Stadium: Court 1 Round: 19 Ground: Hardcourt outdoor
| Challenger Charleston | 2023/09/24 14:00 | Christian Langmo v Darian King | 6-4,6-7,6-7 |
| Davis Cup | 2023/09/15 14:35 | Olaf Pieczkowski v Darian King | 1-6,7-6,6-3 |
| ATP Winston-Salem | 2023/08/21 22:15 | Michael Mmoh v Darian King | 6-2,3-6,6-3 |
| ATP Winston-Salem | 2023/08/20 17:00 | Strong Kirchheimer v Darian King | 6-2,4-6,6-7 |
| ATP Winston-Salem | 2023/08/19 16:35 | Darian King v Ulises Blanch | 2-6,6-4,6-3 |
| Challenger Winnipeg | 2023/08/17 18:45 | Darian King v Ryan Peniston | 0-6,1-6 |
| Challenger Winnipeg | 2023/08/16 17:00 | Benjamin Bonzi v Darian King | 3-6,1-6 |
| Challenger Winnipeg | 2023/08/15 16:00 | Darian King v Brayden Schnur | 6-2,6-1 |
| Challenger Charleston | 2023/09/24 14:00 | Yassine Dlimi v Aidan Mayo | 1-6,6-3,6-7 |
| Challenger Columbus | 2023/09/19 16:00 | Enzo Couacaud v Aidan Mayo | 6-2,7-5 |
| Challenger Columbus | 2023/09/18 19:25 | Aidan Mayo v Preston Stearns | 6-4,6-1 |
| Challenger Columbus | 2023/09/17 22:15 | Aidan Mayo v Colin Markes | 6-2,6-2 |
| Challenger Cary | 2023/09/11 22:00 | Aidan Mayo v Christian Harrison | 6-4,4-6,2-6 |
| US Open | 2023/08/25 22:10 | Aidan Mayo v Yu Hsiou Hsu | 5-7,3-6 |
| US Open | 2023/08/24 15:55 | Giovanni Mpetshi Perricard v Aidan Mayo | 6-7,6-7 |
| US Open | 2023/08/22 21:25 | Frederico Ferreira Silva v Aidan Mayo | 6-3,1-6,4-6 |