Stadium: Court 9 Round: 19 Ground: Hardcourt indoor
| Challenger Charlottesville | 2023/10/29 14:00 | Ethan Quinn v James Hopper | 6-0,6-3 |
| Challenger Fairfield | 2023/10/09 19:15 | Strong Kirchheimer v Ethan Quinn | 7-6,7-5 |
| Challenger Fairfield | 2023/10/08 21:35 | Kiranpal Pannu v Ethan Quinn | 2-6,7-6,4-6 |
| Challenger Tiburon | 2023/10/01 19:40 | Ethan Quinn v Aidan Mayo | 4-6,4-6 |
| Challenger Charleston | 2023/09/29 17:50 | Ethan Quinn v Abedallah Shelbayh | 2-6,4-6 |
| Challenger Charleston | 2023/09/28 17:45 | Ethan Quinn v Aidan Mayo | 7-5,7-5 |
| Challenger Charleston | 2023/09/26 15:30 | Alexis Galarneau v Ethan Quinn | 2-6,6-7 |
| Challenger Columbus | 2023/09/19 16:00 | Federico Agustin Gomez v Ethan Quinn | 7-5,7-6 |
| Challenger Charlottesville | 2023/10/29 14:00 | Dylan Dietrich v Alexander Cozbinov | 6-4,6-7,6-3 |
| Challenger Zug | 2023/07/26 09:00 | Dimitar Kuzmanov v Dylan Dietrich | 6-2,6-1 |
| Challenger Zug | 2023/07/24 09:00 | Dylan Dietrich v Kyrian Jacquet | 6-2,5-7,6-4 |
| Challenger Zug | 2023/07/23 09:00 | Giovanni Fonio v Dylan Dietrich | 3-6,3-6 |
| ITF M25 Klosters | 2023/07/06 08:00 | Dylan Dietrich v Jerome Kym | 1-6,6-3,0-6 |
| ITF M25 Klosters | 2023/07/04 07:00 | Jan Sebesta v Dylan Dietrich | 4-6,6-7 |
| ITF M15 Saarlouis | 2023/06/22 09:00 | Hazem Naw v Dylan Dietrich | 6-2,6-0 |
| ITF M15 Saarlouis | 2023/06/20 10:00 | Tadeas Paroulek v Dylan Dietrich | 6-2,5-7,3-6 |