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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Dustin May# | .2500 | 1995 | |
| 2 | Les Cain | .2540 | 1991 | |
| 3 | Sammy Ellis# | .2594 | 1998 | |
| 4 | Luis Leal# | .2610 | 1998 | |
| 5 | Kevin Millwood# | .2620 | 2001 | |
| 6 | Calvin Maduro# | .2684 | 1995 | |
| 7 | Calvin Maduro# | .2689 | 1998 | |
| 8 | Joe Coleman | .2731 | 1992 | |
| 9 | Scott Kamieniecki# | .2736 | 1995 | |
| 10 | John Dettmer# | .2749 | 1995 | |
| 11 | Jim Colborn# | .2757 | 1996 | |
| 12 | Ed Head# | .2759 | 2000 | |
| 13 | Steve Johnson | .2780 | 1994 | |
| 14 | Jeff Karstens# | .2806 | 1999 | |
| 15 | Earl Wilson | .2810 | 1984 | |
| 16 | Rollie Sheldon | .2812 | 1998 | |
| 17 | John Montefusco | .2814 | 1998 | |
| 18 | Danny McDevitt | .2817 | 1994 | |
| 19 | Carlos Moore# | .2821 | 1993 | |
| 20 | Ben Hendrickson# | .2826 | 1997 | |
| 21 | Mike Gardiner# | .2832 | 1998 | |
| 22 | Don Sutton# | .2851 | 2000 | |
| 23 | Jesse Jefferson# | .2869 | 1995 | |
| 24 | Jeff Suppan# | .2876 | 1997 | |
| 25 | Scott Kamieniecki# | .2896 | 1998 | |
| 26 | Al Javery | .2898 | 1991 | |
| 27 | Livan Hernandez# | .2910 | 1998 | |
| 28 | Les Cain | .2921 | 1990 | |
| 29 | Dave LaPoint | .2938 | 1989 | |
| 30 | John Miller# | .2939 | 1998 | |
| 31 | Sergio Valdez# | .2942 | 1997 | |
| 32 | Jesse Jefferson# | .2951 | 1998 | |
| 33 | Ian Snell | .2956 | 1993 | |
| 34 | Jesse Jefferson# | .2961 | 1997 | |
| 35 | Steven Brault | .2962 | 1998 | |
| 36 | Tyler Chatwood# | .2964 | 1998 | |
| 37 | Ike Delock | .2968 | 1994 | |
| 38 | Dave LaPoint | .2984 | 1992 | |
| 39 | Milt Gaston# | .2991 | 1992 | |
| 40 | Mike Mimbs# | .3021 | 2000 | |
| 40 | John Koronka | .3021 | 1994 | |
| 42 | Seth Etherton | .3024 | 1996 | |
| 43 | Louie Varland# | .3027 | 1999 | |
| 44 | Livan Hernandez# | .3030 | 2001 | |
| 45 | Shawn Chacon# | .3034 | 1994 | |
| 46 | Ken Chase# | .3039 | 1996 | |
| 47 | Jeff Suppan# | .3057 | 1996 | |
| 48 | Len Barker | .3059 | 1995 | |
| 49 | Dick Drott | .3061 | 1992 | |
| 50 | MacKenzie Gore# | .3063 | 1998 | |
| 51 | John Dopson# | .3074 | 2000 | |
| 52 | Kevin Ritz# | .3075 | 1996 | |
| 53 | Craig Hansen | .3078 | 1993 | |
| 54 | Bill Landrum | .3079 | 1997 | |
| 55 | George Lauzerique# | .3084 | 2001 | |
| 56 | Livan Hernandez# | .3086 | 1997 | |
| 57 | Ken Chase# | .3088 | 1997 | |
| 58 | Max Lanier# | .3090 | 2001 | |
| 59 | Sam Jones# | .3092 | 1993 | |
| 60 | Bill Lee | .3094 | 1983 | |
| 61 | Jim Hughes# | .3096 | 1993 | |
| 62 | Len Barker | .3097 | 1994 | |
| 63 | MacKenzie Gore# | .3105 | 1993 | |
| 64 | Lee Pfund# | .3107 | 1999 | |
| 65 | Nick Pivetta# | .3109 | 1994 | |
| 66 | Tony Saunders# | .3114 | 1997 | |
| 67 | Mike LaCoss | .3117 | 1998 | |
| 68 | Luis Leal# | .3118 | 1996 | |
| 69 | Sonny Siebert | .3120 | 1996 | |
| 70 | Ryan Rowland-Smith | .3122 | 1993 | |
| 71 | Ismael Valdez | .3125 | 1994 | |
| 72 | Jimmy Nelson | .3131 | 1985 | |
| 73 | Sonny Siebert | .3133 | 1999 | |
| 73 | Barry Moore | .3133 | 1993 | |
| 75 | Ron Kline# | .3136 | 1994 | |
| 76 | Rufe Gentry# | .3139 | 1997 | |
| 77 | Clyde King# | .3150 | 1998 | |
| 78 | Kyle Gibson# | .3157 | 1998 | |
| 78 | Thornton Lee | .3157 | 1997 | |
| 80 | Ken Chase# | .3158 | 1999 | |
| 80 | Charlie Wagner# | .3158 | 1998 | |
| 82 | Osvaldo Fernandez# | .3159 | 1996 | |
| 82 | Shawn Hill | .3159 | 1994 | |
| 84 | Thornton Lee | .3163 | 1994 | |
| 85 | Jose Rijo# | .3165 | 1992 | |
| 85 | Jon Garland# | .3165 | 2001 | |
| 87 | Luke Hamlin# | .3166 | 1997 | |
| 87 | Steve Kraly | .3166 | 1992 | |
| 89 | Boom-Boom Beck# | .3168 | 1998 | |
| 89 | Jesse Jefferson# | .3168 | 2000 | |
| 91 | Hector Noesi# | .3177 | 1997 | |
| 92 | Jose Lima# | .3179 | 1994 | |
| 93 | Luke Walker | .3180 | 1995 | |
| 93 | John Denny | .3180 | 1997 | |
| 93 | Hector Noesi# | .3180 | 1994 | |
| 93 | Justin Duchscherer | .3180 | 1997 | |
| 97 | Luke Hamlin# | .3190 | 1998 | |
| 98 | Jeff Samardzija | .3194 | 1999 | |
| 99 | Buck Marrow# | .3197 | 1994 | |
| 99 | Jim Maloney# | .3197 | 1991 |
