Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
| ITF M25 Roehampton | 2023/08/08 15:05 | Daniel Little v Oscar Weightman | 3-6,6-7 |
| ITF M25 Roehampton | 2023/08/02 12:45 | Daniel Little v Luc Koenig | 6-4,5-7,6-7 |
| ITF M25 Roehampton | 2023/08/01 11:00 | Daniel Little v Oscar Weightman | 6-2,5-7,7-6 |
| ITF M25 Roehampton | 2023/07/18 10:00 | Daniel Little v Mark Whitehouse | 3-6,6-7 |
| ITF M25 Nottingham | 2023/07/12 09:45 | Yannik Steinegger v Daniel Little | 6-4,6-4 |
| ATP Eastbourne | 2023/06/24 15:55 | Daniel Little v Beibit Zhukayev | 4-6,4-6 |
| ITF M25 Wichita | 2023/06/14 16:55 | Daniel Little v Aidan Kim | 4-6,1-6 |
| ITF M15 San Diego | 2023/06/08 17:00 | Daniel Little v Trevor Svajda | 4-6,3-6 |
| ITF M25 Roehampton | 2023/08/09 12:30 | Patrick Brady v George Loffhagen | 2-6,6-7 |
| ITF M25 Roehampton | 2023/08/02 12:20 | Toby Samuel v Patrick Brady | 6-4,6-3 |
| ITF M25 Roehampton | 2023/08/01 12:25 | Michael Shaw v Patrick Brady | 3-6,5-7 |
| ITF M25 Roehampton | 2023/07/19 12:55 | Billy Harris v Patrick Brady | 6-3,7-6 |
| ITF M25 Roehampton | 2023/07/18 11:35 | Jack Pinnington Jones v Patrick Brady | 6-3,5-7,3-6 |
| ITF M25 Nottingham | 2023/07/13 11:45 | Daniel Cox v Patrick Brady | 7-5,6-2 |
| ITF M25 Nottingham | 2023/07/12 14:45 | Patrick Brady v Benjamin Lock | 6-4,6-3 |
| ITF M25 Ajaccio | 2023/07/06 18:15 | Dan Added v Patrick Brady | 6-4,6-1 |