Stadium: Court 2 Round: 19 Ground: Hardcourt outdoor
| Challenger Charleston | 2023/09/24 14:00 | Federico Agustin Gomez v Henry Lieberman | 6-3,6-3 |
| Challenger - Columbus | 2023/09/20 18:50 | Enzo Couacaud v Federico Agustin Gomez | 7-5,6-4 |
| Challenger - Columbus | 2023/09/19 16:00 | Federico Agustin Gomez v Ethan Quinn | 7-5,7-6 |
| Challenger - Columbus | 2023/09/18 17:55 | Federico Agustin Gomez v Robert Cash | 6-4,6-3 |
| Challenger - Columbus | 2023/09/17 14:00 | Federico Agustin Gomez v Brayden Schnur | 7-6,7-6 |
| Challenger - Cary | 2023/09/10 15:00 | Federico Agustin Gomez v Donald Young | 3-6,6-3,2-6 |
| Challenger - Praha | 2023/08/24 09:00 | Federico Agustin Gomez v Rudolf Molleker | 3-6,3-6 |
| Challenger - Praha | 2023/08/23 09:45 | Federico Agustin Gomez v Lorenzo Giustino | 6-3,6-3 |
| Challenger Charleston | 2023/09/24 17:10 | Brayden Schnur v August Holmgren | 7-6,5-7,6-7 |
| Davise karikas | 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 |
| Challenger Mallorca | 2023/08/28 10:20 | Ivan Ivanov v August Holmgren | 4-6,5-7 |
| ITF M15 Vejle | 2023/07/29 10:35 | August Holmgren v Alec Deckers | 4-6,6-7 |