| Round of 32 |  | | 1 | Charles Morris | Belmont, MA |  |  | | 2 | Bye | |  | | 3 | Michael Mills | Cape Elizabeth, ME |  |  | | 4 | Bye | |  | | 5 | Maxwell Freeman | Ashland, MA |  |  | | 6 | Bye | |  | | 7 | Sonny Bisazza | West Barnstable, MA |  |  | | 8 | Bye | |  | | 9 | Tyler Shibles | Centerville, MA |  |  | | 10 | Bye | |  | | 11 | Nathaniel Friedman | Boston, MA |  |  | | 12 | Bye | |  | | 13 | Alex Chin | Brookline, MA |  |  | | 14 | Bye | |  | | 15 | Raymond Todoroff | Marstons Mills, MA |  |  | | 16 | Max Francis | West Barnstable, MA |  | | 17 | Bye | |  |  | | 18 | Alan Dubrovsky | Westborough, MA |  | | 19 | Bye | |  |  | | 20 | Woody Watson | South Hamilton, MA |  | | 21 | Bye | |  |  | | 22 | Samuel J Miller | Smithfield, RI |  | | 23 | Bye | |  |  | | 24 | Eric Seewald | Duxbury, MA |  | | 25 | Bye | |  |  | | 26 | Camden Mazzoni | South Dennis, MA |  | | 27 | Bye | |  |  | | 28 | Justice Yennie | West Tisbury, MA |  | | 29 | Charles Thomas | Sandwich, MA |  |  | | 30 | Cooper Hesse | West Barnstable, MA |  | | 31 | Bye | |  |  | | 32 | Andrew Wang | Lexington, MA |  | | | Round of 16 |  | | C. Morris |  |  | | | | M. Mills |  | | | | M. Freeman |  |  | | | | S. Bisazza |  | | | | T. Shibles |  |  | | | | N. Friedman |  | | | | A. Chin |  |  | | | | M. Francis |  | | 6-0; 6-1 | | A. Dubrovsky |  |  | | | | W. Watson |  | | | | S. Miller |  |  | | | | E. Seewald |  | | | | C. Mazzoni |  |  | | | | J. Yennie |  | | | | C. Hesse |  |  | | 6-0; 6-0 | | A. Wang |  | | | | | Quarterfinals |  | | M. Mills |  |  | | 6-4; 6-3 | | M. Freeman |  | | 6-2; 6-3 | | T. Shibles |  |  | | 6-1; 6-1 | | A. Chin |  | | 6-2; 5-7; 10-8 | | W. Watson |  |  | | 7-5; 6-1 | | E. Seewald |  | | 6-0; 6-2 | | C. Mazzoni |  |  | | 7-5; 6-2 | | A. Wang |  | | 6-1; 6-0 | | | Semifinals |  | | M. Freeman |  |  | | 6-4; 4-6; 10-2 | | T. Shibles |  | | 6-2; 6-1 | | E. Seewald |  |  | | 6-2; 6-1 | | C. Mazzoni |  | | 6-0; 6-1 | | | Finals |  | | T. Shibles |  |  | | 6-2; 7-6(11); 10-5 | | C. Mazzoni |  | | 6-1; 6-1 | | C. Mazzoni |  | | 6-2; 6-3 | |