Established by Robert Hartcorn of Salisbury, Connecticut, former tennis coach of The Hotchkiss School, this award is given to the winner of the Boys Tennis Tournament.

2023-2024
Yury Tsibikov

2022-2023
Jared Leong

2021-2022
Luke H. Louchheim

2020-2021
Luke H. Louchheim

2018-2019
Andrew C. Maura  

2017-2018
Andrew C. Maura

2016-2017
Robert A. Kennedy

2015-2016
Robert A. Kennedy

2014-2015
Robert A. Kennedy

2013-2014
Elliott M. Thornton

2012-2013
Gonzalo E. Mocorrea

2011-2012
Clifford F. Traff

2010-2011
Charles B. Hough

2009-2010
Matthew H. Shapiro

2008-2009
Robert E. Lightbourn

2007-2008
Gregory R. Maxson

2006-2007
John Randolph B. Thornton

2005-2006
Gregory R. Maxson

2004-2005
Jonas M. Ecker

2003-2004
Cameron J. Waldman

2002-2003
Michael B. Hammond

2001-2002
Cameron J. Waldman

2000-2001
Jonathan P. Loveless

1999 - 2000
Jonathan P. Loveless

1998-1999
Jonathan P. Loveless