Stadium: Center Court Round: 27 Ground: Clay
| Cali, Colombia | 2016/07/08 20:00 | Souza, Joao Olavo v Hernandez-Fernandez, Jose | 4-6,6-3,6-7 |
| Challenger Medellin | 2016/09/28 20:05 | Souza, Joao Olavo v El Midhawy, Adam | 6-2,6-3 |
| Challenger Medellin | 2016/09/27 19:00 | Souza, Joao Olavo v Cordonnier, Gregorio | 6-7,6-3,6-2 |
| Challenger - Santos | 2016/09/20 22:40 | Velotti, Agustin v Souza, Joao Olavo | 5-7,6-2,7-6 |
| Challenger Curitiba | 2016/08/31 15:30 | Souza, Joao Olavo v Daniel Dutra Da Silva | 6-7,4-6 |
| US Open, New York, USA, Qualifying | 2016/08/25 18:45 | Souza, Joao Olavo v Bachinger, Matthias | 6-4,6-7,6-7 |
| US Open, New York, USA, Qualifying | 2016/08/24 15:00 | Souza, Joao Olavo v Whittington, Andrew | 6-4,6-4 |
| Challenger Cortina | 2016/08/07 13:00 | Laslo Djere v Souza, Joao Olavo | 4-6,6-7 |
| Challenger Cortina | 2016/08/06 14:55 | Guido Andreozzi v Souza, Joao Olavo | 3-6,4-6 |
| Challenger Medellin | 2016/09/28 17:00 | Hernandez-Fernandez, Jose v Renzo Olivo | 6-4,4-6,6-4 |
| Coupe Davis | 2016/09/17 14:00 | Hernandez-Fernandez, Jose v Giraldo, Santiago | 3-6,4-6,4-6 |
| Coupe Davis | 2016/09/16 16:00 | Hernandez-Fernandez, Jose v Giraldo, Santiago | 3-6,4-6,3-4 |
| Challenger Barranquilla | 2016/09/09 22:10 | Diego Schwartzman v Hernandez-Fernandez, Jose | 6-1,6-0 |
| Challenger Barranquilla | 2016/09/08 17:00 | Hernandez-Fernandez, Jose v Quiroz, Roberto | 7-6,4-6,6-2 |
| Challenger Barranquilla | 2016/09/07 17:40 | Hernandez-Fernandez, Jose v Santanna, B. | 7-5,6-2 |
| Challenger Curitiba | 2016/09/01 18:45 | Velotti, Agustin v Hernandez-Fernandez, Jose | 6-1,6-2 |
| Challenger Curitiba | 2016/08/29 15:45 | Camilo, Rafael v Hernandez-Fernandez, Jose | 1-6,6-7 |