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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Pete Brooks# | 1.000 | 2041-2044 | |
| 2 | Juan Gonzáles# | .833 | 2042-2045 | |
| 3 | Robbie Kenney# | .800 | 2046-2049 | |
| 4 | Zach Robbins# | .750 | 2045-2048 | |
| 5 | John Pitts | .714 | 2036-2039 | |
| 6 | Herman Carey# | .667 | 2046-2049 | |
| 7 | Pat Christian | .600 | 2035-2037 | |
| 8 | Guillermo Cabrera | .500 | 2032-2034 | |
| 8 | Dave Little# | .500 | 2037-2040 | |
| 8 | Carl Morgan# | .500 | 2038-2041 | |
| 8 | Dave Walter# | .500 | 2042-2043 | |
| 8 | Ronnie Wilson | .500 | 2038-2041 | |
| 13 | Mike Crawford# | .333 | 2042-2045 | |
| 14 | David Flanagan# | .000 | 2033-2035 | |
| 14 | Al Harrison | .000 | 2028-2030 |
