Stadium: Court 12 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Champaign | 2023/07/20 16:50 | Edward Winter v Alexander Bernard | 4-6,2-6 |
| ITF M25 Champaign | 2023/07/19 22:20 | Edward Winter v Samir Banerjee | 6-3,7-5 |
| Dallas, Singles Main, M-ITF-USA-18A | 2023/07/15 19:00 | Edward Winter v Aidan Mayo | 4-6,4-6 |
| Dallas, Singles Main, M-ITF-USA-18A | 2023/07/14 18:35 | Edward Winter v Noah Schachter | 6-1,6-0 |
| Dallas, Singles Main, M-ITF-USA-18A | 2023/07/13 15:30 | Evgeny Donskoy v Edward Winter | 2-6,4-6 |
| Dallas, Singles Main, M-ITF-USA-18A | 2023/07/12 16:30 | Valiev, Ilgiz v Edward Winter | 0-6,3-6 |
| ITF M15 Irvine | 2023/07/01 18:50 | Edward Winter v Quinn Vandecasteele | 6-4,4-6,0-6 |
| ITF M15 Irvine | 2023/06/30 21:00 | Daniel De Jonge v Edward Winter | 3-6,2-6 |
| ITF M15 Shanghai | 2023/07/11 07:15 | Sun, Qian v Jacob Bradshaw | 3-6,6-4,6-4 |
| ITF M15 Tianjin | 2023/07/05 04:40 | Jacob Bradshaw v Woobin Shin | 4-6,4-6 |
| ITF M15 Tianjin | 2023/07/01 02:00 | Aoran Wang v Jacob Bradshaw | 6-4,0-6,6-4 |
| ITF M15 Tianjin | 2023/06/30 02:00 | Luca Castelnuovo v Jacob Bradshaw | 6-7,2-6 |
| ITF M15 Tianjin | 2023/06/28 02:40 | Ignacio B Alia v Jacob Bradshaw | 2-6,4-6 |
| ITF M15 Tianjin | 2023/06/22 02:00 | Becroft, Isaac v Jacob Bradshaw | 6-4,3-6,6-3 |
| ITF M15 Tianjin | 2023/06/21 05:05 | Sheng Tang v Jacob Bradshaw | 7-6,2-6,4-6 |
| ITF M25 Nakhon Si Thammarat | 2023/06/13 02:00 | Jacob Bradshaw v Wishaya Trongcharoenchaikul | 3-6,7-6,5-7 |