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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Rafael Estrella# | .2395 | 2013 | |
| 2 | Dan Cormie | .2433 | 2017 | |
| 3 | Danny Rivas# | .2503 | 2018 | |
| 4 | Jon Haynes# | .2527 | 2015 | |
| 5 | R.J. Lawhead# | .2543 | 2019 | |
| 6 | Bobby Ruzicka | .2616 | 2011 | |
| 7 | Tom Henwood# | .2629 | 2016 | |
| 8 | Steve Bolling# | .2631 | 2015 | |
| 9 | Josh Flaten# | .2682 | 2014 | |
| 10 | Dave Shevlin# | .2693 | 2019 | |
| 11 | Carlos Martinez | .2736 | 2014 | |
| 12 | Luke Scrimger# | .2745 | 2018 | |
| 13 | Luis Maldonado# | .2746 | 2018 | |
| 14 | David Fry# | .2758 | 2016 | |
| 15 | Raul Huerta | .2776 | 2013 | |
| 16 | Billy Merner# | .2778 | 2016 | |
| 16 | Rodney Caporn# | .2778 | 2016 | |
| 18 | Felipe Ayala# | .2783 | 2013 | |
| 19 | Donnie Marcus# | .2784 | 2017 | |
| 20 | Pat Gonzalez | .2796 | 2005 | |
| 21 | Federico Gonzalez | .2844 | 2004 | |
| 22 | Justin Baker# | .2865 | 2016 | |
| 22 | Doug Yost# | .2865 | 2015 | |
| 24 | Mike Anderson# | .2892 | 2019 | |
| 25 | Gabe Vincent# | .2895 | 2017 | |
| 26 | Bryan Herman | .2896 | 2014 | |
| 27 | Rob Ferrin | .2899 | 2012 | |
| 28 | Evan Mintzer# | .2907 | 2015 | |
| 29 | Isaiah Robinson# | .2909 | 2019 | |
| 30 | Kyle Connell# | .2911 | 2018 | |
| 31 | Tom Tchida# | .2917 | 2018 | |
| 32 | Brett Conner# | .2919 | 2018 | |
| 33 | Jonathan Massengale | .2920 | 2015 | |
| 34 | Miguel Berrios# | .2935 | 2017 | |
| 35 | Dave Godim# | .2940 | 2019 | |
| 36 | Ian Buseck | .2943 | 2012 | |
| 37 | Rafael Estrella# | .2956 | 2014 | |
| 38 | Adam Arnett | .2959 | 2006 | |
| 39 | Bill Meyers# | .2961 | 2018 | |
| 40 | Craig Conkin | .2987 | 2005 | |
| 41 | Tom Rise# | .2988 | 2019 | |
| 42 | Leonardo Hernandez# | .2990 | 2014 | |
| 43 | Logan Stone# | .2995 | 2010 | |
| 44 | Mike Skowronski | .3002 | 2014 | |
| 45 | Miguel Isiordia | .3004 | 2003 | |
| 46 | Brad Edwards# | .3005 | 2016 | |
| 47 | Michael Flood | .3007 | 2012 | |
| 48 | Dustin Weldin | .3013 | 2016 | |
| 48 | Devin Sword | .3013 | 2004 | |
| 48 | Chris Carey | .3013 | 2005 | |
| 51 | Eddie Pioquinto | .3019 | 2008 | |
| 52 | Mike Davis# | .3020 | 2017 | |
| 52 | Chris Graham# | .3020 | 2015 | |
| 54 | Chris Simon# | .3026 | 2018 | |
| 55 | Jon Castrejon | .3027 | 2011 | |
| 55 | John Dollar# | .3027 | 2018 | |
| 57 | Corey Alston# | .3028 | 2015 | |
| 58 | Colin Esser# | .3029 | 2020 | |
| 58 | Justin Erim# | .3029 | 2018 | |
| 60 | Evan Mintzer# | .3035 | 2014 | |
| 60 | Gabe Vincent# | .3035 | 2018 | |
| 62 | Cameron Outlaw# | .3037 | 2017 | |
| 63 | Andrew Willam | .3038 | 2000 | |
| 64 | Enrique Perez# | .3039 | 2017 | |
| 65 | David Gacia | .3046 | 2018 | |
| 66 | Lee Prochnow | .3050 | 2004 | |
| 67 | Pat Hovhannisian# | .3054 | 2013 | |
| 68 | Roger Vanatta | .3058 | 2012 | |
| 68 | George Kent# | .3058 | 2018 | |
| 70 | Vinny de los Santos | .3060 | 2008 | |
| 70 | Jesus Quintero | .3060 | 2004 | |
| 72 | Dragutin Sujic | .3068 | 2011 | |
| 73 | Ben Dugger# | .3071 | 2017 | |
| 74 | Sean Cofield# | .3073 | 2018 | |
| 75 | J.R. Mitchell# | .3076 | 2012 | |
| 76 | Danny Offen# | .3085 | 2020 | |
| 77 | Alfredo Garza# | .3090 | 2015 | |
| 78 | Jose Betancourt# | .3093 | 2014 | |
| 79 | Russ Allen | .3097 | 2001 | |
| 80 | Adam Rudd# | .3106 | 2015 | |
| 80 | Simon Scales# | .3106 | 2019 | |
| 80 | Dustin Robinson# | .3106 | 2017 | |
| 83 | Phil Dalton# | .3108 | 2018 | |
| 83 | Sean Cofield# | .3108 | 2017 | |
| 85 | Jake Plott# | .3109 | 2017 | |
| 86 | Javier Gutierrez | .3111 | 2014 | |
| 86 | Jesus Rodriguez | .3111 | 2007 | |
| 88 | Enrique Perez# | .3113 | 2015 | |
| 89 | Lílian Pona# | .3115 | 2018 | |
| 90 | Caleb Benfer | .3120 | 2010 | |
| 91 | Dave Jefferies | .3122 | 2006 | |
| 92 | Lílian Pona# | .3125 | 2019 | |
| 92 | Jon Gonzales | .3125 | 2011 | |
| 94 | Steve Gaucher# | .3127 | 2017 | |
| 95 | Mickey Ferrell# | .3130 | 2012 | |
| 96 | Justin Brooks# | .3136 | 2015 | |
| 97 | Ricky Matta | .3137 | 2012 | |
| 98 | Danny Carmona# | .3146 | 2019 | |
| 99 | Terry Droubay# | .3147 | 2019 | |
| 100 | Omar Flores# | .3149 | 2020 |
