Round: 26 Ground: Clay
| ITF USA F31 | 2016/10/12 15:50 | Juan Manuel Benitez Chavarriaga v Tommy Bennett | 2-6,7-6,6-2 |
| ITF USA F20 | 2016/06/26 16:00 | Juan Manuel Benitez Chavarriaga v Kaichi Uchida | 4-6,4-6 |
| ITF USA F20 | 2016/06/25 20:00 | Juan Manuel Benitez Chavarriaga v Mikael Torpegaard | 4-6,7-6,7-5 |
| ITF USA F20 | 2016/06/24 19:00 | Gavin Van Peperzeel v Juan Manuel Benitez Chavarriaga | 7-6,3-6,3-6 |
| ITF USA F20 | 2016/06/23 18:00 | Patrick Daciek v Juan Manuel Benitez Chavarriaga | 4-6,3-6 |
| ITF USA F20 | 2016/06/21 18:15 | Juan Manuel Benitez Chavarriaga v Damon Gooch | 7-6,6-1 |
| ITF USA F19 | 2016/06/16 18:15 | Juan Manuel Benitez Chavarriaga v Tigre Hank | 6-3,6-7,2-6 |
| ITF USA F19 | 2016/06/14 15:00 | Carlos Ramirez Utermann v Juan Manuel Benitez Chavarriaga | 2-6,0-6 |
| ITF USA F31 | 2016/10/11 15:00 | Wil Spencer v Luke Bambridge | 7-6,7-6 |
| Challenger Cary Qual | 2016/09/12 16:00 | Mackenzie McDonald v Wil Spencer | 6-2,6-4 |
| Challenger Cary Qual | 2016/09/11 16:50 | Arturo Schmidt v Wil Spencer | 1-6,3-6 |
| Challenger Cary Qual | 2016/09/10 17:50 | Robert Levine v Wil Spencer | 6-2,3-6,4-6 |
| ITF USA F27 | 2016/08/12 14:00 | Wil Spencer v Rhyne Williams | 4-6,2-6 |
| ITF USA F27 | 2016/08/11 14:00 | Strong Kirchheimer v Wil Spencer | 6-3,6-7,0-6 |
| ITF USA F27 | 2016/08/10 17:30 | Gonzales Austin v Wil Spencer | 3-6,6-7 |
| ITF USA F27 | 2016/08/09 16:30 | Wil Spencer v Luke Bambridge | 7-5,6-3 |