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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Dick Hulse | .2240 | 2008 | |
| 2 | Tim Williams | .2305 | 2007 | |
| 3 | Tyler Mumford# | .2375 | 2026 | |
| 4 | Jeremy Hellickson | .2400 | 2012 | |
| 5 | Major Pixel | .2413 | 2006 | |
| 6 | Phil Lawler | .2488 | 2006 | |
| 7 | Mike Jordan | .2493 | 2005 | |
| 8 | Dave Harrell | .2500 | 2007 | |
| 8 | Archie Anderson | .2500 | 2005 | |
| 10 | Will Terry | .2527 | 2011 | |
| 11 | Eddie Morgan* | .2543 | 2003 | |
| 12 | Ken Cloude | .2552 | 2007 | |
| 13 | Malcolm Zegwaard | .2600 | 2011 | |
| 13 | Carlos Cotter | .2600 | 2004 | |
| 15 | José Pérez | .2624 | 2008 | |
| 16 | Trent Parker | .2628 | 2007 | |
| 17 | Jennie Finch | .2646 | 2004 | |
| 18 | Doug Ball | .2647 | 2006 | |
| 19 | Joel Zumaya | .2654 | 2008 | |
| 19 | Will Terry | .2654 | 2010 | |
| 21 | Steve White | .2658 | 2015 | |
| 22 | Takashi Saito | .2671 | 2008 | |
| 23 | Juan Montoya | .2694 | 2007 | |
| 24 | José Escamilla | .2705 | 2008 | |
| 25 | Charles Jackson | .2708 | 2002 | |
| 26 | Paul Phelps | .2714 | 2011 | |
| 27 | Ángel Frías | .2729 | 2007 | |
| 28 | Randy Sutton | .2732 | 2005 | |
| 29 | Javier Díaz | .2754 | 2005 | |
| 30 | Kevin Hunnicutt | .2760 | 2007 | |
| 31 | Chien-Ming Wang | .2761 | 2007 | |
| 32 | Garth Vaughn | .2765 | 2005 | |
| 33 | Lance Lynn | .2772 | 2013 | |
| 34 | Billy Traber | .2774 | 2003 | |
| 35 | Will Porter | .2775 | 2006 | |
| 36 | Tom Coughlans | .2784 | 2006 | |
| 37 | José Hernández | .2788 | 2002 | |
| 38 | Helespôntico Tourega# | .2792 | 2024 | |
| 39 | Rob Patterson | .2795 | 2006 | |
| 40 | Mike Wood | .2804 | 2003 | |
| 41 | António González | .2807 | 2006 | |
| 42 | Ken Donaldson | .2812 | 2008 | |
| 43 | Nick Davis | .2820 | 2006 | |
| 44 | Madison Bumgarner | .2840 | 2012 | |
| 45 | Rocky Coppinger | .2863 | 2001 | |
| 46 | Mike Campbell | .2870 | 2005 | |
| 47 | Mark Rose | .2871 | 2006 | |
| 48 | Adrián Salazar | .2875 | 2005 | |
| 49 | Iván Alcocer | .2877 | 2005 | |
| 50 | Freddy Castellanos | .2891 | 2005 | |
| 50 | Pablo Salazar | .2891 | 2001 | |
| 52 | Tommy Bryant | .2894 | 2012 | |
| 53 | Cody Wade | .2897 | 2006 | |
| 53 | Iván Alcocer | .2897 | 2007 | |
| 55 | Rubén Díaz# | .2901 | 2023 | |
| 56 | Carlos Crus | .2902 | 2009 | |
| 57 | Mark Jones | .2903 | 2006 | |
| 58 | Julián Martínez | .2905 | 2005 | |
| 59 | Kyle McClellan | .2908 | 2013 | |
| 60 | Todd McElroy | .2916 | 2012 | |
| 61 | Will Davidson | .2919 | 2005 | |
| 62 | Donald Smith | .2920 | 2006 | |
| 63 | Christopher Burrell | .2921 | 2009 | |
| 64 | Frank Morgan | .2925 | 2007 | |
| 64 | Aaron Heilman | .2925 | 2003 | |
| 66 | Jason Willis | .2936 | 2007 | |
| 67 | Scott Battle | .2942 | 2014 | |
| 68 | Wilfredo Rodriguez | .2947 | 2002 | |
| 69 | Victor Dunlap | .2952 | 2007 | |
| 70 | Steve Cishek | .2953 | 2011 | |
| 71 | Tony Everhart | .2955 | 2011 | |
| 71 | Dave Scott | .2955 | 2001 | |
| 73 | Wynn Cooke | .2956 | 2006 | |
| 74 | Ángel Ramos | .2958 | 2010 | |
| 75 | Jason Yoder | .2959 | 2012 | |
| 76 | Rob Johnston# | .2983 | 2021 | |
| 77 | Mitch Ward | .2987 | 2008 | |
| 78 | Travis Russell | .2995 | 2002 | |
| 79 | Robert Weaver | .3000 | 2014 | |
| 80 | Tony Ramírez | .3002 | 2002 | |
| 80 | Juan Martínez | .3002 | 2011 | |
| 82 | Bob Wilson | .3005 | 2006 | |
| 83 | Ted Spencer | .3017 | 2011 | |
| 84 | Juan Ochoa# | .3024 | 2030 | |
| 84 | Tom Spencer | .3024 | 2012 | |
| 86 | Bob Frye | .3027 | 2008 | |
| 87 | Stanley Glavine | .3032 | 2010 | |
| 88 | Mark Rose | .3043 | 2007 | |
| 89 | Dave McNeill | .3048 | 2006 | |
| 90 | Jeremy Powell | .3050 | 1998 | |
| 91 | Arnold Braber# | .3053 | 2024 | |
| 92 | Bob Foreman | .3057 | 2008 | |
| 92 | John Owens | .3057 | 2012 | |
| 94 | Rocky Biddle | .3060 | 2006 | |
| 95 | Robbie Jenkins# | .3061 | 2027 | |
| 96 | Dusty Gedman | .3062 | 2009 | |
| 97 | Orlando García# | .3063 | 2029 | |
| 98 | Stanley Glavine | .3064 | 2009 | |
| 99 | Larry Byrd | .3066 | 2002 | |
| 100 | Austin Braden | .3071 | 2006 |
