Round: 1
| UK Pro League | 2021/03/18 20:00 | Oscar Weightman v Harry Wendelken | 4-6,6-1,10-8 |
| UK Pro League | 2023/10/06 11:30 | Giles Hussey v Harry Wendelken | 6-1,6-1 |
| UK Pro League | 2023/10/05 13:00 | Harry Wendelken v Hamish Stewart | 7-6,5-7,10-4 |
| UK Pro League | 2023/10/04 10:00 | Harry Wendelken v David Quayle | 3-6,6-1,11-9 |
| UK Pro League | 2023/10/03 13:00 | Harry Wendelken v Ivan Denisov | 6-2,7-5 |
| ITF M25 Falun | 2023/09/27 12:00 | Edas Butvilas v Harry Wendelken | 1-6,7-6,6-4 |
| ITF M25 Falun | 2023/09/26 14:35 | Johannes Ingildsen v Harry Wendelken | 6-4,3-6,3-6 |
| ITF M15 Danderyd | 2023/09/23 08:00 | Mats Rosenkranz v Harry Wendelken | 6-4,2-6,6-4 |
| ITF M15 Danderyd | 2023/09/22 09:40 | Harry Wendelken v Tibo Colson | 6-4,6-2 |
| UK Pro League | 2023/10/06 13:00 | Oscar Weightman v Patrick Brady | 6-7,3-6 |
| UK Pro League | 2023/10/05 10:00 | Oscar Weightman v Joshua Goodger | 5-7,6-4,10-7 |
| 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 |