Stadium: Court 1 Round: 29 Ground: Hardcourt outdoor
| 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 |
| Challenger Savannah | 2023/04/24 16:30 | Colin Sinclair v Luca Potenza | 7-5,4-6,6-2 |
| ITF M15 Rancho Santa Fe | 2023/06/03 19:05 | Jaimee Floyd Angele v Keegan Smith | 6-4,5-7,6-4 |
| ITF M15 Rancho Santa Fe | 2023/06/02 19:55 | Jack Anthrop v Jaimee Floyd Angele | 6-7,2-6 |
| ITF M15 Rancho Santa Fe | 2023/06/01 21:15 | Connor Farren v Jaimee Floyd Angele | 2-6,4-6 |
| ITF M15 Rancho Santa Fe | 2023/05/30 19:00 | Roi Ginat v Jaimee Floyd Angele | 3-6,2-6 |
| ITF M15 Monastir | 2023/05/18 08:30 | Matija Pecotic v Jaimee Floyd Angele | 6-3,3-6,6-7 |
| ITF M15 Monastir | 2023/05/17 08:30 | Jaimee Floyd Angele v Giles Hussey | 6-3,6-4 |
| Challenger Savannah | 2023/04/23 19:05 | Mateus Alves v Jaimee Floyd Angele | 6-3,7-6 |
| Challenger Morelos | 2023/04/16 17:40 | Aidan Mchugh v Jaimee Floyd Angele | 6-3,6-3 |