Stadium: Center Court Round: 62 Ground: Hardcourt outdoor
| ITF M25 Sunderland | 2023/01/23 10:00 | Simon Freund v James Davis | 2-6,3-6 |
| ITF M25 Heraklion | 2023/11/13 08:30 | James Davis v Evangelos Kypriotis | 6-2,6-2 |
| ITF M25 Sunderland | 2023/10/31 10:00 | Tibo Colson v James Davis | 6-4,6-4 |
| ITF M25 Glasgow | 2023/10/25 09:00 | James Davis v Milos Karol | 2-6,4-6 |
| ITF M25 Glasgow | 2023/10/23 08:55 | James Davis v Nicolas Rosenzweig | 3-6,6-2,10-3 |
| ITF M15 Ithaca | 2023/10/03 14:00 | James Davis v Aurel Ciocanu | 2-6,3-6 |
| ITF M15 Forbach | 2023/09/24 13:40 | James Davis v Loan Lestir | 7-6,3-6,9-11 |
| ITF M15 Danderyd | 2023/09/21 08:00 | James Davis v Tibo Colson | 2-6,4-6 |
| ITF M15 Danderyd | 2023/09/20 08:00 | Michael Shaw v James Davis | 2-6,6-7 |
| ITF M25 Heraklion | 2023/11/13 08:30 | Graham Maassen v Simon Freund | 3-6,2-6 |
| ITF M25 Heraklion | 2023/11/07 07:30 | Guy Den Heijer v Simon Freund | 6-2,3-6,10-5 |
| ITF M25 Heraklion | 2023/11/06 07:00 | Graham Maassen v Simon Freund | 4-6,2-6 |
| ITF M25 Heraklion | 2023/11/05 07:00 | Simon Freund v Filippo Romano | 6-2,6-1 |
| ITF M25 Tavira | 2023/10/17 10:30 | Diego F Flores v Simon Freund | 6-1,6-4 |
| ITF M25 Tavira | 2023/10/16 08:30 | Simon Freund v Tomas Vaise | 6-3,6-2 |
| ITF M25 Tavira | 2023/10/15 09:00 | Jasin Jakupi v Simon Freund | 2-6,1-6 |
| ITF M25 Tavira | 2023/10/12 09:00 | Aleksandr Braynin v Simon Freund | 6-4,6-4 |