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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 | Dustin McGowan | .3739 | 2014-2016 | |
| 3 | Andre Rienzo | .3986 | 2013-2016 | |
| 4 | Sal Romano# | .4020 | 2017-2023 | |
| 5 | Christian Friedrich | .4091 | 2014-2021 | |
| 6 | Jeff Manship | .4178 | 2013-2019 | |
| 7 | Kyle Weiland | .4213 | 2013-2017 | |
| 8 | Carlos Rodon# | .4250 | 2016-2019 | |
| 9 | Eric Jokisch# | .4255 | 2018-2023 | |
| 10 | Miguel A. Gonzalez | .4317 | 2014-2018 | |
| 11 | Marcus Walden | .4330 | 2015-2023 | |
| 12 | Daniel Mengden# | .4347 | 2017-2023 | |
| 13 | Chris Rusin | .4352 | 2013-2015 | |
| 14 | Alex White | .4394 | 2013-2017 | |
| 15 | Austin Pruitt# | .4418 | 2017-2022 | |
| 16 | Jake Thompson | .4425 | 2016-2020 | |
| 17 | Riley W. Smith# | .4433 | 2019-2023 | |
| 18 | Max Povse | .4439 | 2018-2021 | |
| 19 | Drew Smyly# | .4455 | 2013-2023 | |
| 20 | Brett Oberholtzer | .4457 | 2013-2021 | |
| 21 | Luis Mendoza | .4460 | 2013-2018 | |
| 22 | Matt Wisler# | .4502 | 2014-2019 | |
| 23 | Ryan Weber# | .4504 | 2016-2023 | |
| 24 | Jorge Lopez# | .4528 | 2015-2020 | |
| 25 | Tanner Roark | .4545 | 2013-2016 | |
| 26 | Andrew Suarez# | .4571 | 2018-2022 | |
| 27 | Joe Gunkel# | .4573 | 2018-2021 | |
| 28 | Blake Beavan | .4577 | 2013-2018 | |
| 29 | Ty Blach# | .4649 | 2014-2023 | |
| 30 | Glenn Sparkman# | .4689 | 2017-2023 | |
| 31 | Asher Wojciechowski# | .4690 | 2014-2023 | |
| 32 | Sean Gilmartin# | .4703 | 2017-2023 | |
| 33 | Josh Fleming# | .4719 | 2020-2023 | |
| 34 | Aaron Brooks# | .4751 | 2015-2023 | |
| 35 | Ross Wolf | .4798 | 2013-2016 | |
| 36 | Vidal Nuno | .4809 | 2013-2020 | |
| 37 | Ryan Feierabend | .4813 | 2011-2021 | |
| 38 | Casey Sadler# | .4825 | 2016-2023 | |
| 39 | Jerad Eickhoff# | .4829 | 2015-2021 | |
| 40 | Alex Young# | .4874 | 2017-2022 | |
| 41 | Nicholas Kingham# | .4894 | 2016-2022 | |
| 42 | Mickey Jannis | .4909 | 2018-2022 | |
| 43 | Chris Hernandez | .4919 | 2013-2016 | |
| 44 | Tyler Beede# | .4928 | 2017-2023 | |
| 45 | Corey Oswalt# | .4963 | 2018-2023 | |
| 46 | Jon Moscot | .5184 | 2015-2019 | |
| 47 | Rob Zastryzny# | .5391 | 2018-2023 | |
| 48 | Adam Wilk | .5542 | 2014-2018 |
