| ITF Switzerland F1 | 2018/02/07 16:20 | Elmar Ejupovic v Tobias Simon | 4-6,6-7 |
| ITF M15 Anif | 2020/08/26 13:20 | Tobias Simon v Alexander Shevchenko | 3-6,1-6 |
| ITF M25 Vogau | 2020/08/20 12:55 | Tobias Simon v Igor Sijsling | 5-7,4-6 |
| ITF M25 Vogau | 2020/08/19 08:00 | Francisco Cerundolo v Tobias Simon | 3-6,6-7 |
| German Premier League | 2020/07/29 14:55 | Philipp Kohlschreiber v Tobias Simon | 6-4,6-2 |
| German Premier League | 2020/07/28 11:50 | Tobias Simon v Luc Fomba | 7-6,6-2 |
| German Premier League | 2020/07/27 13:00 | Tobias Simon v Alexey Vatutin | 6-7,6-3,2-6 |
| DTB German Pro Series | 2020/06/11 09:30 | Max Hans Rehberg v Tobias Simon | 3-6,7-6,6-3 |
| DTB German Pro Series | 2020/06/10 14:35 | Yannick Hanfmann v Tobias Simon | 6-3,6-2 |
| German Masters | 2020/08/28 11:00 | Elmar Ejupovic v Flemming Peters | 6-1,7-5 |
| German Masters | 2020/08/27 15:55 | Alexey Vatutin v Elmar Ejupovic | 6-4,6-2 |
| German Masters | 2020/08/26 08:20 | Elmar Ejupovic v Quentin Folliot | 6-2,6-2 |
| German Masters | 2020/08/25 08:55 | Michael Geerts v Elmar Ejupovic | 6-7,4-6 |
| German Masters | 2020/08/24 11:50 | Elmar Ejupovic v Robin Stanek | 6-3,6-4 |
| German Premier League | 2020/08/21 10:15 | Vladyslav Orlov v Elmar Ejupovic | 4-6,4-6 |
| German Premier League | 2020/08/20 15:40 | Elmar Ejupovic v Stefan Palosi | 6-4,6-2 |
| German Premier League | 2020/08/19 15:15 | Elmar Ejupovic v Henri Squire | 6-7,6-2,5-7 |