1992 John Torgerson (Avon Old Farms)
1993 John Torgerson (Avon Old Farms)
1994 Will Strout (Hotchkiss School)
1995 Peter Wadsworth (Brunswick School)
1996 Gerrett Van Duyne (St George's School)
1997 Peter Wadsworth (Brunswick School)
1998 Amada Clark (St. George's School)
1999* Joel Hanneman (Tabor Academy)
2000**
Full: Patrick Rynne (St Sebastian's School)
Radial: Jamie Farrell (Greenwich HS)
2001**
Full: Brendan Shattuck (Choate Rosemary Hall)
Radial: Zander Kirkland (Tabor Academy)
2002**
Full: Alex Steele (Tabor Academy)
Radial: Matt Barry (Brunswick School)
2003**
Full: HS Trevor Moore (Woodstock Union)
Radial: Langdon Mitchell (Greenwich HS)
2004**
Full: William "Jay" Mills (The Hotchkiss School)
Radial: Michael Easton (Lexington HS)
2005**
Full: Charlie Ill (Brunswick School)
Radial: Jesse Kirkland '06 (Tabor Academy)
2006**
Full: Ian Cook (St. George’s School)
Radial: John Moulthrop (the Hotchkiss School)
2007**
Full: Alex Weiksnar (Greenwich HS)
Radial: Elizabeth Barry (Greenwich Academy)
2008**
Cam Cullman (the Hotchkiss School)
Radials: William Hutchings (Milton Academy)
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