Stadium: Center Court Round: 26 Ground: Carpet indoor
| DTB German Pro Series | 2020/06/09 11:00 | Matthias Bachinger v Tobias Simon | 4-6,6-7 |
| Challenger Hamburg | 2020/10/27 10:00 | Jeffrey John Wolf v Matthias Bachinger | 6-4,6-3 |
| Challenger Hamburg | 2020/10/25 13:20 | Hugo Gaston v Matthias Bachinger | 6-4,4-6,4-6 |
| Challenger Hamburg | 2020/10/24 15:30 | Matthias Bachinger v Hiroki Moriya | 7-5,6-3 |
| Challenger Ismaning | 2020/10/17 11:35 | Matthias Bachinger v Daniel Masur | 6-3,2-6,3-6 |
| Challenger Forli | 2020/09/21 08:00 | Guilherme Clezar v Matthias Bachinger | 7-6,3-6,6-3 |
| ATP Kitzbuhel | 2020/09/07 13:50 | Federico Delbonis v Matthias Bachinger | 7-6,6-4 |
| Challenger Ostrava | 2020/08/30 11:00 | Vit Kopriva v Matthias Bachinger | 1-6,7-6,6-2 |
| Challenger Ostrava | 2020/08/29 13:25 | Alex Molcan v Matthias Bachinger | 3-6,0-6 |
| ITF M15 Sarreguemines | 2020/10/29 09:25 | Tobias Simon v Maxence Broville | 6-3,7-6 |
| ITF M15 Sarreguemines | 2020/10/27 16:30 | Tobias Simon v Alexis Gautier | 6-3,6-4 |
| ITF M15 Setubal | 2020/10/06 09:00 | Evan Furness v Tobias Simon | 6-3,7-5 |
| ITF M15 Forbach | 2020/10/01 11:55 | Johan Sebastien Tatlot v Tobias Simon | 6-3,6-3 |
| ITF M15 Forbach | 2020/09/29 08:50 | Arthur Reymond v Tobias Simon | 5-7,6-7 |
| ITF M25 Plaisir | 2020/09/17 08:30 | Michael Geerts v Tobias Simon | 6-4,6-4 |
| ITF M25 Plaisir | 2020/09/15 17:35 | Mathys Erhard v Tobias Simon | 6-7,4-6 |
| ITF M15 Caslano | 2020/09/01 13:20 | Sandro Ehrat v Tobias Simon | 6-4,6-4 |