| Year | Winner(s) |
|---|---|
| 2015 | Cameron Young |
| 2014 | David Pastore |
| 2013 | Max Buckley |
| 2012 | Michael Miller |
| 2011 | Michael Miller |
| 2010 | Joseph Saladino |
| 2009 | Cameron Wilson |
| 2008 | Joseph Saladino |
| 2007 | George Zahringer III |
| 2006 | Andrew Giuliani |
| 2005 | Ronald Vannelli |
| 2004 | Peter Meurer |
| 2003 | Andrew Svoboda & Jerry Courville Jr. |
| 2002 | Jerry Courville Jr. |
| 2001 | George Zahringer III |
| 2000 | Jerry Courville Jr. |
| 1999 | Jerry Courville Jr. |
| 1998 | Greg Rohlf |
| 1997 | Jerry Courville Jr. |
| 1996 | Jeff Thomas |
| 1995 | Jerry Courville Jr. |
| 1994 | Jeff Thomas |
| 1993 | Jeff Thomas |
| 1992 | George Zahringer III |
| 1991 | John Baldwin |
| 1990 | John Baldwin |
| 1989 | George Zahringer III |
| 1988 | Ralph Howe III |
| 1987 | George Zahringer III |
| 1986 | George Zahringer III |
| 1985 | Mark Trauner |
| 1984 | Jonas Saxton & George Zahringer III |
| 1983 | Jonas Saxton |
| 1982 | George Zahringer III |
| 1981 | H.P. Van Ingen Jr. |
| 1980 | George Zahringer III |
| 1979 | George Zahringer III |
| 1978 | Jimmy F. Dee |
| 1977 | Jimmy F. Dee |
| 1976 | Richard Siderowf |
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