Stadium: Court 9 Round: 44 Ground: Clay
| Challenger Szczecin | 2017/09/14 11:00 | Jurgen Zopp v Yannick Maden | 7-5,6-4 |
| Challenger Heilbronn | 2019/05/14 12:55 | Arthur De Greef v Yannick Maden | 6-4,6-2 |
| Challenger Aix en Provence | 2019/05/07 13:05 | Yannick Maden v Alexey Vatutin | 6-3,5-7,2-6 |
| ATP Munich | 2019/04/30 11:10 | Cristian Garin v Yannick Maden | 6-4,6-2 |
| ATP Munich | 2019/04/28 10:00 | Lukas Rosol v Yannick Maden | 2-6,2-6 |
| ATP Munich | 2019/04/27 11:10 | Yannick Maden v Thomas Fabbiano | 4-6,6-2,6-2 |
| ATP Budapest | 2019/04/24 09:00 | Yannick Maden v Pablo Cuevas | 3-6,6-3,4-6 |
| ATP Budapest | 2019/04/21 10:00 | Yannick Maden v Jannik Sinner | 6-3,6-4 |
| ATP Budapest | 2019/04/20 10:00 | Yannick Maden v Zsombor Piros | 6-4,1-6,6-3 |
| Challenger Braga | 2019/05/10 10:00 | Jurgen Zopp v Geoffrey Blancaneaux | 2-6,4-6 |
| Challenger Braga | 2019/05/08 14:40 | Jurgen Zopp v Tiago Cacao | 7-5,6-2 |
| Challenger Ostrava | 2019/05/01 10:15 | Jurgen Zopp v Jiri Lehecka | 5-7,7-6,4-6 |
| Challenger Ostrava | 2019/04/30 15:37 | Jurgen Zopp v Jiri Lehecka | 5-7,7-6,4-6 |
| Challenger Tunis | 2019/04/16 13:50 | Gian Marco Moroni v Jurgen Zopp | 6-4,6-7,6-2 |
| Challenger St Brieuc | 2019/03/27 10:35 | Jurgen Zopp v Mikael Torpegaard | 6-2,1-6,1-6 |
| Challenger Drummondville | 2019/03/15 18:35 | Michael Redlicki v Jurgen Zopp | 4-6,7-5,6-3 |
| Challenger Drummondville | 2019/03/14 14:00 | Tristan Lamasine v Jurgen Zopp | 4-6,4-6 |