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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Kyle Lloyd# | .923 | 2017 | |
| 2 | Shane Drohan# | .800 | 2023 | |
| 3 | Taylor Hill | .778 | 2013 | |
| 3 | Benton Moss | .778 | 2018 | |
| 5 | Drew Hutchison# | .765 | 2021 | |
| 5 | Joshua Smith | .765 | 2014 | |
| 7 | Enny Romero | .750 | 2013 | |
| 7 | Victor Castaneda# | .750 | 2023 | |
| 9 | Dante Biasi# | .706 | 2023 | |
| 9 | Jesse Biddle# | .706 | 2016 | |
| 11 | Brian Dupra | .700 | 2013 | |
| 12 | Wilking Rodriguez# | .652 | 2013 | |
| 13 | Drew Harrington# | .643 | 2020 | |
| 14 | Tommy Bergjans | .632 | 2016 | |
| 15 | Austin Wright | .619 | 2014 | |
| 16 | Sam Hentges# | .615 | 2018 | |
| 17 | Garrett Nuss | .600 | 2015 | |
| 17 | Will Lamb | .600 | 2014 | |
| 17 | Ivan Pineyro | .600 | 2015 | |
| 17 | Zach Cates | .600 | 2015 | |
| 21 | Scott Lyman | .591 | 2014 | |
| 22 | Braden Olthoff# | .588 | 2023 | |
| 23 | Navery Moore | .583 | 2015 | |
| 24 | Huascar Ynoa# | .579 | 2018 | |
| 24 | Carlos Vargas# | .579 | 2021 | |
| 26 | Jason Creasy | .571 | 2015 | |
| 27 | Austin Smith | .562 | 2019 | |
| 28 | Wilking Rodriguez# | .556 | 2014 | |
| 29 | Konner Wade# | .545 | 2022 | |
| 30 | Levi Thomas# | .533 | 2022 | |
| 30 | Garrett Nuss | .533 | 2014 | |
| 30 | Ryan Feierabend | .533 | 2005 | |
| 33 | Daniel Gossett# | .529 | 2017 | |
| 33 | Matt Boyd# | .529 | 2014 | |
| 35 | Ethan Small# | .526 | 2021 | |
| 35 | Taylor Cole | .526 | 2014 | |
| 37 | Burch Smith# | .500 | 2014 | |
| 37 | Felix Sterling | .500 | 2016 | |
| 37 | Greg Nappo | .500 | 2014 | |
| 37 | Cam Vieaux# | .500 | 2021 | |
| 37 | Mark Reyes | .500 | 2019 | |
| 37 | Levi Thomas# | .500 | 2023 | |
| 43 | Nick Morreale# | .476 | 2022 | |
| 44 | Will Lamb | .474 | 2015 | |
| 45 | Jarlin Garcia# | .471 | 2014 | |
| 45 | Michael McCarthy | .471 | 2014 | |
| 47 | Tyler Matzek# | .450 | 2013 | |
| 48 | Matt Boyd# | .438 | 2015 | |
| 49 | Mark Reyes | .429 | 2018 | |
| 50 | Scott Copeland | .417 | 2017 | |
| 51 | David Ledbetter | .409 | 2016 | |
| 52 | Ricardo Pinto# | .389 | 2017 | |
| 53 | Rhett Kouba# | .385 | 2023 | |
| 53 | Daniel Poncedeleon# | .385 | 2018 | |
| 55 | Dietrich Enns# | .375 | 2014 | |
| 56 | Kris Hall | .368 | 2014 | |
| 57 | Yoel Mecias | .333 | 2015 | |
| 57 | Hector Hernandez | .333 | 2014 | |
| 57 | Nathan Kirby# | .333 | 2017 | |
| 57 | Andrew Politi# | .333 | 2021 | |
| 61 | Matt Boyd# | .308 | 2016 | |
| 62 | Jack Duffey | .300 | 2014 | |
| 62 | Zach Hedges# | .300 | 2018 | |
| 64 | Kyle McGowin# | .294 | 2017 | |
| 65 | Michael Jefferson | .200 | 2013 | |
| 66 | Colin Rodgers# | .188 | 2021 | |
| 67 | Andrew Barbosa | .118 | 2014 |
