Stadium: Court 7 Round: 26 Ground: Hardcourt outdoor
| 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 |
| Challenger - Tallahassee | 2023/04/17 18:05 | Colin Sinclair v Luca Potenza | 6-1,6-3 |
| ITF - M15 Rancho Santa Fe | 2023/05/31 21:10 | Jacob Brumm v Gianni Ross | 6-4,3-6,2-6 |
| ITF - M25 Valldoreix | 2023/05/09 10:00 | Svyatoslav Gulin v Gianni Ross | 6-3,6-4 |
| ITF - M25 Valldoreix | 2023/05/08 10:30 | Federico Valle v Gianni Ross | 3-6,5-7 |
| ITF - M25 Valldoreix | 2023/05/07 14:30 | Mikel Martinez v Gianni Ross | 4-6,1-6 |
| ITF - M25 Sabadell | 2023/05/05 10:00 | Henrique Rocha v Gianni Ross | 6-2,6-3 |
| ITF - M25 Sabadell | 2023/05/04 09:00 | Gianni Ross v Svyatoslav Gulin | 6-3,7-5 |
| ITF - M25 Sabadell | 2023/05/03 08:00 | Gianni Ross v Aleksandr Braynin | 6-4,6-4 |
| ITF - M25 Sabadell | 2023/05/02 10:00 | Aleksandr Braynin v Gianni Ross | 4-6,4-6 |