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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 | Calvin Maduro# | .2684 | 1995 | |
| 6 | Calvin Maduro# | .2689 | 1998 | |
| 7 | Joe Coleman | .2731 | 1992 | |
| 8 | Scott Kamieniecki# | .2736 | 1995 | |
| 9 | John Dettmer# | .2749 | 1995 | |
| 10 | Jim Colborn# | .2757 | 1996 | |
| 11 | Ed Head# | .2759 | 2000 | |
| 12 | Steve Johnson | .2780 | 1994 | |
| 13 | Jeff Karstens# | .2806 | 1999 | |
| 14 | Earl Wilson | .2810 | 1984 | |
| 15 | Rollie Sheldon | .2812 | 1998 | |
| 16 | John Montefusco | .2814 | 1998 | |
| 17 | Danny McDevitt | .2817 | 1994 | |
| 18 | Carlos Moore# | .2821 | 1993 | |
| 19 | Ben Hendrickson# | .2826 | 1997 | |
| 20 | Mike Gardiner# | .2832 | 1998 | |
| 21 | Don Sutton# | .2851 | 2000 | |
| 22 | Jesse Jefferson# | .2869 | 1995 | |
| 23 | Jeff Suppan# | .2876 | 1997 | |
| 24 | Scott Kamieniecki# | .2896 | 1998 | |
| 25 | Al Javery | .2898 | 1991 | |
| 26 | Livan Hernandez# | .2910 | 1998 | |
| 27 | Les Cain | .2921 | 1990 | |
| 28 | Dave LaPoint | .2938 | 1989 | |
| 29 | John Miller# | .2939 | 1998 | |
| 30 | Sergio Valdez# | .2942 | 1997 | |
| 31 | Jesse Jefferson# | .2951 | 1998 | |
| 32 | Ian Snell | .2956 | 1993 | |
| 33 | Jesse Jefferson# | .2961 | 1997 | |
| 34 | Steven Brault | .2962 | 1998 | |
| 35 | Tyler Chatwood# | .2964 | 1998 | |
| 36 | Ike Delock | .2968 | 1994 | |
| 37 | Dave LaPoint | .2984 | 1992 | |
| 38 | Milt Gaston# | .2991 | 1992 | |
| 39 | Mike Mimbs# | .3021 | 2000 | |
| 39 | John Koronka | .3021 | 1994 | |
| 41 | Seth Etherton | .3024 | 1996 | |
| 42 | Louie Varland# | .3027 | 1999 | |
| 43 | Shawn Chacon# | .3034 | 1994 | |
| 44 | Ken Chase# | .3039 | 1996 | |
| 45 | Jeff Suppan# | .3057 | 1996 | |
| 46 | Len Barker | .3059 | 1995 | |
| 47 | Dick Drott | .3061 | 1992 | |
| 48 | MacKenzie Gore# | .3063 | 1998 | |
| 49 | John Dopson# | .3074 | 2000 | |
| 50 | Kevin Ritz# | .3075 | 1996 | |
| 51 | Craig Hansen | .3078 | 1993 | |
| 52 | Bill Landrum | .3079 | 1997 | |
| 53 | Livan Hernandez# | .3086 | 1997 | |
| 54 | Ken Chase# | .3088 | 1997 | |
| 55 | Sam Jones# | .3092 | 1993 | |
| 56 | Bill Lee | .3094 | 1983 | |
| 57 | Jim Hughes# | .3096 | 1993 | |
| 58 | Len Barker | .3097 | 1994 | |
| 59 | MacKenzie Gore# | .3105 | 1993 | |
| 60 | Lee Pfund# | .3107 | 1999 | |
| 61 | Nick Pivetta# | .3109 | 1994 | |
| 62 | Tony Saunders# | .3114 | 1997 | |
| 63 | Mike LaCoss | .3117 | 1998 | |
| 64 | Luis Leal# | .3118 | 1996 | |
| 65 | Sonny Siebert | .3120 | 1996 | |
| 66 | Ryan Rowland-Smith | .3122 | 1993 | |
| 67 | Ismael Valdez | .3125 | 1994 | |
| 68 | Jimmy Nelson | .3131 | 1985 | |
| 69 | Sonny Siebert | .3133 | 1999 | |
| 69 | Barry Moore | .3133 | 1993 | |
| 71 | Ron Kline# | .3136 | 1994 | |
| 72 | Rufe Gentry# | .3139 | 1997 | |
| 73 | Clyde King# | .3150 | 1998 | |
| 74 | Kyle Gibson# | .3157 | 1998 | |
| 74 | Thornton Lee# | .3157 | 1997 | |
| 76 | Ken Chase# | .3158 | 1999 | |
| 76 | Charlie Wagner# | .3158 | 1998 | |
| 78 | Osvaldo Fernandez# | .3159 | 1996 | |
| 78 | Shawn Hill | .3159 | 1994 | |
| 80 | Thornton Lee# | .3163 | 1994 | |
| 81 | Jose Rijo# | .3165 | 1992 | |
| 82 | Luke Hamlin# | .3166 | 1997 | |
| 82 | Steve Kraly | .3166 | 1992 | |
| 84 | Boom-Boom Beck# | .3168 | 1998 | |
| 84 | Jesse Jefferson# | .3168 | 2000 | |
| 86 | Hector Noesi# | .3177 | 1997 | |
| 87 | Jose Lima# | .3179 | 1994 | |
| 88 | Luke Walker | .3180 | 1995 | |
| 88 | John Denny | .3180 | 1997 | |
| 88 | Hector Noesi# | .3180 | 1994 | |
| 88 | Justin Duchscherer# | .3180 | 1997 | |
| 92 | Luke Hamlin# | .3190 | 1998 | |
| 93 | Jeff Samardzija# | .3194 | 1999 | |
| 94 | Buck Marrow# | .3197 | 1994 | |
| 94 | Jim Maloney# | .3197 | 1991 | |
| 96 | Don August# | .3201 | 1994 | |
| 97 | Charlie Wagner# | .3202 | 1999 | |
| 98 | Dick Estelle# | .3204 | 1992 | |
| 99 | Jim Merritt | .3207 | 1993 | |
| 100 | Shawn Hill | .3210 | 1996 |
