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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Woody Rich | .2661 | 1950-1956 | |
| 2 | Len Matarazzo | .2830 | 1951-1953 | |
| 3 | Cliff Speck | .2915 | 1974-1977 | |
| 4 | Scott Budner | .3094 | 1976-1979 | |
| 5 | Jeff Wehmeier | .3106 | 1974-1979 | |
| 6 | Casey Cox | .3188 | 1962-1964 | |
| 7 | Glen Tackitt | .3202 | 1971-1975 | |
| 8 | Silvio Martinez | .3222 | 1974-1976 | |
| 9 | Gustavo Santiago# | .3301 | 1977-1980 | |
| 10 | Daniel Solters | .3322 | 1970-1976 | |
| 11 | Ted Abernathy | .3339 | 1947-1949 | |
| 12 | Bob Raftice | .3372 | 1981-1985 | |
| 13 | Les Straker | .3375 | 1977-1982 | |
| 14 | Danny Guevara | .3401 | 1974-1978 | |
| 15 | John Brown | .3437 | 1971-1975 | |
| 16 | Robert Ware | .3498 | 1968-1972 | |
| 17 | Edward Szado | .3503 | 1970-1972 | |
| 18 | David Harper | .3522 | 1971-1973 | |
| 19 | Tony Barrientos | .3556 | 1970-1973 | |
| 20 | Butch Edge | .3579 | 1974-1977 | |
| 21 | Rick Kemp | .3614 | 1970-1975 | |
| 22 | John Travis | .3634 | 1971-1973 | |
| 23 | Jim Sadowski | .3652 | 1972-1974 | |
| 24 | Erik Hendricks | .3659 | 1978-1983 | |
| 25 | Steven Oliver# | .3714 | 1982-1987 | |
| 26 | James Harris | .3715 | 1970-1975 | |
| 27 | Paul Givens | .3749 | 1977-1983 | |
| 28 | Melvin Lopez | .3753 | 1974-1979 | |
| 29 | John Hessler | .3785 | 1979-1986 | |
| 30 | Edward Koziol# | .3830 | 1982-1987 | |
| 31 | Bruce Olson | .3851 | 1969-1974 | |
| 32 | Terry Bongiovanni | .3880 | 1970-1973 | |
| 33 | Craig Scramuzzo | .3881 | 1970-1972 | |
| 34 | Rod Boxberger# | .3885 | 1978-1987 | |
| 35 | Alex Vasquez# | .3901 | 1973-1975 | |
| 36 | Sheldon Andrews | .3911 | 1980-1985 | |
| 37 | Carlos Montijo | .3918 | 1982-1987 | |
| 38 | Coley Smith | .4027 | 1970-1976 | |
| 39 | Kenneth Waiss | .4297 | 1970-1978 |
