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