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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Raul Alcantara# | 1.000 | 1982-2000 | |
| 1 | Chris Capuano | 1.000 | 1994-1998 | |
| 1 | John Fulgham# | 1.000 | 1990-2000 | |
| 1 | Kevin Kobel | 1.000 | 1980-1986 | |
| 1 | Jonathan Loaisiga | 1.000 | 1983-1993 | |
| 1 | Jim Merritt | 1.000 | 1980-1994 | |
| 1 | Bill Scherrer# | 1.000 | 1993-2000 | |
| 1 | Freddie Toliver | 1.000 | 1980-1988 | |
| 9 | Chris Hatcher# | .909 | 1990-2000 | |
| 10 | Doug Rau# | .889 | 1992-2000 | |
| 11 | Jhoan Duran# | .882 | 1988-2000 | |
| 12 | Paul Erickson# | .833 | 1998-2000 | |
| 12 | Matt Guerrier | .833 | 1985-1999 | |
| 14 | Homer Bailey# | .800 | 1991-2000 | |
| 14 | Tommy Hunter | .800 | 1980-1994 | |
| 14 | Zeke Spruill | .800 | 1980-1992 | |
| 17 | Tommy Boggs# | .750 | 1997-2000 | |
| 17 | Atley Donald | .750 | 1989-1997 | |
| 17 | Kyle Freeland# | .750 | 1988-2000 | |
| 17 | Joe Krakauskas | .750 | 1984-1991 | |
| 17 | Bill Lee# | .750 | 1991-2000 | |
| 17 | Albie Lopez | .750 | 1984-2000 | |
| 17 | Sam McDowell | .750 | 1986-1999 | |
| 24 | Hiroki Kuroda# | .733 | 1993-2000 | |
| 24 | Robbie Ray | .733 | 1980-1992 | |
| 26 | Omar Daal | .714 | 1980-1990 | |
| 26 | Sonny Gray# | .714 | 1997-2000 | |
| 26 | Daniel Wright | .714 | 1989-1996 | |
| 29 | Clayton Andrews | .700 | 1980-1997 | |
| 29 | Daisuke Matsuzaka | .700 | 1986-1997 | |
| 29 | Jim Willis | .700 | 1980-1990 | |
| 29 | Barry Zito | .700 | 1980-1994 | |
| 33 | Joe Coleman | .692 | 1981-1994 | |
| 34 | Johnny Antonelli | .667 | 1980-1983 | |
| 34 | John Axford# | .667 | 1986-2000 | |
| 34 | Ray Bare# | .667 | 1987-2000 | |
| 34 | Earl Francis# | .667 | 1991-2000 | |
| 34 | Mark Hendrickson | .667 | 1980-1987 | |
| 34 | Tommy Milone# | .667 | 1999-2000 | |
| 34 | Kyle Peterson | .667 | 1986-1995 | |
| 41 | Bob Anderson | .643 | 1980-1997 | |
| 42 | Carl Hubbell# | .636 | 1992-2000 | |
| 42 | Mike Nagy# | .636 | 1992-2000 | |
| 44 | Henderson Alvarez III# | .625 | 1996-2000 | |
| 45 | Paul Moskau | .615 | 1982-1987 | |
| 45 | Gaylord Perry | .615 | 1980-1995 | |
| 47 | Shawn Chacon# | .600 | 1987-2000 | |
| 47 | Bob Friend | .600 | 1980-1998 | |
| 47 | Tom Glavine | .600 | 1980-1983 | |
| 47 | Dustin Hermanson# | .600 | 1987-2000 | |
| 47 | Gordon Jones | .600 | 1986-1995 | |
| 47 | Mike King | .600 | 1980-1994 | |
| 47 | Esteban Loaiza# | .600 | 1988-2000 | |
| 47 | John Miller# | .600 | 1986-2000 | |
| 47 | Omar Olivares | .600 | 1980-1993 | |
| 47 | Ricky Romero# | .600 | 1990-1999 | |
| 47 | Ricky Stone | .600 | 1982-1995 | |
| 47 | Craig Swan | .600 | 1980-1993 | |
| 47 | Jim York# | .600 | 1982-2000 | |
| 60 | Rick Rhoden# | .583 | 1994-2000 | |
| 61 | Len Barker | .571 | 1980-1992 | |
| 61 | Don Drysdale# | .571 | 1999-2000 | |
| 61 | Vern Geishert | .571 | 1980-1989 | |
| 61 | Joey Hamilton# | .571 | 1998-2000 | |
| 61 | Sean Marshall# | .571 | 1987-2000 | |
| 61 | Akinori Otsuka | .571 | 1981-1989 | |
| 67 | Mark Langston* | .562 | 1980-1994 | |
| 68 | Dave Dravecky | .556 | 1987-1997 | |
| 69 | Jeff Sellers | .550 | 1980-1998 | |
| 70 | Blake Snell# | .545 | 1988-2000 | |
| 71 | Chris Holt# | .538 | 1993-2000 | |
| 71 | Luke Weaver# | .538 | 1992-2000 | |
| 71 | Red Witt# | .538 | 1982-2000 | |
| 74 | Bobby Shantz | .536 | 1981-1997 | |
| 75 | Chris Bosio | .533 | 1980-1998 | |
| 76 | Brayan Bello# | .500 | 1987-2000 | |
| 76 | Dave Borkowski | .500 | 1984-1999 | |
| 76 | Walker Buehler# | .500 | 1988-2000 | |
| 76 | Mark Buehrle# | .500 | 1980-2000 | |
| 76 | John Candelaria# | .500 | 1980-2000 | |
| 76 | Joe Coleman# | .500 | 1997-2000 | |
| 76 | Dizzy Dean# | .500 | 1993-2000 | |
| 76 | Foster Edwards# | .500 | 1983-2000 | |
| 76 | Hector Fajardo | .500 | 1987-1995 | |
| 76 | Chad Gaudin | .500 | 1981-1993 | |
| 76 | Lucas Giolito | .500 | 1985-1995 | |
| 76 | Bruce Howard# | .500 | 1990-2000 | |
| 76 | Brian Kingman | .500 | 1989-1998 | |
| 76 | Joe Moeller# | .500 | 1991-2000 | |
| 76 | Barry Moore | .500 | 1980-1992 | |
| 76 | Hal Newhouser | .500 | 1985-1998 | |
| 76 | Vern Olsen# | .500 | 1994-2000 | |
| 76 | Jack Sanford# | .500 | 1994-2000 | |
| 76 | Sonny Siebert | .500 | 1982-1999 | |
| 76 | Warren Spahn | .500 | 1980-1995 | |
| 76 | Dave Veres# | .500 | 1991-2000 | |
| 76 | Tim Wakefield# | .500 | 1991-1997 | |
| 98 | Roy Oswalt# | .462 | 1988-2000 | |
| 99 | Mike Adams | .455 | 1980-1988 | |
| 99 | La Marr Hoyt# | .455 | 1985-2000 |
