| US Open 2016 | 2016/08/30 15:00 | Alexander Zverev v Daniel Brands | 3-6,6-1,6-4,7-6 |
| US Open Qual | 2016/08/25 17:00 | Daniel Brands v Frank Dancevic | 7-5,7-6 |
| US Open Qual | 2016/08/23 20:20 | Thiago Monteiro v Daniel Brands | 4-6,6-3,6-7 |
| Challenger Cortina | 2016/08/03 11:35 | Daniel Brands v Roberto Carballes Baena | 3-6,4-6 |
| Challenger Biella | 2016/07/26 08:00 | Daniel Brands v Aslan Karatsev | 1-6,7-6,1-6 |
| Challenger Marburg | 2016/07/01 14:00 | Daniel Brands v Jan Satral | 1-6,3-6 |
| Challenger Marburg | 2016/06/30 16:25 | Nicolas Kicker v Daniel Brands | 4-6,7-6,3-6 |
| Challenger Marburg | 2016/06/29 14:00 | Norbert Gombos v Daniel Brands | 3-6,5-7 |
| Challenger St Remy | 2016/09/06 09:00 | Yannick Mertens v Adrian Menendez-Maceiras | 6-4,5-7,6-4 |
| US Open Qual | 2016/08/25 19:15 | Karen Khachanov v Adrian Menendez-Maceiras | 6-4,6-3 |
| US Open Qual | 2016/08/24 16:25 | Adrian Menendez-Maceiras v Aslan Karatsev | 2-6,6-3,7-6 |
| Challenger Segovia | 2016/07/29 14:30 | Marton Fucsovics v Adrian Menendez-Maceiras | 6-4,6-7,6-4 |
| Challenger Segovia | 2016/07/28 10:00 | Adrian Menendez-Maceiras v Lukas Rosol | 6-3,6-7,6-4 |
| Challenger Segovia | 2016/07/26 11:20 | Adrian Menendez-Maceiras v Eduardo Struvay | 6-7,6-2,6-4 |
| Challenger Recanati | 2016/07/22 15:50 | Adrian Menendez-Maceiras v Ilya Ivashka | 6-7,6-2,4-6 |
| Challenger Recanati | 2016/07/20 15:55 | Edoardo Eremin v Adrian Menendez-Maceiras | 6-7,6-7 |