| Round of 16 |  | | 1 | Daniel Shulman (1) | Newtonville, MA |  |  | | 2 | Bye | |  | | 3 | Matthew Ford | Acton, MA |  |  | | 4 | Seth Carlson | West Roxbury, MA |  | | 5 | Andy Dougherty (4) | Dover, MA |  |  | | 6 | Alex Mena | Boxford, MA |  | | 7 | Ryan Leong | Nashua, NH |  |  | | 8 | Ilya Levin | Wellesley, MA |  | | 9 | Jeffrey Birenbaum | Andover, MA |  |  | | 10 | Daniel Golden | Brookline, MA |  | | 11 | Ryan Filker | Sudbury, MA |  |  | | 12 | Mitchell Henry (3) | Wellesley, MA |  | | 13 | Ryan Masotti | Bondville, VT |  |  | | 14 | Bradford Aymes | Shrewsbury, MA |  | | 15 | Bye | |  |  | | 16 | Matthew Shapiro (2) | Hanover, NH |  | | | Quarterfinals |  | | D. Shulman (1) |  |  | | | | M. Ford |  | | 6-1; 6-1 | | A. Dougherty (4) |  |  | | 6-2; 6-2 | | I. Levin |  | | 6-0; 6-1 | | D. Golden |  |  | | 6-1; 6-0 | | R. Filker |  | | Wd (emerg) | | B. Aymes |  |  | | 6-1; 6-3 | | M. Shapiro (2) |  | | | | | Semifinals |  | | D. Shulman (1) |  |  | | 2-6; 6-2; 10-8 | | I. Levin |  | | 6-3; 6-1 | | D. Golden |  |  | | 6-3; 6-1 | | M. Shapiro (2) |  | | 6-2; 6-0 | | | Finals |  | | I. Levin |  |  | | 6-4; 6-2 | | M. Shapiro (2) |  | | 3-6; 6-4; 10-8 | | M. Shapiro (2) |  | | 6-2; 6-2 | |