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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Bill Scherrer# | .2097 | 1993-2000 | |
| 2 | Mike King | .2288 | 1980-1994 | |
| 3 | Mark Hendrickson | .2581 | 1980-1987 | |
| 4 | Hector Fajardo | .2685 | 1987-1995 | |
| 5 | Jhoan Duran# | .2799 | 1988-2000 | |
| 6 | Sean Marshall# | .2867 | 1987-2000 | |
| 7 | Kevin Ritz# | .2869 | 1997-2000 | |
| 8 | Bob Anderson | .2972 | 1980-1997 | |
| 9 | Homer Bailey# | .2983 | 1991-2000 | |
| 10 | Len Barker | .3073 | 1980-1992 | |
| 11 | Sam McDowell | .3075 | 1986-1999 | |
| 12 | Joe Krakauskas | .3083 | 1984-1991 | |
| 13 | Tom Glavine | .3086 | 1980-1983 | |
| 14 | Bill Lee# | .3094 | 1991-2000 | |
| 15 | Les Tietje | .3133 | 1984-1992 | |
| 16 | Paul Erickson# | .3189 | 1998-2000 | |
| 17 | Slick Castleman | .3194 | 1980-1984 | |
| 18 | Peter Moylan | .3208 | 1982-1991 | |
| 19 | Freddie Toliver | .3220 | 1980-1988 | |
| 20 | Tommy Hunter | .3250 | 1980-1994 | |
| 21 | Pete Smith# | .3282 | 1998-2000 | |
| 22 | Tommy Boggs# | .3287 | 1997-2000 | |
| 23 | Dave Borkowski | .3291 | 1984-1999 | |
| 24 | Ricky Romero# | .3302 | 1990-1999 | |
| 25 | Jim Merritt | .3321 | 1980-1994 | |
| 26 | Phil Niekro | .3326 | 1983-1998 | |
| 27 | Robbie Ray | .3350 | 1980-1992 | |
| 28 | Joe Moeller# | .3401 | 1991-2000 | |
| 29 | Chris Hatcher# | .3422 | 1990-2000 | |
| 30 | John Miller# | .3432 | 1986-2000 | |
| 31 | Joey Hamilton# | .3463 | 1998-2000 | |
| 32 | Dustin Hermanson# | .3522 | 1987-2000 | |
| 33 | Jay Powell# | .3524 | 1989-2000 | |
| 34 | Joe Coleman# | .3525 | 1997-2000 | |
| 35 | Doug Rau# | .3547 | 1992-2000 | |
| 36 | Chris Holt# | .3551 | 1993-2000 | |
| 37 | Blake Snell# | .3562 | 1988-2000 | |
| 38 | Luke Weaver# | .3594 | 1992-2000 | |
| 39 | Matt Guerrier | .3607 | 1985-1999 | |
| 40 | Chris Capuano | .3629 | 1994-1998 | |
| 41 | Earl Francis# | .3636 | 1991-2000 | |
| 42 | Shawn Chacon# | .3650 | 1987-2000 | |
| 43 | Mark Langston* | .3652 | 1980-1994 | |
| 44 | Bob Kelly# | .3684 | 1988-2000 | |
| 45 | Jim Willis | .3688 | 1980-1990 | |
| 46 | Dave Dravecky | .3710 | 1987-1997 | |
| 47 | Roy Oswalt# | .3721 | 1988-2000 | |
| 48 | Ray Bare# | .3727 | 1987-2000 | |
| 49 | Daniel Wright | .3736 | 1989-1996 | |
| 50 | Walker Buehler# | .3750 | 1988-2000 | |
| 51 | John Montefusco | .3773 | 1986-1997 | |
| 52 | Barry Zito | .3774 | 1980-1994 | |
| 53 | Mike Nagy# | .3777 | 1992-2000 | |
| 54 | Hal Newhouser | .3780 | 1985-1998 | |
| 55 | Paul Moskau | .3794 | 1982-1987 | |
| 56 | Vern Olsen# | .3796 | 1994-2000 | |
| 57 | Bob Friend | .3804 | 1980-1998 | |
| 58 | Lucas Giolito | .3806 | 1985-1995 | |
| 59 | Kenta Maeda | .3819 | 1982-1994 | |
| 60 | Foster Edwards# | .3836 | 1983-2000 | |
| 61 | Hiroki Kuroda# | .3856 | 1993-2000 | |
| 62 | Red Munger# | .3858 | 1993-2000 | |
| 63 | Omar Daal | .3859 | 1980-1990 | |
| 64 | Tom Bradley | .3868 | 1980-1985 | |
| 65 | Kip Wells# | .3869 | 1986-2000 | |
| 66 | Jeff Sellers | .3894 | 1980-1998 | |
| 67 | Kyle Freeland# | .3922 | 1988-2000 | |
| 68 | Ed Hanyzewski# | .3924 | 1994-2000 | |
| 69 | Brian Kingman | .3934 | 1989-1998 | |
| 70 | Wade Miley# | .3935 | 1988-1995 | |
| 71 | Johnny Antonelli | .3939 | 1980-1983 | |
| 71 | Akinori Otsuka | .3939 | 1981-1989 | |
| 73 | Hub Pruett | .3946 | 1980-1994 | |
| 74 | Art Ceccarelli | .3972 | 1980-1989 | |
| 75 | Atley Donald | .3978 | 1989-1997 | |
| 76 | Dave Veres# | .3981 | 1991-2000 | |
| 77 | Bruce Howard# | .3986 | 1990-2000 | |
| 78 | Jonathan Loaisiga | .3987 | 1983-1993 | |
| 79 | Sterling Hitchcock | .4000 | 1980-1990 | |
| 79 | Tony Saunders# | .4000 | 1988-1993 | |
| 81 | Daisuke Matsuzaka | .4013 | 1986-1997 | |
| 82 | Bobby Shantz | .4021 | 1981-1997 | |
| 83 | Kyle Peterson | .4022 | 1986-1995 | |
| 84 | Dizzy Dean# | .4054 | 1993-2000 | |
| 85 | Dillon Gee# | .4062 | 1993-2000 | |
| 86 | John Axford# | .4065 | 1986-2000 | |
| 87 | Mike Adams | .4067 | 1980-1988 | |
| 88 | Red Witt# | .4078 | 1982-2000 | |
| 89 | Ian Snell | .4090 | 1980-1992 | |
| 90 | Albie Lopez | .4093 | 1984-2000 | |
| 91 | Gordon Jones | .4114 | 1986-1995 | |
| 92 | Brayan Bello# | .4118 | 1987-2000 | |
| 92 | John Candelaria# | .4118 | 1980-2000 | |
| 92 | Sonny Gray# | .4118 | 1997-2000 | |
| 95 | Mark Buehrle# | .4127 | 1980-2000 | |
| 96 | Vern Geishert | .4135 | 1980-1989 | |
| 96 | Raul Alcantara# | .4135 | 1982-2000 | |
| 98 | Ricky Stone | .4143 | 1982-1995 | |
| 99 | Don Nottebart | .4158 | 1982-1988 | |
| 100 | Zeke Spruill | .4167 | 1980-1992 |
