Stadium: Court 5 Round: 27 Ground: Hardcourt indoor
| ITF - Loughborough M25 | 2024/01/11 13:20 | Cannon Kingsley v Jonas Forejtek | 6-4,6-7,7-6 |
| ITF - Loughborough M25 | 2024/01/10 13:10 | Cannon Kingsley v Gianmarco Ferrari | 4-6,7-5,6-2 |
| Challenger Oeiras | 2023/12/31 11:00 | Daniil Glinka v Cannon Kingsley | 6-3,2-6,7-5 |
| Challenger Drummondville | 2023/11/14 16:40 | Cannon Kingsley v James Duckworth | 5-7,7-6,6-7 |
| Challenger Knoxville | 2023/11/07 21:40 | Sebastian Fanselow v Cannon Kingsley | 6-4,6-2 |
| Challenger Knoxville | 2023/11/06 18:00 | Cannon Kingsley v Gabi Adrian Boitan | 7-5,6-3 |
| Challenger Knoxville | 2023/11/05 22:15 | Cannon Kingsley v Alex Lawson | 6-4,7-6 |
| Challenger Charlottesville | 2023/11/01 19:40 | Brandon Holt v Cannon Kingsley | 6-4,6-4 |
| ITF - Loughborough M25 | 2024/01/10 14:50 | Henry Searle v Marcus Walters | 6-7,6-3,6-1 |
| ITF - Sunderland M25 | 2023/11/01 14:20 | Henry Searle v Alexander Blockx | 3-6,3-6 |
| ITF - Glasgow M25 | 2023/10/24 12:30 | Henry Searle v Hamish Stewart | 3-6,3-6 |
| ITF - Edgbaston M25 | 2023/10/19 09:00 | Giles Hussey v Henry Searle | 6-4,7-5 |
| ITF - Edgbaston M25 | 2023/10/18 10:35 | Henry Searle v Sean Hodkin | 7-6,7-6 |
| ITF - Edgbaston M25 | 2023/10/17 12:30 | Finn Bass v Henry Searle | 7-6,3-6,4-6 |
| ITF - Sharm El Sheikh M15 | 2023/10/07 07:00 | Stuart Parker v Henry Searle | 6-1,6-1 |
| ITF - Sharm El Sheikh M15 | 2023/10/06 07:00 | Vadym Ursu v Henry Searle | 2-6,3-6 |