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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Sonny Gray# | .8636 | 2019 | |
| 2 | Chris Sale# | .8571 | 2017 | |
| 3 | Jose Fernandez# | .8261 | 2019 | |
| 4 | Sonny Gray# | .8182 | 2017 | |
| 5 | Sonny Gray# | .8000 | 2018 | |
| 5 | Cole Hamels | .8000 | 2019 | |
| 7 | Chris Sale# | .7917 | 2015 | |
| 8 | Matt Wisler# | .7826 | 2018 | |
| 9 | Reggie Lawson# | .7692 | 2021 | |
| 10 | Kolby Allard# | .7647 | 2024 | |
| 11 | Noah Syndergaard# | .7619 | 2020 | |
| 11 | Robby Stone# | .7619 | 2024 | |
| 13 | Matt Wisler# | .7586 | 2017 | |
| 14 | Jake Thompson# | .7500 | 2018 | |
| 15 | Masahiro Tanaka | .7407 | 2019 | |
| 15 | Max Scherzer | .7407 | 2019 | |
| 17 | Jameson Taillon# | .7391 | 2019 | |
| 17 | Jose Quintana | .7391 | 2016 | |
| 19 | Grayson Garvin# | .7368 | 2024 | |
| 20 | Matt Wisler# | .7273 | 2025 | |
| 20 | Chris Sale# | .7273 | 2020 | |
| 20 | Kensaku Yamaguchi# | .7273 | 2024 | |
| 23 | Tong-myeon Kim# | .7222 | 2021 | |
| 23 | Carlos Martinez | .7222 | 2017 | |
| 25 | Adam Conley# | .7200 | 2019 | |
| 26 | Damien Magnifico# | .7143 | 2022 | |
| 26 | Jose Fernandez# | .7143 | 2018 | |
| 26 | Jake Arrieta | .7143 | 2015 | |
| 26 | Cole Hamels | .7143 | 2018 | |
| 30 | Alex Reyes# | .7083 | 2024 | |
| 30 | Shelby Miller# | .7083 | 2019 | |
| 32 | Aaron Slegers# | .7037 | 2023 | |
| 32 | Carlos Rodon# | .7037 | 2022 | |
| 32 | Jose Fernandez# | .7037 | 2017 | |
| 32 | Sonny Gray# | .7037 | 2020 | |
| 36 | Shelby Miller# | .7000 | 2017 | |
| 36 | Matt Garza | .7000 | 2016 | |
| 36 | Zack Greinke | .7000 | 2015 | |
| 36 | Masahiro Tanaka | .7000 | 2018 | |
| 36 | Grayson Garvin# | .7000 | 2022 | |
| 41 | Zack Greinke | .6957 | 2017 | |
| 41 | Jerad Eickhoff# | .6957 | 2021 | |
| 43 | Chris Sale# | .6923 | 2019 | |
| 43 | Clayton Kershaw# | .6923 | 2020 | |
| 45 | Max Scherzer | .6897 | 2017 | |
| 46 | Shelby Miller# | .6842 | 2024 | |
| 46 | Cole Irvin# | .6842 | 2021 | |
| 48 | Grayson Garvin# | .6818 | 2020 | |
| 48 | Roger Clemens# | .6818 | 2020 | |
| 50 | Matt Krook# | .6800 | 2024 | |
| 50 | Kensaku Yamaguchi# | .6800 | 2025 | |
| 50 | Marcus Stroman# | .6800 | 2015 | |
| 53 | Jeurys Familia | .6667 | 2023 | |
| 53 | Ricardo Sanchez# | .6667 | 2023 | |
| 53 | Toby Kelly# | .6667 | 2024 | |
| 53 | Matt Wisler# | .6667 | 2021 | |
| 53 | Robby Stone# | .6667 | 2025 | |
| 53 | Jose E. De Leon# | .6667 | 2019 | |
| 53 | Stephen Strasburg | .6667 | 2019 | |
| 53 | Cole Hamels | .6667 | 2017 | |
| 53 | Eduardo Rodriguez# | .6667 | 2025 | |
| 62 | Scott Blewett# | .6538 | 2024 | |
| 62 | Marcus Stroman# | .6538 | 2016 | |
| 62 | Adam Wainwright | .6538 | 2015 | |
| 65 | Toby Kelly# | .6522 | 2023 | |
| 65 | Jackson Kowar# | .6522 | 2020 | |
| 65 | Jacob deGrom | .6522 | 2020 | |
| 65 | Jacob deGrom | .6522 | 2018 | |
| 65 | Sandy Koufax# | .6522 | 2024 | |
| 65 | Yordano Ventura# | .6522 | 2017 | |
| 65 | Taijuan Walker# | .6522 | 2019 | |
| 65 | William Heflin# | .6522 | 2025 | |
| 65 | Aaron Nola# | .6522 | 2021 | |
| 74 | Noah Syndergaard# | .6500 | 2025 | |
| 74 | César Valdés# | .6500 | 2025 | |
| 74 | Grant Holmes# | .6500 | 2020 | |
| 74 | Grant Holmes# | .6500 | 2022 | |
| 78 | Alex Wood# | .6429 | 2019 | |
| 78 | Alex Wood# | .6429 | 2020 | |
| 80 | Jacob deGrom | .6400 | 2016 | |
| 80 | Marcus Stroman# | .6400 | 2020 | |
| 80 | Garrett Richards | .6400 | 2015 | |
| 80 | Jake Thompson# | .6400 | 2019 | |
| 80 | Kolby Allard# | .6400 | 2025 | |
| 85 | Hogan Harris | .6364 | 2023 | |
| 85 | Henry Owens | .6364 | 2018 | |
| 85 | Cole Hamels | .6364 | 2016 | |
| 85 | Ashe Russell# | .6364 | 2025 | |
| 85 | Brandon Finnegan# | .6364 | 2018 | |
| 85 | Aaron Nola# | .6364 | 2017 | |
| 91 | Matt Harvey | .6316 | 2018 | |
| 91 | Takahiro Norimoto# | .6316 | 2021 | |
| 91 | Noah Syndergaard# | .6316 | 2016 | |
| 91 | Chris Sale# | .6316 | 2023 | |
| 91 | Marcus Stroman# | .6316 | 2018 | |
| 91 | Dylan Thompson# | .6316 | 2022 | |
| 97 | Kolby Allard# | .6296 | 2023 | |
| 97 | Adam Conley# | .6296 | 2020 | |
| 97 | Max Scherzer | .6296 | 2015 | |
| 100 | Julio Urias# | .6250 | 2025 |
