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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cory Gearrin | .725 | 2013-2020 | |
| 2 | Eric Jokisch# | .723 | 2018-2023 | |
| 3 | Carlos Rodon# | .695 | 2016-2019 | |
| 4 | Adam Plutko# | .660 | 2017-2024 | |
| 5 | Ryan Weber | .633 | 2016-2023 | |
| 6 | Dustin McGowan | .629 | 2014-2016 | |
| 7 | Kyle Weiland | .605 | 2013-2017 | |
| 8 | Sal Romano# | .586 | 2017-2025 | |
| 9 | Cody Poteet# | .569 | 2019-2024 | |
| 9 | Jake Thompson | .569 | 2016-2020 | |
| 11 | Glenn Sparkman | .564 | 2017-2023 | |
| 12 | Christian Friedrich | .561 | 2014-2021 | |
| 13 | Blake Beavan | .554 | 2013-2018 | |
| 14 | Alex White | .548 | 2013-2017 | |
| 15 | Ty Blach# | .545 | 2014-2023 | |
| 15 | Joe Gunkel | .545 | 2018-2021 | |
| 17 | Austin Pruitt# | .535 | 2017-2024 | |
| 18 | Max Povse | .533 | 2018-2021 | |
| 19 | Daniel Mengden# | .526 | 2017-2024 | |
| 20 | Marcus Walden | .525 | 2015-2024 | |
| 21 | Miguel A. Gonzalez | .521 | 2014-2018 | |
| 22 | Andrew Suarez# | .514 | 2018-2022 | |
| 23 | Jorge Lopez# | .507 | 2015-2020 | |
| 24 | Brett Oberholtzer | .495 | 2013-2021 | |
| 25 | Andre Rienzo | .492 | 2013-2016 | |
| 26 | Tyler Beede# | .481 | 2017-2025 | |
| 27 | Nicholas Kingham | .480 | 2016-2022 | |
| 28 | Luis Mendoza | .473 | 2013-2018 | |
| 29 | Jerad Eickhoff | .468 | 2015-2021 | |
| 30 | Vidal Nuno | .467 | 2013-2020 | |
| 31 | Asher Wojciechowski | .466 | 2014-2024 | |
| 32 | Tanner Roark | .457 | 2013-2016 | |
| 33 | Johan Oviedo# | .450 | 2021-2024 | |
| 34 | Rob Zastryzny# | .448 | 2018-2024 | |
| 35 | Adam Wilk | .436 | 2014-2018 | |
| 35 | Aaron Brooks# | .436 | 2015-2025 | |
| 37 | Ryan Feierabend | .435 | 2011-2021 | |
| 38 | Jeff Manship | .429 | 2013-2019 | |
| 38 | Tommy Romero# | .429 | 2022-2025 | |
| 40 | Sean Gilmartin | .426 | 2017-2023 | |
| 41 | Alex Young# | .423 | 2017-2024 | |
| 42 | Chris Rusin | .406 | 2013-2015 | |
| 43 | Mickey Jannis | .397 | 2018-2022 | |
| 44 | Tyler Viza# | .396 | 2021-2025 | |
| 45 | Josh Fleming# | .393 | 2020-2025 | |
| 46 | Chris Hernandez | .382 | 2013-2016 | |
| 47 | Ross Wolf | .377 | 2013-2016 | |
| 48 | Jon Moscot | .333 | 2015-2019 |
