Massachusetts State “2.5” Singles Champions — Men
| Year | Champion |
| 2015 | Jeff Struzenski |
| 2014 | Ishaan George |
| 2013 | Kyle Hall |
| 2012 | Alex Yanishevsky |
| 2011 | Rob L. Soni |
| 2010 | Scott Marrimow |
| 2009 | Cel Kulasekaran |
| 2008 | Mac Caplan |
| 2007 | Alejandro Vadia |
| 2006 | Daniel Hullah |
| 2005 | Jeffrey Brown |
| 2004 | Justin Bond |
| 2003 | Kimo Griggs |
| 2002 | Fred Eustis |
| 2001 | Erik Vigsnes |
| 2000 | Phil Adams |
| 1999 | Vipin Mayar |