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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Dustin Richards# | 2 | 2021 | |
| 2 | Ben Krueger# | 1 | 2021 | |
| 2 | Roman Stall# | 1 | 2021 | |
| 2 | Tom Herzing# | 1 | 2021 | |
| 5 | Daniel Olson# | 0 | 2021 | |
| 5 | Karl Bradberry# | 0 | 2021 | |
| 5 | Andy McKenrick# | 0 | 2021 | |
| 5 | Joel Edmondson# | 0 | 2021 | |
| 5 | Sean Moss# | 0 | 2021 | |
| 5 | Tommy Young# | 0 | 2021 | |
| 5 | Ali Blount# | 0 | 2021 | |
| 5 | Chris Graham# | 0 | 2021 | |
| 5 | Chris Pokorski# | 0 | 2021 | |
| 5 | Ben Calder# | 0 | 2021 | |
| 5 | Jason Washington# | 0 | 2021 | |
| 5 | Manny Brant# | 0 | 2021 | |
| 5 | Shane Kidd# | 0 | 2021 | |
| 5 | Jim Selle# | 0 | 2021 |
