Stadium: Court Lisboa Round: 14 Ground: Clay
| Challenger Braga | 2023/09/24 12:15 | Henri Squire v Tiago Pereira | 3-6,6-3,1-6 |
| Challenger Bad Waltersdorf | 2023/09/19 13:10 | Raul Brancaccio v Henri Squire | 7-6,5-7,6-2 |
| Challenger Bad Waltersdorf | 2023/09/18 08:00 | Henri Squire v Marcello Serafini | 6-4,6-2 |
| Challenger Bad Waltersdorf | 2023/09/17 08:00 | Henri Squire v David Pichler | 6-7,6-3,6-4 |
| Challenger Szczecin | 2023/09/12 17:30 | Federico Coria v Henri Squire | 6-4,2-6,6-4 |
| Challenger Szczecin | 2023/09/11 11:40 | Timo Stodder v Henri Squire | 6-7,2-6 |
| Challenger Szczecin | 2023/09/10 12:20 | Jasza Szajrych v Henri Squire | 3-6,4-6 |
| Challenger Tulln | 2023/09/08 11:40 | Flavio Cobolli v Henri Squire | 6-1,6-2 |
| Challenger Cary | 2023/09/10 17:25 | Strong Kirchheimer v Connor Thomson | 7-6,6-3 |
| ITF M25 Nottingham | 2023/07/13 10:00 | Billy Harris v Connor Thomson | 6-1,7-6 |
| ITF M25 Nottingham | 2023/07/12 14:05 | Emile Hudd v Connor Thomson | 3-6,4-6 |
| ITF M25 Nottingham | 2023/07/12 09:45 | Connor Thomson v Giles Hussey | 7-6,7-5 |
| UTR Pro Tennis Series California | 2022/08/06 18:30 | Jacob Fearnley v Connor Thomson | 3-6,6-2,6-2 |
| UTR Pro Tennis Series California | 2022/08/05 17:00 | Dominique Rolland v Connor Thomson | 3-6,3-5 |
| UTR Pro Tennis Series California | 2022/08/04 20:00 | Adam Chodur v Connor Thomson | 5-7,4-5 |
| UTR Pro Tennis Series California | 2022/08/03 21:30 | Mason Tran v Connor Thomson | 6-7,2-6 |