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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 | Cade Povich# | .3918 | 2024 | |
| 20 | Ross Detwiler | .3933 | 2016 | |
| 21 | Chris Reed | .3948 | 2014 | |
| 22 | Bobby Doran | .3956 | 2016 | |
| 23 | Jerry Sullivan | .3971 | 2015 | |
| 24 | Adonis Medina# | .3972 | 2022 | |
| 25 | Dylan Bundy | .4000 | 2013 | |
| 26 | Tyler Alexander# | .4017 | 2026 | |
| 27 | Jacob Esch | .4029 | 2017 | |
| 28 | Eric Jokisch# | .4030 | 2016 | |
| 29 | Andrew Albers | .4038 | 2013 | |
| 30 | D.L. Hall# | .4062 | 2022 | |
| 31 | Eric Jokisch# | .4066 | 2015 | |
| 32 | Nick McCully | .4079 | 2014 | |
| 33 | Luis Devers# | .4082 | 2025 | |
| 34 | Bobby Doran | .4092 | 2014 | |
| 35 | Trent Baker# | .4099 | 2023 | |
| 36 | Jake Irvin# | .4104 | 2023 | |
| 37 | Ryan Weathers# | .4106 | 2024 | |
| 38 | Gage Jump# | .4115 | 2026 | |
| 39 | Jordan Wicks# | .4117 | 2023 | |
| 40 | Ashton Goudeau | .4124 | 2022 | |
| 41 | Zach Petrick | .4142 | 2016 | |
| 42 | Chris Heston | .4160 | 2013 | |
| 43 | Tyler Wagner | .4194 | 2018 | |
| 44 | Adam Morgan | .4206 | 2015 | |
| 45 | Drew Rom# | .4207 | 2023 | |
| 46 | Bryan Hudson# | .4242 | 2021 | |
| 47 | Ryan Williams | .4247 | 2018 | |
| 47 | Daniel Lynch# | .4247 | 2021 | |
| 49 | Josh Rogers# | .4249 | 2021 | |
| 50 | T.J. House | .4256 | 2014 | |
| 51 | Jake Walkinshaw# | .4257 | 2025 | |
| 52 | Greg Nappo | .4262 | 2017 | |
| 53 | Bobby Doran | .4269 | 2015 | |
| 54 | Colin Peluse# | .4272 | 2024 | |
| 55 | Matt Heidenreich | .4276 | 2014 | |
| 56 | Brody Colvin | .4286 | 2015 | |
| 57 | Jake Thompson | .4308 | 2015 | |
| 58 | Peter Lambert# | .4310 | 2024 | |
| 59 | Ian Bedell# | .4312 | 2025 | |
| 60 | Adonis Medina# | .4342 | 2021 | |
| 61 | Rhett Kouba# | .4347 | 2024 | |
| 62 | Jose De Paula | .4359 | 2014 | |
| 63 | Daniel Espino# | .4396 | 2023 | |
| 64 | Mariano Llorens | .4405 | 2016 | |
| 65 | Thomas Hatch# | .4432 | 2024 | |
| 66 | Tyler Phillips# | .4444 | 2021 | |
| 67 | Thomas Lee | .4452 | 2021 | |
| 68 | James Needy | .4468 | 2014 | |
| 69 | Andrew Ferguson | .4492 | 2014 | |
| 70 | Ramon Rosso# | .4510 | 2022 | |
| 71 | Pedro Vasquez | .4514 | 2020 | |
| 72 | Quinn Priester# | .4564 | 2023 | |
| 73 | Adam Morgan | .4569 | 2013 | |
| 74 | Martin Perez# | .4579 | 2013 | |
| 74 | Jimmy Joyce# | .4579 | 2026 | |
| 76 | Jeff Lindgren# | .4601 | 2025 | |
| 77 | David Leal# | .4607 | 2025 | |
| 78 | Zachary Neal | .4626 | 2016 | |
| 79 | Huascar Ynoa# | .4667 | 2026 | |
| 80 | Joshua Smith | .4681 | 2015 | |
| 81 | Adam Morgan | .4704 | 2014 | |
| 82 | Bryan Evans | .4894 | 2014 | |
| 83 | Aaron Brooks# | .4937 | 2014 | |
| 84 | Tyler Gagnon | .5008 | 2015 | |
| 85 | MD Johnson# | .5052 | 2025 | |
| 86 | Jimmy Joyce# | .5086 | 2025 | |
| 87 | Jacob Kmatz# | .5235 | 2025 | |
| 88 | Andrew Quezada# | .5331 | 2022 |
