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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OPS | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jackie Daytona* | .9087 | 2042-2052 | |
| 2 | Rake Slammer* | .8989 | 2054-2066 | |
| 3 | Johnny Pluto | .8923 | 2038-2047 | |
| 4 | Willie Colón* | .8825 | 2036-2047 | |
| 5 | Sophia Bennett* | .8663 | 2017-2031 | |
| 6 | Paulo Di Stephano* | .8605 | 2019-2033 | |
| 7 | Shrimp McDaniel# | .8575 | 2063-2070 | |
| 8 | Alyssa Jakob | .8555 | 2059-2067 | |
| 9 | Adrian Columbus | .8477 | 2017-2024 | |
| 10 | Ruben Ramirez* | .8470 | 2044-2055 | |
| 11 | Dandy Chiggins Jr. | .8431 | 2030-2039 | |
| 12 | Ash Dragon | .8234 | 2028-2038 | |
| 13 | Franklin DeMars | .8231 | 2055-2066 | |
| 14 | Kasey Vyda | .8222 | 2055-2067 | |
| 15 | Arthur Morgan* | .8214 | 2052-2063 | |
| 16 | Sobert Randberg# | .8094 | 2060-2070 | |
| 17 | Steve Gonzales* | .8036 | 2028-2039 | |
| 18 | Mustard M. Mustard | .8018 | 2052-2062 | |
| 19 | Nigel Ortega | .8016 | 2045-2055 | |
| 20 | Ionel Bogescu | .7991 | 2035-2044 | |
| 21 | Stubby McGuire | .7990 | 2047-2060 | |
| 22 | Javithony Brizzo | .7873 | 2046-2054 | |
| 23 | Lawn Gnomes# | .7866 | 2066-2070 | |
| 24 | Mo Love | .7820 | 2058-2069 | |
| 25 | Jordan Beauchamp-Reyes | .7798 | 2049-2060 | |
| 26 | Anne Chovy | .7787 | 2044-2054 | |
| 27 | Dusty Stradley | .7777 | 2048-2059 | |
| 28 | Yneas Kove# | .7689 | 2063-2070 | |
| 28 | Toby McMuffin | .7689 | 2031-2043 | |
| 30 | Markus Emerson | .7625 | 2045-2058 | |
| 31 | Paulo Di Stephano Jr.* | .7600 | 2035-2048 | |
| 32 | Danni Brennan | .7565 | 2054-2063 | |
| 33 | FR Finn-Rhys | .7474 | 2033-2043 | |
| 34 | Berry Bonds | .7467 | 2046-2054 | |
| 35 | OOTP Wizard | .7427 | 2053-2065 | |
| 36 | Jody Quinn | .7357 | 2042-2051 | |
| 37 | Al-Toowel Tenminawtvershun | .7350 | 2053-2062 | |
| 38 | Andrew Myth | .7345 | 2044-2052 | |
| 39 | Matt Dubson | .7341 | 2047-2059 | |
| 40 | Dorothy Morimura | .7182 | 2026-2037 | |
| 41 | Godfrey Bowman | .7145 | 2021-2034 | |
| 42 | Philip Stein | .7143 | 2037-2044 | |
| 43 | Jake Stennett | .7088 | 2018-2029 | |
| 44 | Riley Tiffielder | .7058 | 2027-2032 | |
| 45 | Israel Kamunhaikukanyekeyhagan | .6965 | 2047-2056 | |
| 46 | Ynot Kove | .6964 | 2056-2063 | |
| 47 | Phillip J Fry | .6937 | 2020-2033 | |
| 48 | Jacques Hammer | .6829 | 2054-2064 | |
| 49 | Andrea Maggiacomo | .6710 | 2037-2043 | |
| 50 | Dan Johnston# | .6574 | 2064-2070 | |
| 51 | Isidore Fox | .6483 | 2025-2034 | |
| 52 | Farley Hank | .6231 | 2032-2042 | |
| 53 | Stanley Yelnats | .6180 | 2039-2044 | |
| 54 | Muckers O'Houlihan | .6123 | 2043-2053 |
