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 |
| ITF Costa Rica F1 | 2016/11/10 17:30 | Raleigh Smith v Evan Song | 4-6,4-6 |
| ITF Costa Rica F1 | 2016/11/09 19:20 | Christopher Diaz-Figueroa v Raleigh Smith | 4-6,2-6 |
| ITF Costa Rica F1 | 2016/11/08 16:00 | Connor Farren v Raleigh Smith | 6-7,0-6 |
| ITF Ecuador F3 | 2016/10/27 18:35 | Roberto Quiroz v Raleigh Smith | 2-6,6-3,7-6 |
| ITF Ecuador F3 | 2016/10/26 19:30 | Raleigh Smith v Ivan Endara | 6-4,6-2 |
| ITF Ecuador F3 | 2016/10/25 15:00 | Facundo Jofre v Raleigh Smith | 3-6,2-6 |
| ITF Ecuador F2 | 2016/10/19 16:40 | Franco Agamenone v Raleigh Smith | 6-2,3-6,6-1 |
| ITF Ecuador F2 | 2016/10/18 16:30 | Javier Naser v Raleigh Smith | 0-6,3-6 |