Round: 26 Ground: Hardcourt outdoor
| ITF Israel F11 | 2016/09/04 09:00 | Gal Hakak v Dane Webb | 6-2,6-3 |
| ITF USA F25 | 2016/07/27 15:45 | Dane Webb v Christian Harrison | 3-6,1-6 |
| ITF USA F25 Qual | 2016/07/25 15:00 | Dane Webb v Josh Silverstein | 6-3,6-3 |
| ITF USA F25 Qual | 2016/07/24 13:15 | Justin Roberts v Dane Webb | 4-6,6-1,3-6 |
| 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 Israel F11 | 2016/09/09 07:00 | Connor Smith v Evan Song | 6-1,6-1 |
| ITF Israel F11 | 2016/09/08 07:00 | Daniel Cukierman v Connor Smith | 4-6,2-6 |
| ITF Israel F11 | 2016/09/07 08:45 | Mor Bulis v Connor Smith | 5-7,2-6 |
| ITF Israel F11 | 2016/09/05 07:30 | Daniel Tamir v Connor Smith | 2-6,4-6 |
| ITF USA F27 | 2016/08/08 18:45 | Christian Harrison v Connor Smith | 6-3,7-5 |
| ITF USA F26 | 2016/08/03 16:00 | Connor Smith v Alfredo Perez | 6-2,4-6,1-6 |
| ITF USA F25 | 2016/07/29 14:00 | Connor Smith v Tennys Sandgren | 3-6,0-6 |
| ITF USA F25 | 2016/07/28 14:00 | Connor Smith v Roberto Quiroz | 6-1,6-4 |