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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Jose Campos# | .850 | 2014 | |
| 2 | Alex Torres | .789 | 2015 | |
| 3 | Rubby de la Rosa | .778 | 2020 | |
| 4 | Todd Howard# | .750 | 2019 | |
| 4 | Chris Sale# | .750 | 2014 | |
| 4 | David Holmberg | .750 | 2018 | |
| 4 | Keyvius Sampson# | .750 | 2013 | |
| 8 | Dan Hughes# | .737 | 2022 | |
| 9 | Junichi Tazawa | .722 | 2012 | |
| 10 | Alex Faedo# | .714 | 2020 | |
| 10 | Yohan Flande | .714 | 2017 | |
| 12 | Jorge Fernández# | .706 | 2018 | |
| 12 | Brett Oberholtzer | .706 | 2016 | |
| 14 | Yohan Flande | .700 | 2018 | |
| 15 | José Pérez# | .688 | 2023 | |
| 15 | John McGuire# | .688 | 2023 | |
| 15 | Kelvin Lopez | .688 | 2019 | |
| 18 | Jeffrey Starks# | .684 | 2022 | |
| 18 | Steven Inch# | .684 | 2016 | |
| 18 | Matt Cain | .684 | 2020 | |
| 21 | Nathan Kirby# | .667 | 2017 | |
| 21 | Joe Nixon# | .667 | 2023 | |
| 21 | Eduardo Aldama | .667 | 2015 | |
| 21 | Carter Capps | .667 | 2013 | |
| 21 | A.J. Bentley# | .667 | 2022 | |
| 21 | Scott Alexander# | .667 | 2017 | |
| 27 | Brady Rodgers# | .650 | 2016 | |
| 27 | Miguel Gonzalez | .650 | 2014 | |
| 29 | Drew Childs | .647 | 2020 | |
| 29 | Porter Curran# | .647 | 2017 | |
| 29 | Will Smith | .647 | 2017 | |
| 32 | Jonathan Ware# | .643 | 2019 | |
| 33 | Anthony Fernandez | .632 | 2015 | |
| 33 | Shawn Stephens# | .632 | 2018 | |
| 33 | Jud Graham# | .632 | 2023 | |
| 36 | Bill Deely# | .625 | 2021 | |
| 36 | Colten Brewer | .625 | 2017 | |
| 36 | Kyle Zimmer | .625 | 2018 | |
| 39 | Juan Alvarado# | .619 | 2020 | |
| 39 | Junichi Tazawa | .619 | 2019 | |
| 41 | Gabriel Guerrero# | .611 | 2018 | |
| 42 | Alonso Sánchez# | .609 | 2019 | |
| 42 | Paul Hale# | .609 | 2019 | |
| 44 | Drake Fellows# | .600 | 2022 | |
| 44 | Austin Brice | .600 | 2015 | |
| 44 | Bartolo Medina | .600 | 2019 | |
| 44 | Jimmy Shaw# | .600 | 2021 | |
| 44 | Chad Jenkins | .600 | 2016 | |
| 49 | Hunter Greene# | .591 | 2020 | |
| 50 | Rod Swift# | .588 | 2018 | |
| 50 | Brandon Dixon# | .588 | 2022 | |
| 50 | Josh Smith | .588 | 2017 | |
| 50 | Trent Stevenson# | .588 | 2015 | |
| 54 | Felix Sterling | .583 | 2018 | |
| 55 | Chase Anderson | .579 | 2018 | |
| 55 | Brett Marshall# | .579 | 2014 | |
| 55 | Masanobu Mochizuki# | .579 | 2015 | |
| 55 | Bernalldo Borreco# | .579 | 2019 | |
| 55 | Brandon Dixon# | .579 | 2020 | |
| 60 | Joan Guerrero | .571 | 2017 | |
| 60 | Andy Sonnanstine | .571 | 2013 | |
| 60 | Juan García# | .571 | 2018 | |
| 63 | David Phelps | .565 | 2012 | |
| 64 | Aaron Crow | .562 | 2018 | |
| 64 | Carlos García | .562 | 2019 | |
| 64 | Tim Cates# | .562 | 2021 | |
| 67 | Jon Wells# | .556 | 2023 | |
| 67 | Jeanmar Gomez | .556 | 2016 | |
| 69 | Konnor Pilkington# | .545 | 2023 | |
| 69 | Wilmer Font | .545 | 2013 | |
| 69 | Davis Mills# | .545 | 2022 | |
| 69 | Kyle Drabek | .545 | 2017 | |
| 69 | Tim Cates# | .545 | 2022 | |
| 74 | Chase Anderson | .542 | 2017 | |
| 74 | Taylor Guerrieri# | .542 | 2013 | |
| 76 | Taijuan Walker# | .538 | 2019 | |
| 77 | Roberto Muñíz# | .533 | 2022 | |
| 77 | Jose Campos# | .533 | 2015 | |
| 77 | Michael Fiers | .533 | 2019 | |
| 77 | Juan Jaime | .533 | 2014 | |
| 77 | Joan Guerrero | .533 | 2018 | |
| 77 | Josh Smith | .533 | 2018 | |
| 83 | Bryse Wilson# | .529 | 2022 | |
| 83 | Porfirio Martinez# | .529 | 2015 | |
| 83 | Alfonso Gallegos | .529 | 2019 | |
| 83 | Quentin Harris# | .529 | 2022 | |
| 87 | Jose A. Ramirez | .526 | 2013 | |
| 87 | Jack Lamb# | .526 | 2023 | |
| 89 | Nathan Kirby# | .524 | 2018 | |
| 89 | Zack Wheeler | .524 | 2012 | |
| 89 | Ryan Hafner | .524 | 2016 | |
| 89 | Jorge Rodríguez# | .524 | 2022 | |
| 89 | David Miller# | .524 | 2023 | |
| 94 | Scott Alexander# | .522 | 2016 | |
| 94 | Chase Anderson | .522 | 2015 | |
| 96 | Justin Marks | .500 | 2015 | |
| 96 | Clarke Schmidt# | .500 | 2023 | |
| 96 | Chris Kahnke# | .500 | 2021 | |
| 96 | Allen Webster | .500 | 2013 | |
| 96 | Jacob Heatherly# | .500 | 2021 |
