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All-time Boys Basketball Champions
| School |
Coach |
| 2003 Glasgow |
Don Haman |
| 2002 Sanford |
Stan Waterman |
| 2001 William Penn |
Jim Periales |
| 2000 A.I. duPont |
Greg Williams |
| 1999 William Penn |
Steve Johnson |
| 1998 Brandywine |
Joe Rapczynski |
| 1997 Seaford |
Charles O'Donnell |
| 1996 Howard |
Paul Brown |
| 1995 St. Marks |
Lee Sibley |
| 1994 William Penn |
Jim Phillips |
| 1993 Glasgow |
Don Haman |
| 1992 Sanford |
Stan Waterman |
| 1991 Sanford |
Thom Shumosic |
| 1990 Newark |
James Doody Jr. |
| 1989 St. Marks |
Steve Johnson |
| 1988 Wilmington |
Eugene Thompson |
| 1987 Newark |
James Doody Jr. |
| 1986 Sanford |
Gil Jackson |
| 1985 Howard |
Joseph Hussey |
| 1984 Caesar Rodney |
Marshall Emery |
| 1983 Wilmington |
Eugene Thompson |
| 1982 Newark |
James Doody Jr. |
| 1981 Indian River |
David Cook |
| 1980 Indian River |
David Cook |
| 1979 Concord |
Rich Albertson |
| 1978 Wilmington |
Eugene Thompson |
| 1977 Brandywine |
Paul McClary |
| 1976 Cape Henlopen |
Ralph Baird |
| 1975 Cape Henlopen |
Ralph Bairs |
| 1974 Wilmington |
Gregory McNeill |
| 1973 Howard |
Jay Thomas |
| 1972 Wilmington |
Tim Autry |
| 1971 Milford |
Dan McGinniss |
| 1970 De La Warr |
Charley Remsburg |
| 1969 De La Warr |
Charley Remsburg |
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