Round: 25 Ground: Hardcourt outdoor
| ITF Canada F6 | 2016/09/02 19:00 | Brayden Schnur v Andrew Carter | 7-5,6-2 |
| ITF Canada F6 | 2016/08/31 16:30 | Andrew Carter v Brandon L. Sutter | 6-4,6-2 |
| ITF Canada F6 | 2016/08/29 16:00 | Andrew Carter v Michael Zhu | 3-6,6-3,6-1 |
| ITF Brazil F4 | 2016/07/22 14:00 | Jose Pereira v Andrew Carter | 6-1,6-2 |
| ITF Brazil F4 | 2016/07/21 14:00 | Alex Blumenberg v Andrew Carter | 3-6,6-3,3-6 |
| ITF Brazil F4 | 2016/07/19 15:15 | Gabriel Decamps v Andrew Carter | 2-6,7-6,4-6 |
| ITF Brazil F3 | 2016/07/12 18:40 | Andrew Carter v Igor Marcondes | 4-6,1-6 |
| ITF USA F22 | 2016/06/30 18:00 | Winston Lin v Andrew Carter | 6-4,6-2 |
| ITF Canada F6 | 2016/09/03 18:00 | Philip Bester v Brayden Schnur | 4-6,6-3,3-6 |
| ITF Canada F6 | 2016/09/02 18:15 | Philip Bester v Gonzales Austin | 7-5,6-3 |
| ITF Canada F6 | 2016/09/01 18:55 | Philip Bester v Stefan Frljanic | 4-6,7-6,7-5 |
| ITF Canada F6 | 2016/08/30 16:00 | Philip Bester v Harrison Scott | 7-5,6-2 |
| Challenger - Granby | 2016/08/04 22:30 | Yasutaka Uchiyama v Philip Bester | 6-4,7-5 |
| Challenger - Granby | 2016/08/02 16:05 | Philip Bester v Quentin Halys | 6-2,7-6 |
| Challenger - Winnipeg | 2016/07/15 15:00 | Philip Bester v Peter Gojowczyk | 5-7,3-6 |
| Challenger - Winnipeg | 2016/07/14 15:20 | Bjorn Fratangelo v Philip Bester | 6-4,5-7,1-6 |