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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Tyler Glasnow# | .2832 | 2015 | |
| 2 | Roenis Elias | .3041 | 2014 | |
| 3 | Eric Hacker | .3101 | 2021 | |
| 4 | Dylan Floro# | .3169 | 2015 | |
| 5 | Pierce Johnson# | .3205 | 2014 | |
| 5 | Domingo German# | .3205 | 2017 | |
| 7 | Jacob Lee | .3244 | 2015 | |
| 8 | William Cuevas# | .3263 | 2021 | |
| 9 | Kyle Zimmer# | .3272 | 2014 | |
| 10 | Max Meyer# | .3314 | 2023 | |
| 11 | James Marvel# | .3318 | 2021 | |
| 12 | D.J. Baxendale | .3350 | 2017 | |
| 13 | Branden Kline | .3382 | 2015 | |
| 14 | Sonny Gray# | .3425 | 2013 | |
| 15 | D.J. Baxendale | .3441 | 2016 | |
| 16 | Tyler Pill | .3444 | 2015 | |
| 17 | Angel Sanchez# | .3451 | 2016 | |
| 18 | Ryan Butler | .3458 | 2017 | |
| 19 | Mason Thompson# | .3459 | 2021 | |
| 20 | Austin Ross | .3471 | 2013 | |
| 21 | Drew Verhagen# | .3472 | 2021 | |
| 22 | Percy Garner | .3516 | 2013 | |
| 23 | Corey Ray | .3520 | 2017 | |
| 24 | Christopher Kirsch | .3523 | 2017 | |
| 25 | Gerardo Carrillo# | .3586 | 2022 | |
| 26 | Jose Urena# | .3609 | 2014 | |
| 27 | Jairo Heredia | .3620 | 2013 | |
| 27 | Mason Hope | .3620 | 2013 | |
| 29 | Jordan Barrett | .3656 | 2021 | |
| 30 | Logan Darnell# | .3658 | 2014 | |
| 31 | Adalberto Mejia | .3660 | 2016 | |
| 32 | Jonathan Dziedzic | .3681 | 2017 | |
| 33 | Patrick Francescon | .3691 | 2015 | |
| 34 | Matt Allan# | .3712 | 2023 | |
| 35 | Luis Mateo | .3736 | 2015 | |
| 36 | Tyler Rogers# | .3742 | 2015 | |
| 37 | Shane Carle# | .3748 | 2015 | |
| 38 | Jimmy Gillheeney | .3790 | 2014 | |
| 39 | Marlin Willis# | .3799 | 2020 | |
| 40 | Christopher Beck# | .3804 | 2014 | |
| 41 | Mike Gibbons | .3822 | 2022 | |
| 42 | Dane Myers# | .3825 | 2023 | |
| 43 | Justin Nicolino | .3827 | 2014 | |
| 44 | Dillon Peters# | .3840 | 2023 | |
| 45 | Tommy Sommer# | .3853 | 2023 | |
| 46 | Eric Hacker | .3855 | 2022 | |
| 47 | Seth Johnson# | .3887 | 2023 | |
| 47 | Hoby Milner# | .3887 | 2014 | |
| 49 | Blake Logan | .3890 | 2014 | |
| 50 | Domingo Acevedo# | .3893 | 2018 | |
| 51 | Branden Kline | .3918 | 2016 | |
| 52 | Tyler Rogers# | .3930 | 2016 | |
| 53 | Jacob Degrom# | .3948 | 2013 | |
| 54 | Humberto Mejia# | .3959 | 2021 | |
| 55 | Tyler Skulina | .3961 | 2017 | |
| 56 | Pearson McMahan# | .3963 | 2023 | |
| 57 | Avery Weems# | .3975 | 2021 | |
| 58 | Patrick Francescon | .3979 | 2014 | |
| 59 | Christian James# | .3982 | 2020 | |
| 60 | Mark Leiter Jr.# | .4012 | 2018 | |
| 61 | Cole Winn# | .4022 | 2023 | |
| 62 | Zachary Nuding | .4025 | 2016 | |
| 63 | Andrew McDonald | .4030 | 2021 | |
| 64 | Jacob Lee | .4048 | 2016 | |
| 65 | Andrew Church | .4071 | 2020 | |
| 66 | Jonathan Bowlan# | .4073 | 2020 | |
| 66 | Gabriel Ynoa | .4073 | 2014 | |
| 68 | Seth Romero# | .4077 | 2021 | |
| 69 | Luis Reyes# | .4089 | 2022 | |
| 70 | Tyler Phillips# | .4112 | 2019 | |
| 71 | Ryan Doran | .4117 | 2015 | |
| 72 | Luis Diaz | .4119 | 2016 | |
| 73 | Ian Krol# | .4132 | 2013 | |
| 74 | Franklin Perez# | .4160 | 2016 | |
| 75 | Tyler Viza# | .4161 | 2018 | |
| 76 | Simon Mercedes | .4175 | 2014 | |
| 77 | Tucker Donahue | .4200 | 2016 | |
| 78 | Eric Hacker | .4212 | 2017 | |
| 79 | Williams Perez# | .4214 | 2015 | |
| 80 | Colten Brewer# | .4225 | 2013 | |
| 81 | Tyler Pill | .4229 | 2014 | |
| 82 | Beau Burrows# | .4241 | 2020 | |
| 83 | Colin Rodgers# | .4279 | 2016 | |
| 84 | Casey Bloomquist | .4288 | 2020 | |
| 85 | Josh Maciejewski# | .4326 | 2021 | |
| 86 | Andrew Thurman | .4365 | 2018 | |
| 87 | Justin Ferrell | .4393 | 2019 | |
| 88 | Brett Kennedy# | .4408 | 2018 | |
| 89 | Tekoah Roby# | .4441 | 2023 | |
| 90 | Kyle Cody# | .4449 | 2018 | |
| 91 | Connor Johnstone# | .4464 | 2019 | |
| 92 | James Marvel# | .4561 | 2023 | |
| 93 | Tyler Phillips# | .4573 | 2020 | |
| 94 | Casey Bloomquist | .4585 | 2019 | |
| 95 | Frank Duncan# | .4593 | 2018 | |
| 96 | Case Williams# | .4594 | 2023 | |
| 97 | Brock Dykxhoorn | .4611 | 2022 | |
| 98 | Derek Casey# | .4636 | 2022 | |
| 99 | Drew Parrish# | .4658 | 2021 | |
| 100 | Will Morris | .4991 | 2017 |
