Round: 27 Ground: Hardcourt outdoor
| ITF Canada F4 | 2016/06/30 18:35 | Raymond Sarmiento v Chandril Sood | 6-1,6-4 |
| ITF Canada F4 | 2016/06/30 00:20 | Benjamin Mitchell v Raymond Sarmiento | 1-6,4-6 |
| ITF Canada F3 | 2016/06/25 19:35 | Raymond Sarmiento v Peter Polansky | 4-6,4-6 |
| ITF Canada F3 | 2016/06/24 18:00 | Raymond Sarmiento v Farris Fathi Gosea | 6-4,6-3 |
| ITF Canada F3 | 2016/06/23 18:10 | Edan Leshem v Raymond Sarmiento | 3-6,0-6 |
| ITF Canada F3 | 2016/06/21 18:40 | Raheel Manji v Raymond Sarmiento | 3-6,2-6 |
| ITF China F9 | 2016/05/31 03:20 | Rhett Purcell v Raymond Sarmiento | 2-6,1-6 |
| ITF China F8 | 2016/05/24 08:30 | Raymond Sarmiento v Rigele Te | 6-7,3-6 |
| ITF Canada F4 | 2016/07/01 00:00 | Riaan Du Toit v Filip Peliwo | 4-6,6-3,6-2 |
| ITF Canada F4 | 2016/06/29 23:05 | Calvin Thalheimer v Riaan Du Toit | 1-6,2-6 |
| ITF Canada F4 Qual | 2016/06/27 17:00 | Riaan Du Toit v Lakshit Sood | 6-2,6-4 |
| ITF Canada F4 Qual | 2016/06/26 17:00 | Riaan Du Toit v Washi Gervais | 6-7,6-2,6-2 |
| ITF Canada F3 | 2016/06/21 20:00 | Riaan Du Toit v Harrison Scott | 1-6,6-2,0-6 |
| ITF Canada F3 Qual | 2016/06/20 18:20 | Riaan Du Toit v Jabari Stafford | 6-1,6-2 |
| ITF Canada F3 Qual | 2016/06/19 19:00 | Riaan Du Toit v Stefan Frljanic | 7-5,6-1 |
| ITF USA F10 Qual | 2016/03/13 17:00 | Riaan Du Toit v Miomir Kecmanovic | 2-6,2-6 |