Round: 62 Ground: Clay
| ITF Germany F10 | 2016/08/09 13:00 | Aleksandre Metreveli v Naoki Nakagawa | 6-4,6-1 |
| ITF Germany F9 | 2016/08/05 13:30 | Yannick Maden v Naoki Nakagawa | 6-2,6-3 |
| ITF Germany F9 | 2016/08/04 14:00 | Johann Willems v Naoki Nakagawa | 7-5,5-7,6-7 |
| ITF Germany F9 | 2016/08/03 10:00 | Naoki Nakagawa v Christopher Heyman | 6-4,2-6,7-5 |
| ITF Germany F9 | 2016/08/02 11:00 | Naoki Nakagawa v Rudolf Molleker | 4-6,7-6,6-1 |
| Challenger Cali 2 Qual | 2016/07/03 21:10 | Tomas Barrios Vera v Naoki Nakagawa | 7-5,6-1 |
| Challenger Cali 2 Qual | 2016/07/03 15:50 | Naoki Nakagawa v Juan Manuel Lopez | 6-2,6-1 |
| ITF Colombia F3 | 2016/06/28 14:30 | Naoki Nakagawa v Matias Zukas | 3-6,4-6 |
| ITF Germany F10 Qual | 2016/08/07 11:00 | Alexander Braun v Leon Hoeveler | 2-6,6-0,6-4 |
| ITF Netherlands F1 Qual | 2016/06/11 08:00 | Daniel Vrba v Alexander Braun | 6-3,6-0 |
| ITF Romania F5 | 2016/06/04 10:30 | Philip Bachmaier v Alexander Braun | 6-4,6-4 |
| ITF Romania F3 | 2016/05/15 07:00 | Alexander Braun v Eduard Vlasceanu | 3-6,2-6 |
| ITF Czech Republic F1 Qual | 2016/05/08 08:00 | Alexander Braun v Patrick Mayer | 2-6,0-6 |
| ITF Qatar F3 Qual | 2016/04/15 22:00 | Alexander Braun v Juan David Ramirez | 6-7,4-6 |
| ITF Qatar F2 Qual | 2016/04/09 22:00 | Jannis Kahlke v Alexander Braun | 7-6,6-3 |
| ITF Qatar F2 Qual | 2016/04/08 22:00 | Rashein Samuel v Alexander Braun | 6-7,0-6 |