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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | IP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Rhett Wiseman# | 5219 | 2018-2025 | |
| 2 | Josh Almonte | 2948 | 2014-2017 | |
| 3 | Willie Abreu | 2391 | 2019-2021 | |
| 4 | Jhailyn Ortiz# | 2384 | 2018-2020 | |
| 5 | Mike Papi# | 2217 | 2017-2025 | |
| 6 | Reed Rohlman | 2032 | 2019-2022 | |
| 7 | Michael Suchy | 1718 | 2017-2019 | |
| 8 | Niko Decolati# | 1650 | 2019-2023 | |
| 9 | Zachary Esquerra | 1646 | 2014-2016 | |
| 10 | Connor Oliver | 1532 | 2014-2017 | |
| 11 | Preston Beck | 1498 | 2016-2019 | |
| 12 | Nelson Alvarez# | 1340 | 2023-2025 | |
| 13 | John Andreoli# | 1296 | 2013-2015 | |
| 14 | Brian Rey# | 1208 | 2020-2021 | |
| 15 | Adonis Garcia | 1197 | 2013-2016 | |
| 16 | Daniel Pigott | 1094 | 2016-2016 | |
| 17 | Tyler Esplin# | 1088 | 2018-2024 | |
| 18 | Johan Mieses# | 1040 | 2018-2021 | |
| 19 | Damon Keith# | 1031 | 2023-2025 | |
| 20 | Aaron Judge# | 1018 | 2016-2016 |
