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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Rhett Wiseman# | 13 | 2018-2026 | |
| 2 | Michael Suchy | 6 | 2017-2019 | |
| 3 | Josh Almonte | 5 | 2014-2017 | |
| 3 | Johnny Rizer# | 5 | 2021-2026 | |
| 5 | Stanley Consuegra# | 3 | 2022-2026 | |
| 5 | Mike Papi# | 3 | 2017-2025 | |
| 7 | Willie Abreu | 2 | 2019-2021 | |
| 7 | Preston Beck | 2 | 2016-2019 | |
| 7 | Niko Decolati# | 2 | 2019-2026 | |
| 7 | Johan Mieses# | 2 | 2018-2021 | |
| 7 | Jhailyn Ortiz# | 2 | 2018-2020 | |
| 12 | Nelson Alvarez# | 1 | 2023-2025 | |
| 12 | Ryan Cermak# | 1 | 2024-2025 | |
| 12 | Zachary Esquerra | 1 | 2014-2016 | |
| 12 | Adonis Garcia | 1 | 2013-2016 | |
| 12 | Damon Keith# | 1 | 2023-2025 | |
| 12 | Connor Oliver | 1 | 2014-2017 | |
| 12 | Daniel Pigott | 1 | 2016-2016 | |
| 12 | Brian Rey# | 1 | 2020-2021 | |
| 12 | Reed Rohlman | 1 | 2019-2022 | |
| 21 | John Andreoli# | 0 | 2013-2015 | |
| 21 | Ivan Brethowr# | 0 | 2025-2026 | |
| 21 | Tyler Esplin# | 0 | 2018-2024 | |
| 21 | Aaron Judge# | 0 | 2016-2016 |
