Stadium: Court South 5 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Decatur | 2023/08/05 15:25 | Naoki Nakagawa v Jonah Braswell | 6-2,4-6,6-1 |
| ITF M25 Decatur | 2023/08/04 15:40 | Jonah Braswell v Rafael Tosetto | 6-3,6-0 |
| ITF M25 Decatur | 2023/08/03 19:20 | Alexander Kotzen v Jonah Braswell | 2-6,6-0,6-7 |
| ITF M25 Decatur | 2023/08/02 20:20 | Henrik Wiersholm v Jonah Braswell | 4-6,6-2,0-6 |
| ITF M25 Champaign | 2023/07/18 14:55 | Trey Hilderbrand v Jonah Braswell | 7-6,6-4 |
| ITF M25 Champaign | 2023/07/17 14:00 | Piotr Lada v Jonah Braswell | 1-6,0-6 |
| ITF M25 Pensacola | 2023/05/18 20:00 | Dmitry Popko v Jonah Braswell | 6-1,6-3 |
| ITF M25 Pensacola | 2023/05/17 15:40 | Colin Markes v Jonah Braswell | 2-6,1-6 |
| Challenger Fairfield | 2023/10/09 18:55 | Keegan Smith v Edward Winter | 6-4,6-0 |
| Challenger Fairfield | 2023/10/08 20:05 | Edward Winter v Nathan Ponwith | 6-2,6-2 |
| ITF M15 Caloundra | 2023/08/01 04:50 | Keisuke Saitoh v Edward Winter | 7-6,6-2 |
| ITF M15 Caloundra | 2023/07/28 00:00 | Edward Winter v Luke Saville | 3-6,4-6 |
| ITF M15 Caloundra | 2023/07/27 01:40 | Edward Winter v Brandon Walkin | 4-6,6-2,7-6 |
| ITF M15 Caloundra | 2023/07/26 00:00 | Edward Winter v Jacob Bradshaw | 7-6,6-3 |
| 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 |