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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | G | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Rhett Wiseman# | 596 | 2018-2025 | |
| 2 | Josh Almonte | 344 | 2014-2017 | |
| 3 | Jhailyn Ortiz# | 269 | 2018-2020 | |
| 4 | Willie Abreu | 268 | 2019-2021 | |
| 5 | Mike Papi# | 266 | 2017-2025 | |
| 6 | Reed Rohlman | 230 | 2019-2022 | |
| 7 | Michael Suchy | 197 | 2017-2019 | |
| 8 | Niko Decolati# | 193 | 2019-2023 | |
| 9 | Zachary Esquerra | 187 | 2014-2016 | |
| 10 | Connor Oliver | 182 | 2014-2017 | |
| 11 | Preston Beck | 173 | 2016-2019 | |
| 12 | Nelson Alvarez# | 161 | 2023-2025 | |
| 13 | John Andreoli# | 150 | 2013-2015 | |
| 14 | Brian Rey# | 137 | 2020-2021 | |
| 15 | Tyler Esplin# | 136 | 2018-2024 | |
| 16 | Adonis Garcia | 135 | 2013-2016 | |
| 17 | Daniel Pigott | 128 | 2016-2016 | |
| 18 | Damon Keith# | 123 | 2023-2025 | |
| 19 | Johan Mieses# | 119 | 2018-2021 | |
| 20 | Aaron Judge# | 115 | 2016-2016 |
