Round: 25 Ground: Hardcourt outdoor
| Davis Cup | 2016/07/17 19:20 | Rudy Richter v Santiago Maresca | 7-6,7-6 |
| ITF Mexico F5 | 2016/05/31 19:00 | Rudy Richter v Alejandro Gomez | 0-6,2-6 |
| ITF Mexico F4 | 2016/05/24 16:00 | Ricky Medinilla v Rudy Richter | 6-2,6-3 |
| ITF Mexico F4 | 2016/05/22 16:30 | Rudy Richter v Juan Montes | 7-6,6-2 |
| ITF Mexico F3 | 2016/05/15 17:30 | Rudy Richter v Raul-Isaias Rosas-Zarur | 3-6,2-6 |
| ITF Mexico F3 | 2016/05/14 14:30 | Emiliano Elizarraras v Rudy Richter | 0-6,0-6 |
| ITF USA F13 Qual | 2016/04/10 15:00 | Rudy Richter v Robert Levine | 1-6,1-6 |
| ITF USA F13 Qual | 2016/04/09 16:30 | Constantinos Papavasiliou v Rudy Richter | 0-6,0-6 |
| Challenger Granby Qual | 2016/07/31 16:30 | James McGee v Raleigh Smith | 6-4,6-3 |
| Challenger Granby Qual | 2016/07/30 18:00 | Juan Carlos Aguilar v Raleigh Smith | 1-6,6-1,2-6 |
| ITF USA F22 | 2016/06/30 16:00 | Patrick Daciek v Raleigh Smith | 6-3,6-7,7-5 |
| ITF USA F22 | 2016/06/29 18:35 | Malik Bhatnagar v Raleigh Smith | 1-6,0-6 |
| ITF USA F20 | 2016/06/23 19:10 | Gavin Van Peperzeel v Raleigh Smith | 6-4,6-7,7-5 |
| ITF USA F19 | 2016/06/15 18:20 | Gavin Van Peperzeel v Raleigh Smith | 6-3,6-1 |
| ITF Mexico F3 | 2016/05/20 15:00 | Raleigh Smith v Roberto Quiroz | 5-7,6-7 |
| ITF Mexico F3 | 2016/05/18 15:30 | Raleigh Smith v Mauricio Astorga | 6-4,7-6 |