Clarence W. Sills Trophy
In 1930, Clarence W. Sills presented a silver vase to the Class E fleet for the season championship, specifying that it was to become the permanent possession of the person who won it three out of five consecutive years. This happened twice: Ralph N. Isham won the trophy in 1930, 1931, and 1934 for permanent possession, and redonated it under the same conditions; William C. Grunow Jr. won the season championship in 1948, 1950, and 1951, and redonated it as a perpetual trophy in the championship series.
- 1930 Ralph N. Isham
- 1931 Ralph N. Isham
- 1932 Porter Brothers
- 1933 Charles F. Edwards
- 1934 Ralph N. Isham
- 1935 Harold R. Hough
- 1936 Bruce P. Adams
- 1937 Bruce P. Adams
- 1938 Walter Colman
- 1939 Walter Colman
- 1940. Clarence W. Sills Jr.
- 1941 H. R. Hough
- 1942 R. O’Neil and Clarence W. Sills Jr.
- 1943 No race
- 1944 No race
- 1945 No race
- 1946 Clarence W. Sills Jr.
- 1947 George H. Kiefer Jr.
- 1948 Bill Grunow
- 1949 George H. Kiefer Jr.
- 1950 Bill Grunow
- 1951 Bill Grunow
- 1985 Buddy Melges
- 1986 Harry Melges III
- 1987 Charles Colman
- 1988 Harry Melges III
- 1989 Harry Melges III
- 1990 Brian Porter
- 1991 Brian Porter
- 1992 Brian Porter
- 1993 Brian Porter
- 1994 Charles Colman and Frank Davenport
- 1995 Brian Porter
- 1996 Brian Porter
- 1997 David Wall
- 1998 No race
- 1999 No race
- 2000 Brian Porter
- 2001 Peter Wall
- 2002 Buddy Melges
- 2003 Brian Porter
- 2004 Ken Wruk
- 2005 Vincent Porter
- 2006 No race
- 2007 Brian Porter
- 2008 Ken Wruk
- 2009
- 2010 Ken Wruk
- 2011 Charles Colman
- 2012 Vincent Porter
- 2013 Brian Porter
- 2014 Brian Porter
- 2015 No Race
- 2016 Vincent Porter
- 2017 Peter Strothman
- 2018 Vincent Porter
- 2019 Brian Porter
- 2020 Kyle Navin
- 2021 Vincent Porter
- 2022 Kyle Navin
- 2023 Scott Ripkey
- 2024 Vincent Porter