Round: 26 Ground: Hardcourt outdoor
| 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 |
| ITF USA F12 | 2016/04/06 18:20 | Dane Webb v Janis Podzus | 6-4,6-7,6-4 |
| ITF USA F22 | 2016/07/01 16:10 | Winston Lin v Connor Smith | 6-3,6-4 |
| ITF USA F22 | 2016/06/29 14:00 | Collin Johns v Connor Smith | 2-6,6-2,3-6 |
| ITF Netherlands F1 | 2016/06/17 09:00 | Yann Marti v Connor Smith | 6-4,6-1 |
| ITF Netherlands F1 | 2016/06/15 12:55 | Paul Monteban v Connor Smith | 0-6,2-6 |
| ITF Netherlands F1 | 2016/06/13 16:30 | Gijs Brouwer v Connor Smith | 2-6,1-6 |
| ITF China F9 | 2016/06/03 03:00 | Akira Santillan v Connor Smith | 6-3,6-3 |
| ITF China F9 | 2016/06/01 03:00 | Rigele Te v Connor Smith | 0-6,3-6 |
| ITF China F9 | 2016/05/30 06:00 | Xi Qi v Connor Smith | 4-6,2-6 |