Round: 62 Ground: Hardcourt outdoor
| ITF USA F23 Qual | 2016/06/25 15:30 | Michael Riechmann v Roy Smith | 3-6,6-4,7-5 |
| ITF USA F20 Qual | 2016/06/20 17:00 | Roy Smith v Korey Lovett | 3-6,1-6 |
| ITF USA F20 Qual | 2016/06/19 17:00 | Liam Draxl v Roy Smith | 5-7,5-7 |
| ITF Canada F2 Qual | 2016/03/05 13:00 | Iancu-Iustinian Ghinda v Roy Smith | 5-7,6-0,6-4 |
| ITF Canada F1 Qual | 2016/02/28 15:00 | Roy Smith v Max Wennakoski | 2-6,1-6 |
| ITF Canada F1 Qual | 2016/02/27 15:00 | Roy Smith v Rached Rihani | 6-3,6-2 |
| ITF USA F7 Qual | 2016/02/12 16:00 | Roy Smith v Augusto Laranja | 1-6,1-6 |
| ITF USA F33 Qual | 2015/11/13 19:30 | Roy Smith v Tom Dynka | 6-1,6-2 |
| ITF USA F20 Qual | 2016/06/20 17:00 | Pavel Krainik v Andrew Watson | 6-0,6-4 |
| ITF USA F20 Qual | 2016/06/19 17:00 | Daniel Grunberger v Andrew Watson | 2-6,1-6 |
| ITF USA F20 Qual | 2016/06/18 19:30 | Oscar Janglin v Andrew Watson | 4-6,3-6 |
| ITF USA F19 | 2016/06/16 15:00 | Winston Lin v Andrew Watson | 6-2,6-4 |
| ITF USA F19 | 2016/06/15 15:00 | Andrew Watson v Patrick Daciek | 6-4,6-2 |
| ITF USA F19 Qual | 2016/06/13 15:00 | Andrew Watson v Christian Langmo | 6-3,6-3 |
| ITF USA F19 Qual | 2016/06/12 17:30 | Andrew Watson v Oscar Janglin | 6-3,6-2 |
| ITF USA F13 | 2016/04/13 18:00 | Evan King v Andrew Watson | 6-3,7-6 |