|
 |
| R1 | Mathieu Girard d. John Peterson | 6-4 |
| R1 | Matthew Greenbaum d. Marshall Bessey | 6-1 |
| R1 | Dheven Duenwald d. Brandon Suss | 6-2 |
| R1 | Mathieu Girard d. Marshall Bessey | 6-4 |
| R1 | John Peterson d. Brandon Suss | 6-1 |
| R1 | Matthew Greenbaum d. Dheven Duenwald | 6-3 |
| R1 | Mathieu Girard d. Brandon Suss | 6-1 |
| R1 | Dheven Duenwald d. Marshall Bessey | 6-3 |
| R1 | Matthew Greenbaum d. John Peterson | 6-1 |
 All Boys' 14 Singles - Blue Matches |
|
 |
| R1 | Justin Pace d. Jay Mudholkar | 6-4 |
| R1 | Luke Garner d. Andrew Forchetti | 6-0 |
| R1 | Justin Pace d. Andrew Forchetti | 6-2 |
| R1 | Luke Garner d. Jay Mudholkar | 6-1 |
| R1 | Luke Garner d. Justin Pace | 6-3 |
| R1 | Andrew Forchetti d. Jay Mudholkar | 6-1 |
 All Boys' 14 Singles - Red Matches |
|
 |
| R1 | Zachary Peterson d. William Weinbach | 6-3 |
| R1 | Evan Felcher d. Owen Bass | 6-0 |
| R1 | Owen Bass d. Zachary Peterson | 6-4 |
| R1 | Evan Felcher d. William Weinbach | 6-2 |
| R1 | Evan Felcher d. Zachary Peterson | 6-0 |
| R1 | William Weinbach d. Owen Bass | 7-5 |
 All Boys' 14 Singles - White Matches |
|
 |
| F | Finn Garner d. Richard Greenbaum | 6-1; 6-2 |
| SF | Richard Greenbaum d. Jonathan Miller | 6-3; 6-2 |
| SF | Finn Garner d. Noah Rennert | 6-1; 6-0 |
 All Boys' 16 Singles Matches |
|
 |
| F | David Schulz d. Jeremy Reichentahl | 6-0; 7-6(5) |
| SF | Jeremy Reichentahl d. Austin DuBois | 7-5; 3-6(7) |
| SF | David Schulz d. Matthew Ruefenacht | 6-0; 6-3 |
 All Boys' 18 Singles Matches |