Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| 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 |
| Challenger Tallahassee | 2023/04/16 17:00 | Colin Sinclair v Mathieu Scaglia | 6-7,7-5,6-2 |
| UTR Pro California | 2023/04/23 18:30 | Ethan Schiffman v Lautaro Lautaro Pane | 2-6,2-6 |
| UTR Pro California | 2023/04/22 21:30 | Oleksiy Arovin v Ethan Schiffman | 3-6,1-3 |
| UTR Pro California | 2023/04/21 22:33 | Karue Sell v Ethan Schiffman | 6-0,6-2 |
| UTR Pro California | 2023/04/20 21:30 | Krish Arora v Ethan Schiffman | 6-7,7-5,5-2 |
| UTR Pro California | 2023/04/18 21:04 | Christopher Papa v Ethan Schiffman | 6-3,6-0 |
| UTR Pro California | 2023/04/17 22:34 | Ethan Schiffman v Muzammil Murtaza | 5-7,6-3,6-3 |
| UTR Pro Tennis Series California | 2022/12/09 18:00 | Rithvik Krishna v Ethan Schiffman | 6-4,3-1 |
| UTR Pro Tennis Series California | 2022/12/08 21:00 | Keenan Mayo v Ethan Schiffman | 6-2,5-4 |