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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Justin De Fratus# | .296 | 2015-2024 | |
| 2 | Alex Wood# | .319 | 2015-2025 | |
| 3 | Alex Claudio# | .324 | 2015-2025 | |
| 4 | Jose Urena# | .333 | 2018-2025 | |
| 5 | Chris Sale# | .341 | 2015-2025 | |
| 6 | Cole Hamels | .343 | 2015-2022 | |
| 7 | Anthony Molina# | .344 | 2022-2025 | |
| 8 | Matt Wisler# | .354 | 2016-2025 | |
| 9 | Alex Reyes# | .355 | 2020-2025 | |
| 10 | Kelvin Herrera | .357 | 2015-2025 | |
| 10 | Toby Kelly# | .357 | 2022-2025 | |
| 12 | Jose Fernandez# | .359 | 2015-2025 | |
| 13 | Jordan Walden# | .360 | 2015-2025 | |
| 14 | Jackson Kowar# | .363 | 2019-2025 | |
| 15 | Madison Bumgarner# | .364 | 2015-2022 | |
| 16 | Zach Petrick# | .369 | 2018-2025 | |
| 17 | Matt Harvey | .370 | 2015-2023 | |
| 18 | Joe Gray# | .380 | 2023-2025 | |
| 19 | Marcus Stroman# | .382 | 2015-2025 | |
| 20 | Dan Stevens# | .386 | 2022-2025 | |
| 21 | Jake Arrieta | .389 | 2015-2021 | |
| 22 | Zack Greinke | .390 | 2015-2018 | |
| 23 | Aaron Blair# | .397 | 2020-2025 | |
| 24 | Carter Capps# | .398 | 2015-2025 | |
| 25 | Masahiro Tanaka | .401 | 2015-2024 | |
| 26 | Sonny Gray# | .404 | 2015-2025 | |
| 27 | Matt Krook# | .413 | 2020-2025 | |
| 28 | Carlos Martinez | .415 | 2015-2023 | |
| 29 | Jake Thompson# | .423 | 2018-2025 | |
| 30 | Shelby Miller# | .432 | 2015-2025 | |
| 31 | Grayson Garvin# | .434 | 2017-2025 | |
| 32 | Noah Syndergaard# | .444 | 2015-2025 | |
| 33 | Kensaku Yamaguchi# | .446 | 2023-2025 | |
| 34 | Kolby Allard# | .450 | 2020-2025 | |
| 35 | Noah Murdock# | .452 | 2023-2025 | |
| 36 | Jerad Eickhoff# | .468 | 2016-2025 | |
| 37 | Aaron Nola# | .469 | 2015-2025 | |
| 38 | Robby Stone# | .487 | 2020-2025 | |
| 39 | Takahiro Norimoto# | .496 | 2019-2025 | |
| 40 | Stephen Strasburg | .500 | 2015-2021 | |
| 41 | Ben Jordan# | .506 | 2021-2025 | |
| 42 | Aaron Slegers# | .541 | 2019-2025 | |
| 43 | Sandy Koufax# | .646 | 1955-2025 |
