Stadium: Court 4 Round: 19 Ground: Hardcourt outdoor
| ITF M15 Ithaca | 2023/01/20 18:45 | Darian King v Strong Kirchheimer | 6-2,6-7,6-4 |
| ATP Winston-Salem | 2023/08/19 16:25 | Adam Walton v Strong Kirchheimer | 5-7,3-6 |
| Challenger Winnipeg | 2023/08/15 20:50 | Strong Kirchheimer v Liam Broady | 3-6,3-6 |
| Challenger Winnipeg | 2023/08/14 18:20 | Strong Kirchheimer v Alafia Ayeni | 7-5,6-2 |
| Challenger Winnipeg | 2023/08/13 18:45 | Strong Kirchheimer v Juan Carlos Aguilar | 1-6,6-4,6-4 |
| Challenger Cary | 2023/08/06 14:00 | Strong Kirchheimer v Quinn Vandecasteele | 7-5,3-6,2-6 |
| Challenger Lexington | 2023/08/03 01:00 | Tennys Sandgren v Strong Kirchheimer | 6-2,6-4 |
| Challenger Lexington | 2023/07/31 20:00 | Strong Kirchheimer v Martin Damm | 6-7,7-6,7-6 |
| Challenger Granby | 2023/07/16 15:00 | Strong Kirchheimer v James Trotter | 6-7,4-6 |
| 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 Winnipeg | 2023/08/14 18:50 | Matija Pecotic v Darian King | 3-6,4-6 |
| Challenger Winnipeg | 2023/08/13 22:05 | Joshua Sheehy v Darian King | 6-3,1-6,3-6 |
| ITF M15 Pittsburgh | 2023/07/30 18:45 | Darian King v Juan Carlos Aguilar | 4-6,6-3,6-3 |
| ITF M15 Pittsburgh | 2023/07/29 16:30 | Darian King v Samir Banerjee | 6-4,7-6 |