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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | PO | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Rhett Wiseman# | 1176 | 2018-2025 | |
| 2 | Josh Almonte | 656 | 2014-2017 | |
| 3 | Jhailyn Ortiz# | 527 | 2018-2020 | |
| 4 | Willie Abreu | 526 | 2019-2021 | |
| 5 | Mike Papi# | 476 | 2017-2025 | |
| 6 | Reed Rohlman | 448 | 2019-2022 | |
| 7 | Michael Suchy | 417 | 2017-2019 | |
| 8 | Niko Decolati# | 405 | 2019-2023 | |
| 9 | Connor Oliver | 376 | 2014-2017 | |
| 10 | Zachary Esquerra | 331 | 2014-2016 | |
| 11 | Preston Beck | 325 | 2016-2019 | |
| 12 | Brian Rey# | 286 | 2020-2021 | |
| 13 | John Andreoli# | 267 | 2013-2015 | |
| 14 | Tyler Esplin# | 262 | 2018-2024 | |
| 15 | Johan Mieses# | 261 | 2018-2021 | |
| 16 | Nelson Alvarez# | 251 | 2023-2025 | |
| 17 | Daniel Pigott | 226 | 2016-2016 | |
| 18 | Damon Keith# | 217 | 2023-2025 | |
| 19 | Adonis Garcia | 210 | 2013-2016 | |
| 20 | Aaron Judge# | 205 | 2016-2016 |
