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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Kenny Fleming# | 10 | 2027-2033 | |
| 2 | Keith MacKey | 8 | 2021-2028 | |
| 3 | Jim Halpert# | 5 | 2029-2032 | |
| 3 | Jorge Salgado# | 5 | 2026-2033 | |
| 5 | Warren Martin# | 4 | 2028-2033 | |
| 6 | Diego Bonilla | 1 | 2024-2028 |
