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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cory Gearrin | .3713 | 2013-2020 | |
| 2 | Andre Rienzo | .3986 | 2013-2016 | |
| 3 | Christian Friedrich | .4091 | 2014-2021 | |
| 4 | Cody Poteet# | .4106 | 2019-2024 | |
| 5 | Sal Romano# | .4149 | 2017-2025 | |
| 6 | Tristan Beck# | .4160 | 2021-2025 | |
| 7 | Jeff Manship | .4178 | 2013-2019 | |
| 8 | Johan Oviedo# | .4211 | 2021-2025 | |
| 9 | Kyle Weiland | .4213 | 2013-2017 | |
| 10 | Carlos Rodon# | .4250 | 2016-2019 | |
| 11 | Eric Jokisch# | .4255 | 2018-2023 | |
| 12 | Tyler Gilbert# | .4267 | 2022-2025 | |
| 13 | Marcus Walden | .4283 | 2015-2024 | |
| 14 | Spenser Watkins# | .4301 | 2022-2025 | |
| 15 | Miguel A. Gonzalez | .4317 | 2014-2018 | |
| 16 | Matt Waldron# | .4347 | 2022-2025 | |
| 17 | Chris Rusin | .4352 | 2013-2015 | |
| 18 | Cooper Criswell# | .4363 | 2022-2025 | |
| 19 | Alex White | .4394 | 2013-2017 | |
| 20 | Jake Thompson | .4425 | 2016-2020 | |
| 21 | Javier Assad# | .4428 | 2023-2025 | |
| 22 | Max Povse | .4439 | 2018-2021 | |
| 23 | Adrian Houser# | .4449 | 2017-2025 | |
| 24 | Brett Oberholtzer | .4457 | 2013-2021 | |
| 25 | Luis Mendoza | .4460 | 2013-2018 | |
| 26 | Austin Pruitt# | .4485 | 2017-2024 | |
| 27 | Ryan Weber | .4504 | 2016-2023 | |
| 28 | Jorge Lopez# | .4528 | 2015-2020 | |
| 29 | Tommy Romero# | .4540 | 2022-2025 | |
| 30 | Tanner Roark | .4545 | 2013-2016 | |
| 31 | Andrew Suarez# | .4571 | 2018-2022 | |
| 32 | Joe Gunkel | .4573 | 2018-2021 | |
| 33 | Blake Beavan | .4577 | 2013-2018 | |
| 34 | Darren McCaughan# | .4617 | 2022-2025 | |
| 35 | Glenn Sparkman | .4689 | 2017-2023 | |
| 36 | Ty Blach# | .4693 | 2014-2025 | |
| 37 | Josh Fleming# | .4698 | 2020-2025 | |
| 38 | Sean Gilmartin | .4703 | 2017-2023 | |
| 39 | Aaron Brooks# | .4728 | 2015-2025 | |
| 40 | Tyler Viza# | .4731 | 2021-2025 | |
| 41 | Tyler Beede# | .4760 | 2017-2025 | |
| 42 | Asher Wojciechowski | .4770 | 2014-2024 | |
| 43 | Alex Young# | .4783 | 2017-2024 | |
| 44 | Vidal Nuno | .4809 | 2013-2020 | |
| 45 | Ryan Feierabend | .4813 | 2011-2021 | |
| 46 | Jerad Eickhoff | .4829 | 2015-2021 | |
| 47 | Nicholas Kingham | .4894 | 2016-2022 | |
| 48 | Mickey Jannis | .4909 | 2018-2022 | |
| 49 | Chris Hernandez | .4919 | 2013-2016 | |
| 50 | Jon Moscot | .5184 | 2015-2019 | |
| 51 | Rob Zastryzny# | .5238 | 2018-2025 |
