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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Anthony Garcia# | 4 | 2016-2025 | |
| 1 | Logan Hill | 4 | 2018-2022 | |
| 3 | Barrett Barnes | 3 | 2015-2022 | |
| 3 | Roman Collins | 3 | 2016-2021 | |
| 3 | Mike Papi# | 3 | 2018-2022 | |
| 3 | Garrett Whitley# | 3 | 2021-2025 | |
| 7 | Yusniel Diaz# | 2 | 2021-2025 | |
| 7 | Juan Duran | 2 | 2015-2024 | |
| 7 | Jake Peter | 2 | 2016-2021 | |
| 7 | Carlos Vidal# | 2 | 2021-2023 | |
| 11 | Drew Heid | 1 | 2013-2017 | |
| 11 | Chris Pieters | 1 | 2020-2021 | |
| 11 | Trayvon Robinson | 1 | 2013-2016 | |
| 14 | Forrestt Allday | 0 | 2014-2019 | |
| 14 | Donald Lutz | 0 | 2013-2018 | |
| 14 | Jesse Winker# | 0 | 2015-2015 |
