Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| Challenger - Burnie | 2023/01/29 23:00 | Edward Winter v Brandon Walkin | 6-2,6-7,0-6 |
| 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 |
| ITF M25 - Dallas | 2023/07/15 19:00 | Edward Winter v Aidan Mayo | 4-6,4-6 |
| ITF M25 - Dallas | 2023/07/14 18:35 | Edward Winter v Noah Schachter | 6-1,6-0 |
| ITF M25 - Dallas | 2023/07/13 15:30 | Evgeny Donskoy v Edward Winter | 2-6,4-6 |
| ITF M25 - Dallas | 2023/07/12 16:30 | Ilgiz Valiev 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 - Caloundra | 2023/07/25 23:50 | Naoki Tajima v Brandon Walkin | 6-7,6-3,4-6 |
| Challenger Iasi | 2023/07/09 10:20 | Kalin Ivanovski v Brandon Walkin | 6-2,6-2 |
| ITF M15 - Wroclaw | 2023/06/28 12:50 | Filip Kosinski v Brandon Walkin | 2-6,0-6 |
| ITF M25 - Poprad | 2023/06/20 09:40 | Brandon Walkin v Vladyslav Orlov | 3-6,4-6 |
| ITF M15 - Sarajevo | 2023/06/08 07:00 | Brandon Walkin v Dusan Obradovic | 6-3,6-7,4-6 |
| ITF M15 - Sarajevo | 2023/06/07 07:00 | Bozo Barun v Brandon Walkin | 4-6,2-6 |
| ITF M25 - Kiseljak | 2023/05/31 10:55 | Brandon Walkin v Kirill Kivattsev | 6-7,6-7 |
| ITF M25 - Kiseljak | 2023/05/30 09:05 | Brandon Walkin v Gal Emersic Potocnik | 7-5,6-0 |