Round: 1
| UK Pro League | 2023/10/03 10:00 | Giles Hussey v Oscar Weightman | 6-2,6-2 |
| UK Pro League | 2023/10/02 10:00 | Brandon Murphy v Oscar Weightman | 3-6,1-6 |
| ITF M15 Monastir | 2023/09/15 08:30 | Oscar Weightman v Luca Wiedenmann | 3-6,5-7 |
| ITF M15 Monastir | 2023/09/14 08:30 | Samir Hamza Reguig v Oscar Weightman | 1-6,4-6 |
| ITF M15 Monastir | 2023/09/13 08:30 | Oscar Weightman v Matteo Covato | 6-3,6-2 |
| ITF M15 Monastir | 2023/09/07 08:00 | Karue Sell v Oscar Weightman | 6-4,6-3 |
| ITF M15 Monastir | 2023/09/06 10:00 | Oscar Weightman v Alexandros Skorilas | 6-2,4-6,6-4 |
| ITF M25 Aldershot | 2023/08/17 10:15 | Henry Searle v Oscar Weightman | 6-3,6-2 |
| UK Pro League | 2023/10/04 13:00 | Sean Hodkin v Joshua Goodger | 1-6,3-6 |
| UK Pro League | 2023/10/02 10:00 | Joshua Goodger v Alexis Canter | 6-1,6-2 |
| ITF M25 Aldershot | 2023/08/15 09:00 | Joshua Goodger v Anton Matusevich | 7-5,2-6,4-6 |
| ITF M25 Roehampton | 2023/08/09 10:50 | Oliver Tarvet v Joshua Goodger | 7-5,6-4 |
| ITF M25 Roehampton | 2023/08/03 11:05 | Luke Simkiss v Joshua Goodger | 5-7,6-4,6-3 |
| ITF M25 Roehampton | 2023/08/02 11:00 | Joshua Goodger v Johannus Monday | 6-3,7-6 |
| ITF M25 Roehampton | 2023/08/01 09:00 | Joshua Goodger v Ronald Hohmann | 6-3,7-6 |
| ITF M25 Roehampton | 2023/07/19 15:20 | Mark Whitehouse v Joshua Goodger | 7-5,3-6,6-3 |