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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 | Ryan Weber# | .633 | 2016-2023 | |
| 5 | Dustin McGowan | .629 | 2014-2016 | |
| 6 | Kyle Weiland | .605 | 2013-2017 | |
| 7 | Sal Romano# | .593 | 2017-2023 | |
| 8 | Jake Thompson | .569 | 2016-2020 | |
| 9 | Glenn Sparkman# | .564 | 2017-2023 | |
| 10 | Christian Friedrich | .561 | 2014-2021 | |
| 11 | Blake Beavan | .554 | 2013-2018 | |
| 11 | Austin Pruitt# | .554 | 2017-2022 | |
| 13 | Alex White | .548 | 2013-2017 | |
| 14 | Drew Smyly# | .547 | 2013-2023 | |
| 15 | Ty Blach# | .545 | 2014-2023 | |
| 15 | Joe Gunkel# | .545 | 2018-2021 | |
| 17 | Max Povse | .533 | 2018-2021 | |
| 18 | Daniel Mengden# | .526 | 2017-2023 | |
| 19 | Miguel A. Gonzalez | .521 | 2014-2018 | |
| 20 | Andrew Suarez# | .514 | 2018-2022 | |
| 21 | Marcus Walden | .513 | 2015-2023 | |
| 22 | Jorge Lopez# | .507 | 2015-2020 | |
| 23 | Brett Oberholtzer | .495 | 2013-2021 | |
| 24 | Matt Wisler# | .494 | 2014-2019 | |
| 25 | Tyler Beede# | .493 | 2017-2023 | |
| 26 | Andre Rienzo | .492 | 2013-2016 | |
| 27 | Casey Sadler# | .481 | 2016-2023 | |
| 28 | Nicholas Kingham# | .480 | 2016-2022 | |
| 29 | Asher Wojciechowski# | .475 | 2014-2023 | |
| 30 | Luis Mendoza | .473 | 2013-2018 | |
| 31 | Jerad Eickhoff# | .468 | 2015-2021 | |
| 32 | Vidal Nuno | .467 | 2013-2020 | |
| 33 | Corey Oswalt# | .462 | 2018-2023 | |
| 34 | Tanner Roark | .457 | 2013-2016 | |
| 35 | Rob Zastryzny# | .443 | 2018-2023 | |
| 36 | Adam Wilk | .436 | 2014-2018 | |
| 36 | Aaron Brooks# | .436 | 2015-2023 | |
| 38 | Ryan Feierabend | .435 | 2011-2021 | |
| 39 | Jeff Manship | .429 | 2013-2019 | |
| 40 | Sean Gilmartin# | .426 | 2017-2023 | |
| 41 | Alex Young# | .409 | 2017-2022 | |
| 42 | Chris Rusin | .406 | 2013-2015 | |
| 43 | Mickey Jannis | .397 | 2018-2022 | |
| 44 | Josh Fleming# | .392 | 2020-2023 | |
| 45 | Chris Hernandez | .382 | 2013-2016 | |
| 46 | Ross Wolf | .377 | 2013-2016 | |
| 47 | Riley W. Smith# | .375 | 2019-2023 | |
| 48 | Jon Moscot | .333 | 2015-2019 |
