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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Edward Blakemore# | 5 | 2048-2051 | |
| 2 | Gary Bruce | 3 | 2033-2035 | |
| 2 | Jesús Chavarría# | 3 | 2052-2053 | |
| 2 | Werner Hayes# | 3 | 2049-2050 | |
| 2 | Michael Ruscoe | 3 | 2032-2033 | |
| 2 | Gerben Spaan | 3 | 2048-2049 | |
| 7 | Ricardo Cantú# | 2 | 2052-2054 | |
| 7 | Ronald Dacanay# | 2 | 2042-2044 | |
| 7 | Keith Garner# | 2 | 2043-2044 | |
| 7 | Daniel Keys# | 2 | 2048-2049 | |
| 7 | John Mayasich | 2 | 2032-2033 | |
| 12 | Phil Baker# | 1 | 2043-2045 | |
| 12 | Mike Baxter# | 1 | 2046-2048 | |
| 12 | Mattia Binotto# | 1 | 2044-2046 | |
| 12 | Mauro Quijano# | 1 | 2046-2048 | |
| 12 | Danny Rodríguez | 1 | 2035-2036 | |
| 12 | Tucker Sanford | 1 | 2036-2039 | |
| 12 | Rafael Suarez# | 1 | 2046-2048 | |
| 19 | Aubrey Callahan | 0 | 2035-2036 | |
| 19 | Anastasio Oríz | 0 | 2035-2038 |
