Round: 26 Ground: Hardcourt outdoor
| ITF USA F30 | 2016/09/28 18:05 | Takanyi Garanganga v Shane Vinsant | 6-2,6-1 |
| ITF Canada F9 Qual | 2016/09/22 14:00 | Rhyne Williams v Takanyi Garanganga | 6-2,6-1 |
| ITF Canada F9 Qual | 2016/09/20 14:00 | Hunter Reese v Takanyi Garanganga | 2-6,3-6 |
| ITF Canada F8 | 2016/09/15 14:00 | Takanyi Garanganga v Benjamin Sigouin | 6-2,5-7,3-6 |
| 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 USA F30 | 2016/09/27 19:10 | Hunter Callahan v Elmar Ejupovic | 7-5,6-1 |
| ITF USA F29 | 2016/09/21 17:00 | Hunter Callahan v Lucas Gomez | 3-6,6-7 |
| ITF USA F29 | 2016/09/19 18:30 | Hunter Callahan v Hunter Johnson | 6-3,6-1 |
| ITF USA F29 | 2016/09/18 19:30 | Hunter Callahan v Alessandro-D Ventre | 6-4,6-3 |
| ITF USA F29 | 2016/09/17 00:30 | Hunter Callahan v Errol Smith | 6-3,7-5 |
| ITF USA F28 | 2016/09/13 21:45 | Hunter Callahan v Ty Trombetta | 2-6,4-6 |
| ITF USA F27 | 2016/08/09 14:00 | Marc Polmans v Hunter Callahan | 6-3,6-3 |
| ITF USA F27 Qual | 2016/08/07 13:30 | Hunter Callahan v Nils Ellefsen | 6-3,6-2 |