Round: 62 Ground: Hardcourt outdoor
| ITF Canada F9 Qual | 2016/09/18 14:00 | Riaan Du Toit v Nicholas Kamisar | 6-3,3-6,2-6 |
| ITF South Africa F1 | 2016/10/31 23:00 | Jay Clarke v Riaan Du Toit | 6-2,3-6,6-0 |
| ITF Canada F9 Qual | 2016/09/18 14:00 | Riaan Du Toit v Nicholas Kamisar | 6-3,3-6,2-6 |
| ITF Canada F8 | 2016/09/12 17:40 | Hans Hach Verdugo v Riaan Du Toit | 6-2,7-6 |
| ITF Canada F7 | 2016/09/05 19:35 | Riaan Du Toit v Rhyne Williams | 3-6,1-6 |
| ITF Canada F4 | 2016/07/01 18:00 | Raymond Sarmiento v Riaan Du Toit | 6-2,6-3 |
| 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 South Africa F2 Qual | 2016/11/04 23:00 | Llewellyn Cox v Nicholas Kamisar | 1-6,1-6 |
| ITF South Africa F1 Qual | 2016/10/30 23:00 | Joshua Luck v Nicholas Kamisar | 6-0,6-7,6-4 |
| ITF Canada F9 Qual | 2016/09/20 17:05 | Alejandro Tabilo v Nicholas Kamisar | 6-3,6-3 |
| ITF Canada F9 Qual | 2016/09/19 14:00 | Nicholas Kamisar v Brandon Donaldson | 6-3,4-6,6-3 |
| ITF Canada F9 Qual | 2016/09/18 14:00 | Riaan Du Toit v Nicholas Kamisar | 6-3,3-6,2-6 |
| ITF Canada F9 Qual | 2016/09/17 14:00 | Nicholas Kamisar v Drew Van Orderlain | 6-1,5-7,6-1 |
| ITF Canada F8 Qual | 2016/09/12 15:50 | Nicholas Kamisar v Nicholas S. Hu | 3-6,3-6 |
| ITF Canada F8 Qual | 2016/09/12 07:33 | Nicholas Kamisar v Nicholas S. Hu | 3-6,3-6 |