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