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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Adam Ottavino# | .2914 | 2007 | |
| 2 | Rylan Kaufman# | .3119 | 2023 | |
| 3 | Seth Blair | .3160 | 2013 | |
| 4 | Jake Stinnett | .3274 | 2017 | |
| 5 | Rafael Montero# | .3283 | 2013 | |
| 6 | Gustavo Gomez | .3316 | 2016 | |
| 7 | Kevin McAvoy | .3424 | 2018 | |
| 8 | Jeff Ames | .3444 | 2016 | |
| 9 | Jeff Ames | .3453 | 2015 | |
| 9 | C.J. Riefenhauser | .3453 | 2013 | |
| 11 | Parker Markel | .3500 | 2013 | |
| 12 | Manny Banuelos# | .3549 | 2013 | |
| 13 | Michael Strong | .3561 | 2015 | |
| 14 | David Goforth | .3601 | 2013 | |
| 15 | Jayson Aquino | .3623 | 2015 | |
| 16 | John Rooney# | .3640 | 2022 | |
| 17 | Asher Wojciechowski | .3650 | 2021 | |
| 18 | Brendon Little# | .3669 | 2021 | |
| 19 | Tanner Peters | .3676 | 2015 | |
| 20 | Tanner Peters | .3683 | 2014 | |
| 21 | Manaure Martinez | .3706 | 2015 | |
| 22 | Matt Frisbee# | .3722 | 2021 | |
| 23 | Adam Scott | .3757 | 2021 | |
| 24 | Jayden Murray# | .3798 | 2021 | |
| 25 | Eduardo Rodriguez# | .3806 | 2014 | |
| 26 | Riley Davis# | .3831 | 2023 | |
| 27 | Jorge Guzman# | .3839 | 2021 | |
| 28 | Jose Taveras | .3843 | 2020 | |
| 29 | Gus Varland# | .3870 | 2022 | |
| 30 | Gus Varland# | .3893 | 2021 | |
| 31 | Michael Fulmer# | .3913 | 2015 | |
| 32 | Mike Ruff# | .3927 | 2022 | |
| 33 | Matt Brazis | .3949 | 2014 | |
| 34 | Austin Cox# | .3954 | 2021 | |
| 35 | Michael Fulmer# | .3957 | 2014 | |
| 36 | Eric Jokisch# | .3963 | 2013 | |
| 37 | Chris Rodriguez# | .3966 | 2020 | |
| 38 | Dallas Beeler | .3976 | 2013 | |
| 39 | Jordan Johnson | .3989 | 2020 | |
| 40 | Erick Leal# | .4006 | 2021 | |
| 41 | Luis Diaz | .4021 | 2014 | |
| 42 | Mason Radeke | .4028 | 2017 | |
| 43 | Timothy Shibuya | .4043 | 2014 | |
| 44 | Dallas Litscher | .4046 | 2021 | |
| 45 | Eduardo Rodriguez# | .4066 | 2015 | |
| 46 | Denyi Reyes# | .4138 | 2020 | |
| 47 | Denyi Reyes# | .4162 | 2021 | |
| 48 | Parker Bridwell | .4165 | 2015 | |
| 49 | Jordan Pries | .4190 | 2013 | |
| 50 | Miguel Sulbaran | .4235 | 2014 | |
| 51 | Nick Fraze# | .4244 | 2022 | |
| 52 | Lucas Knowles# | .4262 | 2023 | |
| 53 | Dae-Eun Rhee | .4360 | 2014 | |
| 54 | Ian Oxnevad | .4373 | 2018 | |
| 55 | Silfredo Garcia | .4431 | 2015 | |
| 56 | Jack Leftwich# | .4464 | 2023 | |
| 57 | Jonathan Dziedzic | .4465 | 2015 | |
| 58 | Valente Bellozo# | .4489 | 2024 | |
| 59 | Freicer Perez | .4514 | 2018 | |
| 60 | Jeff Ames | .4539 | 2014 | |
| 61 | Silfredo Garcia | .4562 | 2014 | |
| 62 | Jordan Johnson | .4568 | 2018 | |
| 63 | Manuel Espinoza# | .4590 | 2024 | |
| 64 | Evan Fitterer# | .4592 | 2023 | |
| 65 | Jon Olsen# | .4628 | 2022 | |
| 66 | Dan Camarena# | .4639 | 2017 | |
| 67 | Tyler Woessner# | .4770 | 2024 | |
| 68 | Jonathan Dziedzic | .4792 | 2014 | |
| 69 | Blake Shouse | .4823 | 2014 |
