Round: 62 Ground: Hardcourt outdoor
| ITF Canada F5 | 2016/07/07 20:20 | Justin Roberts v Brayden Schnur | 2-6,3-6 |
| ITF Canada F5 | 2016/07/05 17:30 | Mesa Mei v Justin Roberts | 5-7,2-6 |
| ITF Canada F5 Qual | 2016/07/02 19:30 | Justin Roberts v Nicholas Kamisar | 6-2,6-3 |
| ITF USA F20 Qual | 2016/06/20 17:00 | Justin Roberts v Evan Zhu | 3-6,6-3,3-6 |
| ITF USA F20 Qual | 2016/06/19 17:00 | Justin Roberts v Drew Van Orderlain | 7-6,6-3 |
| ITF USA F19 | 2016/06/16 15:00 | Justin Roberts v Hans Hach Verdugo | 2-6,6-4,3-6 |
| ITF USA F19 Qual | 2016/06/13 15:00 | Justin Roberts v Ryoto Tachi | 6-1,6-2 |
| ITF USA F19 Qual | 2016/06/12 16:30 | Justin Roberts v Sahil Gaware | 6-4,6-2 |
| ITF USA F24 Qual | 2016/07/18 15:00 | Dominik Koepfer v Dane Webb | 6-4,6-0 |
| ITF USA F23 Qual | 2016/06/27 15:00 | Dane Webb v Aron Hiltzik | 2-6,4-6 |
| ITF USA F23 Qual | 2016/06/26 15:30 | Dane Webb v Eric Morris | 7-6,6-2 |
| ITF USA F21 | 2016/06/22 14:00 | Dane Webb v Clay Thompson | 4-6,4-6 |
| ITF USA F21 Qual | 2016/06/18 17:30 | Dane Webb v Michael Riechmann | 6-3,7-5 |
| ITF USA F13 Qual | 2016/04/12 16:30 | Dane Webb v Patrick Daciek | 3-6,4-6 |
| ITF USA F13 Qual | 2016/04/09 17:30 | Nathan Pasha v Dane Webb | 4-6,2-6 |
| ITF USA F12 | 2016/04/07 16:50 | Dane Webb v Nicolaas Scholtz | 5-7,3-6 |