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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Matt Adams# | 1.000 | 1906-1914 | |
| 1 | Adam Briggs# | 1.000 | 1908-1914 | |
| 1 | Christy Mathewson# | 1.000 | 1900-1914 | |
| 4 | Frank Groves# | .800 | 1904-1910 | |
| 5 | Jake Campbell# | .600 | 1905-1914 | |
| 5 | Danny Maxwell# | .600 | 1908-1914 | |
| 5 | Deacon Phillippe | .600 | 1899-1906 | |
| 5 | Toad Ramsey | .600 | 1905-1910 | |
| 9 | Jesse Burkett | .500 | 1903-1912 | |
| 10 | Addie Joss# | .375 | 1904-1914 | |
| 11 | Bob Black | .286 | 1904-1912 | |
| 12 | Pink Hawley# | .250 | 1901-1914 | |
| 13 | Brent Mattern# | .125 | 1904-1914 |
