| ITF Ecuador F1 | 2016/10/12 15:00 | Joao Menezes v Raleigh Smith | 4-6,6-3,5-7 |
| ITF Ecuador F1 | 2016/10/11 16:30 | Facundo Juarez v Raleigh Smith | 3-6,6-7 |
| ITF Canada F9 Qual | 2016/09/22 17:15 | Adam El Mihdawy v Raleigh Smith | 3-6,6-4,6-2 |
| ITF Canada F9 Qual | 2016/09/21 15:20 | Hans Hach Verdugo v Raleigh Smith | 3-6,5-7 |
| ITF Canada F8 | 2016/09/15 16:50 | Raleigh Smith v Filip Peliwo | 4-6,3-6 |
| ITF Canada F8 | 2016/09/14 14:00 | Francis Casey Alcantara v Raleigh Smith | 4-6,4-6 |
| ITF Canada F8 | 2016/09/13 16:15 | David Volfson v Raleigh Smith | 5-7,1-6 |
| ITF Canada F7 | 2016/09/06 16:10 | Frank Dancevic v Raleigh Smith | 6-1,6-2 |
| ITF Ecuador F1 | 2016/10/12 15:00 | Asdrubal Gobernate v Ivan Endara | 3-6,2-6 |
| ITF Ecuador F1 | 2016/10/11 15:00 | Tyler Mercier v Ivan Endara | 6-7,1-6 |
| ITF Canada F9 Qual | 2016/09/21 15:50 | Lev Kazakov v Ivan Endara | 6-7,6-3,6-2 |
| ITF Canada F8 | 2016/09/14 16:05 | Benjamin Sigouin v Ivan Endara | 6-4,6-2 |
| ITF Canada F8 | 2016/09/13 19:05 | Juan Carlos Aguilar v Ivan Endara | 2-6,4-6 |
| ITF Canada F7 | 2016/09/11 15:30 | Frank Dancevic v Ivan Endara | 7-6,7-6 |
| ITF Canada F7 | 2016/09/10 16:30 | Alexander Ritschard v Ivan Endara | 7-6,4-6,3-6 |
| ITF Canada F7 | 2016/09/09 16:00 | Ivan Endara v David Volfson | 6-3,2-6,6-1 |