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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Nathan Eovaldi# | .717 | 2013-2015 | |
| 2 | Brent Honeywell Jr.# | .638 | 2018-2020 | |
| 3 | Felix Doubront | .635 | 2016-2019 | |
| 4 | Clayton Richard | .627 | 2013-2017 | |
| 5 | Scott Diamond | .592 | 2013-2021 | |
| 6 | Mike Wright | .577 | 2015-2024 | |
| 7 | Ryan Feierabend | .574 | 2007-2014 | |
| 8 | Luke Weaver# | .563 | 2017-2024 | |
| 9 | Humberto Mejia# | .545 | 2022-2025 | |
| 10 | Allen Webster | .532 | 2013-2021 | |
| 11 | Brett Kennedy# | .526 | 2019-2023 | |
| 12 | Ross Detwiler | .509 | 2014-2024 | |
| 13 | Dillon Overton | .507 | 2016-2022 | |
| 14 | Kolby Allard# | .500 | 2018-2021 | |
| 14 | Lucas Harrell | .500 | 2013-2018 | |
| 16 | Jose De Leon# | .492 | 2017-2025 | |
| 17 | Brad Mills | .487 | 2013-2017 | |
| 18 | Braden Shipley | .483 | 2017-2024 | |
| 19 | Brandon Cumpton | .470 | 2014-2019 | |
| 20 | Mitch White# | .453 | 2019-2023 | |
| 21 | Brandon Leibrandt# | .450 | 2018-2025 | |
| 22 | Burch Smith | .446 | 2016-2022 | |
| 23 | Brooks Raley# | .429 | 2014-2024 | |
| 24 | Paolo Espino# | .395 | 2016-2025 | |
| 25 | Rob Scahill | .392 | 2013-2019 |
