Stadium: Court 1 Round: 25 Ground: Hardcourt indoor
| Challenger - Eckental | 2020/10/31 10:30 | Matthias Bachinger v Tobias Simon | 7-6,6-4 |
| DTB German Pro Series | 2020/06/09 11:00 | Matthias Bachinger v Tobias Simon | 4-6,6-7 |
| Challenger - Eckental | 2021/11/02 09:00 | Andrea Vavassori v Matthias Bachinger | 6-4,3-6,6-3 |
| Challenger Ismaning | 2021/10/29 16:55 | Matthias Bachinger v Lukas Lacko | 5-7,6-3,4-6 |
| Challenger Ismaning | 2021/10/27 17:25 | Tim Van Rijthoven v Matthias Bachinger | 7-6,4-6,2-6 |
| Challenger Ismaning | 2021/10/26 10:00 | Altug Celikbilek v Matthias Bachinger | 3-6,1-6 |
| Challenger Ismaning | 2021/10/25 10:00 | Matthias Bachinger v Hiroki Moriya | 6-3,6-2 |
| Challenger Ismaning | 2021/10/24 10:35 | Matthias Bachinger v Michael Weindl | 6-1,6-3 |
| Challenger - Biel | 2021/09/20 13:35 | Dennis Novak v Matthias Bachinger | 6-4,6-2 |
| Challenger - Tulln | 2021/09/07 14:35 | Matthias Bachinger v Thiago Monteiro | 6-3,1-6,1-6 |
| Challenger - Ortisei | 2021/11/08 09:30 | Tobias Simon v Filip Misolic | 7-5,7-6 |
| Challenger - Ortisei | 2021/11/07 09:30 | Francesco Forti v Tobias Simon | 4-6,6-7 |
| Challenger - Eckental | 2021/11/02 11:05 | Ruben Bemelmans v Tobias Simon | 6-7,6-3,7-5 |
| Challenger - Eckental | 2021/11/01 11:55 | Tobias Simon v Peter Heller | 6-2,6-4 |
| Challenger - Eckental | 2021/10/31 11:55 | Otto Virtanen v Tobias Simon | 1-6,4-6 |
| ITF M25 - Sarreguemines | 2021/10/26 11:55 | Arthur Bouquier v Tobias Simon | 7-5,6-4 |
| ITF M25 - Toulouse | 2021/10/21 09:00 | Axel Garcian v Tobias Simon | 3-6,6-2,6-1 |
| ITF M25 - Toulouse | 2021/10/19 13:55 | Dane Sweeny v Tobias Simon | 6-7,5-7 |