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