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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jeremy Gutiérrez# | .4094 | 2017-2019 | |
| 2 | Stuart Lee# | .4312 | 2015-2016 | |
| 3 | Marcelino Freschi# | .4373 | 2017-2019 | |
| 4 | Stanley Neal# | .4553 | 2018-2019 | |
| 5 | Mike Hornberger# | .4695 | 2017-2018 | |
| 6 | Rod Bakewell# | .4700 | 2017-2019 | |
| 7 | Felipe Gutiérrez# | .4758 | 2016-2019 | |
| 8 | Juan Correa# | .4761 | 2017-2019 | |
| 9 | Ángelo Cabrera# | .4769 | 2017-2019 | |
| 10 | Raúl Areola# | .4781 | 2018-2019 | |
| 11 | Casey Bader# | .4796 | 2015-2016 | |
| 12 | Benjamin Brouwer# | .4838 | 2017-2019 | |
| 13 | Fernando Reyna# | .4844 | 2017-2019 | |
| 14 | Christian Patrick# | .4861 | 2017-2018 | |
| 15 | Alfredo Ríos# | .4863 | 2017-2018 | |
| 16 | Carl Dyess# | .4866 | 2015-2016 | |
| 17 | Robert Archer# | .4896 | 2016-2018 | |
| 18 | Bob Meyer# | .4929 | 2016-2019 | |
| 19 | Mitch Bowman# | .4943 | 2016-2019 | |
| 20 | Paco López# | .4978 | 2017-2019 | |
| 21 | Manuel Delgado# | .5000 | 2017-2019 | |
| 22 | Han-seung Kim# | .5103 | 2018-2019 | |
| 23 | Jorge Moreno# | .5104 | 2015-2016 | |
| 24 | Tony Madden# | .5141 | 2015-2019 | |
| 25 | Jason Jackson# | .5155 | 2017-2018 | |
| 26 | Manuel Martínez# | .5185 | 2017-2019 | |
| 27 | William Taylor# | .5219 | 2015-2019 | |
| 28 | Eric Lang# | .5304 | 2017-2019 | |
| 29 | Stanley Anderson# | .5317 | 2018-2019 | |
| 30 | Max Moore# | .5398 | 2015-2016 | |
| 31 | Benjamin Baars# | .5462 | 2017-2019 | |
| 32 | Dusty Muhidini# | .5541 | 2015-2018 | |
| 33 | Jim Johnstone# | .5543 | 2017-2019 | |
| 34 | David Auchinleck# | .5581 | 2015-2019 | |
| 35 | Waylon Anderson# | .5594 | 2015-2019 | |
| 36 | Lee Branch# | .5672 | 2018-2019 | |
| 37 | Dusty Mueller# | .5973 | 2015-2016 |
