Round: 27 Ground: Hardcourt outdoor
| ITF Canada F4 | 2016/06/30 17:00 | Philip Bester v Joshua Peck | 6-3,6-2 |
| ITF Canada F4 | 2016/06/29 18:35 | Philip Bester v Kevin Kylar | 6-1,6-3 |
| ITF Canada F3 | 2016/06/24 18:00 | Peter Polansky v Philip Bester | 4-6,6-3,6-2 |
| ITF Canada F3 | 2016/06/23 17:00 | Michael Genender v Philip Bester | 1-6,0-6 |
| ITF Canada F3 | 2016/06/22 18:35 | Kevin Kylar v Philip Bester | 2-6,1-6 |
| ITF USA F17 | 2016/06/08 15:50 | Philip Bester v Dominic Cotrone | 6-3,3-6,6-3 |
| ITF USA F16 | 2016/05/07 14:00 | Roberto Quiroz v Philip Bester | 6-2,6-4 |
| ITF USA F16 | 2016/05/06 14:00 | Philip Bester v Miomir Kecmanovic | 7-5,6-3 |
| ITF Canada F4 | 2016/06/30 18:20 | Raheel Manji v Sebastien Boltz | 4-6,0-6 |
| ITF Canada F4 | 2016/06/29 18:40 | Spencer Furman v Sebastien Boltz | 6-7,4-6 |
| ITF Portugal F5 | 2016/05/13 09:00 | Andre Gaspar Murta v Sebastien Boltz | 6-3,7-5 |
| ITF Portugal F5 | 2016/05/12 12:40 | Juan P Canas Garcia v Sebastien Boltz | 1-6,1-6 |
| ITF France F9 | 2016/04/30 13:00 | Sebastien Boltz v Andreas Beck | 3-6,0-6 |
| ITF France F9 | 2016/04/28 14:50 | Julian Ocleppo v Sebastien Boltz | 6-7,3-6 |
| ITF France F9 | 2016/04/26 09:00 | Alexandre Muller v Sebastien Boltz | 4-6,3-6 |
| ITF Greece F5 | 2016/04/20 08:30 | Mike Urbanija v Sebastien Boltz | 3-6,6-2,6-4 |