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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | ERA | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Mike Jaffe | 3.242 | 2031-2038 | |
| 2 | Mike Stone# | 3.432 | 2090-2097 | |
| 3 | Willie Estrada | 3.433 | 2021-2028 | |
| 4 | Hunter Wood | 3.468 | 2020-2027 | |
| 5 | Jose Bautista | 3.486 | 2032-2050 | |
| 6 | Ben Clemons | 3.502 | 2085-2092 | |
| 7 | B.J. Gutierrez# | 3.530 | 2088-2096 | |
| 8 | Michael Shawaryn | 3.573 | 2018-2027 | |
| 9 | Jaden Jones | 3.612 | 2060-2069 | |
| 10 | Mike Daley | 3.618 | 2062-2069 | |
| 11 | Matt Hayden | 3.651 | 2079-2088 | |
| 12 | Javier Duque | 3.732 | 2055-2063 | |
| 13 | Danny Zepeda | 3.740 | 2065-2076 | |
| 14 | Juan Ruiz | 3.765 | 2084-2093 | |
| 15 | Eric DiGiovanni | 3.766 | 2080-2093 | |
| 16 | Zaire Stamps | 3.779 | 2080-2084 | |
| 17 | Harrison Hickey | 3.780 | 2041-2052 | |
| 18 | Rob Whalen | 3.809 | 2017-2024 | |
| 18 | Justin Moye# | 3.809 | 2093-2098 | |
| 20 | Ed Wiseman# | 3.834 | 2089-2098 | |
| 21 | Lance Fox | 3.873 | 2029-2038 | |
| 22 | Todd Redmond | 3.915 | 2009-2017 | |
| 23 | Jason Young | 3.926 | 2039-2046 | |
| 24 | Joe King# | 3.958 | 2091-2097 | |
| 25 | Mario Trujillo# | 3.975 | 2089-2098 | |
| 26 | Aaron Thornton | 4.008 | 2040-2052 | |
| 27 | Ray Timmons | 4.013 | 2072-2079 | |
| 28 | Malik Hill | 4.042 | 2056-2063 | |
| 29 | Jonathon Crawford | 4.134 | 2017-2027 | |
| 30 | Tim Krupka | 4.142 | 2069-2081 | |
| 31 | Sean Butler | 4.210 | 2084-2094 | |
| 32 | Tim Murphy | 4.227 | 2050-2056 | |
| 33 | Edgar Gutierrez | 4.288 | 2082-2091 | |
| 34 | Kyle Gibson | 4.289 | 2010-2023 | |
| 35 | Ben Kramer | 4.350 | 2044-2054 | |
| 36 | Ethan Bailey | 4.556 | 2069-2074 | |
| 37 | Tim Vazquez | 4.668 | 2084-2097 | |
| 38 | Mike Stephenson | 4.793 | 2082-2091 |
