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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Charlie Barnes# | .875 | 2022 | |
| 2 | Austin Pruitt# | .857 | 2017 | |
| 3 | Mark Appel | .842 | 2015 | |
| 4 | Brad Bergesen | .840 | 2014 | |
| 5 | Brad Peacock | .786 | 2016 | |
| 6 | Odrisamer Despaigne# | .750 | 2022 | |
| 7 | Carl Edwards Jr.# | .737 | 2015 | |
| 8 | Marcus Stroman# | .722 | 2014 | |
| 9 | Casey Kelly# | .706 | 2023 | |
| 10 | Adalberto Mejia | .700 | 2017 | |
| 11 | Jakob Junis# | .692 | 2017 | |
| 12 | Odrisamer Despaigne# | .682 | 2023 | |
| 13 | Michael Kopech# | .667 | 2018 | |
| 13 | David Buchanan# | .667 | 2022 | |
| 13 | Mark Appel | .667 | 2016 | |
| 16 | Ryan Carpenter# | .650 | 2022 | |
| 16 | Steven Wright | .650 | 2015 | |
| 16 | William Cuevas# | .650 | 2023 | |
| 19 | Casey Kelly# | .632 | 2022 | |
| 20 | Brad Bergesen | .625 | 2015 | |
| 21 | Eric Hacker | .619 | 2018 | |
| 22 | Jacob Nix# | .615 | 2023 | |
| 23 | Nick Travieso | .611 | 2015 | |
| 24 | Drew Rucinski# | .588 | 2021 | |
| 24 | Justin Dunn# | .588 | 2024 | |
| 24 | David Buchanan# | .588 | 2023 | |
| 27 | Logan Darnell | .583 | 2015 | |
| 27 | Ryan Carpenter# | .583 | 2021 | |
| 29 | Luis Madero# | .579 | 2022 | |
| 30 | Cody Martin | .571 | 2013 | |
| 31 | Drew Rucinski# | .565 | 2024 | |
| 32 | Eric Hacker | .556 | 2020 | |
| 32 | Brady Lail | .556 | 2016 | |
| 34 | Marcelo Martinez# | .550 | 2023 | |
| 34 | Rob Whalen | .550 | 2016 | |
| 36 | Barret Loux | .533 | 2016 | |
| 37 | Eric Hacker | .529 | 2016 | |
| 38 | Tim Melville | .526 | 2015 | |
| 38 | Dylan Axelrod | .526 | 2014 | |
| 40 | Zachary Nuding | .524 | 2013 | |
| 40 | Casey Kelly# | .524 | 2024 | |
| 42 | Mikey O'Brien | .500 | 2015 | |
| 42 | Brett Kerry# | .500 | 2024 | |
| 42 | Ryan Dennick | .500 | 2015 | |
| 45 | Orangel Arenas | .476 | 2015 | |
| 46 | Luis Madero# | .474 | 2023 | |
| 47 | Jack Patterson | .467 | 2021 | |
| 47 | Ryan Carpenter# | .467 | 2023 | |
| 49 | William Cuevas# | .450 | 2024 | |
| 50 | Zac Lowther# | .438 | 2023 | |
| 51 | Tim Melville | .429 | 2014 | |
| 52 | Aaron Thompson | .423 | 2013 | |
| 53 | Kyle Lobstein | .412 | 2013 | |
| 53 | Robbie Erlin# | .412 | 2017 | |
| 55 | Miguel Celestino | .400 | 2015 | |
| 55 | Ariel Pena | .400 | 2015 | |
| 55 | Jacob Turner | .400 | 2014 | |
| 58 | Williams Perez | .391 | 2021 | |
| 59 | Colin Rea# | .389 | 2021 | |
| 59 | James McArthur# | .389 | 2023 | |
| 61 | Justin Nicolino | .364 | 2015 | |
| 62 | David Festa# | .353 | 2024 | |
| 63 | Sam Gaviglio | .304 | 2017 | |
| 64 | Tejay Antone# | .278 | 2024 | |
| 64 | Mario Hollands | .278 | 2016 | |
| 64 | Brett Kerry# | .278 | 2022 | |
| 67 | Zech Lemond | .231 | 2017 | |
| 68 | Ryan Rolison# | .188 | 2024 |
