Round: 60 Ground: Clay
| ITF USA F8 - Qual. | 2016/02/19 18:30 | Abhijeet Joshi v Federico Juan Aguilar | 6-4,6-2 |
| ITF USA F8 - Qual. | 2016/02/19 18:30 | Raleigh Smith v Jose Daniel Bendeck | 6-3,6-3 |
| ITF USA F7 Qual | 2016/02/12 20:00 | Sebastian Korda v Raleigh Smith | 6-3,7-5 |
| Challenger Santo Domingo - Qual. | 2016/02/06 17:50 | Luis David Martinez v Raleigh Smith | 6-3,7-5 |
| ITF USA F5 | 2016/01/24 14:00 | Andrew Carter v Raleigh Smith | 7-6,6-3 |
| ITF USA F5 | 2016/01/22 14:30 | Gianni Ross v Raleigh Smith | 3-6,7-6,2-6 |
| ITF USA F4 | 2016/01/20 14:30 | Kaichi Uchida v Raleigh Smith | 6-4,6-4 |
| ITF USA F4 | 2016/01/18 14:30 | Keenan Mayo v Raleigh Smith | 1-6,1-6 |
| ITF USA F4 | 2016/01/17 16:00 | Mwendwa Mbithi v Raleigh Smith | 0-6,0-6 |