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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 | Eduardo Rodriguez# | .691 | 2014-2018 | |
| 3 | Brent Honeywell Jr.# | .638 | 2018-2020 | |
| 4 | Felix Doubront | .635 | 2016-2019 | |
| 5 | Clayton Richard | .627 | 2013-2017 | |
| 6 | Scott Diamond | .592 | 2013-2021 | |
| 7 | Brent Suter# | .587 | 2017-2023 | |
| 8 | Mike Wright | .577 | 2015-2024 | |
| 9 | Ryan Feierabend | .574 | 2007-2014 | |
| 10 | Brock Stewart# | .564 | 2017-2023 | |
| 11 | Luke Weaver# | .563 | 2017-2024 | |
| 12 | Simon Castro | .558 | 2013-2020 | |
| 13 | Deolis Guerra | .543 | 2013-2022 | |
| 14 | Allen Webster | .532 | 2013-2021 | |
| 15 | Brett Kennedy# | .526 | 2019-2023 | |
| 16 | Ross Detwiler | .509 | 2014-2024 | |
| 16 | Tommy Milone | .509 | 2016-2023 | |
| 18 | Dillon Overton | .507 | 2016-2022 | |
| 19 | Kolby Allard# | .500 | 2018-2021 | |
| 19 | Lucas Harrell | .500 | 2013-2018 | |
| 21 | Brad Mills | .487 | 2013-2017 | |
| 22 | Braden Shipley | .483 | 2017-2024 | |
| 23 | John Gast | .473 | 2013-2017 | |
| 24 | Brandon Cumpton | .470 | 2014-2019 | |
| 25 | Brandon Dickson | .462 | 2010-2012 | |
| 26 | Brandon Leibrandt# | .453 | 2018-2023 | |
| 26 | Mitch White# | .453 | 2019-2023 | |
| 28 | Burch Smith | .446 | 2016-2022 | |
| 29 | Casey Crosby | .441 | 2013-2016 | |
| 30 | Brooks Raley# | .429 | 2014-2024 | |
| 31 | Paolo Espino# | .392 | 2016-2024 | |
| 31 | Rob Scahill | .392 | 2013-2019 | |
| 33 | Brooks Hall | .351 | 2015-2023 |
