Round: 25 Ground: Clay
| Challenger Cali 2 | 2016/07/07 15:45 | Erik Crepaldi v Nicolas Barrientos | 2-6,2-6 |
| Challenger Cali 2 | 2016/07/06 16:30 | Nicolas Barrientos v Juan Ignacio Londero | 1-6,6-0,6-4 |
| ITF Spain F18 | 2016/06/21 17:30 | Nicolas Barrientos v Fred Gil | 7-6,3-6,3-6 |
| Challenger Perugia | 2016/06/13 11:30 | Yannick Maden v Nicolas Barrientos | 6-2,6-1 |
| Challenger Perugia Qual | 2016/06/12 08:30 | Nicolas Barrientos v Ricardo Rodriguez-Pace | 6-3,6-4 |
| Challenger Perugia Qual | 2016/06/11 12:10 | Nicolas Barrientos v Nikola Cacic | 6-4,6-7,6-3 |
| ITF Romania F4 | 2016/05/27 09:00 | Jose Hernandez-Fernandez v Nicolas Barrientos | 6-3,6-3 |
| ITF Romania F4 | 2016/05/23 09:00 | Nicolas Barrientos v Juan Ignacio Londero | 7-6,6-1 |
| ATP Washington Qual | 2016/07/17 16:35 | Jared Donaldson v Marinko Matosevic | 7-6,6-4 |
| ATP Washington Qual | 2016/07/16 14:00 | Scott Lipsky v Marinko Matosevic | 1-6,0-6 |
| Challenger Winnipeg | 2016/07/13 15:00 | Marinko Matosevic v Dayne Kelly | 7-6,6-7,3-6 |
| Challenger Leon Qual | 2016/03/28 20:45 | Robin Stanek v Marinko Matosevic | 7-6,7-6 |
| Challenger Leon Qual | 2016/03/27 20:10 | Purav Raja v Marinko Matosevic | 4-6,1-6 |
| Challenger Morelos | 2016/02/16 20:25 | Marinko Matosevic v Horacio Zeballos | 4-6,3-6 |
| Challenger Dallas | 2016/02/05 02:25 | Marinko Matosevic v Tim Smyczek | 6-7,6-4,3-6 |
| Challenger Dallas | 2016/02/03 16:30 | Marinko Matosevic v Marco Trungelliti | 6-4,6-3 |