Stadium: Stadium Round: 26 Ground: Hardcourt outdoor
| Challenger Cary | 2023/09/13 16:00 | Adam Walton v Mitchell Krueger | 7-5,6-2 |
| ATP Winston-Salem | 2023/08/19 16:25 | Adam Walton v Strong Kirchheimer | 5-7,3-6 |
| Challenger Stanford | 2023/08/16 18:25 | James Duckworth v Adam Walton | 6-3,6-4 |
| Challenger Stanford | 2023/08/15 17:00 | Zachary Svajda v Adam Walton | 2-6,2-6 |
| Challenger Cary | 2023/08/13 18:00 | Nicolas Moreno De Alboran v Adam Walton | 4-6,6-3,5-7 |
| Challenger Cary | 2023/08/12 19:00 | Liam Broady v Adam Walton | 4-6,5-7 |
| Challenger Cary | 2023/08/11 19:30 | Adam Walton v Rinky Hijikata | 6-2,6-4 |
| Challenger Cary | 2023/08/09 18:00 | Billy Harris v Adam Walton | 6-3,6-7,6-7 |
| Challenger Cary | 2023/09/13 16:00 | Patrick Kypson v Michael Geerts | 6-1,6-3 |
| US Open | 2023/08/24 14:00 | Patrick Kypson v Juncheng Shang | 4-6,6-7 |
| US Open | 2023/08/22 17:50 | Jurij Rodionov v Patrick Kypson | 4-6,4-6 |
| Challenger Cary | 2023/08/12 21:25 | Patrick Kypson v Nicolas Moreno De Alboran | 7-6,3-6,1-6 |
| Challenger Cary | 2023/08/11 21:30 | Patrick Kypson v Tung-Lin Wu | 6-3,7-6 |
| Challenger Cary | 2023/08/10 21:45 | Seong Chan Hong v Patrick Kypson | 4-6,4-6 |
| Challenger Cary | 2023/08/09 00:15 | Keegan Smith v Patrick Kypson | 3-6,2-6 |
| ATP Los Cabos | 2023/07/30 01:00 | Keegan Smith v Patrick Kypson | 6-3,6-7,6-2 |