Stadium: Court 2 Round: 28 Ground: Hardcourt indoor
| ITF M25 Edgbaston | 2023/10/19 10:25 | Aidan Mchugh v Kyle Edmund | 3-6,6-7 |
| ITF M25 Edgbaston | 2023/10/18 11:00 | Kyle Edmund v Milos Karol | 6-3,6-7,7-6 |
| ITF M25 Edgbaston | 2023/10/17 12:05 | Hynek Barton v Kyle Edmund | 1-6,2-6 |
| ITF M15 Doha | 2023/10/09 15:10 | Quentin Folliot v Kyle Edmund | 6-3,6-3 |
| ITF M25 Reggio Emilia | 2023/05/19 09:00 | Terence Atmane v Kyle Edmund | 6-7,4-6 |
| ITF M25 Reggio Emilia | 2023/05/18 13:55 | Kyle Edmund v Remy Bertola | 6-2,6-2 |
| ITF M25 Reggio Emilia | 2023/05/17 11:45 | Lorenzo Rottoli v Kyle Edmund | 0-6,6-7 |
| ITF M25 Reggio Emilia | 2023/05/16 08:00 | Kyle Edmund v Alessandro Pecci | 6-3,6-4 |
| ITF M25 Edgbaston | 2023/10/19 10:45 | Toby Samuel v Paul Jubb | 7-5,6-7,6-3 |
| ITF M25 Edgbaston | 2023/10/18 11:00 | Toby Samuel v Tiran Sanghera | 6-3,6-4 |
| ITF M25 Edgbaston | 2023/10/17 10:30 | Toby Samuel v Phoenix Weir | 6-1,6-2 |
| Challenger Columbus | 2023/09/18 19:25 | Bernard Tomic v Toby Samuel | 6-0,6-4 |
| Challenger Columbus | 2023/09/17 21:55 | Bryce Nakashima v Toby Samuel | 3-6,6-7 |
| Challenger Cary | 2023/09/15 19:00 | Zachary Svajda v Toby Samuel | 7-5,5-7,6-1 |
| Challenger Cary | 2023/09/13 18:40 | Toby Samuel v Illya Marchenko | 7-5,6-7,6-1 |
| Challenger Cary | 2023/09/11 21:00 | Brayden Schnur v Toby Samuel | 3-6,7-6,3-6 |