Round: 62 Ground: Hardcourt outdoor
| 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 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 F25 Qual | 2016/07/24 13:15 | Josh Silverstein v Alexander Knight | 6-4,6-2 |
| ITF USA F25 Qual | 2016/07/23 14:30 | Josh Silverstein v Brian Battistone | 6-4,6-4 |
| ITF USA F24 Qual | 2016/07/18 16:45 | Robbie Mudge v Josh Silverstein | 4-6,6-1,6-2 |
| ITF USA F24 Qual | 2016/07/16 18:00 | Josh Silverstein v Gunther Matta | 6-3,6-4 |
| ITF USA F20 Qual | 2016/06/18 19:30 | Pavel Krainik v Josh Silverstein | 6-1,6-0 |
| ITF USA F19 | 2016/06/15 16:50 | Josh Silverstein v Evan King | 1-6,3-6 |