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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Huston Street | .694 | 2015-2023 | |
| 2 | Sonny Gray# | .656 | 2015-2025 | |
| 3 | Kensaku Yamaguchi# | .649 | 2023-2025 | |
| 4 | Steven Okert# | .638 | 2018-2025 | |
| 5 | Toby Kelly# | .636 | 2022-2025 | |
| 6 | Cole Hamels | .622 | 2015-2022 | |
| 7 | Robby Stone# | .615 | 2020-2025 | |
| 8 | Zack Greinke | .612 | 2015-2018 | |
| 9 | Chris Sale# | .610 | 2015-2025 | |
| 10 | Justin De Fratus# | .608 | 2015-2024 | |
| 11 | Matt Wisler# | .606 | 2016-2025 | |
| 12 | Adam Conley# | .598 | 2018-2024 | |
| 13 | Jordan Walden# | .596 | 2015-2025 | |
| 14 | Sandy Koufax# | .595 | 1955-2025 | |
| 15 | Kolby Allard# | .591 | 2020-2025 | |
| 15 | Jared Hughes# | .591 | 2015-2025 | |
| 17 | Aaron Slegers# | .588 | 2019-2025 | |
| 18 | Ashe Russell# | .585 | 2022-2025 | |
| 19 | Jose Fernandez# | .583 | 2015-2025 | |
| 20 | Kyle Crockett# | .580 | 2015-2025 | |
| 21 | Max Scherzer | .576 | 2015-2021 | |
| 21 | Jacob deGrom | .576 | 2015-2022 | |
| 23 | Matt Harvey | .575 | 2015-2023 | |
| 23 | Damien Magnifico# | .575 | 2016-2025 | |
| 23 | Marcus Stroman# | .575 | 2015-2025 | |
| 26 | Dan Reynolds# | .569 | 2016-2025 | |
| 27 | Carter Capps# | .565 | 2015-2025 | |
| 27 | Al Alburquerque# | .565 | 2015-2025 | |
| 29 | Tyler Keysor# | .564 | 2021-2025 | |
| 29 | Jacob Lindgren# | .564 | 2016-2025 | |
| 29 | Jose Urena# | .564 | 2018-2025 | |
| 32 | Jose E. De Leon# | .563 | 2017-2025 | |
| 32 | Jake Arrieta | .563 | 2015-2021 | |
| 34 | Grayson Garvin# | .562 | 2017-2025 | |
| 35 | Grant Holmes# | .555 | 2018-2025 | |
| 36 | Jon Lester | .554 | 2015-2020 | |
| 37 | Jerad Eickhoff# | .553 | 2016-2025 | |
| 37 | Drew Pomeranz# | .553 | 2015-2025 | |
| 39 | Ben Jordan# | .551 | 2021-2025 | |
| 39 | Masahiro Tanaka | .551 | 2015-2024 | |
| 39 | Noah Syndergaard# | .551 | 2015-2025 | |
| 42 | Andrew McKirahan# | .548 | 2018-2025 | |
| 42 | Roger Clemens# | .548 | 2019-2025 | |
| 44 | Alex Claudio# | .545 | 2015-2025 | |
| 44 | Carlos Rodon# | .545 | 2018-2025 | |
| 44 | Jeurys Familia | .545 | 2015-2025 | |
| 44 | Paco Rodriguez# | .545 | 2015-2025 | |
| 48 | Henry Owens | .543 | 2016-2022 | |
| 49 | Jose Quintana | .542 | 2015-2024 | |
| 50 | Matt Ramsey# | .541 | 2016-2025 | |
| 50 | Evan Scribner | .541 | 2015-2021 | |
| 52 | Jose Cisnero# | .540 | 2018-2023 | |
| 53 | Jake Thompson# | .539 | 2018-2025 | |
| 54 | Reggie Lawson# | .538 | 2020-2025 | |
| 54 | Daniel Winkler# | .538 | 2017-2025 | |
| 56 | Yu Darvish | .537 | 2015-2019 | |
| 56 | Marcos Molina# | .537 | 2018-2025 | |
| 58 | Mark Melancon | .535 | 2015-2023 | |
| 59 | Julio Urias# | .534 | 2018-2025 | |
| 59 | Trevor Rosenthal# | .534 | 2015-2025 | |
| 59 | Clayton Kershaw# | .534 | 2015-2025 | |
| 62 | Carlos Martinez | .533 | 2015-2023 | |
| 62 | Alex Reyes# | .533 | 2020-2025 | |
| 62 | Ricardo Sanchez# | .533 | 2021-2025 | |
| 65 | Hunter Harvey# | .532 | 2018-2025 | |
| 65 | Ryan Olson# | .532 | 2022-2025 | |
| 67 | Aaron Blair# | .530 | 2020-2025 | |
| 68 | Wade Davis | .527 | 2015-2023 | |
| 68 | Drew Storen# | .527 | 2015-2025 | |
| 70 | Chris Beck# | .526 | 2018-2025 | |
| 70 | Trevor Hillhouse# | .526 | 2023-2025 | |
| 72 | Matt Krook# | .525 | 2020-2025 | |
| 73 | Gerrit Cole | .524 | 2015-2025 | |
| 74 | Stephen Strasburg | .523 | 2015-2021 | |
| 74 | Jordan Zimmermann | .523 | 2015-2020 | |
| 76 | Dallas Keuchel | .522 | 2015-2023 | |
| 77 | Zach Petrick# | .521 | 2018-2025 | |
| 77 | Hogan Harris | .521 | 2022-2025 | |
| 79 | Juan Hillman# | .520 | 2020-2025 | |
| 79 | Adam Wainwright | .520 | 2015-2019 | |
| 81 | Alex Wood# | .519 | 2015-2025 | |
| 82 | Hisashi Iwakuma | .516 | 2015-2020 | |
| 83 | Anthony Molina# | .515 | 2022-2025 | |
| 84 | Michael Wacha# | .511 | 2015-2025 | |
| 85 | Madison Bumgarner# | .510 | 2015-2022 | |
| 85 | Drew Smyly | .510 | 2015-2023 | |
| 87 | Tony Cingrani | .509 | 2015-2019 | |
| 88 | Kendry Flores# | .508 | 2016-2024 | |
| 88 | Ian Kennedy | .508 | 2015-2022 | |
| 88 | Raisel Iglesias# | .508 | 2016-2023 | |
| 88 | Matt Moore | .508 | 2015-2024 | |
| 92 | Brandon Finnegan# | .507 | 2016-2024 | |
| 93 | Jameson Taillon# | .505 | 2016-2025 | |
| 94 | Archie Bradley | .500 | 2015-2018 | |
| 94 | Kelvin Herrera | .500 | 2015-2025 | |
| 94 | Josh Johnson | .500 | 2016-2021 | |
| 94 | Jackson Kowar# | .500 | 2019-2025 | |
| 98 | Evan Marshall# | .492 | 2015-2025 | |
| 99 | Cody Allen# | .489 | 2015-2025 | |
| 99 | Phil Klein# | .489 | 2018-2025 |
