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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Joe Gray# | 1.000 | 2023-2025 | |
| 1 | Zach Petrick# | 1.000 | 2018-2025 | |
| 3 | Jose Urena# | .857 | 2018-2025 | |
| 4 | Dan Stevens# | .750 | 2022-2025 | |
| 5 | Marcus Stroman# | .700 | 2015-2025 | |
| 6 | Chris Sale# | .692 | 2015-2025 | |
| 7 | Aaron Blair# | .667 | 2020-2025 | |
| 7 | Alex Claudio# | .667 | 2015-2025 | |
| 7 | Jerad Eickhoff# | .667 | 2016-2025 | |
| 7 | Jose Fernandez# | .667 | 2015-2025 | |
| 7 | Jake Thompson# | .667 | 2018-2025 | |
| 12 | Grayson Garvin# | .600 | 2017-2025 | |
| 12 | Sonny Gray# | .600 | 2015-2025 | |
| 12 | Alex Wood# | .600 | 2015-2025 | |
| 15 | Zack Greinke | .571 | 2015-2018 | |
| 16 | Carter Capps# | .500 | 2015-2025 | |
| 16 | Justin De Fratus# | .500 | 2015-2024 | |
| 16 | Toby Kelly# | .500 | 2022-2025 | |
| 16 | Jackson Kowar# | .500 | 2019-2025 | |
| 16 | Anthony Molina# | .500 | 2022-2025 | |
| 16 | Takahiro Norimoto# | .500 | 2019-2025 | |
| 22 | Cole Hamels | .462 | 2015-2022 | |
| 23 | Matt Krook# | .444 | 2020-2025 | |
| 23 | Masahiro Tanaka | .444 | 2015-2024 | |
| 23 | Jordan Walden# | .444 | 2015-2025 | |
| 26 | Stephen Strasburg | .429 | 2015-2021 | |
| 27 | Robby Stone# | .400 | 2020-2025 | |
| 28 | Carlos Martinez | .375 | 2015-2023 | |
| 29 | Noah Syndergaard# | .333 | 2015-2025 | |
| 30 | Sandy Koufax# | .286 | 1955-2025 | |
| 31 | Matt Wisler# | .273 | 2016-2025 | |
| 32 | Kolby Allard# | .250 | 2020-2025 | |
| 32 | Madison Bumgarner# | .250 | 2015-2022 | |
| 32 | Kelvin Herrera | .250 | 2015-2025 | |
| 32 | Ben Jordan# | .250 | 2021-2025 | |
| 32 | Aaron Nola# | .250 | 2015-2025 | |
| 32 | Alex Reyes# | .250 | 2020-2025 | |
| 32 | Aaron Slegers# | .250 | 2019-2025 | |
| 32 | Kensaku Yamaguchi# | .250 | 2023-2025 | |
| 40 | Jake Arrieta | .200 | 2015-2021 | |
| 41 | Shelby Miller# | .167 | 2015-2025 | |
| 41 | Noah Murdock# | .167 | 2023-2025 | |
| 43 | Matt Harvey | .000 | 2015-2023 |
