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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Ethan Reed# | .812 | 2021 | |
| 2 | Matt Adams# | .800 | 2020 | |
| 3 | Matt Adams# | .765 | 2019 | |
| 4 | Lucas Giolito# | .750 | 2015 | |
| 4 | Cole Winn# | .750 | 2020 | |
| 6 | Chase Anderson | .722 | 2012 | |
| 6 | Carlos Navarro# | .722 | 2017 | |
| 8 | Kyle Zimmer | .714 | 2015 | |
| 8 | James Russell | .714 | 2013 | |
| 10 | Seth Lonsway# | .706 | 2023 | |
| 10 | Steve Chapman# | .706 | 2018 | |
| 12 | Carter Parker# | .700 | 2020 | |
| 13 | Ralph Travis# | .696 | 2022 | |
| 14 | Jonathan Ware# | .688 | 2017 | |
| 15 | Matt Parker# | .684 | 2021 | |
| 15 | Justin Grimm | .684 | 2016 | |
| 15 | Matt Cavanagh# | .684 | 2022 | |
| 18 | Jonathan Pettibone | .667 | 2016 | |
| 18 | Brian Johnson# | .667 | 2014 | |
| 18 | Ian Bedell# | .667 | 2023 | |
| 21 | Josh Garrett# | .647 | 2022 | |
| 21 | Josh Sharkey# | .647 | 2023 | |
| 23 | Enny Romero | .643 | 2013 | |
| 24 | Brian Johnson# | .640 | 2015 | |
| 25 | Justin Grimm | .632 | 2014 | |
| 25 | Matt Lollis# | .632 | 2013 | |
| 25 | Soichiro Chikafuji# | .632 | 2018 | |
| 25 | Mario Andrés# | .632 | 2017 | |
| 29 | Ryan Hilinski# | .625 | 2023 | |
| 29 | Su-Min Jung | .625 | 2016 | |
| 31 | Garrett Gould | .619 | 2013 | |
| 32 | Anthony Meo# | .611 | 2012 | |
| 32 | Braden Larue# | .611 | 2022 | |
| 32 | Carl Deer# | .611 | 2018 | |
| 35 | Alex Wimmers | .600 | 2013 | |
| 35 | Curtis Peters# | .600 | 2019 | |
| 35 | Richard Mann# | .600 | 2019 | |
| 35 | Hector Rondon | .600 | 2016 | |
| 35 | Anthony Kay# | .600 | 2020 | |
| 35 | Abel M. De Los Santos# | .600 | 2014 | |
| 35 | Taylor Guerrieri# | .600 | 2012 | |
| 35 | Shane Baz# | .600 | 2020 | |
| 35 | Dan Dukes | .600 | 2017 | |
| 44 | Alexander Colome | .591 | 2012 | |
| 45 | Austin Brice | .579 | 2014 | |
| 46 | Chad Kispert# | .571 | 2022 | |
| 47 | Oswaldo Mieres | .562 | 2015 | |
| 47 | Dylan Bundy# | .562 | 2012 | |
| 49 | Jesse Darrah | .556 | 2014 | |
| 49 | Júlio Ledesma | .556 | 2015 | |
| 49 | Vance Halili | .556 | 2019 | |
| 52 | Jeff Anderson | .550 | 2015 | |
| 52 | Justin Grimm | .550 | 2015 | |
| 54 | Tim Cates# | .533 | 2020 | |
| 54 | Nathan Harris# | .533 | 2022 | |
| 56 | Hector Rondon | .529 | 2015 | |
| 57 | Mitchell Traver# | .526 | 2017 | |
| 58 | Ariel Pena | .524 | 2013 | |
| 59 | Liu-chun Ju# | .500 | 2015 | |
| 59 | Brian Johnson# | .500 | 2016 | |
| 59 | Hudson Card# | .500 | 2023 | |
| 59 | Brandon Dixon# | .500 | 2018 | |
| 59 | Matt Canterino# | .500 | 2022 | |
| 59 | Joan Guerrero | .500 | 2014 | |
| 59 | Victor Sanchez# | .500 | 2016 | |
| 66 | Taylor Jungmann | .478 | 2013 | |
| 67 | Alexander Colome | .476 | 2013 | |
| 67 | Luis Heredia# | .476 | 2014 | |
| 69 | Tanner McKee# | .474 | 2023 | |
| 70 | Triston Casas# | .471 | 2022 | |
| 70 | Ismael Guillon | .471 | 2015 | |
| 70 | Ralph Travis# | .471 | 2021 | |
| 73 | Orlando Gonzáles# | .467 | 2022 | |
| 73 | Marcus McMaryion# | .467 | 2023 | |
| 75 | Mario Andrés# | .455 | 2014 | |
| 76 | Randall Peña# | .450 | 2018 | |
| 77 | Brady Dutcher# | .438 | 2023 | |
| 77 | Jack Leiter# | .438 | 2022 | |
| 79 | Adam Conley | .435 | 2015 | |
| 80 | Matthew Laney | .429 | 2018 | |
| 80 | Paxton Meyer# | .429 | 2022 | |
| 82 | Joe Allen# | .421 | 2021 | |
| 83 | Kyle Kendrick | .417 | 2018 | |
| 84 | Felix Sterling | .412 | 2016 | |
| 85 | Tyler Skaggs# | .409 | 2012 | |
| 86 | Jose Jose | .400 | 2015 | |
| 86 | A.J. Bentley# | .400 | 2021 | |
| 86 | Archie Bradley# | .400 | 2014 | |
| 86 | Bryan Mata# | .400 | 2020 | |
| 90 | Hunter Barco# | .389 | 2022 | |
| 90 | Josh Sharkey# | .389 | 2022 | |
| 90 | Adam Conley | .389 | 2014 | |
| 93 | Matt Magill | .381 | 2013 | |
| 94 | Brandon Beard# | .375 | 2022 | |
| 95 | Jayson Schroeder# | .368 | 2022 | |
| 95 | Chad Kispert# | .368 | 2023 | |
| 97 | Ken Seals# | .350 | 2023 | |
| 97 | Michael Favre# | .350 | 2019 | |
| 99 | Nathan Harris# | .333 | 2018 | |
| 100 | Erik Thomas# | .318 | 2023 |
