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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | John Hunter# | 1.000 | 2057-2060 | |
| 1 | Mançio Madrra# | 1.000 | 2060-2060 | |
| 1 | Alfredo Tirado | 1.000 | 2050-2053 | |
| 4 | Max Grant | .857 | 2019-2034 | |
| 5 | Grant Huffman | .800 | 2032-2035 | |
| 6 | Randy Hamilton | .750 | 2015-2015 | |
| 6 | Sam Hatt | .750 | 2021-2022 | |
| 6 | Matt Nolan | .750 | 2028-2034 | |
| 6 | Kyle Taylor# | .750 | 2054-2057 | |
| 6 | Fei-hsien Xun | .750 | 2043-2046 | |
| 11 | Tom Collins | .667 | 2017-2026 | |
| 11 | Dave McCrudden | .667 | 2036-2037 | |
| 13 | Elijah Gourdine# | .600 | 2057-2060 | |
| 13 | Jon Wambach# | .600 | 2058-2060 | |
| 13 | David White | .600 | 2015-2023 | |
| 16 | Josh Geary | .500 | 2056-2059 | |
| 16 | Ramón Gómez | .500 | 2023-2032 | |
| 18 | Dave Pinkley | .400 | 2040-2043 | |
| 19 | Mehmood Dar | .333 | 2020-2021 | |
| 19 | Héctor González | .333 | 2030-2041 | |
| 19 | Jayakar Ramadin | .333 | 2020-2028 | |
| 22 | Blake Gottshall# | .200 | 2056-2060 | |
| 23 | Edwin Avila | .000 | 2040-2041 | |
| 23 | Ricky Plasencia# | .000 | 2057-2060 |
