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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 | Travis Casey# | 10 | 2024-2025 | |
| 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 | |
| 10 | Trevor Daniels | 9 | 2014-2015 | |
| 10 | Alex Martinez# | 9 | 2024-2025 | |
| 10 | Randy Milavec# | 9 | 2025-2026 | |
| 10 | Curtis Miller | 9 | 2017-2018 | |
| 10 | Bill Mosher# | 9 | 2017-2018 | |
| 10 | Ryan Noble | 9 | 2017-2018 | |
| 10 | Kelly Powell | 9 | 2018-2019 | |
| 10 | Corey Puterbaugh | 9 | 2013-2014 | |
| 10 | Sean Roberts | 9 | 2012-2013 | |
| 10 | Matt Sandridge# | 9 | 2019-2020 | |
| 10 | Jeremy Sharpe | 9 | 2016-2017 | |
| 10 | Joe Simmons | 9 | 2012-2013 | |
| 10 | John Slezak# | 9 | 2024-2025 | |
| 10 | Dan Thomas | 9 | 2017-2018 | |
| 10 | Cody Weisenberg | 9 | 2016-2017 | |
| 25 | Eric Cundiff | 8 | 2013-2014 | |
| 25 | Andy Davis# | 8 | 2025-2026 | |
| 25 | Ricardo Ellison | 8 | 2012-2013 | |
| 25 | Moises Gonzalez | 8 | 2016-2017 | |
| 25 | Kennedy Heath | 8 | 2017-2018 | |
| 25 | Brian Hughes# | 8 | 2019-2020 | |
| 25 | Eric Martin# | 8 | 2025-2026 | |
| 25 | Dave Reagan | 8 | 2017-2018 | |
| 25 | Greg Ricketts# | 8 | 2018-2019 | |
| 25 | Mike Rodriguez | 8 | 2019-2020 | |
| 25 | Jorge Santos | 8 | 2016-2017 | |
| 25 | Stuart Taylor# | 8 | 2017-2018 | |
| 25 | Josh Woods | 8 | 2013-2014 | |
| 38 | Brian Anderson | 7 | 2018-2019 | |
| 38 | Chris Angelo# | 7 | 2024-2025 | |
| 38 | Alpha Bauman# | 7 | 2023-2024 | |
| 38 | Brian Braden# | 7 | 2020-2021 | |
| 38 | Tim Cook | 7 | 2016-2017 | |
| 38 | Brian Cropper# | 7 | 2022-2023 | |
| 38 | Ernie Crowe | 7 | 2012-2013 | |
| 38 | Cliff Culbertson# | 7 | 2024-2025 | |
| 38 | Guillermo de la Cruz | 7 | 2012-2013 | |
| 38 | Dustin Engstrom# | 7 | 2019-2020 | |
| 38 | Tyler Frederick# | 7 | 2020-2020 | |
| 38 | Roger Gonzalez# | 7 | 2023-2024 | |
| 38 | John Hardway# | 7 | 2025-2026 | |
| 38 | Michael Klee | 7 | 2016-2017 | |
| 38 | Bill Llamas | 7 | 2014-2015 | |
| 38 | Danny Lynch | 7 | 2014-2015 | |
| 38 | Chris Mahoney | 7 | 2013-2014 | |
| 38 | Wayne Marcks | 7 | 2014-2015 | |
| 38 | Adam Mesler | 7 | 2017-2017 | |
| 38 | Brian Norfolk | 7 | 2017-2018 | |
| 38 | Arnold Novak | 7 | 2015-2016 | |
| 38 | Andrew Payne | 7 | 2017-2018 | |
| 38 | Jose Portillo# | 7 | 2024-2025 | |
| 38 | Jonathan Schneider | 7 | 2017-2018 | |
| 38 | Jake Triplett# | 7 | 2022-2022 | |
| 63 | Arturo Alvarado# | 6 | 2020-2020 | |
| 63 | Jose Alvarez | 6 | 2015-2016 | |
| 63 | Nate Ashley | 6 | 2015-2015 | |
| 63 | Keith Bader | 6 | 2015-2016 | |
| 63 | Ryan Ballance | 6 | 2014-2015 | |
| 63 | Kyle Bauer | 6 | 2014-2015 | |
| 63 | Juan Cazares | 6 | 2018-2018 | |
| 63 | Tim Citrowske | 6 | 2016-2017 | |
| 63 | Dave Crosslin# | 6 | 2025-2026 | |
| 63 | Jamel DeLaine# | 6 | 2019-2020 | |
| 63 | Tim Dix# | 6 | 2023-2024 | |
| 63 | Danny Durbin# | 6 | 2026-2026 | |
| 63 | Chris Elder# | 6 | 2023-2024 | |
| 63 | Dave Figley# | 6 | 2020-2020 | |
| 63 | Jesus Garcia | 6 | 2017-2017 | |
| 63 | Jim Garland | 6 | 2014-2014 | |
| 63 | Alfredo Gonzalez | 6 | 2018-2019 | |
| 63 | Stephen Kolsrud | 6 | 2015-2016 | |
| 63 | Will Lara# | 6 | 2023-2024 | |
| 63 | Rich Lashley | 6 | 2017-2018 | |
| 63 | Tim Little | 6 | 2013-2014 | |
| 63 | Juan Martinez# | 6 | 2025-2025 | |
| 63 | Mike Martinez# | 6 | 2021-2022 | |
| 63 | Mike Mayes | 6 | 2015-2015 | |
| 63 | Dustin Patton# | 6 | 2020-2020 | |
| 63 | Dakota Penwell | 6 | 2017-2018 | |
| 63 | John Plank# | 6 | 2025-2026 | |
| 63 | Corey Shanahan# | 6 | 2024-2025 | |
| 63 | Kevin Sicola | 6 | 2020-2020 | |
| 63 | Curtis Spears# | 6 | 2024-2024 | |
| 63 | Ken Surdyk | 6 | 2014-2014 | |
| 63 | Shawn Trautman | 6 | 2012-2012 | |
| 63 | Justin Uphoff# | 6 | 2023-2024 | |
| 96 | David Bernal | 5 | 2013-2014 | |
| 96 | Myles Blondin | 5 | 2013-2014 | |
| 96 | Mike Brown# | 5 | 2019-2019 | |
| 96 | Justin Buchan | 5 | 2015-2016 | |
| 96 | Noah Coates | 5 | 2017-2018 |
