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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OOPS | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Hunter Wood | .6397 | 2020-2027 | |
| 2 | Mike Stone# | .6497 | 2090-2097 | |
| 3 | Todd Redmond | .6576 | 2009-2017 | |
| 4 | Mike Jaffe | .6609 | 2031-2038 | |
| 5 | Jose Bautista | .6741 | 2032-2050 | |
| 6 | Ben Clemons | .6751 | 2085-2092 | |
| 7 | Javier Duque | .6760 | 2055-2063 | |
| 8 | Michael Shawaryn | .6820 | 2018-2027 | |
| 9 | Willie Estrada | .6831 | 2021-2028 | |
| 10 | Justin Moye# | .6850 | 2093-2098 | |
| 11 | Eric DiGiovanni | .6856 | 2080-2093 | |
| 12 | Rob Whalen | .6865 | 2017-2024 | |
| 13 | Harrison Hickey | .6876 | 2041-2052 | |
| 14 | Juan Ruiz | .6914 | 2084-2093 | |
| 15 | Matt Hayden | .6924 | 2079-2088 | |
| 16 | B.J. Gutierrez# | .6932 | 2088-2096 | |
| 17 | Aaron Thornton | .6935 | 2040-2052 | |
| 18 | Zaire Stamps | .6961 | 2080-2084 | |
| 19 | Jaden Jones | .7030 | 2060-2069 | |
| 20 | Ed Wiseman# | .7047 | 2089-2098 | |
| 21 | Lance Fox | .7123 | 2029-2038 | |
| 22 | Mario Trujillo# | .7124 | 2089-2098 | |
| 23 | Danny Zepeda | .7125 | 2065-2076 | |
| 24 | Mike Daley | .7135 | 2062-2069 | |
| 25 | Jason Young | .7155 | 2039-2046 | |
| 26 | Tim Murphy | .7166 | 2050-2056 | |
| 27 | Tim Krupka | .7171 | 2069-2081 | |
| 28 | Joe King# | .7174 | 2091-2097 | |
| 29 | Jonathon Crawford | .7181 | 2017-2027 | |
| 30 | Malik Hill | .7208 | 2056-2063 | |
| 31 | Sean Butler | .7211 | 2084-2094 | |
| 32 | Ray Timmons | .7232 | 2072-2079 | |
| 33 | Kyle Gibson | .7314 | 2010-2023 | |
| 34 | Edgar Gutierrez | .7425 | 2082-2091 | |
| 35 | Ethan Bailey | .7429 | 2069-2074 | |
| 36 | Ben Kramer | .7550 | 2044-2054 | |
| 37 | Tim Vazquez | .7699 | 2084-2097 | |
| 38 | Mike Stephenson | .7814 | 2082-2091 |
