| 2012 | Eric Neely | Babson |
| 2011 | Moira Long | Springfield |
| 2010 | Joel Dearing | Springfield |
| 2009 | Dorothy Webb | Wellesley |
| 2008 | Joel Dearing | Springfield |
| 2007 | Dorothy Webb | Wellesley |
| 2006 | Patti Giannattasio | Coast Guard |
| 2005 | Bonnie May | Smith |
| 2004 | Patti Giannattasio | Coast Guard |
| 2003 | Joel Dearing |
Springfield |
| 2002 | Paul Dill | MIT |
| 2001 | Dorothy Webb | Wellesley |
| 2000 | Dorothy Webb | Wellesley |
| 1999 | Dorothy Webb | Wellesley |
| 1998 | Dorothy Webb | Wellesley |
| 1997 | Dorothy Webb | Wellesley |
| 1996 | Dorothy Webb | Wellesley |
| 1995 | Dorothy Webb Bonnie May | Wellesley Smith |
| 1994 | Bonnie May | Smith |
| 1993 | Cindy Gregory | MIT |
| 1992 | Gina Loudenburg | Wheaton |
| 1991 | Gina Loudenburg | Wheaton |
| 1990 | Sue Daggett | Wellesley |
| 1989 | Karyn Altman | MIT |
| 1988 | Bonnie May | Smith |
