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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Mike Bruhert | .1042 | 1963 | |
| 2 | Don Schwall | .1429 | 1950 | |
| 3 | Darren Holmes# | .1493 | 1968 | |
| 4 | Dave Frost | .1552 | 1960 | |
| 5 | Jon Lester | .1667 | 1960 | |
| 6 | Jimmie Keenan# | .1756 | 1967 | |
| 7 | Bob Sykes | .1786 | 1957 | |
| 8 | Kirk McCaskill# | .1842 | 1968 | |
| 9 | Brad Penny# | .1846 | 1965 | |
| 10 | Scott Bankhead | .1857 | 1956 | |
| 11 | John D'Acquisto# | .1939 | 1965 | |
| 12 | Madison Bumgarner* | .1944 | 1955 | |
| 13 | Charlie Root | .1948 | 1952 | |
| 14 | Ralph Terry | .1963 | 1950 | |
| 15 | Dizzy Dean* | .1964 | 1947 | |
| 16 | Brett Cecil | .2069 | 1959 | |
| 17 | Schoolboy Rowe | .2121 | 1950 | |
| 18 | Paxton Crawford# | .2128 | 1964 | |
| 19 | Len Barker | .2131 | 1946 | |
| 20 | Jack Hallett | .2143 | 1961 | |
| 20 | Doug Davis# | .2143 | 1967 | |
| 22 | Don Schwall | .2154 | 1953 | |
| 23 | Juan Pizarro | .2182 | 1950 | |
| 24 | Mike Bruhert | .2208 | 1952 | |
| 25 | Kyle Gibson# | .2222 | 1969 | |
| 25 | Mike Bruhert | .2222 | 1953 | |
| 25 | Kenta Maeda# | .2222 | 1961 | |
| 25 | Matt Young# | .2222 | 1967 | |
| 29 | Brad Penny# | .2258 | 1964 | |
| 30 | Dizzy Dean* | .2281 | 1950 | |
| 31 | Shawn Estes# | .2333 | 1964 | |
| 32 | Kirk McCaskill# | .2342 | 1967 | |
| 33 | Tim Stauffer# | .2344 | 1960 | |
| 34 | Greg Maddux* | .2371 | 1948 | |
| 35 | Don Schwall | .2381 | 1952 | |
| 36 | Al McBean# | .2404 | 1968 | |
| 37 | John Lackey# | .2410 | 1965 | |
| 38 | Brady Raggio# | .2414 | 1966 | |
| 39 | Ownie Carroll | .2417 | 1954 | |
| 40 | James Paxton# | .2419 | 1969 | |
| 41 | Dillon Gee | .2447 | 1956 | |
| 42 | Jim Hickey# | .2456 | 1968 | |
| 42 | Clay Buchholz# | .2456 | 1962 | |
| 44 | Dutch Ulrich | .2458 | 1961 | |
| 45 | Clay Buchholz# | .2459 | 1961 | |
| 46 | Ken Holtzman | .2462 | 1948 | |
| 47 | Danny Darwin | .2464 | 1948 | |
| 48 | Steve D Barber | .2473 | 1964 | |
| 48 | Clay Buchholz# | .2473 | 1963 | |
| 50 | Danny Darwin | .2500 | 1951 | |
| 50 | Len Barker | .2500 | 1948 | |
| 52 | Jimmie Keenan# | .2520 | 1968 | |
| 53 | Matt Garza# | .2529 | 1969 | |
| 54 | Dutch E Leonard | .2535 | 1959 | |
| 55 | Hugh McQuillan | .2540 | 1949 | |
| 56 | George Earnshaw | .2555 | 1958 | |
| 57 | Lary Sorensen# | .2564 | 1968 | |
| 58 | Noah Syndergaard# | .2584 | 1968 | |
| 58 | Scott Bankhead | .2584 | 1955 | |
| 60 | Al Shealy# | .2588 | 1966 | |
| 61 | Jimmie Keenan# | .2598 | 1965 | |
| 62 | Mike Bruhert | .2644 | 1958 | |
| 63 | Sam Militello | .2667 | 1966 | |
| 64 | Mickey Storey# | .2679 | 1958 | |
| 65 | Mark Portugal | .2683 | 1946 | |
| 66 | Jack Hallett | .2685 | 1960 | |
| 67 | Chuck Taylor# | .2716 | 1967 | |
| 68 | Charlie Root | .2717 | 1955 | |
| 69 | Bill Wight | .2727 | 1947 | |
| 69 | Brad Penny# | .2727 | 1963 | |
| 69 | Mike Bruhert | .2727 | 1955 | |
| 72 | Jack Hallett | .2738 | 1965 | |
| 73 | Jason Marquis | .2759 | 1963 | |
| 74 | John D'Acquisto# | .2769 | 1966 | |
| 75 | Mike Bruhert | .2784 | 1959 | |
| 76 | Brad Penny# | .2785 | 1967 | |
| 77 | James Paxton# | .2787 | 1967 | |
| 78 | Freddy Garcia# | .2794 | 1968 | |
| 79 | Hugh McQuillan | .2807 | 1947 | |
| 80 | Chien-Ming Wang | .2809 | 1949 | |
| 81 | Corey Kluber | .2817 | 1955 | |
| 82 | Steve D Barber | .2823 | 1966 | |
| 83 | Jimmie Keenan# | .2838 | 1966 | |
| 84 | Bob Sebra# | .2846 | 1964 | |
| 85 | Madison Bumgarner* | .2889 | 1956 | |
| 86 | Jack Hallett | .2891 | 1958 | |
| 87 | Mike Smithson# | .2920 | 1961 | |
| 88 | Don Schwall | .2921 | 1955 | |
| 89 | Ernie Broglio | .2937 | 1966 | |
| 90 | Jim Hickey# | .2947 | 1966 | |
| 91 | Fritz Peterson# | .2949 | 1968 | |
| 92 | Jack Hallett | .2975 | 1959 | |
| 93 | Carlos Perez | .2989 | 1956 | |
| 94 | Al McBean# | .2990 | 1967 | |
| 94 | Phil Hughes | .2990 | 1947 | |
| 96 | Jim Maloney | .3000 | 1948 | |
| 96 | Freddie Fitzsimmons | .3000 | 1948 | |
| 96 | Diego Segui# | .3000 | 1965 | |
| 99 | Fritz Peterson# | .3009 | 1967 | |
| 100 | Pat Malone | .3023 | 1949 |
