| US Open Qual | 2016/08/23 15:00 | Vasil Kirkov v Yannik Reuter | 2-6,5-7 |
| ITF USA F25 | 2016/07/27 14:00 | Vasil Kirkov v Evan King | 4-6,2-6 |
| ITF USA F25 Qual | 2016/07/25 15:00 | Vasil Kirkov v Sameer Kumar | 6-4,6-4 |
| ITF USA F25 Qual | 2016/07/23 13:30 | Vasil Kirkov v Alafia Ayeni | 6-2,6-4 |
| ITF USA F24 | 2016/07/19 14:00 | Vasil Kirkov v Christian Harrison | 2-6,3-6 |
| ITF Germany F4 | 2016/06/20 11:00 | Jakob Sude v Vasil Kirkov | 7-6,6-3 |
| ITF Germany F4 | 2016/06/19 09:00 | Jonas Maier v Vasil Kirkov | 3-6,4-6 |
| ITF Netherlands F1 Qual | 2016/06/12 08:00 | Vasil Kirkov v Fabian Fallert | 6-4,2-6,2-6 |
| Challenger Cary Qual | 2016/09/12 16:00 | Mackenzie McDonald v Wil Spencer | 6-2,6-4 |
| Challenger Cary Qual | 2016/09/11 16:50 | Arturo Schmidt v Wil Spencer | 1-6,3-6 |
| Challenger Cary Qual | 2016/09/10 17:50 | Robert Levine v Wil Spencer | 6-2,3-6,4-6 |
| ITF USA F27 | 2016/08/12 14:00 | Wil Spencer v Rhyne Williams | 4-6,2-6 |
| ITF USA F27 | 2016/08/11 14:00 | Strong Kirchheimer v Wil Spencer | 6-3,6-7,0-6 |
| ITF USA F27 | 2016/08/10 17:30 | Gonzales Austin v Wil Spencer | 3-6,6-7 |
| ITF USA F27 | 2016/08/09 16:30 | Wil Spencer v Luke Bambridge | 7-5,6-3 |
| ITF USA F24 | 2016/07/22 17:00 | Tennys Sandgren v Wil Spencer | 3-6,6-3,6-4 |