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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Gio Arriera# | 8 | 2020-2020 | |
| 2 | Isaiah Bennett# | 7 | 2020-2020 | |
| 2 | Joe Magrisi# | 7 | 2020-2020 | |
| 4 | Gage Bradley# | 6 | 2020-2020 | |
| 4 | Thomas Farr# | 6 | 2020-2020 | |
| 4 | Ben Hernandez# | 6 | 2020-2020 | |
| 4 | Carmen Mlodzinski# | 6 | 2020-2020 | |
| 8 | Jaden Agassi# | 5 | 2020-2020 | |
| 8 | Mike Dundon# | 5 | 2020-2020 | |
| 8 | John Gilreath# | 5 | 2020-2020 | |
| 8 | Eddie Gutierrez# | 5 | 2020-2020 | |
| 8 | Bryce Jarvis# | 5 | 2020-2020 | |
| 8 | Dylan Lesko# | 5 | 2020-2020 | |
| 8 | Brandon Marklund# | 5 | 2020-2020 | |
| 8 | Zach Maxwell# | 5 | 2020-2020 | |
| 8 | Michael McGreevy# | 5 | 2020-2020 | |
| 8 | Joseph Menefee# | 5 | 2020-2020 | |
| 8 | Hayden Mullins# | 5 | 2020-2020 | |
| 8 | Geo Rivera# | 5 | 2020-2020 | |
| 8 | Aaron Roberts# | 5 | 2020-2020 | |
| 8 | Carlos Rodriguez# | 5 | 2020-2020 | |
| 8 | Spencer Schwellenbach# | 5 | 2020-2020 | |
| 8 | Trenton Shaw# | 5 | 2020-2020 | |
| 8 | Brandon Smith# | 5 | 2020-2020 | |
| 8 | Will Smith# | 5 | 2020-2020 | |
| 8 | Greg Thomson# | 5 | 2020-2020 | |
| 8 | CJ Van Eyk# | 5 | 2020-2020 | |
| 8 | Michele Vassalotti# | 5 | 2020-2020 | |
| 8 | Chris Villaman# | 5 | 2020-2020 | |
| 30 | Dane Acker# | 4 | 2020-2020 | |
| 30 | Jordan Agosto# | 4 | 2020-2020 | |
| 30 | Sam Bachman# | 4 | 2020-2020 | |
| 30 | Garrett Brown# | 4 | 2020-2020 | |
| 30 | Michael Burrows# | 4 | 2020-2020 | |
| 30 | Evan Butler# | 4 | 2020-2020 | |
| 30 | Tyler Chadwick# | 4 | 2020-2020 | |
| 30 | Andrew Dalquist# | 4 | 2020-2020 | |
| 30 | Jamie Dujardin# | 4 | 2020-2020 | |
| 30 | Breidy Encarnacion# | 4 | 2020-2020 | |
| 30 | Logan Franco# | 4 | 2020-2020 | |
| 30 | Lucas Gordon# | 4 | 2020-2020 | |
| 30 | Antoine Harris# | 4 | 2020-2020 | |
| 30 | Todd Irvin# | 4 | 2020-2020 | |
| 30 | Seth Johnson# | 4 | 2020-2020 | |
| 30 | Kevin Long# | 4 | 2020-2020 | |
| 30 | Ryan Lynch# | 4 | 2020-2020 | |
| 30 | Luke Mann# | 4 | 2020-2020 | |
| 30 | Garrett McDaniels# | 4 | 2020-2020 | |
| 30 | Peyton Miller# | 4 | 2020-2020 | |
| 30 | Blake Money# | 4 | 2020-2020 | |
| 30 | Chris Murphy# | 4 | 2020-2020 | |
| 30 | Tyler Nesbitt# | 4 | 2020-2020 | |
| 30 | Jackson Phipps# | 4 | 2020-2020 | |
| 30 | Matthew Porchas# | 4 | 2020-2020 | |
| 30 | Dylan Ray# | 4 | 2020-2020 | |
| 30 | Brock Selvidge# | 4 | 2020-2020 | |
| 30 | Avery Short# | 4 | 2020-2020 | |
| 30 | Cesar Soto# | 4 | 2020-2020 | |
| 30 | Mikey Tepper# | 4 | 2020-2020 | |
| 30 | Jack Walker# | 4 | 2020-2020 | |
| 30 | Chris Weber# | 4 | 2020-2020 | |
| 30 | Henry Williams# | 4 | 2020-2020 | |
| 30 | Masyn Winn# | 4 | 2020-2020 | |
| 30 | Nate Wohlgemuth# | 4 | 2020-2020 | |
| 65 | Axel Acevedo# | 3 | 2020-2020 | |
| 65 | Isaac Ayon# | 3 | 2020-2020 | |
| 65 | Brandon Barriera# | 3 | 2020-2020 | |
| 65 | Hugo Beltran# | 3 | 2020-2020 | |
| 65 | Blake Bennett# | 3 | 2020-2020 | |
| 65 | Cody Benton# | 3 | 2020-2020 | |
| 65 | Vince Bonanni# | 3 | 2020-2020 | |
| 65 | Noah Bryant# | 3 | 2020-2020 | |
| 65 | Andrew Budier# | 3 | 2020-2020 | |
| 65 | Max Carlson# | 3 | 2020-2020 | |
| 65 | Cory Conforti# | 3 | 2020-2020 | |
| 65 | Juan Contreras# | 3 | 2020-2020 | |
| 65 | Jeremy Cook# | 3 | 2020-2020 | |
| 65 | Hunter Cranton# | 3 | 2020-2020 | |
| 65 | Jeff Criswell# | 3 | 2020-2020 | |
| 65 | Robert Cruz# | 3 | 2020-2020 | |
| 65 | Jamar Fairweather# | 3 | 2020-2020 | |
| 65 | Michael Flores# | 3 | 2020-2020 | |
| 65 | Frank German# | 3 | 2020-2020 | |
| 65 | Adam Gibbs# | 3 | 2020-2020 | |
| 65 | Tyler Gough# | 3 | 2020-2020 | |
| 65 | Jose Guevara# | 3 | 2020-2020 | |
| 65 | Daniel Harper# | 3 | 2020-2020 | |
| 65 | Luke Hayden# | 3 | 2020-2020 | |
| 65 | Rawley Hector# | 3 | 2020-2020 | |
| 65 | Josh Hejka# | 3 | 2020-2020 | |
| 65 | Gunnar Hoglund# | 3 | 2020-2020 | |
| 65 | David Horn# | 3 | 2020-2020 | |
| 65 | William Kempner# | 3 | 2020-2020 | |
| 65 | Cole Kirschsieper# | 3 | 2020-2020 | |
| 65 | Denny Larrondo# | 3 | 2020-2020 | |
| 65 | Danny Loeffelmann# | 3 | 2020-2020 | |
| 65 | Blake Loubier# | 3 | 2020-2020 | |
| 65 | Jared Matheson# | 3 | 2020-2020 | |
| 65 | Blake Mayfield# | 3 | 2020-2020 | |
| 65 | Sam McCarty# | 3 | 2020-2020 |
