Round: 27 Ground: Clay
| ITF USA F13 | 2016/04/14 15:00 | Philip Bester v Hans Hach Verdugo | 6-1,6-1 |
| ITF USA F13 | 2016/04/13 20:00 | Philip Bester v Felipe Mantilla | 7-5,6-2 |
| Challenger Le Gosier | 2016/04/05 19:00 | Philip Bester v Andre Ghem | 4-6,6-7 |
| Challenger Drummondville | 2016/03/18 17:00 | Philip Bester v Daniel Evans | 3-6,6-7 |
| Challenger Drummondville | 2016/03/17 18:30 | Philip Bester v Roberto Ortega-Olmedo | 6-3,7-6 |
| Challenger Drummondville | 2016/03/15 22:30 | Tommy Paul v Philip Bester | 3-6,4-6 |
| Davis Cup | 2016/03/06 15:15 | Richard Gasquet v Philip Bester | 6-1,7-6 |
| Challenger Morelos | 2016/02/17 16:00 | Alejandro Gonzalez v Philip Bester | 7-5,7-6 |
| ITF USA F13 | 2016/04/14 17:05 | Dennis Nevolo v Nicolaas Scholtz | 6-4,6-2 |
| ITF USA F13 | 2016/04/13 22:55 | Dennis Nevolo v Mico Santiago | 6-2,6-4 |
| ITF USA F12 | 2016/04/09 18:00 | Dennis Nevolo v Denis Shapovalov | 3-6,4-6 |
| ITF USA F12 | 2016/04/08 17:30 | Christian Lindell v Dennis Nevolo | 2-6,4-6 |
| ITF USA F12 | 2016/04/07 19:35 | Sebastian Fanselow v Dennis Nevolo | 5-7,4-6 |
| ITF USA F12 | 2016/04/05 15:35 | Dennis Nevolo v Evan King | 6-2,6-1 |
| ITF USA F11 | 2016/03/24 20:15 | Dennis Nevolo v Mitchell Krueger | 4-6,4-6 |
| ITF USA F11 | 2016/03/23 21:50 | Dennis Nevolo v Jose Daniel Bendeck | 6-4,6-1 |