Round: 62 Ground: Hardcourt outdoor
| ITF USA F8 | 2016/02/23 17:00 | Raleigh Smith v Andrea Collarini | 4-6,4-6 |
| ITF USA F8 Qual | 2016/02/22 17:00 | Raleigh Smith v Roberto Quiroz | 0-6,4-6 |
| ITF USA F8 Qual | 2016/02/21 16:00 | Juan Sebastian Gomez v Raleigh Smith | 2-6,6-1,6-7 |
| ITF USA F8 Qual | 2016/02/20 17:30 | Abhijeet Joshi v Raleigh Smith | 3-6,1-6 |
| 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 F9 Qual | 2016/02/26 16:00 | Evan Bynoe v Jared Thompkins | 7-6,6-1 |
| ITF USA F8 Qual | 2016/02/19 20:00 | Piotr Zbroja v Jared Thompkins | 6-4,3-6,6-2 |
| ITF USA F2 Qual | 2016/01/09 18:00 | Alejandro Tabilo v Jared Thompkins | 6-1,6-1 |
| ITF USA F33 Qual | 2015/11/14 16:30 | Bruno Savi v Jared Thompkins | 6-3,6-2 |
| ITF USA F32 Qual | 2015/11/08 16:00 | Jared Thompkins v Denis Shapovalov | 1-6,0-6 |
| ITF USA F28 | 2015/09/26 20:00 | Strong Kirchheimer v Jared Thompkins | 6-3,6-2 |
| ITF USA F26 Qual | 2015/09/12 17:00 | Brandon L. Sutter v Jared Thompkins | 6-4,6-4 |
| ITF USA F16 | 2015/05/08 14:00 | Jose L Sangroniz Ojer v Jared Thompkins | 7-5,6-2 |