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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Ricardo Contreras | 2.51 | 1969 | |
| 2 | Garry Davidson | 2.34 | 1956 | |
| 3 | Nick Simpson | 2.33 | 1950 | |
| 4 | Jorge Cedeño | 2.32 | 1945 | |
| 5 | Pedro Martínez# | 2.17 | 1985 | |
| 6 | Harley Griggs | 2.14 | 1948 | |
| 6 | Graham Brooks | 2.14 | 1969 | |
| 8 | Gabriel McJames# | 2.13 | 1991 | |
| 9 | Trevor den Braber# | 2.11 | 1980 | |
| 10 | Mario Gonzáles | 2.10 | 1951 | |
| 11 | Miguel Sánchez# | 2.05 | 1991 | |
| 12 | Tom Mills# | 2.01 | 1973 | |
| 13 | Javier Lara# | 1.98 | 1986 | |
| 14 | Miguel Galván | 1.95 | 1957 | |
| 14 | Gerard Ward# | 1.95 | 1986 | |
| 16 | Ramón Colón | 1.92 | 1967 | |
| 16 | Joseph Morgan# | 1.92 | 1988 | |
| 18 | Anthony Edwards | 1.88 | 1948 | |
| 18 | Máximo Quiñones | 1.88 | 1950 | |
| 20 | Perry Robinson# | 1.84 | 1980 | |
| 21 | Perry Robinson# | 1.82 | 1981 | |
| 22 | Randy Bailey | 1.80 | 1950 | |
| 23 | Manuel Ramírez* | 1.79 | 1944 | |
| 24 | Miguel Sánchez# | 1.77 | 1985 | |
| 24 | John Head | 1.77 | 1955 | |
| 26 | Adrian Walcott | 1.75 | 1952 | |
| 27 | Steven Fitzgerald# | 1.72 | 1980 | |
| 28 | Adrian Walcott | 1.70 | 1955 | |
| 29 | Keith Elmore | 1.68 | 1970 | |
| 30 | Christian Forrest | 1.67 | 1926 | |
| 30 | Luis Rodríguez# | 1.67 | 1984 | |
| 30 | Joe Padgett | 1.67 | 1936 | |
| 30 | Joo-il Yi | 1.67 | 1927 | |
| 34 | Joe Lewis | 1.66 | 1976 | |
| 34 | Francisco Contreras# | 1.66 | 1983 | |
| 34 | Jorge Ledesma | 1.66 | 1940 | |
| 34 | Nelis Koevoet | 1.66 | 1972 | |
| 38 | Mario Gonzáles | 1.64 | 1952 | |
| 39 | Herbert Evans | 1.63 | 1913 | |
| 40 | Spencer Whitney# | 1.62 | 1989 | |
| 40 | Manuel Nerí | 1.62 | 1950 | |
| 42 | Floyd Flynn | 1.60 | 1977 | |
| 42 | Graham Brooks | 1.60 | 1968 | |
| 44 | Jesús Valdéz | 1.58 | 1947 | |
| 45 | Don Hensley | 1.57 | 1969 | |
| 46 | León Santana# | 1.56 | 1990 | |
| 46 | Will Baker* | 1.56 | 1920 | |
| 48 | Lane Alexander | 1.55 | 1953 | |
| 48 | Rich Sutton | 1.55 | 1942 | |
| 50 | Garrett Drumm | 1.54 | 1914 | |
| 50 | Rich Sutton | 1.54 | 1939 | |
| 50 | Will Baker* | 1.54 | 1919 | |
| 53 | Taylor Greene# | 1.53 | 1981 | |
| 53 | Perry Robinson# | 1.53 | 1982 | |
| 53 | Alberto García# | 1.53 | 1974 | |
| 56 | Al Bowen# | 1.51 | 1981 | |
| 57 | Taylor Greene# | 1.50 | 1980 | |
| 57 | Manuel Ramírez* | 1.50 | 1942 | |
| 59 | Miguel Galván | 1.49 | 1959 | |
| 59 | Brian Johnson | 1.49 | 1940 | |
| 59 | José Martínez | 1.49 | 1958 | |
| 62 | George Gibbs# | 1.47 | 1986 | |
| 62 | Jason Young | 1.47 | 1945 | |
| 62 | Jim Kennedy# | 1.47 | 1984 | |
| 62 | Jeff Patterson# | 1.47 | 1985 | |
| 62 | Duncan Crawford | 1.47 | 1944 | |
| 67 | Orlando Ramírez | 1.46 | 1915 | |
| 67 | Adrian Walcott | 1.46 | 1953 | |
| 67 | Rob Barnard# | 1.46 | 1980 | |
| 67 | Larry Barnett | 1.46 | 1972 | |
| 67 | José Trevino | 1.46 | 1947 | |
| 72 | Máximo Quiñones | 1.45 | 1948 | |
| 72 | Tom Smith | 1.45 | 1953 | |
| 74 | Joe Padgett | 1.44 | 1937 | |
| 75 | Rob Barnard# | 1.43 | 1981 | |
| 75 | Orlando Colón | 1.43 | 1939 | |
| 75 | Jesse Thompson | 1.43 | 1945 | |
| 78 | Reese Sites | 1.42 | 1946 | |
| 78 | Júlio Miranda | 1.42 | 1963 | |
| 80 | Herbert Evans | 1.41 | 1912 | |
| 80 | Rob Barnard# | 1.41 | 1979 | |
| 82 | Ed Adams | 1.40 | 1945 | |
| 82 | Mario Gonzáles | 1.40 | 1949 | |
| 84 | Steve Fields | 1.39 | 1962 | |
| 84 | Rudy Everett# | 1.39 | 1990 | |
| 84 | John Mossop | 1.39 | 1934 | |
| 84 | Brian Johnson | 1.39 | 1939 | |
| 84 | Brian Johnson | 1.39 | 1938 | |
| 89 | Shannon Curry# | 1.38 | 1989 | |
| 89 | Robert Abbott# | 1.38 | 1988 | |
| 89 | Luis Manuel Martínez | 1.38 | 1926 | |
| 89 | Pat Holland | 1.38 | 1935 | |
| 93 | José Molina# | 1.37 | 1977 | |
| 93 | Ernesto Velázquez | 1.37 | 1937 | |
| 93 | Pat Holland | 1.37 | 1936 | |
| 96 | Aymeric Farnese# | 1.35 | 1990 | |
| 97 | Randy Bean | 1.34 | 1935 | |
| 97 | Héctor Madrigal | 1.34 | 1931 | |
| 97 | Al Bowen# | 1.34 | 1982 | |
| 100 | Mike Bater# | 1.33 | 1987 |
