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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cal Stevenson# | 5 | 2020-2024 | |
| 2 | Zach Collier | 4 | 2014-2019 | |
| 3 | Guillermo Pimentel | 3 | 2016-2017 | |
| 4 | Ronald Acuna Jr.# | 2 | 2017-2017 | |
| 4 | Charcer Burks | 2 | 2018-2020 | |
| 4 | Adam Melker | 2 | 2013-2016 | |
| 4 | Eduard Pinto | 2 | 2019-2021 | |
| 4 | Victor Roache | 2 | 2016-2019 | |
| 4 | Zack Zehner | 2 | 2017-2022 | |
| 10 | Daniel Kihle | 1 | 2018-2021 | |
| 10 | Connor Panas | 1 | 2018-2021 | |
| 10 | Jason Rogers | 1 | 2013-2015 | |
| 10 | Brady Shoemaker | 1 | 2013-2016 | |
| 14 | Telvin Nash | 0 | 2015-2019 |
