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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Kyle Zimmer | .846 | 2016 | |
| 2 | Wil Crowe# | .800 | 2020 | |
| 2 | Brady Feigl# | .800 | 2022 | |
| 4 | Evan McKendry# | .789 | 2024 | |
| 5 | Jacob Turner | .786 | 2017 | |
| 5 | Trevor Bauer | .786 | 2014 | |
| 7 | Blake Treinen# | .762 | 2014 | |
| 8 | Andre Jackson# | .750 | 2023 | |
| 8 | Carlos Pimentel | .750 | 2017 | |
| 10 | Thomas Szapucki# | .737 | 2021 | |
| 10 | Blake Treinen# | .737 | 2015 | |
| 12 | Connor Thomas# | .733 | 2022 | |
| 12 | Nathan Wiles# | .733 | 2023 | |
| 12 | Ryan Garcia# | .733 | 2022 | |
| 15 | Danny Rosenbaum | .722 | 2015 | |
| 16 | R.J. Alaniz | .706 | 2014 | |
| 16 | Alec Marsh# | .706 | 2023 | |
| 18 | Deck McGuire | .700 | 2017 | |
| 19 | Sean Nolin | .692 | 2015 | |
| 20 | Matthew Tracy | .688 | 2017 | |
| 21 | Matt Boyd# | .684 | 2017 | |
| 21 | Aaron West | .684 | 2016 | |
| 23 | Steven Johnson | .682 | 2013 | |
| 23 | Shane Carle | .682 | 2017 | |
| 25 | Steven Wright | .650 | 2021 | |
| 26 | Ricky Knapp | .643 | 2018 | |
| 27 | Carlos Contreras | .619 | 2015 | |
| 28 | Jordan Yamamoto# | .615 | 2022 | |
| 29 | Jake Faria# | .609 | 2016 | |
| 29 | Trevor Bauer | .609 | 2013 | |
| 31 | Jason Hursh | .600 | 2016 | |
| 31 | Carlos Contreras | .600 | 2014 | |
| 31 | Blake Bivens | .600 | 2019 | |
| 31 | Cade Horton# | .600 | 2024 | |
| 35 | Mark Sappington | .591 | 2015 | |
| 36 | Felix Jorge | .588 | 2021 | |
| 36 | Brent Honeywell Jr.# | .588 | 2017 | |
| 38 | Kyle Tyler# | .579 | 2024 | |
| 38 | Ariel Miranda | .579 | 2019 | |
| 40 | Genesis Cabrera# | .571 | 2021 | |
| 40 | Jon Heasley# | .571 | 2023 | |
| 42 | Sean Nolin | .565 | 2014 | |
| 43 | Brett Graves | .556 | 2020 | |
| 43 | Logan Workman# | .556 | 2024 | |
| 43 | Andrew Wantz# | .556 | 2020 | |
| 43 | Deck McGuire | .556 | 2015 | |
| 47 | Kyle McGowin# | .550 | 2021 | |
| 48 | William Roberts | .545 | 2017 | |
| 49 | Jack Leiter# | .538 | 2023 | |
| 50 | Robert Dugger | .533 | 2018 | |
| 50 | Danny Rosenbaum | .533 | 2014 | |
| 50 | Phil Irwin | .533 | 2013 | |
| 50 | Jack Wynkoop | .533 | 2021 | |
| 54 | A.J. Puckett# | .529 | 2019 | |
| 54 | Edwin Diaz# | .529 | 2016 | |
| 56 | Alec Hansen | .526 | 2021 | |
| 56 | Devin Jones | .526 | 2015 | |
| 56 | Percy Garner | .526 | 2016 | |
| 59 | Bowden Francis# | .524 | 2021 | |
| 59 | Matthew Lujan | .524 | 2017 | |
| 59 | Andrew Wantz# | .524 | 2021 | |
| 62 | Jason Hursh | .520 | 2015 | |
| 63 | Christian Friedrich | .500 | 2019 | |
| 63 | Stevie Emanuels# | .500 | 2024 | |
| 63 | Ty Madden# | .500 | 2024 | |
| 63 | Nick Nastrini# | .500 | 2024 | |
| 63 | Brandon Birdsell# | .500 | 2024 | |
| 63 | Drew Harrington | .500 | 2021 | |
| 63 | Henry Sosa | .500 | 2013 | |
| 63 | Simon Castro | .500 | 2015 | |
| 63 | Misael Siverio | .500 | 2016 | |
| 63 | Caleb Cotham | .500 | 2015 | |
| 63 | Chris Gloor | .500 | 2014 | |
| 63 | Logan Allen# | .500 | 2020 | |
| 63 | Devin Smeltzer# | .500 | 2021 | |
| 63 | George Soriano# | .500 | 2023 | |
| 63 | Taylor Hill | .500 | 2014 | |
| 63 | Tommy Milone | .500 | 2019 | |
| 79 | Raul Alcantara# | .476 | 2017 | |
| 79 | Christian Bergman | .476 | 2014 | |
| 81 | Henry Sosa | .474 | 2014 | |
| 81 | Ian Oxnevad | .474 | 2021 | |
| 81 | Marcus Walden | .474 | 2014 | |
| 84 | Mason Barnett# | .471 | 2024 | |
| 84 | Aaron Brooks | .471 | 2018 | |
| 84 | Austin Bibens-Dirkx | .471 | 2014 | |
| 87 | Kevin P. Smith | .467 | 2020 | |
| 88 | Nabil Crismatt# | .450 | 2017 | |
| 88 | Nathan Bannister | .450 | 2018 | |
| 90 | Cody Poteet# | .444 | 2018 | |
| 91 | Chris O'Grady | .438 | 2017 | |
| 91 | Tommy Milone | .438 | 2020 | |
| 93 | Xzavion Curry# | .435 | 2022 | |
| 94 | Taylor Hill | .429 | 2015 | |
| 94 | Drake Britton | .429 | 2013 | |
| 96 | Slade Cecconi# | .421 | 2024 | |
| 96 | Cory Mazzoni | .421 | 2014 | |
| 96 | Nick Zwack# | .421 | 2024 | |
| 99 | Ben Meyer | .417 | 2021 | |
| 100 | Severino Gonzalez | .409 | 2015 |
