| German Premier League | 2020/07/30 10:50 | Louis Wessels v Borges, Noah | 6-2,6-2 |
| German Premier League | 2020/07/29 12:00 | Louis Wessels v Fomba, Luc | 6-4,6-4 |
| German Premier League | 2020/07/28 09:15 | Paul Valsecchi v Louis Wessels | 6-3,2-6,0-6 |
| German Premier League | 2020/07/27 15:30 | Kohlschreiber, Philipp v Louis Wessels | 6-4,6-4 |
| DTB German Pro Series | 2020/06/27 12:00 | Louis Wessels v Ehrenschneider, Nino | 6-4,7-6 |
| DTB German Pro Series | 2020/06/26 12:00 | Oscar Otte v Louis Wessels | 6-3,6-2 |
| DTB German Pro Series | 2020/06/25 12:25 | Louis Wessels v Ehrenschneider, Nino | 3-6,6-3,7-5 |
| DTB German Pro Series | 2020/06/24 14:25 | Maden, Yannick v Louis Wessels | 6-4,6-4 |
| German Premier League | 2020/07/29 14:55 | Kohlschreiber, Philipp v Simon, Tobias | 6-4,6-2 |
| German Premier League | 2020/07/28 11:50 | Simon, Tobias v Fomba, Luc | 7-6,6-2 |
| German Premier League | 2020/07/27 13:00 | Simon, Tobias v Alexey Vatutin | 6-7,6-3,2-6 |
| DTB German Pro Series | 2020/06/11 09:30 | Max Hans Rehberg v Simon, Tobias | 3-6,7-6,6-3 |
| DTB German Pro Series | 2020/06/10 14:35 | Yannick Hanfmann v Simon, Tobias | 6-3,6-2 |
| DTB German Pro Series | 2020/06/09 11:00 | Bachinger, Matthias v Simon, Tobias | 4-6,6-7 |
| Challenger Potchefstroom | 2020/03/11 09:30 | Moundir, Adam v Simon, Tobias | 5-7,3-6 |
| Potchefstroom, Singles Qualifying M-ITF-RSA-01A | 2020/03/08 08:00 | Benjamin Bonzi v Simon, Tobias | 7-6,6-4 |