| 32 | Brian Anderson# | 7 | 2018-2019 | |
| 32 | Brian Braden# | 7 | 2020-2021 | |
| 32 | John Burkitt# | 7 | 2018-2019 | |
| 32 | Sean Burrell# | 7 | 2017-2018 | |
| 32 | Tim Cook | 7 | 2016-2017 | |
| 32 | Brian Cropper# | 7 | 2022-2023 | |
| 32 | Ernie Crowe | 7 | 2012-2013 | |
| 32 | Tyler Davis# | 7 | 2020-2020 | |
| 32 | Guillermo de la Cruz | 7 | 2012-2013 | |
| 32 | Dustin Engstrom# | 7 | 2019-2020 | |
| 32 | Tyler Frederick# | 7 | 2020-2020 | |
| 32 | John Gifford# | 7 | 2018-2019 | |
| 32 | Roger Gonzalez# | 7 | 2023-2024 | |
| 32 | Eli Kinney# | 7 | 2018-2019 | |
| 32 | Michael Klee | 7 | 2016-2017 | |
| 32 | Bill Llamas | 7 | 2014-2015 | |
| 32 | Danny Lynch | 7 | 2014-2015 | |
| 32 | Chris Mahoney | 7 | 2013-2014 | |
| 32 | Wayne Marcks | 7 | 2014-2015 | |
| 32 | Dave Medina# | 7 | 2018-2019 | |
| 32 | Adam Mesler# | 7 | 2017-2017 | |
| 32 | Marv Millard# | 7 | 2018-2019 | |
| 32 | John Mitchell# | 7 | 2018-2019 | |
| 32 | Jose Moreno# | 7 | 2017-2018 | |
| 32 | Brian Norfolk# | 7 | 2017-2018 | |
| 32 | Arnold Novak# | 7 | 2015-2016 | |
| 32 | Andrew Payne | 7 | 2017-2018 | |
| 32 | Jay Putnam# | 7 | 2018-2019 | |
| 32 | Jonathan Schneider | 7 | 2017-2018 | |
| 32 | Jake Triplett# | 7 | 2022-2022 | |
| 62 | Arturo Alvarado# | 6 | 2020-2020 | |
| 62 | Jose Alvarez | 6 | 2015-2016 | |
| 62 | Nate Ashley | 6 | 2015-2015 | |
| 62 | Keith Bader | 6 | 2015-2016 | |
| 62 | Ryan Ballance | 6 | 2014-2015 | |
| 62 | Kyle Bauer | 6 | 2014-2015 | |
| 62 | Juan Cazares | 6 | 2018-2018 | |
| 62 | Tim Citrowske# | 6 | 2016-2017 | |
| 62 | Jared D'Ambrosio# | 6 | 2018-2019 | |
| 62 | Tom Deeds# | 6 | 2018-2019 | |
| 62 | Jamel DeLaine# | 6 | 2019-2020 | |
| 62 | Dave Figley# | 6 | 2020-2020 | |
| 62 | Nick Gaffney# | 6 | 2018-2019 | |
| 62 | Jesus Garcia# | 6 | 2017-2017 | |
| 62 | Jim Garland | 6 | 2014-2014 | |
| 62 | Alfredo Gonzalez | 6 | 2018-2019 | |
| 62 | Chris Hipp# | 6 | 2019-2020 | |
| 62 | Stephen Kolsrud | 6 | 2015-2016 | |
| 62 | Rich Lashley | 6 | 2017-2018 | |
| 62 | Tim Little | 6 | 2013-2014 | |
| 62 | Pete MacMillan# | 6 | 2017-2018 | |
| 62 | Mike Martinez# | 6 | 2021-2022 | |
| 62 | Mike Mayes | 6 | 2015-2015 | |
| 62 | Matt Mkhetsidze# | 6 | 2019-2020 | |
| 62 | Dustin Patton# | 6 | 2020-2020 | |
| 62 | Dakota Penwell# | 6 | 2017-2018 | |
| 62 | Tim Richard# | 6 | 2018-2019 | |
| 62 | Adam Scudder# | 6 | 2019-2020 | |
| 62 | Kevin Sicola# | 6 | 2020-2020 | |
| 62 | Ken Surdyk | 6 | 2014-2014 | |
| 62 | Shawn Trautman# | 6 | 2012-2012 | |
| 93 | Alpha Bauman# | 5 | 2023-2024 | |
| 93 | David Bernal# | 5 | 2013-2014 | |
| 93 | Myles Blondin | 5 | 2013-2014 | |
| 93 | Tyler Bradbury# | 5 | 2017-2018 | |
| 93 | Mike Brown# | 5 | 2019-2019 | |
| 93 | Justin Buchan | 5 | 2015-2016 | |
| 93 | Pat Burkholder# | 5 | 2018-2019 | |
| 93 | Noah Coates | 5 | 2017-2018 |
