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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 | Cole Winn# | .3176 | 2024 | |
| 6 | Pierce Johnson# | .3205 | 2014 | |
| 6 | Domingo German# | .3205 | 2017 | |
| 8 | Jacob Lee | .3244 | 2015 | |
| 9 | William Cuevas# | .3263 | 2021 | |
| 10 | Kyle Zimmer | .3272 | 2014 | |
| 11 | Max Meyer# | .3314 | 2023 | |
| 12 | James Marvel | .3318 | 2021 | |
| 13 | D.J. Baxendale | .3350 | 2017 | |
| 14 | Branden Kline | .3382 | 2015 | |
| 15 | Sonny Gray# | .3425 | 2013 | |
| 16 | D.J. Baxendale | .3441 | 2016 | |
| 17 | Tyler Pill | .3444 | 2015 | |
| 18 | Ryan Butler | .3458 | 2017 | |
| 19 | Mason Thompson# | .3459 | 2021 | |
| 20 | Eric Jokisch# | .3469 | 2024 | |
| 21 | Austin Ross | .3471 | 2013 | |
| 22 | Drew Verhagen# | .3472 | 2021 | |
| 23 | Percy Garner | .3516 | 2013 | |
| 24 | Corey Ray | .3520 | 2017 | |
| 25 | Christopher Kirsch | .3523 | 2017 | |
| 26 | Jack Carey# | .3564 | 2024 | |
| 27 | Gerardo Carrillo# | .3586 | 2022 | |
| 28 | Jose Urena# | .3609 | 2014 | |
| 29 | Jairo Heredia | .3620 | 2013 | |
| 29 | Mason Hope | .3620 | 2013 | |
| 31 | Jordan Barrett | .3656 | 2021 | |
| 32 | Logan Darnell | .3658 | 2014 | |
| 33 | Adalberto Mejia | .3660 | 2016 | |
| 34 | Jonathan Dziedzic | .3681 | 2017 | |
| 35 | Patrick Francescon | .3691 | 2015 | |
| 36 | Matt Allan# | .3712 | 2023 | |
| 37 | Luis Mateo | .3736 | 2015 | |
| 38 | Tyler Rogers# | .3742 | 2015 | |
| 39 | Shane Carle | .3748 | 2015 | |
| 40 | Joe Whitman# | .3768 | 2026 | |
| 41 | Jimmy Gillheeney | .3790 | 2014 | |
| 42 | Marlin Willis# | .3799 | 2020 | |
| 43 | Mike Gibbons | .3822 | 2022 | |
| 44 | Dane Myers# | .3825 | 2023 | |
| 45 | Justin Nicolino | .3827 | 2014 | |
| 46 | Ethan Hankins# | .3835 | 2025 | |
| 47 | Dillon Peters# | .3840 | 2023 | |
| 48 | Tommy Sommer# | .3853 | 2023 | |
| 49 | Eric Hacker | .3855 | 2022 | |
| 50 | Hoby Milner# | .3887 | 2014 | |
| 50 | Seth Johnson# | .3887 | 2023 | |
| 52 | Blake Logan | .3890 | 2014 | |
| 53 | Domingo Acevedo# | .3893 | 2018 | |
| 54 | Yariel Rodriguez# | .3895 | 2024 | |
| 55 | Luke Albright# | .3896 | 2024 | |
| 56 | Odrisamer Despaigne# | .3903 | 2024 | |
| 57 | Branden Kline | .3918 | 2016 | |
| 58 | Tyler Rogers# | .3930 | 2016 | |
| 59 | Jacob Degrom# | .3948 | 2013 | |
| 60 | Humberto Mejia# | .3959 | 2021 | |
| 61 | Tyler Skulina | .3961 | 2017 | |
| 62 | Pearson McMahan# | .3963 | 2023 | |
| 63 | Joshua Loeschorn# | .3964 | 2025 | |
| 64 | Patrick Francescon | .3979 | 2014 | |
| 65 | Christian James | .3982 | 2020 | |
| 66 | Chih-Jung Liu# | .4000 | 2026 | |
| 67 | Mark Leiter Jr.# | .4012 | 2018 | |
| 68 | Cole Winn# | .4022 | 2023 | |
| 69 | Ryan Forcucci# | .4024 | 2025 | |
| 70 | Zachary Nuding | .4025 | 2016 | |
| 71 | Mike Vasil# | .4037 | 2024 | |
| 72 | Jacob Lee | .4048 | 2016 | |
| 73 | Andrew Church | .4071 | 2020 | |
| 74 | Jonathan Bowlan# | .4073 | 2020 | |
| 74 | Gabriel Ynoa | .4073 | 2014 | |
| 76 | Seth Romero | .4077 | 2021 | |
| 77 | Luis Reyes# | .4089 | 2022 | |
| 78 | Tyler Phillips# | .4112 | 2019 | |
| 79 | Ryan Doran | .4117 | 2015 | |
| 80 | Luis Diaz | .4119 | 2016 | |
| 81 | Logan Rinehart# | .4158 | 2024 | |
| 82 | Tyler Viza# | .4161 | 2018 | |
| 83 | Owen Wild# | .4164 | 2025 | |
| 84 | David Buchanan# | .4169 | 2025 | |
| 85 | Simon Mercedes | .4175 | 2014 | |
| 86 | Tucker Donahue | .4200 | 2016 | |
| 86 | Max Roberts# | .4200 | 2024 | |
| 88 | Eric Hacker | .4212 | 2017 | |
| 89 | Williams Perez | .4214 | 2015 | |
| 90 | Colten Brewer# | .4225 | 2013 | |
| 91 | Tyler Pill | .4229 | 2014 | |
| 92 | Beau Burrows# | .4241 | 2020 | |
| 93 | Colin Rodgers | .4279 | 2016 | |
| 94 | Casey Bloomquist | .4288 | 2020 | |
| 95 | Josh Maciejewski# | .4326 | 2021 | |
| 96 | Alec Gamboa# | .4346 | 2025 | |
| 97 | Brendan Beck# | .4359 | 2025 | |
| 98 | Andrew Thurman | .4365 | 2018 | |
| 99 | Chad Kuhl# | .4376 | 2024 | |
| 100 | Justin Ferrell | .4393 | 2019 |
