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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Nathan Eovaldi# | .882 | 2013 | |
| 2 | Trevor Cahill | .800 | 2016 | |
| 3 | Eduardo Rodriguez# | .789 | 2016 | |
| 4 | Jack Flaherty# | .769 | 2018 | |
| 4 | Brent Suter# | .769 | 2020 | |
| 6 | Cody Ponce# | .765 | 2020 | |
| 6 | Clayton Richard | .765 | 2017 | |
| 8 | Drew Hutchison# | .762 | 2022 | |
| 9 | Brent Honeywell Jr.# | .750 | 2018 | |
| 10 | Brandon Cumpton | .737 | 2015 | |
| 10 | Tsuyoshi Wada | .737 | 2013 | |
| 10 | Brian Matusz | .737 | 2013 | |
| 13 | Brock Burke# | .733 | 2022 | |
| 14 | Nathan Eovaldi# | .727 | 2014 | |
| 14 | Brett Cecil | .727 | 2013 | |
| 16 | Simon Castro | .722 | 2013 | |
| 17 | Brett Kennedy# | .714 | 2020 | |
| 18 | Vladimir Gutierrez# | .706 | 2021 | |
| 18 | Brian Flynn | .706 | 2016 | |
| 20 | Rob Kaminsky# | .696 | 2022 | |
| 21 | Felix Doubront | .688 | 2018 | |
| 22 | Dylan File# | .684 | 2023 | |
| 22 | Josh Tomlin | .684 | 2014 | |
| 24 | Tanner Bibee# | .682 | 2023 | |
| 25 | Rubby de la Rosa# | .667 | 2014 | |
| 25 | Brock Stewart# | .667 | 2020 | |
| 25 | Gerrit Cole# | .667 | 2014 | |
| 25 | Brandon Leibrandt# | .667 | 2022 | |
| 29 | Corey Kluber# | .652 | 2014 | |
| 30 | Wes Parsons# | .650 | 2021 | |
| 31 | Blaine Hardy | .647 | 2020 | |
| 32 | Kolby Allard# | .643 | 2021 | |
| 33 | Alex Cobb# | .632 | 2013 | |
| 33 | Brent Honeywell Jr.# | .632 | 2020 | |
| 33 | David Hess# | .632 | 2022 | |
| 36 | Scott Diamond | .625 | 2015 | |
| 37 | Dillon Overton | .619 | 2022 | |
| 37 | John Ely | .619 | 2015 | |
| 39 | Brandon Workman | .611 | 2017 | |
| 39 | Eduardo Rodriguez# | .611 | 2017 | |
| 39 | Scott Diamond | .611 | 2014 | |
| 39 | Nabil Crismatt# | .611 | 2021 | |
| 39 | Paolo Espino | .611 | 2017 | |
| 39 | Humberto Mejia# | .611 | 2023 | |
| 39 | Zac Lowther# | .611 | 2021 | |
| 46 | Jesse Scholtens# | .609 | 2022 | |
| 47 | Alfredo Simon | .600 | 2014 | |
| 47 | Chris Martin# | .600 | 2015 | |
| 47 | Tyler Wilson | .600 | 2017 | |
| 47 | August Schlosser | .600 | 2015 | |
| 47 | Reid Detmers# | .600 | 2023 | |
| 47 | Nicholas Kingham# | .600 | 2015 | |
| 47 | Brandon Finnegan# | .600 | 2016 | |
| 54 | Collin Wiles# | .591 | 2023 | |
| 54 | Jacob Nix# | .591 | 2022 | |
| 56 | Juan Nicasio | .588 | 2013 | |
| 56 | Casey Lawrence | .588 | 2022 | |
| 56 | Tyler Alexander# | .588 | 2023 | |
| 59 | Lucas Harrell | .583 | 2015 | |
| 60 | Brandon Dickson | .579 | 2010 | |
| 60 | Allen Webster | .579 | 2014 | |
| 60 | Dylan Dodd# | .579 | 2023 | |
| 60 | Bernardo Flores# | .579 | 2023 | |
| 60 | Kyle McPherson | .579 | 2015 | |
| 60 | Gabriel Ynoa | .579 | 2017 | |
| 66 | Nicholas Kingham# | .571 | 2014 | |
| 66 | Nathan Eovaldi# | .571 | 2015 | |
| 66 | Jesse Scholtens# | .571 | 2023 | |
| 69 | Lucas Harrell | .565 | 2013 | |
| 69 | Brent Honeywell Jr.# | .565 | 2019 | |
| 69 | Mitch White# | .565 | 2023 | |
| 72 | Jose De Leon# | .562 | 2017 | |
| 72 | Clayton Richard | .562 | 2016 | |
| 72 | Dillon Overton | .562 | 2018 | |
| 75 | Casey Coleman# | .556 | 2016 | |
| 75 | Jose Alvarez# | .556 | 2014 | |
| 75 | Jordan Lyles# | .556 | 2017 | |
| 78 | Scott Blewett# | .550 | 2018 | |
| 78 | Kolby Allard# | .550 | 2019 | |
| 80 | Tyler Anderson# | .545 | 2015 | |
| 80 | John Gast | .545 | 2014 | |
| 80 | Tsuyoshi Wada | .545 | 2014 | |
| 80 | Jameson Taillon# | .545 | 2015 | |
| 80 | Manny Banuelos# | .545 | 2014 | |
| 85 | Bryan Hudson# | .538 | 2022 | |
| 86 | Burch Smith# | .533 | 2020 | |
| 87 | Spencer Howard# | .529 | 2020 | |
| 87 | Luke Weaver# | .529 | 2021 | |
| 87 | P.J. Walters | .529 | 2014 | |
| 87 | Reid Love | .529 | 2019 | |
| 87 | Brady Rodgers | .529 | 2017 | |
| 92 | Ryan Merritt# | .526 | 2017 | |
| 92 | Shelby Miller# | .526 | 2019 | |
| 92 | Todd Redmond | .526 | 2016 | |
| 92 | Andrew Heaney# | .526 | 2015 | |
| 92 | Ken Waldichuk# | .526 | 2022 | |
| 97 | Kwang-hyun Kim# | .524 | 2023 | |
| 97 | Rudy Owens | .524 | 2014 | |
| 99 | Zach Lee | .522 | 2014 | |
| 100 | Spencer Howard# | .500 | 2021 |
