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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 | Jaiden Harvey# | .2685 | 2021 | |
| 11 | Dave Shevlin | .2693 | 2019 | |
| 12 | Carlos Martinez | .2736 | 2014 | |
| 13 | Ryan Henry# | .2743 | 2021 | |
| 14 | Luke Scrimger# | .2745 | 2018 | |
| 15 | Luis Maldonado | .2746 | 2018 | |
| 16 | David Fry# | .2758 | 2016 | |
| 17 | Raul Huerta | .2776 | 2013 | |
| 18 | Billy Merner# | .2778 | 2016 | |
| 18 | Rodney Caporn# | .2778 | 2016 | |
| 20 | Felipe Ayala# | .2783 | 2013 | |
| 21 | Donnie Marcus | .2784 | 2017 | |
| 22 | Pat Gonzalez | .2796 | 2005 | |
| 23 | Rodrigo Izquierdo# | .2801 | 2021 | |
| 24 | Federico Gonzalez | .2844 | 2004 | |
| 25 | Justin Baker# | .2865 | 2016 | |
| 25 | Doug Yost | .2865 | 2015 | |
| 27 | Josh Shropshire# | .2881 | 2022 | |
| 28 | Mike Anderson | .2892 | 2019 | |
| 29 | Gabe Vincent | .2895 | 2017 | |
| 30 | Bryan Herman | .2896 | 2014 | |
| 31 | Frank Sarabia# | .2898 | 2025 | |
| 32 | Rob Ferrin | .2899 | 2012 | |
| 33 | Evan Mintzer | .2907 | 2015 | |
| 34 | Isaiah Robinson# | .2909 | 2019 | |
| 35 | Kyle Connell# | .2911 | 2018 | |
| 36 | Tom Tchida# | .2917 | 2018 | |
| 37 | Brett Conner | .2919 | 2018 | |
| 38 | Jonathan Massengale | .2920 | 2015 | |
| 39 | Tom Rise# | .2926 | 2022 | |
| 40 | Nate Stout | .2932 | 2021 | |
| 41 | Miguel Berrios# | .2935 | 2017 | |
| 42 | Dave Godim | .2940 | 2019 | |
| 43 | Ian Buseck | .2943 | 2012 | |
| 44 | Gabe Vincent | .2954 | 2021 | |
| 45 | Rafael Estrella | .2956 | 2014 | |
| 46 | Adam Arnett | .2959 | 2006 | |
| 47 | Bill Meyers# | .2961 | 2018 | |
| 48 | Kevin Kovach# | .2962 | 2022 | |
| 49 | Craig Conkin | .2987 | 2005 | |
| 50 | Tom Rise# | .2988 | 2019 | |
| 51 | Leonardo Hernandez | .2990 | 2014 | |
| 52 | Logan Stone | .2995 | 2010 | |
| 53 | Mike Skowronski | .3002 | 2014 | |
| 54 | Miguel Isiordia | .3004 | 2003 | |
| 55 | Brad Edwards# | .3005 | 2016 | |
| 56 | Michael Flood | .3007 | 2012 | |
| 56 | Mike Wroten# | .3007 | 2021 | |
| 58 | Dustin Weldin | .3013 | 2016 | |
| 58 | Devin Sword | .3013 | 2004 | |
| 58 | Chris Carey | .3013 | 2005 | |
| 61 | Ryan Barmore# | .3014 | 2022 | |
| 62 | Eddie Pioquinto | .3019 | 2008 | |
| 63 | Mike Davis | .3020 | 2017 | |
| 63 | Chris Graham# | .3020 | 2015 | |
| 65 | Rich Mack# | .3024 | 2022 | |
| 66 | Chris Simon# | .3026 | 2018 | |
| 67 | Tony Espinoza# | .3027 | 2025 | |
| 67 | Jon Castrejon | .3027 | 2011 | |
| 67 | Tom Balletta# | .3027 | 2025 | |
| 67 | John Dollar# | .3027 | 2018 | |
| 71 | Corey Alston | .3028 | 2015 | |
| 72 | Colin Esser# | .3029 | 2020 | |
| 72 | Justin Erim# | .3029 | 2018 | |
| 74 | Evan Mintzer | .3035 | 2014 | |
| 74 | Gabe Vincent | .3035 | 2018 | |
| 76 | Cameron Outlaw# | .3037 | 2017 | |
| 77 | Andrew Willam | .3038 | 2000 | |
| 78 | Enrique Perez | .3039 | 2017 | |
| 79 | Terry Droubay# | .3045 | 2021 | |
| 80 | David Gacia | .3046 | 2018 | |
| 80 | George Wilson | .3046 | 2021 | |
| 82 | Lee Prochnow | .3050 | 2004 | |
| 83 | Pat Hovhannisian# | .3054 | 2013 | |
| 84 | Colin Esser# | .3057 | 2021 | |
| 85 | Roger Vanatta | .3058 | 2012 | |
| 85 | George Kent | .3058 | 2018 | |
| 87 | Vinny de los Santos | .3060 | 2008 | |
| 87 | Jesus Quintero | .3060 | 2004 | |
| 89 | George Robertson# | .3064 | 2023 | |
| 90 | Dragutin Sujic | .3068 | 2011 | |
| 91 | Ben Dugger | .3071 | 2017 | |
| 92 | Sean Cofield | .3073 | 2018 | |
| 93 | Nate Benson# | .3075 | 2023 | |
| 94 | J.R. Mitchell# | .3076 | 2012 | |
| 95 | Danny Offen# | .3085 | 2020 | |
| 96 | Alfredo Garza# | .3090 | 2015 | |
| 96 | Byron Stanton# | .3090 | 2023 | |
| 98 | Jose Betancourt | .3093 | 2014 | |
| 99 | Justin Hesley# | .3094 | 2025 | |
| 100 | Russ Allen | .3097 | 2001 |
