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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OBP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Sophia Bennett* | .3774 | 2017-2031 | |
| 2 | Kasey Vyda | .3748 | 2055-2067 | |
| 3 | Jackie Daytona* | .3725 | 2042-2052 | |
| 4 | Rake Slammer | .3650 | 2054-2066 | |
| 5 | Franklin DeMars# | .3633 | 2055-2066 | |
| 6 | Ruben Ramirez* | .3631 | 2044-2055 | |
| 7 | Steve Gonzales* | .3630 | 2028-2039 | |
| 8 | Willie Colón* | .3571 | 2036-2047 | |
| 9 | Adrian Columbus | .3524 | 2017-2024 | |
| 10 | Sobert Randberg# | .3520 | 2060-2068 | |
| 11 | Dorothy Morimura | .3513 | 2026-2037 | |
| 12 | Alyssa Jakob | .3506 | 2059-2067 | |
| 13 | Anne Chovy | .3495 | 2044-2054 | |
| 14 | Paulo Di Stephano* | .3477 | 2019-2033 | |
| 15 | Shrimp McDaniel# | .3431 | 2063-2068 | |
| 16 | Jake Stennett | .3410 | 2018-2029 | |
| 17 | Markus Emerson | .3408 | 2045-2058 | |
| 18 | Ash Dragon | .3405 | 2028-2038 | |
| 19 | Arthur Morgan* | .3402 | 2052-2063 | |
| 20 | Johnny Pluto | .3398 | 2038-2047 | |
| 21 | FR Finn-Rhys | .3365 | 2033-2043 | |
| 22 | Godfrey Bowman | .3338 | 2021-2034 | |
| 23 | Nigel Ortega | .3329 | 2045-2055 | |
| 24 | Dandy Chiggins Jr. | .3324 | 2030-2039 | |
| 25 | Javithony Brizzo | .3322 | 2046-2054 | |
| 26 | Andrew Myth | .3318 | 2044-2052 | |
| 27 | Danni Brennan | .3305 | 2054-2063 | |
| 28 | Mo Love# | .3282 | 2058-2068 | |
| 29 | Jordan Beauchamp-Reyes | .3276 | 2049-2060 | |
| 30 | Philip Stein | .3260 | 2037-2044 | |
| 31 | Stubby McGuire | .3255 | 2047-2060 | |
| 32 | Mustard M. Mustard | .3254 | 2052-2062 | |
| 33 | Berry Bonds | .3243 | 2046-2054 | |
| 34 | Al-Toowel Tenminawtvershun | .3196 | 2053-2062 | |
| 35 | Paulo Di Stephano Jr.* | .3182 | 2035-2048 | |
| 36 | Ionel Bogescu | .3170 | 2035-2044 | |
| 37 | Jody Quinn | .3148 | 2042-2051 | |
| 38 | Dusty Stradley | .3116 | 2048-2059 | |
| 39 | Matt Dubson | .3109 | 2047-2059 | |
| 40 | Toby McMuffin | .3071 | 2031-2043 | |
| 41 | OOTP Wizard | .3068 | 2053-2065 | |
| 42 | Ynot Kove | .3026 | 2056-2063 | |
| 43 | Jacques Hammer | .2997 | 2054-2064 | |
| 44 | Andrea Maggiacomo | .2976 | 2037-2043 | |
| 45 | Phillip J Fry | .2919 | 2020-2033 | |
| 46 | Riley Tiffielder | .2898 | 2027-2032 | |
| 47 | Israel Kamunhaikukanyekeyhagan | .2823 | 2047-2056 | |
| 48 | Isidore Fox | .2821 | 2025-2034 | |
| 49 | Farley Hank | .2813 | 2032-2042 | |
| 50 | Muckers O'Houlihan | .2722 | 2043-2053 | |
| 51 | Stanley Yelnats | .2665 | 2039-2044 |
