Round: 26 Ground: Clay
| ITF USA F19 | 2016/06/15 18:20 | van Peperzeel, Gavin v Smith, Raleigh | 6-3,6-1 |
| ITF USA F19 | 2016/06/19 16:00 | van Peperzeel, Gavin v King, Evan | 6-7,3-6 |
| ITF USA F19 | 2016/06/18 17:15 | van Peperzeel, Gavin v Torpegaard, Mikael | 6-4,6-1 |
| ITF USA F19 | 2016/06/17 16:00 | van Peperzeel, Gavin v Hach Verdugo, Hans | 6-2,6-3 |
| ITF USA F19 | 2016/06/16 18:35 | van Peperzeel, Gavin v Evan Zhu | 7-6,6-4 |
| ITF USA F19 | 2016/06/15 18:20 | van Peperzeel, Gavin v Smith, Raleigh | 6-3,6-1 |
| ITF Italy F14 | 2016/06/09 08:00 | van Peperzeel, Gavin v Orlando Luz | 4-6,4-6 |
| ITF Italy F14 | 2016/06/08 07:00 | van Peperzeel, Gavin v Toby Martin | 6-3,6-0 |
| ITF Italy F13 | 2016/06/01 09:30 | van Peperzeel, Gavin v Baldi, Filippo | 2-6,2-6 |
| ITF USA F19 | 2016/06/15 18:20 | van Peperzeel, Gavin v Smith, Raleigh | 6-3,6-1 |
| ITF Mexico F3 | 2016/05/20 15:00 | Smith, Raleigh v Quiroz, Roberto | 5-7,6-7 |
| ITF Mexico F3 | 2016/05/18 15:30 | Smith, Raleigh v Astorga, Mauricio | 6-4,7-6 |
| ITF Mexico F3 | 2016/05/17 15:00 | Federico Zeballos v Smith, Raleigh | 6-7,7-5,4-6 |
| ITF Mexico F2 | 2016/05/14 17:00 | Darian King v Smith, Raleigh | 7-5,6-7,7-5 |
| ITF Mexico F2 | 2016/05/11 19:55 | Smith, Raleigh v Podzus, Janis | 6-4,6-4 |
| ITF Mexico F2 | 2016/05/10 15:00 | Smith, Raleigh v Hach Verdugo, Hans | 6-4,7-6 |
| ITF Mexico F2 | 2016/05/09 16:00 | Smith, Raleigh v Rodriguez, J. A. | 6-2,6-1 |