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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Aaron Sanchez# | .3261 | 2016 | |
| 2 | Aaron Ashby# | .3389 | 2022 | |
| 3 | Anthony Ranaudo | .3396 | 2015 | |
| 4 | Brandon Beachy | .3449 | 2015 | |
| 5 | Johan Oviedo# | .3450 | 2022 | |
| 6 | Michael Fulmer# | .3454 | 2017 | |
| 7 | Dustin McGowan | .3502 | 2016 | |
| 8 | Cory Luebke | .3505 | 2014 | |
| 9 | Andrew Wantz# | .3546 | 2023 | |
| 10 | Madison Bumgarner# | .3592 | 2013 | |
| 11 | MacKenzie Gore# | .3597 | 2023 | |
| 12 | Hunter Brown# | .3631 | 2023 | |
| 13 | Dustin McGowan | .3646 | 2014 | |
| 14 | Brad Peacock | .3665 | 2013 | |
| 15 | Chris Bassitt# | .3687 | 2018 | |
| 16 | Beau Brieske# | .3697 | 2023 | |
| 17 | David Phelps# | .3699 | 2014 | |
| 18 | Trevor Williams# | .3700 | 2016 | |
| 19 | Taijuan Walker# | .3715 | 2014 | |
| 20 | David Buchanan# | .3718 | 2021 | |
| 21 | Steve Matz# | .3752 | 2017 | |
| 22 | Jair Jurrjens | .3763 | 2016 | |
| 23 | Jeff Manship | .3773 | 2015 | |
| 24 | Anthony Cingrani# | .3777 | 2014 | |
| 25 | Kyle Weiland | .3780 | 2013 | |
| 26 | Matt Waldron# | .3785 | 2023 | |
| 27 | Tristan Beck# | .3787 | 2023 | |
| 28 | Carlos Martinez# | .3792 | 2015 | |
| 29 | Joe Kelly# | .3813 | 2015 | |
| 30 | Tyler Chatwood | .3814 | 2014 | |
| 31 | Ross Seaton | .3821 | 2015 | |
| 32 | Caleb Kilian# | .3847 | 2022 | |
| 33 | A.J. Puk# | .3848 | 2021 | |
| 34 | Sal Romano# | .3849 | 2022 | |
| 35 | Vance Worley | .3852 | 2014 | |
| 36 | Christian Friedrich | .3866 | 2016 | |
| 37 | David Paulino | .3873 | 2017 | |
| 38 | Felix Pena | .3877 | 2019 | |
| 39 | Mike Minor# | .3881 | 2013 | |
| 39 | Aaron Brooks# | .3881 | 2022 | |
| 41 | Austin Voth# | .3891 | 2023 | |
| 42 | Cory Luebke | .3895 | 2016 | |
| 43 | Andre Rienzo | .3900 | 2016 | |
| 44 | Luis Patino# | .3902 | 2023 | |
| 45 | Dennis Santana# | .3912 | 2019 | |
| 46 | Eric Surkamp | .3917 | 2015 | |
| 47 | Casey Mize# | .3918 | 2022 | |
| 48 | Sean Gilmartin# | .3922 | 2017 | |
| 49 | Miguel A. Gonzalez | .3931 | 2016 | |
| 50 | D.J. Myers# | .3939 | 2021 | |
| 51 | Julio Teheran# | .3941 | 2013 | |
| 52 | Ricky Knapp | .3959 | 2017 | |
| 53 | Matt Canterino# | .3966 | 2023 | |
| 54 | Drew Smyly# | .3973 | 2014 | |
| 55 | Matt Brash# | .3979 | 2022 | |
| 56 | Garrett Richards# | .3984 | 2022 | |
| 57 | Aaron Northcraft | .3996 | 2015 | |
| 58 | Eddie Gamboa | .4003 | 2017 | |
| 59 | Max Povse | .4009 | 2018 | |
| 60 | Andre Rienzo | .4024 | 2014 | |
| 61 | D.J. Myers# | .4031 | 2020 | |
| 62 | Taylor Jungmann | .4032 | 2017 | |
| 63 | Jose Alvarez# | .4047 | 2015 | |
| 64 | Roel Ramirez# | .4050 | 2020 | |
| 65 | Drey Jameson# | .4056 | 2023 | |
| 66 | Michael Pineda# | .4058 | 2013 | |
| 67 | Chris Rusin | .4061 | 2015 | |
| 68 | Matt Magill | .4065 | 2014 | |
| 69 | Matt Manning# | .4067 | 2020 | |
| 70 | Joe Wieland | .4072 | 2014 | |
| 71 | Brayan Bello# | .4075 | 2023 | |
| 72 | Alex White | .4079 | 2015 | |
| 73 | JP France# | .4085 | 2023 | |
| 74 | Ryne Nelson# | .4087 | 2023 | |
| 75 | Eric Jokisch# | .4089 | 2021 | |
| 76 | Brooks Pounders | .4103 | 2017 | |
| 77 | Taylor Clarke# | .4107 | 2021 | |
| 78 | Stolmy Pimentel | .4108 | 2014 | |
| 79 | Walker Lockett# | .4110 | 2021 | |
| 80 | Eric Jokisch# | .4112 | 2022 | |
| 81 | Archie Bradley# | .4121 | 2014 | |
| 82 | Andre Rienzo | .4123 | 2015 | |
| 83 | Jake Odorizzi# | .4130 | 2013 | |
| 84 | Travis Wood | .4141 | 2013 | |
| 85 | Brady Singer# | .4147 | 2021 | |
| 86 | Kyle Weiland | .4153 | 2016 | |
| 87 | Austin Pruitt# | .4157 | 2021 | |
| 88 | Chris Heston | .4158 | 2014 | |
| 89 | Alex Meyer | .4181 | 2014 | |
| 90 | Matt Wisler# | .4182 | 2017 | |
| 91 | Jorge Lopez# | .4189 | 2020 | |
| 92 | Cory Mazzoni | .4200 | 2015 | |
| 93 | Manny Banuelos# | .4225 | 2022 | |
| 93 | Jeff Manship | .4225 | 2013 | |
| 95 | Marcus Stroman# | .4226 | 2016 | |
| 96 | Kyle Ryan# | .4232 | 2016 | |
| 97 | Chris Archer | .4235 | 2013 | |
| 98 | Kolton Mahoney# | .4237 | 2021 | |
| 99 | Kendall Graveman# | .4239 | 2017 | |
| 100 | James Marvel# | .4241 | 2020 |
