Round: 28 Ground: Clay
| ITF USA F1 | 2016/01/08 18:00 | Shane, Ryan v Bester, Philip | 2-6,3-6 |
| ITF USA F1 | 2016/01/06 02:40 | Brandon Holt v Bester, Philip | 4-6,3-6 |
| Challenger Las Vegas | 2015/10/19 21:30 | Bester, Philip v Kavcic, Blaz | 5-7,0-6 |
| Challenger Fairfield | 2015/10/13 18:45 | Bester, Philip v Donaldson, Jared | 2-6,3-6 |
| Challenger Tiburon | 2015/09/29 17:00 | Mitchell Krueger v Bester, Philip | 6-4,6-7,6-1 |
| Challenger Columbus | 2015/09/22 14:00 | Quentin Halys v Bester, Philip | 6-1,2-6,6-0 |
| ITF Canada F8 | 2015/09/04 20:30 | Bester, Philip v Escobar, Gonzalo | 2-6,6-3,3-6 |
| ITF Canada F8 | 2015/09/03 19:30 | Bester, Philip v Bourchier, Edward | 6-1,6-1 |
| ITF USA F1 | 2016/01/08 19:30 | Thompson, Clay v Corrie, Edward | 6-2,6-2 |
| ITF USA F1 | 2016/01/07 23:30 | Thompson, Clay v Salisbury, Joe | 6-3,6-3 |
| ITF USA F1 | 2016/01/06 03:20 | Quigley, Eric v Thompson, Clay | 4-6,7-6,4-6 |
| USA F34, Singles | 2015/11/25 16:00 | Thompson, Clay v Bangoura, Sekou | 5-7,5-7 |
| USA F34, Singles | 2015/11/24 18:10 | Thompson, Clay v Little, William | 6-4,6-1 |
| ITF USA F28 | 2015/10/02 17:00 | Thompson, Clay v Scholtz, Nicolaas | 6-7,1-6 |
| ITF USA F28 | 2015/09/29 18:30 | Thompson, Clay v Ore, I. A. | 6-3,6-1 |
| ITF USA F27 | 2015/09/22 18:35 | Thompson, Clay v Austin, Gonzales | 6-4,4-6,6-3 |