Stadium: Center Court Round: 14 Ground: Hardcourt outdoor
| UTR Pro Florida | 2023/05/06 19:11 | Lachlan Brain v Henrik Wiersholm | 3-6,6-3,5-1 |
| UTR Pro Florida | 2023/05/04 19:30 | Henrik Wiersholm v Noureldin Adam | 6-7,6-3,3-6 |
| UTR Pro Florida | 2023/05/03 18:00 | Henrik Wiersholm v Sekou Bangoura | 1-6,4-6 |
| UTR Pro Florida | 2023/05/02 21:54 | Henrik Wiersholm v Felipe Pinzon Moreno | 6-7,3-6 |
| UTR Pro Florida | 2023/05/01 21:50 | Henrik Wiersholm v Markus Ekstrand | 6-4,6-3 |
| ITF M15 Fayetteville | 2019/09/17 14:30 | Murkel Dellien v Henrik Wiersholm | 6-2,6-3 |
| ITF M15 Fayetteville | 2019/09/16 15:00 | Marius Frosa v Henrik Wiersholm | 3-6,6-1,2-10 |
| ITF M15 Fayetteville | 2019/09/15 15:00 | Charley Emhardt v Henrik Wiersholm | 6-7,2-6 |
| ITF M15 Rancho Santa Fe | 2023/06/04 20:05 | Colin Sinclair v Jaimee Floyd Angele | 6-3,6-2 |
| ITF M15 Rancho Santa Fe | 2023/06/03 16:55 | Noah Schachter v Colin Sinclair | 3-6,5-7 |
| ITF M15 Rancho Santa Fe | 2023/06/02 20:00 | Colin Sinclair v Juan Carlos Aguilar | 6-3,6-0 |
| ITF M15 Rancho Santa Fe | 2023/06/01 21:45 | Colin Sinclair v Gianni Ross | 6-3,2-6,7-6 |
| ITF M15 Rancho Santa Fe | 2023/05/31 19:20 | Colin Sinclair v Ethan Schiffman | 7-6,6-2 |
| ITF M25 Pensacola | 2023/05/18 15:30 | Blu Baker v Colin Sinclair | 7-6,6-1 |
| ITF M25 Pensacola | 2023/05/17 13:50 | Chad Kissell v Colin Sinclair | 3-6,3-6 |
| Challenger - Savannah | 2023/04/25 19:20 | Colin Sinclair v Mateus Alves | 2-6,6-7 |