Round: 26 Ground: Hardcourt outdoor
| 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 |
| Open di Francia - Qual. | 2016/05/16 15:25 | Tim Smyczek v Adrian Ungur | 2-6,7-6,3-6 |
| Challenger Bordeaux | 2016/05/09 15:00 | Tim Smyczek v Quentin Halys | 2-6,3-6 |
| Challenger Tallahassee | 2016/04/26 16:10 | Tim Smyczek v Brian Baker | 4-6,5-7 |
| Challenger Savannah | 2016/04/20 00:00 | Tim Smyczek v Frances Tiafoe | 4-6,2-6 |
| Challenger Sarasota | 2016/04/12 21:00 | Frances Tiafoe v Tim Smyczek | 6-4,6-3 |
| Challenger Winnipeg | 2016/07/11 16:35 | Aleksandar Vukic v Daniel Nguyen | 6-4,1-6,2-6 |
| Wimbledon - Qual. | 2016/06/22 13:20 | Daniel Nguyen v Alexander Kudryavtsev | 4-6,3-6 |
| Wimbledon - Qual. | 2016/06/21 12:00 | Daniel Nguyen v Marton Fucsovics | 6-3,6-3 |
| Open di Francia - Qual. | 2016/05/16 08:00 | Roberto Carballes Baena v Daniel Nguyen | 7-6,4-6,6-3 |
| Challenger Leon | 2016/04/02 20:55 | Michael Berrer v Daniel Nguyen | 6-3,5-7,6-2 |
| Challenger Leon | 2016/04/01 21:00 | Daniel Nguyen v Alejandro Gonzalez | 6-2,6-1 |
| Challenger Leon | 2016/03/31 19:20 | Pedja Krstin v Daniel Nguyen | 1-6,2-6 |
| Challenger Leon | 2016/03/30 19:25 | Pedro Cachin v Daniel Nguyen | 3-6,7-6,3-6 |