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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jaden Mack# | .2656 | 2013-2017 | |
| 2 | Lance Goecker# | .2884 | 2013-2017 | |
| 3 | Josh Becker# | .2931 | 2013-2017 | |
| 4 | Lee Maher# | .2952 | 2013-2017 | |
| 5 | Dylan Diggs# | .3023 | 2013-2017 | |
| 6 | Matt Graham# | .3051 | 2013-2016 | |
| 7 | Colin Esser# | .3058 | 2013-2016 | |
| 8 | Jake Fish# | .3095 | 2014-2017 | |
| 9 | Jared Jones# | .3116 | 2012-2016 | |
| 10 | Tom Tchida# | .3138 | 2012-2016 | |
| 11 | Rick Collins# | .3148 | 2013-2016 | |
| 12 | Justin Thompson# | .3179 | 2012-2016 | |
| 13 | Dusty Milligan# | .3181 | 2012-2015 | |
| 14 | Curtis Gring# | .3200 | 2012-2016 | |
| 15 | Nick Horrocks# | .3201 | 2013-2017 | |
| 16 | Julian Bryant# | .3207 | 2012-2016 | |
| 17 | Brian Madison# | .3221 | 2008-2011 | |
| 18 | Andy Waring# | .3232 | 2013-2017 | |
| 19 | Mike Hutton# | .3283 | 2005-2008 | |
| 20 | Scott Staffieri# | .3321 | 2012-2016 | |
| 21 | J.P. Kallay# | .3337 | 2012-2016 | |
| 22 | Logan Mayhew# | .3348 | 2014-2017 | |
| 23 | Dave Combs# | .3384 | 2013-2017 | |
| 24 | Jason Seymour# | .3462 | 2013-2017 | |
| 25 | Jeremy Dawson# | .3510 | 2013-2017 | |
| 26 | Mike Walsh# | .3519 | 2013-2017 | |
| 27 | Josh Hamilton# | .3520 | 2012-2016 | |
| 28 | Jonathan Glover# | .3528 | 2007-2010 | |
| 29 | Brian Newell# | .3531 | 2013-2017 | |
| 29 | Jerry Bowman# | .3531 | 2013-2017 | |
| 31 | Ray Dappen# | .3536 | 2013-2017 | |
| 32 | Angel Morales# | .3609 | 2013-2016 | |
| 33 | Dennis Cambridge# | .3617 | 2013-2017 | |
| 34 | Ryan Klinck# | .3635 | 2012-2015 | |
| 35 | Joel Daniels# | .3647 | 2009-2012 | |
| 36 | Bob MacKenzie# | .3661 | 2009-2012 | |
| 37 | Martin Moreno# | .3669 | 2009-2012 | |
| 38 | Josh Monroe# | .3687 | 2013-2017 | |
| 39 | Jon Reynolds# | .3689 | 2013-2017 | |
| 40 | Jason Stoute# | .3692 | 2013-2016 | |
| 41 | Rob Savo# | .3731 | 2013-2017 | |
| 42 | Jamal Jones# | .3736 | 2013-2016 | |
| 43 | Dennis Allen# | .3747 | 2013-2017 | |
| 44 | Steve Oswald# | .3750 | 2012-2016 | |
| 45 | Paul Williamson# | .3780 | 2012-2016 | |
| 46 | Rick Hill# | .3861 | 2013-2017 | |
| 47 | Max Hercules# | .3975 | 2012-2016 | |
| 48 | Greg Ricketts# | .4003 | 2013-2017 | |
| 49 | Brian Anderson# | .4029 | 2013-2017 | |
| 50 | Kevin Donahue# | .4039 | 2013-2016 | |
| 51 | Edgar Ortega# | .4120 | 2012-2016 | |
| 52 | Dave Reagan# | .4157 | 2012-2016 | |
| 53 | Ken Bixby# | .4365 | 2011-2014 | |
| 54 | Howie Matthias# | .4544 | 2012-2016 | |
| 55 | Brent LaGesse# | .4768 | 2012-2016 | |
| 56 | Ron Wilson# | .5230 | 2012-2016 | |
| 57 | Brendan Knop | .5565 | 2008-2011 | |
| 58 | Travis Presas# | .7807 | 2009-2012 |
