Round: 26 Ground: Hardcourt outdoor
| ITF Puerto Rico F1 | 2016/12/20 13:30 | Ignacio Garcia v Caio Silva | 7-5,4-6,0-6 |
| ITF Dominican Republic F2 | 2016/12/07 15:30 | Juan Ignacio Galarza v Caio Silva | 7-5,6-2 |
| ITF Dominican Republic F2 | 2016/12/06 22:50 | Nebojsa Peric v Caio Silva | 2-6,0-6 |
| ITF Dominican Republic F1 | 2016/12/02 15:00 | Caio Silva v Evan King | 2-6,4-6 |
| ITF Dominican Republic F1 | 2016/12/01 17:50 | Gabriel P Tumasonis v Caio Silva | 0-6,0-6 |
| 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 17:25 | Caio Silva v Benjamin Lock | 1-6,6-3,6-3 |
| ITF El Salvador F2 | 2016/11/21 15:30 | Caio Silva v Hector N Irizarry | 6-1,6-2 |
| ITF Puerto Rico F1 | 2016/12/19 14:00 | Strong Kirchheimer v Thales Turini | 6-3,6-1 |
| Challenger Columbus 2 | 2016/11/23 00:00 | Strong Kirchheimer v Sam Barry | 5-7,4-6 |
| Challenger Columbus 2 Qual | 2016/11/21 15:00 | Damon Gooch v Strong Kirchheimer | 1-6,6-2,4-6 |
| Challenger Columbus 2 Qual | 2016/11/20 15:00 | Strong Kirchheimer v Farris Fathi Gosea | 2-6,6-4,6-1 |
| Challenger Columbus 2 Qual | 2016/11/19 15:00 | Strong Kirchheimer v Matthew Mendez | 6-3,6-4 |
| Challenger Columbus Qual | 2016/09/17 18:10 | Strong Kirchheimer v Skander Mansouri | 6-7,6-7 |
| Challenger Cary Qual | 2016/09/12 16:00 | Erik Crepaldi v Strong Kirchheimer | 6-4,3-6,6-4 |
| Challenger Cary Qual | 2016/09/11 14:00 | Skander Mansouri v Strong Kirchheimer | 7-6,4-6,2-6 |