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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jimmie Keenan# | .724 | 1960-1969 | |
| 2 | John D'Acquisto# | .702 | 1961-1969 | |
| 3 | Brad Penny# | .696 | 1963-1969 | |
| 3 | Al McBean# | .696 | 1962-1969 | |
| 5 | Jim Hickey# | .663 | 1957-1969 | |
| 6 | Bob Sebra# | .648 | 1959-1969 | |
| 7 | James Paxton# | .640 | 1957-1969 | |
| 8 | Mike Bruhert | .636 | 1951-1968 | |
| 8 | Darren Holmes# | .636 | 1957-1969 | |
| 10 | Francisco Cordova# | .625 | 1955-1969 | |
| 11 | Charlie Root | .621 | 1951-1967 | |
| 12 | Madison Bumgarner* | .616 | 1946-1962 | |
| 13 | Jameson Taillon | .615 | 1950-1958 | |
| 14 | Bob Sykes | .609 | 1950-1962 | |
| 15 | Paxton Crawford# | .608 | 1961-1969 | |
| 16 | Pat Malone | .605 | 1948-1960 | |
| 16 | Osiris Matos | .605 | 1954-1967 | |
| 18 | Dizzy Dean* | .602 | 1946-1961 | |
| 19 | Danny Darwin | .598 | 1947-1962 | |
| 20 | Al Shealy# | .595 | 1962-1969 | |
| 21 | Carlos Perez | .586 | 1953-1963 | |
| 22 | Fritz Peterson# | .584 | 1964-1969 | |
| 23 | Erasmo E Ramirez | .582 | 1946-1956 | |
| 23 | Robbie Erlin | .582 | 1947-1957 | |
| 25 | Derek Lowe | .579 | 1950-1967 | |
| 26 | Jim Barr# | .578 | 1961-1969 | |
| 27 | Ralph Birkofer# | .577 | 1956-1969 | |
| 27 | Dick Bosman# | .577 | 1956-1964 | |
| 29 | Greg Maddux* | .568 | 1946-1957 | |
| 29 | Mark Gubicza | .568 | 1947-1960 | |
| 31 | Matt Moore | .567 | 1946-1958 | |
| 32 | John Thomson | .564 | 1946-1957 | |
| 33 | John Lackey# | .562 | 1960-1969 | |
| 34 | Kirk McCaskill# | .561 | 1961-1969 | |
| 35 | Scott T Baker | .556 | 1946-1957 | |
| 36 | Jeremy Bonderman | .554 | 1958-1967 | |
| 36 | Corey Kluber | .554 | 1948-1961 | |
| 38 | Jon Lester | .553 | 1947-1966 | |
| 38 | Sam Militello | .553 | 1956-1967 | |
| 40 | Tom Glavine | .551 | 1946-1952 | |
| 41 | Jack Hallett | .547 | 1955-1969 | |
| 42 | Livan Hernandez | .545 | 1946-1956 | |
| 43 | Mace Brown# | .542 | 1963-1969 | |
| 44 | Brett Cecil | .541 | 1950-1969 | |
| 44 | Scott Bankhead | .541 | 1953-1967 | |
| 46 | Kent Peterson# | .540 | 1956-1969 | |
| 47 | Snipe Hansen# | .538 | 1962-1969 | |
| 48 | Juan Pizarro | .535 | 1946-1963 | |
| 49 | Freddie Fitzsimmons | .534 | 1946-1950 | |
| 49 | Schoolboy Rowe | .534 | 1946-1958 | |
| 51 | Freddy Garcia# | .533 | 1956-1969 | |
| 51 | R A Dickey | .533 | 1946-1953 | |
| 53 | Kenta Maeda# | .532 | 1959-1969 | |
| 53 | Jae Weong Seo# | .532 | 1962-1969 | |
| 53 | Clay Buchholz# | .532 | 1959-1969 | |
| 56 | Jaret Wright# | .530 | 1961-1969 | |
| 56 | Steve D Barber | .530 | 1953-1968 | |
| 58 | John Mitchell# | .529 | 1962-1969 | |
| 59 | David Palmer# | .528 | 1955-1969 | |
| 60 | Bob Friend | .527 | 1946-1957 | |
| 60 | Ed Lynch | .527 | 1948-1962 | |
| 62 | George Murray | .526 | 1952-1961 | |
| 62 | Shawn Estes# | .526 | 1959-1969 | |
| 64 | Dutch Ulrich | .525 | 1954-1965 | |
| 64 | Matt Clement | .525 | 1946-1959 | |
| 66 | Bo Belinsky | .524 | 1949-1964 | |
| 67 | Dick Pole# | .523 | 1957-1969 | |
| 67 | Bill Monbouquette | .523 | 1946-1956 | |
| 67 | Don Schwall | .523 | 1946-1959 | |
| 70 | Gary Peters | .522 | 1946-1958 | |
| 71 | Lefty Williams | .521 | 1946-1959 | |
| 71 | Lary Sorensen# | .521 | 1956-1969 | |
| 73 | Hiroki Kuroda | .520 | 1950-1958 | |
| 73 | Jim Kaat# | .520 | 1954-1969 | |
| 75 | Noah Syndergaard# | .519 | 1965-1969 | |
| 75 | Ownie Carroll | .519 | 1948-1963 | |
| 77 | Phil Collins# | .518 | 1956-1969 | |
| 78 | Diego Segui# | .516 | 1965-1969 | |
| 79 | Mark Mulder | .515 | 1950-1961 | |
| 79 | Frank Viola | .515 | 1946-1961 | |
| 81 | Cam Bedrosian# | .514 | 1953-1969 | |
| 82 | Glendon Rusch# | .513 | 1961-1969 | |
| 82 | Mort Cooper | .513 | 1946-1958 | |
| 84 | Hal Gregg# | .512 | 1960-1969 | |
| 85 | Alex Fernandez | .511 | 1946-1956 | |
| 86 | Randy O'Neal | .510 | 1952-1965 | |
| 87 | Allen Watson | .509 | 1946-1953 | |
| 88 | James Shields | .508 | 1946-1958 | |
| 88 | Don Robinson | .508 | 1947-1961 | |
| 90 | Eric Wilkins | .507 | 1954-1964 | |
| 91 | Dave Frost | .506 | 1959-1968 | |
| 91 | Toby Borland | .506 | 1955-1969 | |
| 93 | Phil Hughes | .505 | 1946-1955 | |
| 94 | Dillon Gee | .503 | 1950-1966 | |
| 95 | Shelby Miller | .502 | 1953-1966 | |
| 96 | Stan Coveleski | .501 | 1946-1959 | |
| 97 | Kevin Slowey | .500 | 1952-1961 | |
| 97 | Mickey Storey# | .500 | 1955-1969 | |
| 99 | Hideo Nomo | .499 | 1948-1961 | |
| 100 | Tim Stauffer# | .498 | 1956-1969 |
