| Round of 16 |  | | 1 | William Samuels (1) | Wayland, MA |  |  | | 2 | Bye | |  | | 3 | Viboosh Chandrasekar | Canton, MA |  |  | | 4 | Will Holding | Wellesley, MA |  | | 5 | Charles Shewalter (3) | Winchester, MA |  |  | | 6 | William Talcott | Weston, MA |  | | 7 | Eliot Rozovsky | Brookline, MA |  |  | | 8 | Richmond Huot | Providence, RI |  | | 9 | Tyler Tsay | Needham, MA |  |  | | 10 | William Conigliaro | Dedham, MA |  | | 11 | John Lazor | Westwood, MA |  |  | | 12 | David Herrera (4) | Lexington, MA |  | | 13 | Shiv Patel | East Greenwich, RI |  |  | | 14 | Michael Marget | Newton, MA |  | | 15 | Harry Nichols | Lexington, MA |  |  | | 16 | Justin Brogan (2) | Falmouth, ME |  | | | Quarterfinals |  | | W. Samuels (1) |  |  | | | | V. Chandrasekar |  | | 6-0; 6-1 | | C. Shewalter (3) |  |  | | 6-2; 6-1 | | R. Huot |  | | 6-4; 6-3 | | W. Conigliaro |  |  | | 6-3; 6-2 | | D. Herrera (4) |  | | 6-0; 6-0 | | S. Patel |  |  | | 3-6; 6-3; 10-8 | | J. Brogan (2) |  | | 6-1; 6-0 | | | Semifinals |  | | W. Samuels (1) |  |  | | 7-6(4)); 6-4 | | C. Shewalter (3) |  | | 6-1; 6-3 | | D. Herrera (4) |  |  | | 6-1; 6-0 | | J. Brogan (2) |  | | 6-1; 6-0 | | | Finals |  | | W. Samuels (1) |  |  | | 6-3; 6-1 | | J. Brogan (2) |  | | 3-6; 6-1; 10-6 | | J. Brogan (2) |  | | 6-0; 6-2 | |