Stadium: Court 1 Round: 14 Ground: Hardcourt indoor
| Challenger Charlottesville | 2023/10/29 15:25 | Evgeny Karlovskiy v Cooper Williams | 7-6,2-6,6-4 |
| Challenger Lexington | 2023/07/30 17:30 | Aidan Mayo v Cooper Williams | 6-4,6-3 |
| ITF - Edwardsville M25 | 2023/07/28 00:00 | Cooper Williams v Quinn Vandecasteele | 3-6,4-6 |
| ITF - Edwardsville M25 | 2023/07/26 14:00 | Makoto Ochi v Cooper Williams | 6-6,5-1,5-6 |
| Challenger - Savannah | 2023/04/24 15:35 | Cooper Williams v Mateus Alves | 3-6,4-6 |
| Challenger - Savannah | 2023/04/23 21:10 | Nathan Ponwith v Cooper Williams | 6-7,4-6 |
| Challenger Tallahassee | 2023/04/17 19:30 | Martin Damm v Cooper Williams | 6-3,6-1 |
| Challenger Tallahassee | 2023/04/17 16:20 | Cooper Williams v Sekou Bangoura | 7-5,6-4 |
| Challenger Cary | 2023/09/15 19:00 | Rinky Hijikata v Pedro Vives Marcos | 6-1,7-5 |
| Challenger Cary | 2023/09/14 19:00 | Pedro Vives Marcos v Bernard Tomic | 6-4,6-2 |
| Challenger Cary | 2023/09/12 18:45 | Pedro Vives Marcos v Elmar Ejupovic | 6-2,4-6,6-2 |
| Challenger Cary | 2023/09/11 20:20 | Cannon Kingsley v Pedro Vives Marcos | 4-6,4-6 |
| Challenger Cary | 2023/09/10 22:20 | Pedro Vives Marcos v Inaki Montes-De La Torre | 4-6,6-2,7-5 |
| UTR Pro Fort Worth | 2023/09/09 13:52 | Pedro Vives Marcos v Jack Pinnington Jones | 6-4,6-1 |
| UTR Pro Fort Worth | 2023/09/08 23:00 | Pedro Vives Marcos v Lui Maxted | 3-6,6-1,6-3 |
| UTR Pro Fort Worth | 2023/09/08 00:00 | Gabriel Evans v Pedro Vives Marcos | 1-6,6-3,7-6 |