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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | John Plank# | 2 | 2025-2025 | |
| 2 | Dave Crosslin# | 1 | 2025-2025 | |
| 2 | Oscar Ibarra# | 1 | 2024-2025 | |
| 2 | Brad Porter# | 1 | 2025-2025 | |
| 2 | Tom Thomsen# | 1 | 2024-2025 | |
| 6 | Josh Bissell# | 0 | 2025-2025 | |
| 6 | Jim Fredrickson# | 0 | 2025-2025 | |
| 6 | Tommie Gibbs# | 0 | 2024-2025 | |
| 6 | Roy Harper# | 0 | 2024-2025 | |
| 6 | Jonathan Kellerstrass# | 0 | 2025-2025 | |
| 6 | Colby Kelly# | 0 | 2025-2025 | |
| 6 | Greg Lafferty# | 0 | 2025-2025 | |
| 6 | Alex Martinez# | 0 | 2024-2025 | |
| 6 | Phil McIntosh# | 0 | 2025-2025 | |
| 6 | Matt Rubin# | 0 | 2025-2025 | |
| 6 | Corey Shanahan# | 0 | 2024-2025 | |
| 6 | Victor Sutton# | 0 | 2025-2025 | |
| 6 | Ryan Towse# | 0 | 2024-2025 | |
| 6 | Marty Triplett# | 0 | 2025-2025 | |
| 6 | Zachary Vanderlip# | 0 | 2024-2025 |
