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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Joan Guerrero | .3501 | 2016-2021 | |
| 2 | Colten Brewer | .3585 | 2016-2021 | |
| 3 | Josh Smith | .3613 | 2016-2022 | |
| 4 | Matt Johnson# | .3670 | 2019-2024 | |
| 5 | Tim Cates# | .3705 | 2021-2023 | |
| 6 | Alonso Sánchez# | .3730 | 2017-2024 | |
| 7 | Edward Small# | .3735 | 2018-2023 | |
| 8 | Bartolo Medina | .3779 | 2017-2021 | |
| 9 | Scott Alexander# | .3783 | 2016-2024 | |
| 10 | Daniel Tenholder | .3829 | 2015-2019 | |
| 11 | Daniel Corcino | .3860 | 2012-2018 | |
| 12 | Brandon Gomes | .3881 | 2012-2020 | |
| 13 | Yohan Flande | .3906 | 2012-2020 | |
| 14 | Konnor Pilkington# | .3934 | 2019-2023 | |
| 15 | Scott Shuman | .3938 | 2013-2018 | |
| 16 | Will Smith | .3963 | 2013-2021 | |
| 17 | Chase Anderson | .3974 | 2015-2019 | |
| 18 | Jean Carlos Gil | .4025 | 2014-2019 | |
| 19 | Juan Jaime | .4028 | 2013-2016 | |
| 20 | Rafael Morales | .4057 | 2017-2022 | |
| 21 | Victor Jones# | .4072 | 2018-2022 | |
| 22 | William Cuevas | .4103 | 2015-2019 | |
| 23 | Lino Martinez | .4107 | 2014-2018 | |
| 24 | Jose Campos# | .4116 | 2014-2020 | |
| 25 | Jeanmar Gomez | .4163 | 2012-2021 | |
| 26 | Brett Oberholtzer | .4172 | 2012-2021 | |
| 27 | Wes Martin# | .4190 | 2018-2023 | |
| 28 | Brandon Dixon# | .4197 | 2019-2022 | |
| 29 | Alex Torres | .4199 | 2012-2017 | |
| 30 | Anthony Fernandez | .4251 | 2012-2021 | |
| 31 | Perci Garner | .4354 | 2012-2021 | |
| 32 | Bernalldo Borreco# | .4385 | 2018-2023 | |
| 33 | Junichi Tazawa | .4508 | 2012-2019 | |
| 34 | Adam Wilk | .4514 | 2012-2019 |
