Round: 28 Ground: Hardcourt outdoor
| Challenger Winnipeg | 2016/07/12 20:35 | Brayden Schnur v Philip Bester | 1-6,3-6 |
| ITF Canada F5 | 2016/07/08 19:10 | Philip Bester v Brayden Schnur | 6-3,6-2 |
| ITF Canada F3 | 2015/06/28 19:00 | Philip Bester v Brayden Schnur | 3-6,6-4,7-6 |
| 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 |
| Challenger Winnipeg | 2016/07/12 20:35 | Brayden Schnur v Philip Bester | 1-6,3-6 |
| 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 | Rubin Statham v Brayden Schnur | 0-6,4-6 |
| ITF Canada F6 | 2016/08/29 19:10 | Brayden Schnur v Kevin Lynch | 6-1,6-2 |
| Challenger Granby | 2016/08/02 14:00 | Brayden Schnur v Mitchell Krueger | 2-6,6-1,2-6 |
| Challenger Winnipeg | 2016/07/12 20:35 | Brayden Schnur v Philip Bester | 1-6,3-6 |
| ITF Canada F5 | 2016/07/08 19:10 | Philip Bester v Brayden Schnur | 6-3,6-2 |
| ITF Canada F5 | 2016/07/07 20:20 | Justin Roberts v Brayden Schnur | 2-6,3-6 |
| ATP Montreal Qual | 2015/08/09 14:00 | Yen-Hsun Lu v Brayden Schnur | 6-0,6-1 |