Stadium: Court 5 Round: 25 Ground: Hardcourt indoor
| 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 M25 Champaign | 2023/09/11 15:00 | Ryan Dickerson v Pierce Rollins | 4-6,1-6 |
| ITF M15 - Pittsburgh | 2023/07/27 17:15 | Ryan Dickerson v Darian King | 7-5,1-6,1-6 |
| ITF M15 - Pittsburgh | 2023/07/26 17:40 | Tyler Stice v Ryan Dickerson | 6-2,4-6,1-6 |
| ITF M15 - Pittsburgh | 2023/07/25 14:00 | Ryan Dickerson v Semen Pankin | 6-1,6-1 |
| ITF M15 Ithaca | 2023/10/03 14:00 | Gabriel Evans v Jibril Nettles | 6-4,6-4 |
| ITF - M15 Albuquerque | 2023/09/26 14:00 | Axel Nefve v Gabriel Evans | 6-4,6-2 |
| ITF - M15 Albuquerque | 2023/09/25 14:00 | Avery Tallakson v Gabriel Evans | 4-6,3-6 |
| ITF M25 Champaign | 2023/09/12 16:40 | Gabriel Evans v Maxwell McKennon | 6-7,6-2,6-10 |
| ITF M25 Champaign | 2023/09/11 20:30 | Gabriel Evans v Tyler Bowers | 6-3,6-2 |
| UTR - Pro Fort Worth | 2023/09/10 00:47 | Jerry Barton v Gabriel Evans | 6-3,3-6,6-3 |
| UTR - Pro Fort Worth | 2023/09/08 00:00 | Gabriel Evans v Pedro Vives Marcos | 1-6,6-3,7-6 |
| UTR - Pro Fort Worth | 2023/09/06 21:00 | Gabriel Evans v Jackson Ross | 7-6,1-6,0-6 |