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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Jhoan Duran# | 15 | 1988-2000 | |
| 1 | Bobby Shantz | 15 | 1981-1997 | |
| 3 | Ray Bare# | 14 | 1987-2000 | |
| 3 | Jim Willis | 14 | 1980-1990 | |
| 3 | Barry Zito | 14 | 1980-1994 | |
| 6 | Blake Snell# | 12 | 1988-2000 | |
| 7 | Hiroki Kuroda# | 11 | 1993-2000 | |
| 7 | Robbie Ray | 11 | 1980-1992 | |
| 7 | Jeff Sellers | 11 | 1980-1998 | |
| 10 | Chris Hatcher# | 10 | 1990-2000 | |
| 11 | Bob Anderson | 9 | 1980-1997 | |
| 11 | Shawn Chacon# | 9 | 1987-2000 | |
| 11 | Joe Coleman | 9 | 1981-1994 | |
| 11 | Chad Gaudin | 9 | 1981-1993 | |
| 11 | Mark Langston* | 9 | 1980-1994 | |
| 11 | John Miller# | 9 | 1986-2000 | |
| 11 | Omar Olivares | 9 | 1980-1993 | |
| 18 | Chris Bosio | 8 | 1980-1998 | |
| 18 | Paul Moskau | 8 | 1982-1987 | |
| 18 | Gaylord Perry | 8 | 1980-1995 | |
| 18 | Doug Rau# | 8 | 1992-2000 | |
| 22 | Clayton Andrews | 7 | 1980-1997 | |
| 22 | John Candelaria# | 7 | 1980-2000 | |
| 22 | Chris Holt# | 7 | 1993-2000 | |
| 22 | Carl Hubbell# | 7 | 1992-2000 | |
| 22 | Daisuke Matsuzaka | 7 | 1986-1997 | |
| 22 | Barry Moore | 7 | 1980-1992 | |
| 22 | Mike Nagy# | 7 | 1992-2000 | |
| 22 | Rick Rhoden# | 7 | 1994-2000 | |
| 22 | Luke Weaver# | 7 | 1992-2000 | |
| 22 | Red Witt# | 7 | 1982-2000 | |
| 32 | John Axford# | 6 | 1986-2000 | |
| 32 | Mark Buehrle# | 6 | 1980-2000 | |
| 32 | Jonathan Loaisiga | 6 | 1983-1993 | |
| 32 | Esteban Loaiza# | 6 | 1988-2000 | |
| 32 | Albie Lopez | 6 | 1984-2000 | |
| 32 | Sam McDowell | 6 | 1986-1999 | |
| 32 | Jim Merritt | 6 | 1980-1994 | |
| 32 | Roy Oswalt# | 6 | 1988-2000 | |
| 40 | Mike Adams | 5 | 1980-1988 | |
| 40 | Henderson Alvarez III# | 5 | 1996-2000 | |
| 40 | Brayan Bello# | 5 | 1987-2000 | |
| 40 | Art Ceccarelli | 5 | 1980-1989 | |
| 40 | Omar Daal | 5 | 1980-1990 | |
| 40 | Dave Dravecky | 5 | 1987-1997 | |
| 40 | Red Embree | 5 | 1981-1994 | |
| 40 | Paul Erickson# | 5 | 1998-2000 | |
| 40 | Sonny Gray# | 5 | 1997-2000 | |
| 40 | Matt Guerrier | 5 | 1985-1999 | |
| 40 | Ed Hanyzewski# | 5 | 1994-2000 | |
| 40 | La Marr Hoyt# | 5 | 1985-2000 | |
| 40 | Urbano Lugo | 5 | 1980-1993 | |
| 40 | Phil Niekro | 5 | 1983-1998 | |
| 40 | Dave Patterson | 5 | 1980-1990 | |
| 40 | Sonny Siebert | 5 | 1982-1999 | |
| 40 | Warren Spahn | 5 | 1980-1995 | |
| 40 | Daniel Wright | 5 | 1989-1996 | |
| 58 | Homer Bailey# | 4 | 1991-2000 | |
| 58 | Len Barker | 4 | 1980-1992 | |
| 58 | Joe Bonikowski# | 4 | 1992-2000 | |
| 58 | Jin-ho Cho | 4 | 1980-1991 | |
| 58 | Don Drysdale# | 4 | 1999-2000 | |
| 58 | Vern Geishert | 4 | 1980-1989 | |
| 58 | Joey Hamilton# | 4 | 1998-2000 | |
| 58 | Gene Harris | 4 | 1980-1990 | |
| 58 | Tommy Hunter | 4 | 1980-1994 | |
| 58 | Sean Marshall# | 4 | 1987-2000 | |
| 58 | John Montefusco | 4 | 1986-1997 | |
| 58 | Vern Olsen# | 4 | 1994-2000 | |
| 58 | Akinori Otsuka | 4 | 1981-1989 | |
| 58 | Kyle Peterson | 4 | 1986-1995 | |
| 58 | Jay Powell# | 4 | 1989-2000 | |
| 58 | Scott Sanderson | 4 | 1986-1994 | |
| 58 | Ian Snell | 4 | 1980-1992 | |
| 58 | Zeke Spruill | 4 | 1980-1992 | |
| 58 | Freddie Toliver | 4 | 1980-1988 | |
| 58 | Joel Zumaya# | 4 | 1992-2000 | |
| 78 | Tommy Boggs# | 3 | 1997-2000 | |
| 78 | Dave Borkowski | 3 | 1984-1999 | |
| 78 | Jonathan Broxton# | 3 | 1999-2000 | |
| 78 | Walker Buehler# | 3 | 1988-2000 | |
| 78 | Chris Capuano | 3 | 1994-1998 | |
| 78 | Dizzy Dean# | 3 | 1993-2000 | |
| 78 | Atley Donald | 3 | 1989-1997 | |
| 78 | Kyle Freeland# | 3 | 1988-2000 | |
| 78 | Bob Friend | 3 | 1980-1998 | |
| 78 | Tom Glavine | 3 | 1980-1983 | |
| 78 | Jim Golden# | 3 | 1990-2000 | |
| 78 | Dave Goltz# | 3 | 1990-1998 | |
| 78 | Bill Gullickson# | 3 | 1991-1999 | |
| 78 | Dustin Hermanson# | 3 | 1987-2000 | |
| 78 | Gordon Jones | 3 | 1986-1995 | |
| 78 | Anthony Kay | 3 | 1980-1988 | |
| 78 | Dallas Keuchel | 3 | 1980-1986 | |
| 78 | Mike King | 3 | 1980-1994 | |
| 78 | Kevin Kobel | 3 | 1980-1986 | |
| 78 | Joe Krakauskas | 3 | 1984-1991 | |
| 78 | Bill Lee# | 3 | 1991-2000 | |
| 78 | Kenta Maeda | 3 | 1982-1994 | |
| 78 | Kevin McCarthy | 3 | 1985-1998 |
