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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Steven Johnson | .3921 | 2013-2017 | |
| 2 | Danny Rosenbaum | .3985 | 2013-2015 | |
| 3 | Casey Coleman# | .3994 | 2013-2023 | |
| 4 | Conner Menez# | .4014 | 2019-2023 | |
| 5 | Christian Bergman | .4042 | 2014-2019 | |
| 6 | Carlos Contreras | .4063 | 2014-2017 | |
| 7 | Sean Nolin | .4213 | 2013-2015 | |
| 8 | Jason Hursh | .4284 | 2014-2020 | |
| 9 | Jordan Yamamoto# | .4307 | 2016-2023 | |
| 10 | Deck McGuire | .4421 | 2014-2019 | |
| 11 | Severino Gonzalez | .4506 | 2014-2019 | |
| 12 | Taylor Hill | .4607 | 2014-2018 | |
| 13 | Thomas Eshelman# | .4635 | 2016-2023 | |
| 14 | Keury Mella# | .4657 | 2018-2023 | |
| 15 | Sam Perez# | .4789 | 2018-2023 | |
| 16 | Edgar Arredondo# | .4868 | 2019-2023 | |
| 17 | Austin Bibens-Dirkx | .4874 | 2014-2018 | |
| 18 | Sam Howard# | .4974 | 2017-2023 | |
| 19 | Tommy Milone# | .5047 | 2018-2020 |
