Round: 27 Ground: Clay
| ITF El Salvador F2 | 2016/11/23 17:05 | Fernando Romboli v Jose Olivares | 7-6,7-6 |
| ITF Dominican Republic F2 | 2016/12/07 14:00 | Fernando Romboli v Eduardo Dischinger | 7-6,7-5 |
| ITF Dominican Republic F2 | 2016/12/06 16:00 | Fernando Romboli v Nicholas S. Hu | 6-2,6-3 |
| ITF Colombia F9 | 2016/11/30 16:25 | Tiago Lopes v Fernando Romboli | 6-4,3-6,6-4 |
| ITF El Salvador F2 | 2016/11/25 17:00 | Marcelo Arevalo v Fernando Romboli | 6-2,6-1 |
| ITF El Salvador F2 | 2016/11/24 18:25 | Fernando Romboli v Caio Silva | 6-2,6-1 |
| ITF El Salvador F2 | 2016/11/23 17:05 | Fernando Romboli v Jose Olivares | 7-6,7-6 |
| ITF El Salvador F2 | 2016/11/21 15:30 | Fernando Romboli v Andrew Ely | 6-4,6-2 |
| Challenger Montevideo Qual | 2016/11/12 18:15 | Joao Menezes v Fernando Romboli | 2-6,7-6,6-2 |
| ITF Dominican Republic F2 | 2016/12/07 16:20 | Jose Olivares v Evan King | 6-2,6-3 |
| ITF Dominican Republic F2 | 2016/12/06 21:30 | Hunter Reese v Jose Olivares | 6-7,3-6 |
| ITF Dominican Republic F1 | 2016/12/02 17:10 | Bruno Santanna v Jose Olivares | 6-1,7-5 |
| ITF Dominican Republic F1 | 2016/12/01 16:00 | Shalva Dzhanashia v Jose Olivares | 3-6,4-6 |
| ITF Dominican Republic F1 | 2016/11/30 17:16 | Anthony Gomez v Jose Olivares | 2-6,1-5 |
| ITF El Salvador F2 | 2016/11/23 17:05 | Fernando Romboli v Jose Olivares | 7-6,7-6 |
| ITF El Salvador F2 | 2016/11/21 15:30 | Pablo Nunez v Jose Olivares | 6-7,1-6 |
| ITF El Salvador F1 | 2016/11/16 17:30 | Benjamin Lock v Jose Olivares | 7-6,6-3 |