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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Andre Jackson# | .3327 | 2023 | |
| 2 | Kyle Zimmer | .3403 | 2016 | |
| 3 | Carlos Contreras | .3433 | 2015 | |
| 4 | Carlos Pimentel | .3440 | 2017 | |
| 5 | Jake Faria# | .3578 | 2016 | |
| 6 | Percy Garner | .3581 | 2016 | |
| 7 | Alec Hansen | .3609 | 2021 | |
| 8 | Edwin Diaz# | .3625 | 2016 | |
| 9 | Trevor Bauer | .3651 | 2014 | |
| 10 | Ben Meyer | .3674 | 2021 | |
| 11 | Kyle Lobstein | .3701 | 2020 | |
| 12 | Andrew Wantz# | .3716 | 2021 | |
| 13 | Danny Rosenbaum | .3721 | 2015 | |
| 14 | Trevor Bauer | .3736 | 2013 | |
| 15 | Sean Nolin | .3741 | 2015 | |
| 16 | Caleb Cotham | .3763 | 2015 | |
| 17 | Connor Thomas# | .3782 | 2022 | |
| 18 | Blake Treinen# | .3792 | 2015 | |
| 19 | Kevin P. Smith | .3808 | 2020 | |
| 20 | Brett Graves | .3880 | 2020 | |
| 21 | R.J. Alaniz | .3885 | 2014 | |
| 22 | Genesis Cabrera# | .3893 | 2021 | |
| 23 | Deck McGuire | .3900 | 2017 | |
| 24 | Brent Honeywell Jr.# | .3924 | 2017 | |
| 25 | Drew Harrington | .3932 | 2021 | |
| 26 | Jason Hursh | .3938 | 2016 | |
| 27 | Marcus Walden | .4006 | 2014 | |
| 28 | Matt Boyd# | .4013 | 2017 | |
| 29 | Nick Nastrini# | .4024 | 2024 | |
| 30 | Blake Treinen# | .4029 | 2014 | |
| 31 | Shane Carle | .4031 | 2017 | |
| 32 | Steven Wright | .4047 | 2021 | |
| 33 | Drake Britton | .4054 | 2013 | |
| 34 | Thomas Szapucki# | .4060 | 2021 | |
| 35 | Christian Bergman | .4066 | 2014 | |
| 36 | Aaron West | .4076 | 2016 | |
| 37 | Taylor Hill | .4103 | 2015 | |
| 38 | Jack Leiter# | .4107 | 2023 | |
| 39 | Michael Roth | .4121 | 2014 | |
| 40 | Raul Alcantara# | .4122 | 2017 | |
| 41 | Misael Siverio | .4123 | 2016 | |
| 42 | Cade Horton# | .4134 | 2024 | |
| 43 | Taylor Rogers# | .4140 | 2016 | |
| 44 | William Roberts | .4143 | 2016 | |
| 45 | George Soriano# | .4147 | 2023 | |
| 46 | Steven Johnson | .4162 | 2013 | |
| 47 | Jacob Turner | .4172 | 2017 | |
| 48 | Yohan Pino | .4185 | 2014 | |
| 49 | Jordan Yamamoto# | .4190 | 2022 | |
| 50 | Chris Gloor | .4202 | 2014 | |
| 51 | Andrew Wantz# | .4214 | 2020 | |
| 52 | Mark Sappington | .4219 | 2015 | |
| 53 | Cory Mazzoni | .4220 | 2014 | |
| 54 | Phil Irwin | .4221 | 2013 | |
| 55 | Simon Castro | .4222 | 2015 | |
| 56 | Nathan Wiles# | .4226 | 2023 | |
| 57 | Matthew Lujan | .4228 | 2017 | |
| 58 | Jesse Scholtens# | .4229 | 2021 | |
| 58 | Austen Williams | .4229 | 2019 | |
| 60 | Devin Smeltzer# | .4231 | 2021 | |
| 61 | Blake Bivens | .4232 | 2019 | |
| 62 | Robert Dugger | .4257 | 2018 | |
| 63 | Michael Wacha# | .4269 | 2013 | |
| 64 | Chris O'Grady | .4271 | 2017 | |
| 65 | Sean Nolin | .4275 | 2014 | |
| 66 | Ryan Garcia# | .4283 | 2022 | |
| 66 | Alec Marsh# | .4283 | 2023 | |
| 66 | Severino Gonzalez | .4283 | 2015 | |
| 66 | Deck McGuire | .4283 | 2015 | |
| 70 | Brady Feigl# | .4302 | 2022 | |
| 71 | Keith Couch | .4323 | 2014 | |
| 72 | Devin Jones | .4327 | 2015 | |
| 73 | Aaron Brooks | .4333 | 2018 | |
| 74 | Henry Sosa | .4355 | 2013 | |
| 74 | Nick Zwack# | .4355 | 2024 | |
| 76 | Jon Heasley# | .4365 | 2023 | |
| 77 | Kyle McGowin# | .4387 | 2021 | |
| 78 | Nathan Bannister | .4421 | 2018 | |
| 79 | A.J. Puckett# | .4439 | 2019 | |
| 80 | Chris Gloor | .4446 | 2015 | |
| 81 | Mason Barnett# | .4457 | 2024 | |
| 82 | Edgar Arredondo# | .4458 | 2021 | |
| 83 | Ricky Knapp | .4472 | 2018 | |
| 83 | Carlos Contreras | .4472 | 2014 | |
| 85 | Jack Wynkoop | .4481 | 2021 | |
| 86 | Ronald Bolanos | .4504 | 2020 | |
| 87 | Ty Madden# | .4512 | 2024 | |
| 88 | Danny Rosenbaum | .4519 | 2014 | |
| 89 | Trey Ball | .4532 | 2018 | |
| 90 | Logan Workman# | .4534 | 2024 | |
| 91 | Taylor Hill | .4572 | 2014 | |
| 92 | Ian Oxnevad | .4587 | 2021 | |
| 93 | William Roberts | .4590 | 2017 | |
| 94 | Nick Lodolo# | .4611 | 2020 | |
| 95 | Bowden Francis# | .4615 | 2021 | |
| 96 | Kyle Tyler# | .4654 | 2024 | |
| 97 | Stevie Emanuels# | .4657 | 2024 | |
| 98 | Xzavion Curry# | .4667 | 2022 | |
| 99 | Jayson Aquino | .4692 | 2018 | |
| 100 | Jason Hursh | .4698 | 2015 |
