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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ivan Pineyro | .656 | 2014-2019 | |
| 2 | Tommy Bergjans | .582 | 2016-2019 | |
| 3 | Wilking Rodriguez# | .571 | 2013-2021 | |
| 4 | Nathan Kirby# | .525 | 2017-2023 | |
| 5 | Will Lamb | .524 | 2013-2016 | |
| 6 | Mark Reyes | .523 | 2017-2019 | |
| 7 | Scott Copeland | .500 | 2013-2018 | |
| 7 | Josh Poytress | .500 | 2013-2017 | |
| 9 | Michael McCarthy | .492 | 2013-2017 | |
| 10 | Garrett Nuss | .453 | 2014-2017 | |
| 11 | Matt Boyd# | .435 | 2014-2016 | |
| 12 | Jarlin Garcia# | .346 | 2014-2019 | |
| 13 | Greg Harris | .224 | 2015-2020 |
