Round: 45 Ground: Hardcourt outdoor
| US Open Qual | 2016/08/23 18:55 | Tim Smyczek v Alexander Kudryavtsev | 6-3,6-4 |
| ATP Cincinnati Qual | 2016/08/13 19:25 | Jiri Vesely v Tim Smyczek | 6-4,6-2 |
| ATP Washington | 2016/07/18 20:00 | James Duckworth v Tim Smyczek | 7-5,6-1 |
| Challenger Winnipeg | 2016/07/14 15:35 | Tim Smyczek v Daniel Nguyen | 2-6,3-6 |
| Challenger Winnipeg | 2016/07/11 15:00 | Tim Smyczek v Kevin Kylar | 6-1,6-1 |
| Wimbledon Qual | 2016/06/22 12:15 | Tim Smyczek v Hiroki Moriya | 1-6,6-3,4-6 |
| Wimbledon Qual | 2016/06/20 18:05 | Tim Smyczek v Ilya Ivashka | 7-6,6-2 |
| French Open Qual | 2016/05/16 15:25 | Tim Smyczek v Adrian Ungur | 2-6,7-6,3-6 |
| US Open Qual | 2016/08/23 19:20 | Facundo Arguello v Guilherme Clezar | 2-6,3-6 |
| Challenger Granby | 2016/08/03 16:00 | Mitchell Krueger v Guilherme Clezar | 6-4,7-6 |
| Wimbledon Qual | 2016/06/21 09:30 | Radu Albot v Guilherme Clezar | 6-3,6-3 |
| Challenger Blois | 2016/06/15 14:10 | Guilherme Clezar v Antal Van Der Duim | 1-6,4-6 |
| Challenger Blois | 2016/06/14 08:00 | Albert Montanes v Guilherme Clezar | 6-4,6-7,4-6 |
| Challenger Caltanissetta | 2016/06/07 12:10 | Guilherme Clezar v Gianluigi Quinzi | 2-6,6-1,6-7 |
| Challenger Vicenza | 2016/05/24 15:20 | Gastao Elias v Guilherme Clezar | 6-4,6-4 |
| French Open Qual | 2016/05/16 12:35 | Guilherme Clezar v Frances Tiafoe | 6-1,5-7,2-6 |