Round: 25 Ground: Clay
| Challenger Barranquilla | 2016/09/08 21:25 | Diego Schwartzman v Juan Sebastian Gomez | 6-3,6-2 |
| Challenger Barranquilla | 2016/09/07 15:00 | Facundo Arguello v Juan Sebastian Gomez | 6-3,4-6,4-6 |
| Challenger Barranquilla Qual | 2016/09/05 16:00 | Juan Sebastian Gomez v Felipe Mantilla | 6-2,6-4 |
| Challenger Barranquilla Qual | 2016/09/04 18:35 | Juan Sebastian Gomez v Carlos Ramirez Utermann | 7-5,6-4 |
| Challenger Cali 2 | 2016/07/06 16:30 | Tomas Barrios Vera v Juan Sebastian Gomez | 6-4,6-2 |
| Challenger Cali 2 Qual | 2016/07/04 19:40 | Juan Sebastian Gomez v Luis Patino | 4-6,6-3,7-6 |
| Challenger Cali 2 Qual | 2016/07/03 18:35 | Juan Sebastian Gomez v Gonzalo Villanueva | 6-4,6-2 |
| ITF Colombia F3 | 2016/06/30 16:00 | Juan Sebastian Gomez v Juan Pablo Varillas | 6-3,4-6,3-6 |
| Challenger - Santos | 2016/09/19 16:00 | Maximo Gonzalez v Oscar Jose Gutierrez | 6-1,6-3 |
| Challenger Santos Qual | 2016/09/18 14:00 | Oscar Jose Gutierrez v Luiz Eduardo Santos | 6-1,6-2 |
| Challenger - Curitiba | 2016/08/31 16:50 | Oscar Jose Gutierrez v Andre Ghem | 2-6,0-6 |
| Challenger Curitiba Qual | 2016/08/28 18:05 | Oscar Jose Gutierrez v Tiago Lopes | 4-6,6-3,5-4 |
| Challenger Curitiba Qual | 2016/08/28 15:35 | Oscar Jose Gutierrez v Tiago Lopes | 4-6,6-3,6-4 |
| Challenger Curitiba Qual | 2016/08/27 15:45 | Oscar Jose Gutierrez v Luis Britto | 6-2,6-4 |
| ITF Brazil F4 | 2016/07/21 16:20 | Leonardo Civita-Telles v Oscar Jose Gutierrez | 1-6,6-1,6-4 |
| ITF Brazil F4 | 2016/07/19 18:35 | Facundo Jofre v Oscar Jose Gutierrez | 1-6,3-6 |