| 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 |
| ITF Brazil F3 | 2016/07/14 17:00 | Rafael Matos v Oscar Jose Gutierrez | 7-5,2-6,6-3 |
| ITF Brazil F3 | 2016/07/12 17:30 | Oscar Jose Gutierrez v Daniel Dutra Da Silva | 6-1,6-4 |
| Challenger Santos Qual | 2016/09/17 14:00 | Luiz Eduardo Santos v Joao P Alcantara | 6-1,6-4 |