Stadium: Court 7 Round: 19 Ground: Hardcourt outdoor
| Challenger Charleston | 2023/09/27 14:00 | Mohamed Aziz Dougaz v August Holmgren | 6-3,6-4 |
| Challenger Charleston | 2023/09/25 14:00 | Federico Agustin Gomez v August Holmgren | 0-6,5-7 |
| Challenger Charleston | 2023/09/24 17:10 | Brayden Schnur v August Holmgren | 7-6,5-7,6-7 |
| Davis Cup | 2023/09/15 17:25 | August Holmgren v Thiago Seyboth Wild | 4-6,2-6 |
| Challenger Cassis | 2023/09/05 13:15 | August Holmgren v Giulio Zeppieri | 3-6,3-6 |
| Challenger Cassis | 2023/09/04 09:55 | August Holmgren v Elmer Moller | 6-3,6-2 |
| Challenger Cassis | 2023/09/03 12:10 | August Holmgren v Leonardo Rossi | 7-6,6-3 |
| Challenger Mallorca | 2023/08/29 08:00 | Maxime Janvier v August Holmgren | 6-3,6-4 |
| ITF M15 Arad | 2023/09/28 07:55 | Kai Wehnelt v Juan Pablo Paz | 3-6,7-6,3-6 |
| ITF M15 Arad | 2023/09/27 11:20 | Kai Wehnelt v Jan Hrazdil | 4-6,6-1,7-6 |
| ITF M15 Arad | 2023/09/26 11:55 | Kai Wehnelt v Jan Kupcic | 3-6,7-6,6-4 |
| Challenger Sibiu | 2023/09/18 07:00 | Filip Cristian Jianu v Kai Wehnelt | 6-0,7-5 |
| Challenger Sibiu | 2023/09/17 08:55 | Kai Wehnelt v Vladyslav Orlov | 7-5,6-7,6-4 |
| Challenger Szczecin | 2023/09/10 14:20 | Rudolf Molleker v Kai Wehnelt | 6-4,7-5 |
| Challenger Tulln | 2023/09/03 08:00 | Kai Wehnelt v Jeremy Jahn | 4-6,4-6 |
| ITF M25 Poznan | 2023/08/26 09:00 | Kai Wehnelt v Georgii Kravchenko | 2-6,5-7 |