Round: 62 Ground: Clay
| Challenger Segovia Qual | 2016/07/24 11:30 | Daniel Cox v Hendrik Jebens | 6-4,6-7,6-3 |
| Challenger Segovia Qual | 2016/07/23 12:00 | Verdugo Vicente, Saul v Hendrik Jebens | 4-6,1-6 |
| Challenger Recanati Qual | 2016/07/16 09:30 | Hendrik Jebens v Witten, Jesse | 6-7,1-6 |
| ITF Germany F6 | 2016/07/04 10:00 | Hendrik Jebens v Willems, Johann | 6-7,6-7 |
| ITF Germany F6 | 2016/07/03 12:00 | Hendrik Jebens v Conrardy, Chris | 6-3,6-4 |
| ITF Germany F5 | 2016/06/30 12:00 | Sieber, Marc v Hendrik Jebens | 6-4,6-4 |
| ITF Germany F5 | 2016/06/29 10:00 | Hendrik Jebens v Willems, Johann | 5-7,7-5,6-1 |
| ITF Germany F5 | 2016/06/27 14:00 | Hendrik Jebens v Kempen, Lynn Max | 6-4,6-1 |
| ITF Germany F10 Qual | 2016/08/07 13:00 | Jaensch-Mueller, Vincent v Rehberg, Marvin | 6-4,7-5 |
| ITF Germany F10 Qual | 2016/08/07 08:00 | Rehberg, Marvin v Freimuth, Jesper Tull | 3-6,7-5,7-5 |
| ITF Germany F9 | 2016/07/31 10:00 | Andres, Mark-Flavius v Rehberg, Marvin | 6-4,6-4 |