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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Burch Smith | .3052 | 2014 | |
| 2 | Enny Romero | .3089 | 2013 | |
| 3 | Daniel Gossett | .3264 | 2017 | |
| 4 | Ethan Small# | .3414 | 2021 | |
| 5 | Shane Drohan# | .3450 | 2023 | |
| 6 | Will Lamb | .3485 | 2014 | |
| 7 | Jarlin Garcia# | .3548 | 2014 | |
| 8 | Kyle Lloyd | .3574 | 2017 | |
| 9 | Garrett Nuss | .3585 | 2014 | |
| 10 | Garrett Nuss | .3627 | 2015 | |
| 11 | Zach Cates | .3631 | 2015 | |
| 12 | Austin Wright | .3638 | 2014 | |
| 13 | Ivan Pineyro | .3692 | 2015 | |
| 13 | Mark Reyes | .3692 | 2018 | |
| 15 | Wilking Rodriguez# | .3697 | 2013 | |
| 16 | Jesse Biddle | .3716 | 2016 | |
| 17 | Drew Hutchison# | .3733 | 2021 | |
| 18 | Mark Reyes | .3741 | 2019 | |
| 19 | Carlos Vargas# | .3766 | 2021 | |
| 20 | Aaron Shortridge# | .3780 | 2024 | |
| 21 | Navery Moore | .3782 | 2015 | |
| 22 | Drew Harrington | .3788 | 2020 | |
| 23 | Brian Dupra | .3796 | 2013 | |
| 24 | Felix Sterling | .3809 | 2016 | |
| 25 | Will Lamb | .3815 | 2015 | |
| 26 | Hector Hernandez | .3836 | 2014 | |
| 27 | Andrew Politi# | .3846 | 2021 | |
| 28 | Ryan Feierabend | .3861 | 2005 | |
| 29 | Joshua Smith | .3867 | 2014 | |
| 30 | Jake Madden# | .3876 | 2024 | |
| 31 | Taylor Hill | .3880 | 2013 | |
| 32 | Tink Hence# | .3893 | 2024 | |
| 33 | Benton Moss | .3917 | 2018 | |
| 34 | Jason Creasy | .3930 | 2015 | |
| 35 | Yoel Mecias | .3960 | 2015 | |
| 36 | Kris Hall | .3993 | 2014 | |
| 37 | Scott Lyman | .4034 | 2014 | |
| 38 | Michael McCarthy | .4062 | 2014 | |
| 39 | Zach Hedges | .4092 | 2018 | |
| 40 | Matt Boyd# | .4096 | 2015 | |
| 41 | Lewis Thorpe# | .4106 | 2024 | |
| 42 | Taylor Cole | .4122 | 2014 | |
| 43 | Matt Boyd# | .4164 | 2016 | |
| 44 | David Ledbetter | .4193 | 2016 | |
| 45 | Austin Smith | .4202 | 2019 | |
| 46 | Tommy Bergjans | .4261 | 2016 | |
| 47 | Colin Rodgers | .4265 | 2021 | |
| 48 | Wilking Rodriguez# | .4290 | 2014 | |
| 49 | Daniel Poncedeleon | .4309 | 2018 | |
| 50 | Luis Madero# | .4312 | 2024 | |
| 51 | Scott Copeland | .4344 | 2017 | |
| 52 | Konner Wade# | .4361 | 2022 | |
| 53 | Sam Hentges# | .4443 | 2018 | |
| 54 | Matt Boyd# | .4460 | 2014 | |
| 55 | Jack Duffey | .4482 | 2014 | |
| 56 | Logan Verrett# | .4490 | 2024 | |
| 57 | Nick Morreale# | .4586 | 2022 | |
| 58 | Greg Nappo | .4690 | 2014 | |
| 59 | Dylan Lesko# | .4731 | 2024 | |
| 60 | Rhett Kouba# | .4766 | 2023 | |
| 60 | Braden Olthoff# | .4766 | 2023 | |
| 62 | Michael Jefferson | .4846 | 2013 | |
| 63 | Kyle McGowin# | .4859 | 2017 | |
| 64 | Huascar Ynoa# | .4878 | 2018 | |
| 65 | Andrew Barbosa | .5068 | 2014 | |
| 66 | Adrian Florencio# | .5072 | 2024 |
