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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Michael Lorenzen# | .3160 | 2016 | |
| 2 | Brandon Dickson | .3397 | 2009 | |
| 3 | Jose Mesa Jr.# | .3435 | 2021 | |
| 4 | Ryan Feierabend | .3452 | 2006 | |
| 5 | Daniel Corcino | .3492 | 2013 | |
| 6 | Gordon Graceffo# | .3643 | 2023 | |
| 7 | John Gant# | .3644 | 2016 | |
| 8 | Zach Lee | .3666 | 2016 | |
| 9 | Robert Rasmussen | .3676 | 2014 | |
| 10 | Jimmy Nelson# | .3706 | 2014 | |
| 11 | Franklin Morales | .3726 | 2015 | |
| 12 | Jeremy Beasley# | .3741 | 2022 | |
| 13 | Chase Silseth# | .3748 | 2023 | |
| 14 | Kyle Lotzkar | .3787 | 2013 | |
| 15 | Jose Berrios# | .3792 | 2014 | |
| 16 | Franklin Morales | .3810 | 2014 | |
| 17 | Matt Heidenreich | .3832 | 2015 | |
| 18 | Tyler Chatwood | .3837 | 2013 | |
| 19 | Sterling Sharp# | .3908 | 2021 | |
| 20 | Miguel Almonte# | .3910 | 2015 | |
| 21 | Amir Garrett# | .3916 | 2016 | |
| 22 | Chris Ellis# | .3928 | 2018 | |
| 23 | Ross Detwiler# | .3933 | 2016 | |
| 24 | Chris Reed | .3948 | 2014 | |
| 25 | Bobby Doran | .3956 | 2016 | |
| 26 | Jerry Sullivan | .3971 | 2015 | |
| 27 | Adonis Medina# | .3972 | 2022 | |
| 28 | Dylan Bundy# | .4000 | 2013 | |
| 29 | Jacob Esch | .4029 | 2017 | |
| 30 | Eric Jokisch# | .4030 | 2016 | |
| 31 | Andrew Albers | .4038 | 2013 | |
| 32 | D.L. Hall# | .4062 | 2022 | |
| 33 | Eric Jokisch# | .4066 | 2015 | |
| 34 | Nick McCully | .4079 | 2014 | |
| 35 | Bobby Doran | .4092 | 2014 | |
| 36 | Trent Baker# | .4099 | 2023 | |
| 37 | Jake Irvin# | .4104 | 2023 | |
| 38 | Jordan Wicks# | .4117 | 2023 | |
| 39 | Ashton Goudeau# | .4124 | 2022 | |
| 40 | Zach Petrick | .4142 | 2016 | |
| 41 | Chris Heston | .4160 | 2013 | |
| 42 | Tyler Wagner | .4194 | 2018 | |
| 43 | Adam Morgan# | .4206 | 2015 | |
| 44 | Drew Rom# | .4207 | 2023 | |
| 45 | Bryan Hudson# | .4242 | 2021 | |
| 46 | Ryan Williams | .4247 | 2018 | |
| 46 | Daniel Lynch# | .4247 | 2021 | |
| 48 | Josh Rogers# | .4249 | 2021 | |
| 49 | T.J. House | .4256 | 2014 | |
| 50 | Greg Nappo | .4262 | 2017 | |
| 51 | Bobby Doran | .4269 | 2015 | |
| 52 | Matt Heidenreich | .4276 | 2014 | |
| 53 | Brody Colvin | .4286 | 2015 | |
| 54 | Jake Thompson | .4308 | 2015 | |
| 55 | Adonis Medina# | .4342 | 2021 | |
| 56 | Jose De Paula | .4359 | 2014 | |
| 57 | Daniel Espino# | .4396 | 2023 | |
| 58 | Mariano Llorens | .4405 | 2016 | |
| 58 | Trey Supak# | .4405 | 2022 | |
| 60 | Tyler Phillips# | .4444 | 2021 | |
| 61 | Thomas Lee# | .4452 | 2021 | |
| 62 | James Needy | .4468 | 2014 | |
| 63 | Andrew Ferguson | .4492 | 2014 | |
| 64 | Ramon Rosso# | .4510 | 2022 | |
| 65 | Pedro Vasquez | .4514 | 2020 | |
| 66 | Chase De Jong# | .4515 | 2017 | |
| 67 | Quinn Priester# | .4564 | 2023 | |
| 68 | Adam Morgan# | .4569 | 2013 | |
| 69 | Martin Perez# | .4579 | 2013 | |
| 70 | Zachary Neal | .4626 | 2016 | |
| 71 | Casey Lawrence | .4647 | 2017 | |
| 72 | Joshua Smith | .4681 | 2015 | |
| 73 | Ricardo Pinto# | .4701 | 2020 | |
| 74 | Adam Morgan# | .4704 | 2014 | |
| 75 | Aaron Slegers# | .4830 | 2017 | |
| 76 | Andres Machado# | .4851 | 2018 | |
| 77 | Bryan Evans | .4894 | 2014 | |
| 78 | Aaron Brooks# | .4937 | 2014 | |
| 79 | Chase De Jong# | .4945 | 2021 | |
| 80 | Tyler Gagnon | .5008 | 2015 | |
| 81 | Akeem Bostick# | .5065 | 2020 | |
| 82 | Andrew Quezada# | .5331 | 2022 |
