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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Franklyn Kilome# | .2667 | 2020 | |
| 2 | Jorge Guzman# | .2990 | 2020 | |
| 3 | Brandon Dickson | .3059 | 2007 | |
| 4 | Jairo Heredia | .3150 | 2015 | |
| 5 | Sean Nolin | .3321 | 2016 | |
| 6 | Ryan Helsley# | .3372 | 2017 | |
| 7 | Eric Wooten | .3373 | 2017 | |
| 8 | Ryan Feierabend | .3398 | 2004 | |
| 9 | Chase Johnson | .3440 | 2017 | |
| 10 | John Stilson | .3458 | 2013 | |
| 11 | Zach Hedges | .3479 | 2020 | |
| 12 | Chris Flexen# | .3490 | 2017 | |
| 13 | Kyle Zimmer | .3494 | 2015 | |
| 14 | Neil Ramirez | .3504 | 2013 | |
| 15 | Tim Crabbe | .3542 | 2013 | |
| 16 | Paul Demny | .3544 | 2016 | |
| 16 | Kevin Vance | .3544 | 2013 | |
| 18 | Kevin Eichhorn | .3549 | 2014 | |
| 19 | James Needy | .3562 | 2017 | |
| 20 | Michael Plassmeyer# | .3566 | 2021 | |
| 21 | Michael Grove# | .3575 | 2021 | |
| 22 | Austin Sodders | .3596 | 2021 | |
| 23 | Ricky DeVito# | .3608 | 2022 | |
| 24 | Austin Bizzle | .3692 | 2020 | |
| 25 | Riley Thompson# | .3714 | 2026 | |
| 26 | Zach Lee | .3716 | 2013 | |
| 27 | J.R. Graham | .3731 | 2013 | |
| 28 | Matt Crouse | .3733 | 2014 | |
| 29 | Anthony Solometo# | .3777 | 2025 | |
| 30 | James Marinan# | .3795 | 2020 | |
| 31 | Joey Murray# | .3840 | 2026 | |
| 32 | Alex Burgos | .3845 | 2013 | |
| 33 | Nick Martinez# | .3846 | 2019 | |
| 33 | Matt Crouse | .3846 | 2016 | |
| 35 | Nolan Sanburn | .3863 | 2014 | |
| 36 | Edwin Uceta# | .3878 | 2021 | |
| 37 | Wyatt Crowell# | .3883 | 2025 | |
| 38 | Osvaldo Hernandez# | .3888 | 2021 | |
| 39 | Kyle Twomey | .3904 | 2018 | |
| 40 | Shane Watson | .3906 | 2016 | |
| 41 | Michael Wagner | .3908 | 2015 | |
| 42 | Victor Santos# | .3929 | 2021 | |
| 43 | Peyton Battenfield# | .3952 | 2023 | |
| 43 | Shane Carle | .3952 | 2016 | |
| 45 | J.T. Ginn# | .3959 | 2024 | |
| 46 | Bryce Bandilla | .3971 | 2014 | |
| 47 | Jackson Kowar# | .3973 | 2021 | |
| 48 | Kurt Heyer | .3979 | 2016 | |
| 49 | Vicente Campos | .4000 | 2016 | |
| 50 | Donn Roach | .4019 | 2015 | |
| 51 | Edinson Batista# | .4030 | 2025 | |
| 52 | Cody Anderson | .4042 | 2014 | |
| 53 | Jordan Montgomery# | .4052 | 2017 | |
| 53 | Jorgan Cavanerio | .4052 | 2021 | |
| 55 | Joshua Turley | .4060 | 2017 | |
| 56 | Jairo Heredia | .4066 | 2014 | |
| 57 | Charlie Shirek | .4070 | 2014 | |
| 58 | Jose Suarez# | .4074 | 2020 | |
| 59 | Austin Bizzle | .4096 | 2021 | |
| 60 | Josh Prevost | .4098 | 2017 | |
| 61 | Joe Ross# | .4113 | 2014 | |
| 61 | Casey Kelly# | .4113 | 2014 | |
| 63 | Riley Gowens# | .4117 | 2026 | |
| 64 | Josh Hader# | .4141 | 2014 | |
| 65 | Corey Walter | .4144 | 2021 | |
| 66 | Jesse Beal | .4188 | 2016 | |
| 67 | Dylan Smith# | .4190 | 2025 | |
| 68 | Zachary Neal | .4198 | 2013 | |
| 69 | Bryce Osmond# | .4213 | 2025 | |
| 70 | Johendi Jiminian | .4218 | 2014 | |
| 71 | Chen-Wei Lin# | .4234 | 2025 | |
| 71 | MD Johnson# | .4234 | 2026 | |
| 73 | Oliver Drake | .4243 | 2013 | |
| 74 | Jeff Ferrell | .4248 | 2014 | |
| 75 | Kyle Johnston | .4249 | 2022 | |
| 76 | Chris Perry | .4297 | 2014 | |
| 77 | Michael Lorenzen# | .4303 | 2014 | |
| 78 | James Kaprielian# | .4310 | 2026 | |
| 79 | Benito Garcia# | .4315 | 2024 | |
| 80 | Jesus Tinoco# | .4367 | 2018 | |
| 81 | Darin Gorski | .4373 | 2013 | |
| 82 | Tyson Perez | .4382 | 2016 | |
| 83 | Rhett Kouba# | .4404 | 2026 | |
| 84 | Ryan Bradley | .4423 | 2013 | |
| 85 | Michael Caldon# | .4460 | 2026 | |
| 86 | Regi Grace# | .4462 | 2023 | |
| 87 | Emilio Vargas# | .4474 | 2026 | |
| 88 | David Sandlin# | .4479 | 2024 | |
| 89 | Wilking Rodriguez# | .4496 | 2015 | |
| 90 | James Needy | .4502 | 2019 | |
| 91 | Brett Shankin | .4553 | 2015 | |
| 92 | Will Sanders# | .4571 | 2025 | |
| 93 | Jorgan Cavanerio | .4581 | 2018 | |
| 94 | Kyle McGowin# | .4583 | 2018 | |
| 95 | Xavier Altamirano | .4589 | 2022 | |
| 96 | Matt Crouse | .4646 | 2015 | |
| 97 | Henry Centeno | .4653 | 2018 | |
| 98 | Kevin Matthews | .4659 | 2014 | |
| 99 | Alex Burgos | .4680 | 2014 | |
| 100 | Seth Shuman# | .4719 | 2026 |
