Stadion: Court 7 Round: 26 Ground: Hardcourt outdoor
| ITF - M15 - Las Vegas | 2023/10/18 22:30 | Kaylan Bigun v Ryan Dickerson | 6-7,7-6,3-6 |
| ITF - M25 - Las Vegas | 2023/10/17 13:00 | Maxwell Exsted v Ryan Dickerson | 4-6,3-6 |
| ITF - M25 - Las Vegas | 2023/10/16 13:00 | Huzaifa Abdul Rehman v Ryan Dickerson | 3-6,6-1,3-10 |
| ITF - M15 - Ithaca | 2023/10/04 14:00 | Ryan Dickerson v Gabriel Evans | 2-6,4-6 |
| ITF - M15 - Albuquerque | 2023/09/28 14:00 | Ryan Dickerson v William Grant | 5-7,1-6 |
| ITF - M15 - Albuquerque | 2023/09/27 16:25 | Alfredo Perez v Ryan Dickerson | 3-6,3-6 |
| ITF - M15 - Albuquerque | 2023/09/26 14:00 | Ryan Dickerson v Luca Staeheli | 6-0,6-4 |
| ITF - M15 - Albuquerque | 2023/09/25 14:00 | Ryan Dickerson v Ryoma Matsushita | 6-1,6-2 |
| ITF - M15 - Las Vegas | 2023/10/17 16:00 | Arvid Nordquist v Thai-Son Kwiatkowski | 3-6,5-7 |
| Challenger - Fairfield | 2023/10/12 17:00 | Alex Michelsen v Thai-Son Kwiatkowski | 6-3,6-4 |
| Challenger - Fairfield | 2023/10/10 21:20 | Thai-Son Kwiatkowski v Ozan Baris | 6-4,6-4 |
| Challenger - Tiburon | 2023/10/06 21:00 | Thai-Son Kwiatkowski v Tristan Schoolkate | 6-3,4-6,2-6 |
| Challenger - Tiburon | 2023/10/05 23:30 | Alex Michelsen v Thai-Son Kwiatkowski | 6-4,4-6,3-6 |
| Challenger - Tiburon | 2023/10/03 18:35 | Giovanni Mpetshi Perricard v Thai-Son Kwiatkowski | 6-7,3-6 |
| Challenger - Tiburon | 2023/10/02 17:00 | Federico Agustin Gomez v Thai-Son Kwiatkowski | 6-7,1-6 |
| Challenger - Tiburon | 2023/10/01 18:35 | Thai-Son Kwiatkowski v Elmer Moller | 6-3,6-2 |