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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Jacob Voss | .2782 | 2021 | |
| 2 | Chris Allen | .2857 | 2022 | |
| 3 | Brock Burke# | .2924 | 2018 | |
| 4 | Javier Reynoso | .3091 | 2021 | |
| 5 | Jose Berrios# | .3110 | 2013 | |
| 6 | Tyler Garbee# | .3129 | 2021 | |
| 7 | David Sosebee | .3200 | 2018 | |
| 8 | Darrien Williams | .3212 | 2021 | |
| 9 | Kevin Abel# | .3258 | 2022 | |
| 10 | Kolton Ingram# | .3360 | 2020 | |
| 11 | Brett Gerritse | .3381 | 2013 | |
| 12 | Niall Windeler# | .3446 | 2021 | |
| 13 | Drake Fellows# | .3468 | 2024 | |
| 14 | Jake Stevenson | .3475 | 2021 | |
| 15 | Edwin Diaz# | .3487 | 2014 | |
| 16 | Markus Solbach | .3509 | 2017 | |
| 17 | Craig Missigman | .3511 | 2014 | |
| 18 | Drake Owenby | .3519 | 2017 | |
| 19 | Keegan Thompson# | .3534 | 2018 | |
| 20 | Javier Rivera# | .3574 | 2024 | |
| 21 | David Hurlbut | .3625 | 2019 | |
| 22 | Reid VanScoter# | .3659 | 2023 | |
| 23 | Bradley Brehmer# | .3676 | 2024 | |
| 24 | Nate Savino# | .3679 | 2023 | |
| 25 | Kyle Jones# | .3680 | 2023 | |
| 26 | Zachary Bird | .3688 | 2013 | |
| 27 | Michael Clevinger# | .3690 | 2014 | |
| 28 | Zach Quintana | .3691 | 2014 | |
| 29 | Greg Harris | .3717 | 2014 | |
| 30 | J.D. Underwood | .3722 | 2014 | |
| 31 | Logan Boyd | .3735 | 2017 | |
| 32 | Alberto Tirado | .3759 | 2014 | |
| 33 | Edwin Diaz# | .3779 | 2015 | |
| 34 | Reggie Meyer | .3780 | 2020 | |
| 35 | Cody Kurz | .3806 | 2015 | |
| 36 | Jake Simon | .3811 | 2018 | |
| 37 | A.J. Franklin | .3833 | 2020 | |
| 38 | Keenan Kish | .3867 | 2017 | |
| 39 | Hunter Wells | .3878 | 2018 | |
| 40 | Juan Bautista | .3892 | 2017 | |
| 41 | Kevin Coulter | .3905 | 2021 | |
| 42 | Julian Aguiar# | .3906 | 2023 | |
| 43 | Chris Flexen# | .3933 | 2014 | |
| 44 | Cody Laweryson# | .3939 | 2020 | |
| 45 | Chris Murphy | .3943 | 2017 | |
| 46 | Chih-Wei Hu | .3972 | 2014 | |
| 47 | Radhames Quezada | .4007 | 2013 | |
| 48 | Charlie Barnes# | .4022 | 2018 | |
| 49 | Nick Lee | .4027 | 2013 | |
| 50 | Hoby Milner# | .4047 | 2013 | |
| 51 | Ryan Newell | .4082 | 2017 | |
| 52 | Eudis Idrogo | .4089 | 2017 | |
| 53 | Adrian Houser# | .4102 | 2014 | |
| 54 | Bryan Brickhouse | .4103 | 2013 | |
| 55 | Matt Kent | .4136 | 2017 | |
| 56 | Jacob Dahlstrand | .4145 | 2014 | |
| 57 | Josh Rogers# | .4154 | 2018 | |
| 58 | Roel Ramirez | .4175 | 2017 | |
| 59 | Joey Cantillo# | .4198 | 2018 | |
| 60 | Myles Smith | .4209 | 2014 | |
| 61 | Wilsen Palacios | .4212 | 2014 | |
| 62 | Steven Gallardo | .4228 | 2015 | |
| 63 | Brock Dykxhoorn | .4259 | 2020 | |
| 64 | Pat Light | .4270 | 2015 | |
| 65 | Ryne Inman | .4281 | 2021 | |
| 66 | Zachary Bird | .4334 | 2014 | |
| 67 | Pat Light | .4367 | 2014 | |
| 68 | Trevor Lubking | .4380 | 2017 | |
| 69 | Steven Gallardo | .4401 | 2016 | |
| 70 | Ryan Newell | .4469 | 2014 | |
| 71 | Carter Hope# | .4479 | 2016 | |
| 72 | Clinton Hollon | .4524 | 2014 | |
| 73 | Steven Gallardo | .4652 | 2014 | |
| 74 | Jose Lopez | .4704 | 2017 | |
| 75 | Garrett Corthright | .4740 | 2014 | |
| 76 | M.T. Minacci | .4775 | 2017 | |
| 77 | Drew Finley | .4921 | 2017 | |
| 78 | Frankie Montas# | .5054 | 2013 | |
| 79 | Alex Clemmey# | .5227 | 2024 | |
| 80 | Jordan Desguin | .5528 | 2017 |
