Round: 27 Ground: Hardcourt outdoor
| ITF Canada F8 | 2016/09/14 14:00 | Takanyi Garanganga v Hans Hach Verdugo | 6-1,6-1 |
| ITF Canada F8 | 2016/09/12 17:15 | Takanyi Garanganga v Alejandro Tabilo | 6-3,6-3 |
| ITF Canada F7 | 2016/09/06 19:00 | Takanyi Garanganga v Ivan Endara | 6-2,2-6,1-6 |
| ITF Canada F6 | 2016/09/02 17:00 | Takanyi Garanganga v Tim Van Rijthoven | 6-7,1-6 |
| ITF Canada F6 | 2016/09/01 17:00 | Takanyi Garanganga v Christopher Rosensteel | 6-0,6-3 |
| ITF Canada F6 | 2016/08/30 17:35 | Takanyi Garanganga v George Goldhoff | 6-3,6-4 |
| ITF USA F27 | 2016/08/11 14:00 | Takanyi Garanganga v Christian Harrison | 3-6,1-6 |
| ITF USA F27 | 2016/08/10 14:00 | Aleksandar Vukic v Takanyi Garanganga | 4-6,4-6 |
| ITF Canada F8 | 2016/09/14 16:05 | Benjamin Sigouin v Ivan Endara | 6-4,6-2 |
| ITF Canada F8 | 2016/09/13 18:30 | Benjamin Sigouin v Konrad Zieba | 6-4,6-4 |
| Challenger Winnipeg | 2016/07/12 20:35 | Mitchell Krueger v Benjamin Sigouin | 6-0,6-4 |
| ITF Canada F2 | 2016/03/08 15:00 | Benjamin Sigouin v Eric Quigley | 7-6,2-6,3-6 |
| ITF Canada F1 Qual | 2016/02/28 15:00 | Jarryd Chaplin v Benjamin Sigouin | 7-6,3-6,7-6 |
| ITF Canada F1 Qual | 2016/02/27 15:00 | Alexis Galarneau v Benjamin Sigouin | 4-6,7-5,6-7 |
| ITF Canada F9 Qual | 2015/09/13 14:00 | Sami Reinwein v Benjamin Sigouin | 7-6,6-1 |
| ITF Canada F2 | 2015/03/11 16:00 | Filip Veger v Benjamin Sigouin | 6-3,6-4 |