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The Norman E. Cressy family gave this trophy in 1990 as the club championship for Optimists. The three Cressy children, Eric, Jonathan and Heather, were enthusiastic members of Pleon.
2011 Clark Uhl
2009 Clark Uhl
2008 Sophie Naughton
2007 Brian Drumm
2006 Brian Drumm
2005 Ian Barrows
2004 Alex Cook
2003 Alex Cook
2002 Lindsay Smith
2001 Dan Altreuter
2000 Thomas Hornos
1999 Robert Gorman
1998 Kyle Smith
1997 Robbie Gorman
1996 Jay Connolly
1995 Jay Connoly
1994 Ethan Dobrow
1993 Brian Wilson
1990 Ethan Doyle
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