Stadium: Court 11 Round: 27 Ground: Hardcourt outdoor
| 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 |
| Challenger Savannah | 2023/04/23 18:50 | Colin Sinclair v Preston Brown | 5-7,7-5,6-2 |
| Challenger Tallahassee | 2023/04/18 16:40 | Kyle Kang v Colin Sinclair | 3-6,7-6,6-4 |
| ITF M15 Rancho Santa Fe | 2023/06/01 17:30 | Pablo Masjuan Ginel v Juan Carlos Aguilar | 1-6,4-6 |
| ITF M15 Rancho Santa Fe | 2023/05/31 21:30 | Juan Carlos Aguilar v Gage Brymer | 7-6,6-1 |
| ITF M15 Tabasco | 2023/05/23 20:05 | Juan Carlos Aguilar v Jesse Flores | 7-6,6-7,6-4 |
| ITF M25 Xalapa | 2023/05/19 21:00 | Juan Carlos Aguilar v Aidan Mayo | 0-6,4-6 |
| ITF M25 Xalapa | 2023/05/18 21:20 | Facundo Mena v Juan Carlos Aguilar | 6-4,6-7,4-6 |
| ITF M25 Xalapa | 2023/05/17 18:00 | Joshua Sheehy v Juan Carlos Aguilar | 2-6,4-6 |
| UTR Pro Florida | 2023/05/07 14:00 | Sekou Bangoura v Juan Carlos Aguilar | 2-6,2-6 |
| UTR Pro Florida | 2023/05/06 15:00 | Jibril Nettles v Juan Carlos Aguilar | 6-4,6-7,5-7 |