Estadio: Court 2 Round: 26 Ground: Hardcourt indoor
| Challenger de Knoxville | 2023/11/07 18:00 | Johannus Monday v Gabriel Debru | 6-4,5-7,3-6 |
| Challenger de Charlottesville | 2023/10/30 19:30 | Patrick Kypson v Gabriel Debru | 6-4,7-5 |
| Challenger de Hamburgo | 2023/10/18 08:00 | Javier Barranco Cosano v Gabriel Debru | 6-3,2-6,6-4 |
| Challenger de Hamburgo | 2023/10/16 16:00 | Gabriel Debru v Frederico Ferreira Silva | 6-4,6-1 |
| Challenger de Mouilleron-le-Captif | 2023/10/02 11:00 | Gabriel Debru v Robin Bertrand | 4-6,4-6 |
| Challenger de Mouilleron-le-Captif | 2023/10/01 12:00 | Gabriel Debru v Niklas Schell | 6-4,6-1 |
| Challenger de Orleans | 2023/09/24 10:25 | Gabriel Debru v Tristan Lamasine | 4-6,6-7 |
| Challenger Rennes | 2023/09/13 13:05 | Gabriel Debru v Lucas Poullain | 3-6,3-6 |
| Challenger de Knoxville | 2023/11/07 00:55 | Bernard Tomic v Alex Michelsen | 6-4,6-7,4-6 |
| Challenger de Charlottesville | 2023/10/31 18:45 | Cannon Kingsley v Alex Michelsen | 7-5,6-3 |
| Challenger de Fairfield | 2023/10/13 18:30 | Alex Michelsen v Nishesh Basavareddy | 3-6,3-6 |
| Challenger de Fairfield | 2023/10/12 17:00 | Alex Michelsen v Thai-Son Kwiatkowski | 6-3,6-4 |
| Challenger de Fairfield | 2023/10/10 18:50 | Alex Michelsen v Mohamed Aziz Dougaz | 2-6,7-6,6-0 |
| Challenger Tiburón | 2023/10/05 23:30 | Alex Michelsen v Thai-Son Kwiatkowski | 6-4,4-6,3-6 |
| Challenger Tiburón | 2023/10/03 20:20 | Alex Michelsen v Brayden Schnur | 6-7,6-3,6-4 |
| Challenger de Cary | 2023/09/16 21:00 | Zachary Svajda v Alex Michelsen | 6-3,7-5 |