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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Danny McDevitt | .947 | 1994 | |
| 2 | Les Cain | .944 | 1991 | |
| 3 | Scott Kamieniecki# | .929 | 1995 | |
| 4 | Tyler Chatwood# | .905 | 1998 | |
| 5 | Sonny Siebert | .895 | 1999 | |
| 6 | Gerry Arrigo | .889 | 1992 | |
| 7 | Dick Drott | .882 | 1992 | |
| 7 | Scott Kamieniecki# | .882 | 1998 | |
| 7 | Joe Moeller# | .882 | 1989 | |
| 7 | Luis Leal# | .882 | 1998 | |
| 7 | Jim Merritt | .882 | 1993 | |
| 7 | Glenn Dishman | .882 | 1988 | |
| 13 | MacKenzie Gore# | .880 | 1993 | |
| 14 | Dick Drott | .875 | 1991 | |
| 14 | Sammy Ellis# | .875 | 1998 | |
| 14 | Ron Kline# | .875 | 1993 | |
| 14 | Calvin Maduro# | .875 | 1995 | |
| 18 | Scott Kamieniecki# | .870 | 1997 | |
| 19 | Yohan Pino | .864 | 1994 | |
| 19 | Seth Etherton | .864 | 1996 | |
| 19 | Livan Hernandez# | .864 | 1997 | |
| 22 | Don Sutton# | .857 | 2000 | |
| 22 | Dick Drott | .857 | 1984 | |
| 22 | Jim Hughes# | .857 | 1993 | |
| 25 | Jim Colborn# | .850 | 1996 | |
| 26 | Jack Morris# | .846 | 1998 | |
| 27 | Jeff Samardzija# | .844 | 1984 | |
| 28 | Joe Pate | .842 | 1981 | |
| 28 | Steve Johnson | .842 | 1987 | |
| 30 | Jim Unknown | .833 | 1984 | |
| 30 | Steve Johnson | .833 | 1994 | |
| 30 | David Wells# | .833 | 1996 | |
| 33 | Jesse Jefferson# | .826 | 1997 | |
| 34 | Jimmy Key# | .824 | 2000 | |
| 34 | Steven Brault | .824 | 1998 | |
| 34 | Lynn Nelson | .824 | 1988 | |
| 37 | Mike Thompson | .818 | 1983 | |
| 37 | Ed Head# | .818 | 2000 | |
| 37 | Jimmy Key# | .818 | 1998 | |
| 40 | Jakob Junis | .815 | 1996 | |
| 41 | MacKenzie Gore# | .812 | 1995 | |
| 41 | James Kaprielian# | .812 | 1997 | |
| 41 | Jake Thompson | .812 | 1982 | |
| 41 | Jeff Samardzija# | .812 | 2000 | |
| 41 | Barry Latman | .812 | 1988 | |
| 46 | Luis Mendoza# | .810 | 1998 | |
| 47 | Jack Russell | .800 | 1983 | |
| 47 | Robert Ray | .800 | 1986 | |
| 47 | Marv Breuer# | .800 | 1995 | |
| 47 | Lynn Nelson | .800 | 1990 | |
| 47 | Dave Freisleben | .800 | 1981 | |
| 52 | Lil Stoner | .789 | 1994 | |
| 52 | Bob Moose | .789 | 1990 | |
| 52 | Jesse Litsch# | .789 | 1999 | |
| 52 | Livan Hernandez# | .789 | 2000 | |
| 56 | Ron Kline# | .786 | 1994 | |
| 56 | Charlie Wagner# | .786 | 1999 | |
| 56 | Jeff Suppan# | .786 | 1993 | |
| 56 | Dutch Leonard | .786 | 1991 | |
| 60 | Jim Unknown | .783 | 1982 | |
| 60 | Trevor Wilson | .783 | 1980 | |
| 60 | Barry Moore | .783 | 1994 | |
| 63 | Scott Kamieniecki# | .778 | 1999 | |
| 63 | Cal Quantrill | .778 | 1992 | |
| 63 | Lynn Nelson | .778 | 1991 | |
| 63 | Don Nottebart | .778 | 1986 | |
| 63 | Jesse Jefferson# | .778 | 2000 | |
| 63 | Rollie Sheldon | .778 | 1996 | |
| 63 | Tom Timmermann | .778 | 1990 | |
| 70 | Dave LaPoint | .773 | 1992 | |
| 70 | Steve Kraly | .773 | 1992 | |
| 70 | Todd Stottlemyre | .773 | 1998 | |
| 73 | Les Tietje | .769 | 1990 | |
| 73 | Jason Hammel# | .769 | 1999 | |
| 73 | Bob Knepper | .769 | 1994 | |
| 76 | Sergio Valdez# | .765 | 1997 | |
| 76 | Clyde King# | .765 | 1998 | |
| 76 | Jack Morris# | .765 | 2000 | |
| 79 | Les Cain | .762 | 1990 | |
| 79 | Shawn Chacon# | .762 | 1994 | |
| 79 | Bill Zepp | .762 | 1995 | |
| 79 | Wade Miley# | .762 | 1998 | |
| 79 | Scott Kamieniecki# | .762 | 1996 | |
| 79 | Phil Ortega# | .762 | 1995 | |
| 85 | Earl Wilson | .750 | 1984 | |
| 85 | Dustin May# | .750 | 1995 | |
| 85 | Robert Ray | .750 | 1984 | |
| 85 | John Patterson | .750 | 1996 | |
| 85 | Livan Hernandez# | .750 | 1998 | |
| 85 | Scott Kamieniecki# | .750 | 1991 | |
| 85 | Chris Bosio | .750 | 1993 | |
| 85 | Ricky Romero# | .750 | 1997 | |
| 85 | Walt Terrell# | .750 | 1990 | |
| 85 | Dustin May# | .750 | 1997 | |
| 85 | John Miller# | .750 | 1998 | |
| 85 | Dave LaPoint | .750 | 1987 | |
| 85 | Taj Bradley# | .750 | 2000 | |
| 85 | Ben Hendrickson# | .750 | 1997 | |
| 99 | Mark Lemongello | .742 | 1996 | |
| 100 | Todd Stottlemyre | .741 | 1997 |
