Round: 60 Ground: Clay
| ITF USA F37 | 2016/11/13 17:00 | Webb, Dane v Isaiah Strode | 6-3,6-4 |
| ITF USA F37 | 2016/11/12 20:30 | Webb, Dane v Kalyuzhnyy, Vadym | 6-7,6-3,6-1 |
| ITF USA F36 | 2016/11/09 16:00 | Webb, Dane v Bensoussan, Samuel | 4-6,7-5,3-6 |
| ITF Israel F15 | 2016/10/06 10:25 | Webb, Dane v Kobelt, Peter | 3-6,5-7 |
| ITF Israel F15 | 2016/10/05 06:30 | Webb, Dane v Michelevitz, Guy | 6-4,6-3 |
| ITF Israel F15 | 2016/10/03 09:00 | Webb, Dane v Kolobaev, Nikolay | 7-5,3-6,4-6 |
| ITF Israel F15 | 2016/10/03 06:00 | Webb, Dane v Entelis, Daniel | 6-2,6-1 |
| ITF Israel F14 | 2016/09/28 07:00 | Daniel Cukierman v Webb, Dane | 6-2,6-3 |
| ITF USA F37 | 2016/11/13 17:00 | Galloway, Robert v Hakak, Gal | 1-6,6-2,6-1 |
| ITF USA F37 | 2016/11/11 16:00 | Harrison, Malcolm v Galloway, Robert | 4-6,4-6 |
| ITF USA F36 | 2016/11/05 17:30 | Bivens, Dejon v Galloway, Robert | 7-6,6-2 |
| ITF USA F35 | 2016/10/28 21:00 | Belov, Sergey v Galloway, Robert | 6-4,6-7,6-4 |
| ITF USA F30 | 2016/09/24 19:00 | Galloway, Robert v Rivera, Cristobal | 7-5,6-7,5-7 |
| ITF USA F29 | 2016/09/17 18:00 | Galloway, Robert v Verbeek, Sem | 3-6,1-6 |
| ITF Spain F25 | 2016/08/09 09:30 | Viktor Durasovic v Galloway, Robert | 6-1,6-3 |
| ITF Spain F25 | 2016/08/08 10:50 | Galloway, Robert v Anthony Popyrin | 6-2,6-1 |