Round: 25 Ground: Clay
| ITF Italia F14 | 2016/06/09 08:00 | Gavin Van Peperzeel v Orlando Luz | 4-6,4-6 |
| ITF Italia F14 | 2016/06/08 07:00 | Gavin Van Peperzeel v Toby Martin | 6-3,6-0 |
| ITF Italia F13 | 2016/06/01 09:30 | Gavin Van Peperzeel v Filippo Baldi | 2-6,2-6 |
| ITF Italia F13 | 2016/05/31 08:00 | Gavin Van Peperzeel v Viktor Galovic | 6-4,6-4 |
| ITF Australia F4 | 2016/03/22 23:30 | Gavin Van Peperzeel v Daniel Nolan | 6-3,3-6,4-6 |
| ITF Australia F3 | 2016/03/20 00:00 | Gavin Van Peperzeel v Andrew Whittington | 2-6,3-6 |
| ITF Australia F3 | 2016/03/19 04:40 | Gavin Van Peperzeel v Marc Polmans | 6-3,6-4 |
| ITF Australia F3 | 2016/03/18 03:30 | Gavin Van Peperzeel v Bradley Mousley | 7-6,7-6 |
| ITF México F3 | 2016/05/20 15:00 | Raleigh Smith v Roberto Quiroz | 5-7,6-7 |
| ITF México F3 | 2016/05/18 15:30 | Raleigh Smith v Mauricio Astorga | 6-4,7-6 |
| ITF México F3 | 2016/05/17 15:00 | Federico Zeballos v Raleigh Smith | 6-7,7-5,4-6 |
| ITF Mexico F2 | 2016/05/14 17:00 | Darian King v Raleigh Smith | 7-5,6-7,7-5 |
| ITF Mexico F2 | 2016/05/11 19:55 | Raleigh Smith v Janis Podzus | 6-4,6-4 |
| ITF Mexico F2 | 2016/05/10 15:00 | Raleigh Smith v Hans Hach Verdugo | 6-4,7-6 |
| ITF Mexico F2 | 2016/05/09 16:00 | Raleigh Smith v Jose Antonio Rodriguez Rodriguez | 6-2,6-1 |
| ITF Mexico F2 | 2016/05/08 16:00 | Raleigh Smith v Gabriel P Tumasonis | 6-2,6-2 |